Chapter 03.3
I made quick work of the boxes, and carried the pieces down the stairs into the garage to recycle them. Even quicker, I charged back up the staircase, scooted past the newly-built furniture, and made my way into Valerie's room.
The bedroom was different than the rest of the house. The furniture here was nice, all sleek designs in dark colors. The walls were painted dark, twilight blue. Pink, red, and purple veils hung on the walls, billowing as I closed the door behind me. There was a bed with a dark purple cover, and next to it a few mirrors lit by soft white lighting set on the hardwood floor. Valerie's laptop was there, the ring light bright above the web cam.
I heard the shower stop, and Valerie walked from the bathroom into the bedroom. She was wearing her kimono again, with Godzilla splashing by the Golden Gate Bridge. She was applying a bit of makeup, darkening her lashes and painting her lips a pale rose.
"You can sit over there," she said, gesturing towards a hardwood stool, "and don't make a sound! You're the only person who's ever seen this show live. You should feel very lucky."
Valerie looked at the clock on the wall and swore. "Shit, I'm almost late!" She slid across the bed and sat down cross-legged on a cushion on the floor in front of her computer. She was brightly lit from multiple sides, and I could see her shoulders and back in the mirrors.
Valerie typed quickly on her laptop, took a deep breath, and then smiled widely.
"Hi fans," she cooed in a cool, demure voice. "It's so great to see you again. I hope you're having a great day. And if you're not, I want you to just sit back and relax and let me take your cares away."
Valerie reached onto the bed and retrieved the huge green dildo.
"I have a surprise today. One of my fans sent me a present. It's the Orc Dick, the one I was talking about a few weeks ago. Look how huge it is! Oh my god! I'm going to put it next to me... holy shit, it almost reaches up to my tits!"
Valerie stuck the dildo down onto the hardwood floor.
"Speaking of tits, let's get the show started!"
Valerie started to slowly undress, slipping the kimono bit by bit down her bare shoulders. She smiled and laughed at the camera, reacting to whatever her fans were typing.
"Oh, thank you for that. Yeah, I like my haircut too. I think it shows off my neck and shoulders."
The kimono dropped to Valerie's elbows, exposing a sexy purple push-up bra that pressed her small tits together into very seductive cleavage. I felt myself growing stiff inside my jeans.
"This is new, too," Valerie said. "And I've got panties to match. Do you want to see?"
She got onto her knees and turned her back to the camera. She pulled up the kimono, revealing sheer purple panties that clung to the curve of her ass.
"What do you think, should I keep them on or take them off? Okay, the fans have spoken!"
Valerie turned back to face the camera. She lifted her legs into the air and slipped off her panties. Suddenly she spread her knees, exposing her pink pussy to the camera. Valerie had a tiny little triangle of blonde hair above her smooth pussy. The skin of her thighs and crotch was extremely smooth and buttery. My mouth watered.
"Mm, your comments are making me so wet," Valerie said. "I love it when you talk dirty to me."
Valerie started to touch herself in front of the camera. She rubbed her pussy with her fingers, rocking her hips and moaning. She slipped a finger between her pussy lips, then rubbed her clit with her juices. She bit her lip and humped her hand, breathing hard.
"So should I use the Orc Dick? I think I might need some motivation..."
Valerie eyes suddenly widened.
"Wow, that is such a generous tip! Mm, I love knowing you're out there touching yourselves, getting hard watching me. I want you to move with me, match my hands..."
Valerie picked up the Orc Dick. From behind the camera she got a large bottle of lube, ten times the size of the one Ashley had brought out. She squirted lube onto the bulbous green head, then started to slowly work it down the shaft.
"Are you touching yourself right now? God, that's so sexy. Don't cum too soon, though, I want you to last," Valerie purred at the camera. She stuck the dildo back onto the wooden floor, this time between her spread legs, and started to stroke it with both hands.
"Wow, this feels so good in my hands. Mm, it's getting me really turned on."
Valerie lifted her hips and ran her pussy up and down the shaft of the dildo. Her breathing quickened, and she moaned.
"Oh my god, it's so big. I don't know if it's going to fit in my ass... should we find out?"
I saw her smile at the camera again, and knew another fan had just unloaded a huge wad of money.
"You guys are so generous today! Okay, here we go."
Valerie turned around again with her ass facing the camera. She got onto her knees, the dildo pointed straight at her cheeks. She took up the bottle of lube and squirted more onto her asshole.
"Remember guys, lube is your friend!" she said.
Valerie rubbed her asshole with the lube. She put down the bottle and reached for the huge green head of the dildo. Valerie pressed it against her asshole and pushed it gently in. I couldn't believe it when the huge mushroom top slipped effortlessly into her ass.
"Ohhhhhhhhh..." Valerie moaned. It was a sound so different, so sexy and welcome, compared to Ashley's horrid gasp. My cock leapt in my pants, and my heart raced.
Valerie started lowering herself, a bit at a time, onto the massive dildo. Her ass rose and lowered, rose and lowered, taking in a little bit more at a time. Meanwhile, her moans grew louder.
"Oh fuck... oh fuck it's stretching me so wide... oh god it feels so good," she muttered between gasps.
She started to ride the dildo faster, her ass rising and lowering, shudders passing through her cheeks and thighs. Her hand lowered to her pussy, and she rubbed at her clit wildly, moans escaping through clenched teeth.
Inch by inch she sunk down onto the dildo. Her groans were guttural now, deep shaking moans, her entire body quivering. Amazed, I watched as the last inch of the huge dildo vanished into her ass.
Suddenly Valerie looked over her shoulder and locked eyes with me. My cock was pressed up, obviously tenting my jeans. It took every bit of control not to free it from my fly and stroke myself. Valerie kept her eyes on me as she came, crying out loudly, her knees and thighs and ass cheeks shaking with each convulsive climax.
With a deep sigh she pulled herself off of the gleaming green dildo and collapsed to her knees.
"Jesus!" she cried out. "That was fucking amazing. Thank you, thank you, thank you fans. I hope you had as great a time as I did."
She laughed with relief, lying on the floor. She turned her head to the camera. "Alright, that's it from me. I hope you have a wonderful week. I love you all! And remember, you can send me anything you want."
Valerie gave the camera a kiss, then reached over and clicked something on the computer. The ring light turned off.
Valerie stood and tied her kimono back on. She stepped over the laptop and walked over to me.
"Did you like the show?" she asked.
I nodded, mute with lust. Valerie looked down at the bulge in my jeans and shook her head.
"I can't believe you kept that in your pants the whole time! I thought for sure you were going to join me in masturbating."
"Did you... did you want me to?"
"I wouldn't have minded," Valerie said, her eyes sparkling. "Do you want to now?"
I nodded.
"Can I watch?"
I nodded again.
Valerie sat down on the bed. I unbuckled my jeans and unzipped my pants. My cock was pressed hard against my boxers, staining it with precum. I stroked myself through my boxers, looking at Valerie. She nodded at me and smiled.
I freed my cock from my boxers, and Valerie bit her lip. I started to stroke myself, slowly, enjoying the feeling of my hard dick in my hand. I spread the precum over my head, moaning in pleasure.
Valerie laid down on the bed and crooked her finger at me. "Come here," she said.
Valerie turned over onto her back, her head hanging off of the edge of the bed. "Take off your pants and boxers. I've got a total fetish for balls. Can I suck on them?"
I couldn't find an ounce of resistance in my body. I slid off my pants and boxers and stepped over to Valerie's upturned face. Stroking myself, I lowered my balls towards her mouth.
Valerie gingerly licked at my sack. As she did so, she untied her kimono and spread it open on the bed. Her pussy was gleaming wet, and she started playing with herself again. She sucked my balls into her mouth, and I felt her moans vibrate through my flesh.
I looked down at Valerie's pussy, and thought again of that enormous dildo sliding into her ass, the way her cheeks parted and her anus stretched out the ridiculously thick shaft. I imagined, for a moment, that it was my cock there, and Ashley with her cheeks spread. My balls began to tighten in Valerie's mouth.
"Oh, I think I'm going to cum," I said.
Valerie moaned in pleasure and touched herself faster, her fingers sliding between her pussy lips. I stroked myself harder, breathing deeply, enjoying Valerie's warm mouth on my balls. I imagined the head of my cock popping into Ashley's asshole. I imagined her heavy moans as I fucked her ass, my cock as big and hard as the green dildo.
"Ohhhh," I moaned, my final hard pumps releasing a heavy load of cum. It shot out in an arc and splashed down on Valerie's tits in their purple bra, on her exposed taut belly. Valerie gave my balls a final tug with her mouth and released them. I stepped away from her, my cock shrinking in my hands.
"Fuck, that felt really good," I said.
Valerie smiled, reaching for tissues. "I'm glad," she said. "You looked like you needed a release."
As she wiped up my cum, she asked, "Can I make you dinner?"
I laughed.
"What?"
"That's just what all the moms say," I replied.
"Really? That's what the moms say after you fuck them?"
I blushed. "I haven't fucked all the moms! Just... um... two."
"Including Ashley?"
"Okay, three."
Valerie shook her head in amusement. "You act all shy and nice, but inside you're a lusty beast. I think you should let that beast out more often."
I laughed. "Speaking of going out, let me take you out to dinner instead."
"Oh wow, smooth one," Valerie smirked. "But okay. I haven't been out to eat in ages. I'll call Samantha and let her know we won't be home for a bit."
Valerie was smiling from ear to ear. I knew she'd been lonely. Some moms needed a clean house. Some needed groceries. And some moms just needed a friend.
After Valerie cleaned herself up, we walked to a local dumpling spot. We sat over steaming trays of pot stickers and steamed buns, drinking tea and laughing.
Valerie told me a little about her ex, Jackson. They'd met at an art gallery. Her work was mostly landscape abstracts- nature warped through double exposures, light leaks, and forced perspective. Jackson specialized in nude portraiture. His models were exposed in all senses of the word, their bodies open to the camera, their flesh pale in natural light. No makeup, no specialized lenses... Valerie said they reminded her of crime scene photos.
Valerie and Jackson had decided to collaborate, but had only shot a single roll of film before they started fucking. She said there was a palpable chemistry between them, something beyond visual lust, something primal. And yet, when Valerie got pregnant, Jackson split. He revealed himself to be a petty, cowardly man, pressuring her to get an abortion.
I asked Valerie why she decided to keep the baby, and she shrugged. She said she just had an instinct about it, that her child would be the love of her life. And she was. Valerie loved her daughter, despite all the screaming, pooping, and crying. She couldn't imagine a world without her.
Still, Jackson had given Valerie one gift that lasted. He'd introduced her to a website where he found a lot of his models. People paid a lot to join private fan groups that could watch the models perform. Some models just did dances, others stripped, and some had sex on camera.
Valerie was barely making enough as a photographer to support herself. She found that private cam shows brought in more cash than art ever could. And yet, she admitted that she struggled with the shame of it. She knew the other moms would judge her harshly, and that some people would think that masturbating on camera made her a bad mom.
I reassured Valerie that I thought she was an amazing mother. She was doing everything she could to support her daughter, and was being true to herself.
"When I was watching you before, you just glowed... It was more than, you know, self-pleasure, it was a performance."
Valerie smiled, her eyes sparkling.
"Thanks, Ansel. That's really sweet. I'm glad you got to see it."
I liked Valerie. I didn't think I loved her. I didn't want to be in a relationship with her. She was a little too mercurial, a little too ready to manipulate and use me. But I wanted to be her friend.
We held hands on the walk back to her apartment, making small talk, letting our words trail out into the foggy night. The door opened at our approach, and there was Samantha, with Valerie's baby daughter asleep in her arms. She raised a finger to her lips and smiled.
Valerie turned to me and whispered, "I had a really great time today. Thanks for being there for me."
I turned to Valerie, and whispered back, "Of course. That's what friends are for."
Valerie kissed me on the cheek, then took her daughter from Samantha's arms and walked into the apartment. Samantha's eyes were on me, searching my face. Her dark cheeks were blushed, and she rubbed at her arm absentmindedly.
"Are you two..." she asked.
I laughed. "We're just friends," I said.
Samantha smiled, relieved. Then she caught herself and blushed even deeper.
"Not that it's any of my business," she said, keeping her voice low. "I was just curious. But I shouldn't pry."
I shrugged. "I'm learning that there are very few secrets amongst the moms. I'm sure you hear plenty of gossip when you're babysitting."
Sammy nodded, and said, "Like you wouldn't believe! I think the moms are just desperate to talk to someone. The things I've heard... Some of these moms are really kinky!"
I laughed again. I had a feeling Sammy only knew a fraction of what these moms were getting up to. I said goodnight, and walked back down the narrow staircase.
Sitting alone in my step-mom's apartment, I thought about the evening. Valerie had felt such pleasure as she'd swallowed that dildo up her ass. I wanted Ashley to feel pleasure like that. I wanted to be the kind of man she needed me to be.
I felt myself growing hard again, dreaming of fucking Ashley in her ass. And yet... I heard her painful gasp echoing in my mind. I felt my dick softening. I didn't want to hurt Ashley. I loved her. I needed her. I desired her above anyone else, even the beautiful Valerie who had let see her private show, who had let me cum on her tits and belly, who had shared dumplings and laughter over steaming cups of tea in the foggy night. I didn't want to be like Jackson, leaving when the first signs of trouble arose.
I took out my phone and sent Valerie a message.
'Can you teach me how to have anal sex?'
I waited, eager for her reply. Finally, my phone buzzed.
'Is this for Ashley?'
My heart leapt in my chest. I hesitated, but decided to be honest.
'Yes."
My phone buzzed again. Valerie had sent me a thumbs-up.
I laughed.
'Thank you!' I sent back.
'Tomorrow night Kimberly offered to take my daughter. Come over after dinner.'
'Should I bring anything?'
'Just an open mind.'
I had trouble focusing on my work the next day. I had woken up with a raging hardon, and despite masturbating twice during the morning, I had to pause in my errands and chores every once in a while to calm the racing thoughts that quickened my heart and stiffened my cock.
Ashley would be returning in two days. I had missed her so much during the week. At night, I tossed in bed, missing her warmth against my chest, the smell of her hair in my nose, the back of her neck against my mouth. I missed the touch of her lips, the dark pools of her eyes. I missed her wry laughter, and the mischievous glances that meant she had something sexy in mind. I missed the taste of her, of the sweat on her skin, of her wet warm mouth, of her pussy. I hadn't received a single call or text from her, and the silence just amplified the echoes of her in the apartment. Every time I ate at the kitchen table, I thought of lapping syrup from her pale thigh. Every time I sat on the couch, I thought of her stroking me between her legs. And every time I walked by her bedroom, I thought of her, crying in grief, and calling for me to hold her tight.
I willed the day to go faster.
Finally, it was dark, and I buzzed at the gate of Valerie's stairwell.
"Come in."
I walked up the narrow stairs, my heart dancing in anticipation.
Valerie greeted me in her Godzilla kimono and a feline smile, her eyes glowing with anticipation.
"Ah, my student has arrived," she joked. She took me by the hand and led me inside.
"Do you want anything? A beer?" she asked.
I shook my head, and replied, "I'm too excited."
Valerie laughed. "Let's not waste any time, then! Take off your clothes and join me in the back."
Valerie untied her kimono as she walked towards her bedroom. It dropped, and beneath she wore a white lace bra and nothing else. Her tapered waist, tight ass, and thin legs beckoned me towards her. I unbuttoned my shirt, took off my pants, and stripped down naked as I stepped into her bedroom.
Valerie was sitting on the edge of the bed. The light was low in her room, a few candles flickering in the corners. Valerie motioned towards a few different items set on her dark purple covers.
"Here's my little toolkit for anal sex," she said, pointing out each item in turn. "First, a douche, to get things nice and clean. Secondly, an extra big bottle of lube. You want a lot of lube, especially for the first time. And finally, a good vibrator."
She picked up a small pink oblong, and twisted the top. It started buzzing in her hand.
"This little guy is one of my favorites!"
I was already growing hard, watching Valerie on the bed, imagining the use of these different items. Valerie could see my erection clearly, and smiled.
"Be patient, my pupil. First things first." She picked up the douche.
"The real secret of anal sex is for both partners to feel turned on by the ass. You will want to know that Ashley's ass is as clean as any other part of her body you might kiss, lick, or eat out. I'm sure Ashley already knows how to use one of these. But trust me, if she cleans herself well, her asshole will be just like, oh, say, her ear. I'm sure you've nibbled and licked her ear before, right? And you weren't grossed out? You want to feel the same about her ass."
Valerie motioned for me to sit in one of the wooden armchairs we'd built the previous day. I sat on the cushion, my erection standing at attention.
"For anal sex to be successful, you both need to love Ashley's ass. I want you to just sit back and relax, and watch what my ass can do."
I leaned back in the chair. Valerie walked over to me, her hips swaying. She turned around and gyrated her ass in front of me. She spread her cheeks with her hands and I could see her little pink asshole.
"I douched myself before you got here. I'm as clean as can be. Doesn't it look inviting?"
I was speechless, hypnotized by the movement of her hips. Valerie sat on my lap, her ass pressed against my cock. She started to shift her hips back onto me, rubbing my cock between her ass cheeks.
"Doesn't that feel good?"
I grunted in agreement.
"You will want Ashley to know how sexy her ass is, how it drives you crazy. You can guide her into doing something like this..."
Valerie moved her ass onto my cock, rubbing her asshole up the length of the shaft and back down again. Precum beaded at the head of my dick. I couldn't stop looking at her ass and asshole as it grazed my dick, making me swell uo even bigger, even harder.
"Ohhh..." I groaned.
"Yeah, drives you crazy, right? You want to get your dick in contact with Ashley's asshole as much as possible. You want to associate really good feelings with her asshole, with her ass."
"Yeah," I moaned, "I'm getting really, really good feelings."
Valerie chuckled, and lifted her ass from my cock. "Message received! We need to keep you hard, but I don't want you to blow your load yet. There's a lot more to come!"
Valerie got on the bed on all fours. She looked over her shoulder at me.
"I want you to treat my ass like you would Ashley's pussy. Show me what you do when you eat her out. Start off slow, I'm sure you don't just shove your face between her legs. Where do you kiss her first?"
I stood, and moved behind Valerie.
"I usually kiss down her belly, then lick her thighs and tease her."
"Okay, do the same, but from behind."
I kissed the back of Valerie's neck, beneath her short blonde hair. I traced a trail of kisses down her back, to her tailbone. I thought about Ashley's pale thighs as I moved down to her ass.
I kissed Valerie's ass cheeks, big wet kisses, sucking in the flesh. I kissed them all over, enjoying the firm flesh, the roundness beneath my lips, darting my tongue to taste her. I kissed the top of her ass, the peak of her curves, the pale flesh beneath. Valerie sighed in pleasure.
"That feels nice. You want to worship her ass, just like that. What do you usually do next with Ashley?"
"I, um, start licking her vagina. You know, just kind of big, tender licks at first? Then I start going deeper."
"That sounds great. I want you to try that on my asshole now."
I took a deep beath. I placed my hands on Valerie's ass cheeks and spread them apart. There was her rosy little asshole, flexing a bit as the air touched it.
I lowered my face and gave her asshole a big lick with the flat of my tongue. Valerie moaned.
"Oh, that feels nice. It's been a while since anyone's done that. Keep going, Ansel."
I licked it again, and again, dragging my tongue over the puckered pink flesh. I felt the warmth of Valerie's ass against my own cheeks, and the shudder of pleasure in the flesh beneath my hands. I took the tip of my tongue and traced circles around Valerie's asshole.
"Oh yeah... That's good... Show me what else you do to Ashley's pussy..."
Hearing Valerie talk about my step-mom like that really got me crazy. I flicked my tongue over her asshole as if I were teasing Ashley's clit. Valerie moaned and moved her ass back against my face.
"Now go inside... mm... I'm getting so fucking wet..."
I lay the tip of my tongue against Valerie's asshole, hesitated only a moment, then slid it inside. Valerie cried out in pleasure. I wriggled my tongue, enjoying the feeling of Valerie's tight flesh against it. I fucked her ass with my tongue, my saliva coating her asshole, my face buried between her cheeks.
"Oh shit! Oh shit!" Valerie cried out. "Oh god, that feels so good. Okay, okay, pause a moment."
I pulled back and wiped saliva from my chin. Valerie had been right, her asshole had tasted no different than any other part of a woman's body. Even then, the forbidden nature of what I had just done, and how much it turned on Valerie, was driving me crazy.
Valerie took some deep breaths. She gave me a wild-eyed look over her shoulder.
"That was really great. You just dove in there... oh my god, I loved it. I haven't been eaten out like that... I mean, almost never. I almost came."
"Why didn't you?" I asked.
"Well, because Ashley isn't going to cum right away. You need to help her learn how to associate orgasms with anal sex. It's training, basically. If you just dive in there like you did now, she might not understand how to interpret all the new feelings."
"What should we do instead?"
Valerie passed me the bottle of lube.
"The best thing you can do is help her cum while you touch her asshole. The more you do that, the more she's going to look forward to having you in her ass. Get some lube on your fingers. I want you to finger my asshole while I touch myself."
I drizzled some lube over my fingers, and rubbed some onto Valerie's asshole. She reached for her little pink vibrator and got it buzzing.
"Okay, go slow at first. And don't be afraid to add more lube."
I traced my finger around the rim of Valerie's asshole while she started to rub herself with the vibrator. She moaned in pleasure. I slid the tip of my finger into her asshole and she gave out a joyful gasp. She was eagerly pressing the vibrator against her clit, gently bucking her hips. I followed her motion, and started to finger her asshole, more and more of my finger vanishing through the pink ring of her anus.
"Mm, keep going. You can kiss my ass cheeks while you do that."
I lowered my face and kissed Valerie's cheeks, nibbling and licking them as I fingered here. Valerie's breath quickened.
"Yes, yes, keep going. Oh god, you can go deeper, a little deeper. A little faster."
I followed Valerie's orders and continued to gobble her ass cheeks, sucking the flesh into my mouth. My finger was buried almost entirely inside her asshole as I fucked her with it. Valerie gasped and groaned, the vibrator buzzing crazily against her clit. Suddenly she cried out, her whole body shuddering, her asshole squeezing my finger.
"Ohhhh!"
I gently pulled my finger from Valerie's asshole. I looked at it curiously, and smelled it. It was remarkably clean, and didn't even smell funny.
Valerie smiled at me.
"What did I tell you? As long as it's clean, it's really no different than fingering someone's pussy. How'd you like that?"
I nodded, my face flushed. "I like it a lot. It's really sexy, getting you so turned on by playing with your ass."
Valerie collapsed onto the bed.
"Let's take a little breather, and then we can get to the main attraction."
I laid down next to her. She rolled over so that her warm little body was in my arms.
"Are you having fun?" she asked.
I smiled at her and kissed her forehead.
"I really am. You are a great teacher."
Valerie laughed, and started playing with my swollen cock. "Oh good. You've gotten passing grades so far, but let's see how you do on the final test."
I chuckled, feeling myself getting hard in Valerie's fingers. She continued to stroke me gently, kissing my cheek and neck and shoulder. She moved down to my chest, flicking her tongue over my nipples.
"I can't wait to have you in my ass," she whispered seductively. Valerie traced her tongue down my chest and belly, stroking me harder. "I can't wait to feel this big, warm cock up there."
Valerie cupped my balls with one hand and continued to stroke me with the other. I could feel her warm breath against my shaft, but she did not lower her mouth over me. She just watched me closely, admiring my swollen head, the beading precum, my balls tightening in her grip.
"Yeah, you look ready to go. I'm going to get on all fours again. I want you to put a lot of lube on your dick. Then, it's just like before. Go slow, but I want you to think about how much pleasure I'm getting from your cock in my ass. Even if I feel a little pain, I'm feeling a lot more pleasure. Are you ready?"
I sat up and nodded. Valerie got onto her elbows and knees, her ass high in the air. I got on my knees behind her, and started rubbing her ass with my hard cock. I settled my dick between her cheeks, thrusting gently, just enjoying the feeling. I got out the bottle of lube and squirted it over my cock, covering every inch of it. Lube dribbled onto Valerie's ass, and I rubbed it in between her cheeks.
Valerie started to touch herself again with the vibrator.
"I'm already getting so turned on," she said.
I positioned the head of my cock against Valerie's asshole. Valerie moaned at the touch. I pressed forward, and the head of my dick popped into her ass.
Valerie gasped, and then moaned. Her ass cheeks and thighs quivered with pleasure.
"Oh god, that feels so fucking good," she said through gritted teeth. "It's... it's almost overwhelming at first. Go slow, but don't stop."
Slowly but firmly I pressed myself into Valerie's ass. I watched as her asshole stretched around the girth of my cock. I pulled back a bit, then entered further, my lubed dick sliding easily between her cheeks. It felt wonderfully tight inside Valerie's asshole, every part of my dick squeezed in the warm darkness.
Valerie moaned and wriggled, her hand busy with the vibrator on her clit.
"Oh fuck, I'm going to cum! Go faster, a little faster..."
As Valerie climaxed, I started to thrust a little faster into her asshole, more and more of my cock vanishing. I kept her cheeks spread with my hands, feeling her orgasms shudder through the muscles of her thighs.
"Mm... a little harder now... I really want to feel you, feel how turned on you are..."
I leaned over Valerie's body and thrust harder into her ass. My crotch slapped against her cheeks, a sound that sent a shiver through my balls and cock. Every time I pulled out, Valerie's asshole gripped my shaft, and every time I thrust in she moaned with pleasure.
"I'm... I'm going to cum again... Oh... grab my hair... grab my hair..."
I reached over and grabbed a fistfull of Valerie's short blonde hair. I fucked her even harder, our bodies slamming together, my entire cock buried in her asshole. Valerie cried out through her open mouth, gripping the bedsheets hard, and shuddered as she came again.
"Oh fuck," I groaned. "I'm not going to last long."
"Mm... yes... oh, cum for me, cum for me..." Valerie moaned. She shook as she came a third time.
I felt my whole body shaking with anticipation. My balls tightened. Just before I came I pulled myself entirely out of Valerie's asshole. She gasped, and her asshole gaped at me, an open round pink hole. I thrust my cock between her cheeks, my shaft rubbing against her asshole, and came, thick white cum shooting across the smooth skin of Valerie's back. I groaned as I came again and again, gripping her ass cheeks hard.
Finally we sank onto the bed.
"Oh fuck..." I sighed.
"Yeah..." Valerie gave a quiet laugh. "You're a very good student."
I smiled and stroked Valerie's cheek. "You're a very good teacher."
Valerie gave me a long look, a mix of pleasure and sadness in her bright eyes. Finally, she said, "Ashley is really lucky to have you in her life."
I paused a while, looking back at this beautiful, blonde nymph who had just taught me so much. For a moment I flashed on a life with Valerie. Raising her daughter together, eating in small corner restaurants, walking through the park... Having crazy sex in her big, comfortable bed.
But my heart belonged to another woman.
I helped mop up my cum from Valerie's back with a handful of tissues.
"You could have cum in my ass, you know," she said. "It feels really good."
My cock started to swell again with the thought of it. I knew I could have, but when the moment came something about it didn't feel right. I realized, suddenly, that I wanted to save that special moment for Ashley.
I held Valerie tight, and we slept a bit, woke, laughed, slept some more. Before dawn, we took showers, and I left for my own empty apartment.
I had dinner on the table when Ashley came home. Roast chicken, a hearty salad, and fingerling potatoes: simple food, but restorative after a day of travel.
"Oh, thank God," Ashley sighed. "I'm starving."
Ashley slipped off her jacket and sat down, her black blouse partially unbuttoned so that the pale skin of her sternum showed bright and tempting. I poured her wine, and we ate.
"You know, your father never did anything like this."
"Make dinner?"
"Yeah, I was always the one cooking. What did you meet before he met me?"
"Oh, either takeout or cereal."
"You poor child!"
I laughed, and said, "I'm not a child anymore."
Ashley smiled at me, her face warm with the pleasures of food and company.
"It's true. You're a real man. And you're proving yourself to be a very different man than your father."
"Tell me about your trip," I said.
Ashley gave me a long look with her dark eyes, then shook her head. "It was a disaster."
"What? Oh no!"
Ashley started to detail the long and arduous week. Together, we turned a series of frustrations into harmless laughter. By the end of the meal, Ashley's shoulder were relaxed, her cheeks flushed with wine, and a warmth had lit her dark eyes. She sighed contentedly.
"Thank you for that, Ansel. I really needed it, all of it... the food, the conversation... and you..."
I looked back at Ashley, knowing my desire for her was plain upon my face.
"I have something for you," I said. "Well, a few things..."
"Oh yeah?" Ashley raised a perfect eyebrow.
"Follow me."
I stood from the table and led Ashley back to her bedroom. I folded back the top blanket to reveal four objects set out side-by-side: a silk robe printed with white-and-blue flowers, a little pink vibrator (the twin of Valerie's), a large bottle of lube, and a new douche.
"I love you Ashley," I said, "every inch of you. If you want to take a shower and get yourself all cleaned up, I'll show you how much I worship your body. From the top of your head to the tip of your toes... and even between your cheeks."
Ashley turned to me, her dark eyes wide with anticipation. "You mean...?"
I pulled Ashley to me, my hands firm on her cheeks. "I'm going to fuck your ass. I'm going to lick it, and touch it, and fuck it deeply. I'm going to fill you up with my cock and my cum like no one has ever done before."
Ashley's eyes were on mine, her hands on my chest. A quiver passed through her body, working its way down from her scalp to her neck, her shoulders and back, her ass and legs.
"Ansel..." she said. She did not look away. "I'm so fucking lucky to have you in my life."
We kissed. We stood there by her bed, our bodies pressed together, kissing deeply. I poured myself into Ashley. WIth each kiss I pressed all my love into her, all my desire. And she poured herself into me. Her tongue in my mouth, her hands on my back, her arms wrapped tightly around me, her body was mine, and with each gasp and breath she seemed to be exhaling, "I love you, I love you, I love you."
Ashley broke away, grabbed the silk robe and the douche, and vanished into the bathroom. I heard the shower turn on, and I took off my own clothes and got into bed. I listened with pleasure to the shower, knowing Ashley was getting clean for me.
Finally, Ashley walked out in the silk robe, the blue-and-white flowers flowing over her round breasts, the curve of her hips, her long pale legs. I stretched languorously, raising her beautiful arms above her head.
"Oh, I feel so good! So... clean!"
She smiled at me, then crawled into the bed.
We kissed again, and with each kiss she flowed ever closer, ever closer onto me. Her body slid across mine, her legs opening across my hips, her hands feeling out every inch of my naked form. Soon she was straddling my hard cock, the silk robe secluding our hips so that I could not see, but only feel, her pussy sliding up and down my shaft, getting me wet with her juices.
Ashley whispered in my ear, "I thought I'd be too tired from the flight, and I also thought you'd be angry or disappointed in me. I really didn't think we'd be in bed together. But using the douche in the shower, knowing that I was getting myself clean and ready for you... it turned me on so much. Next time I want you there to watch me."
This turned me on even more, and I grabbed Ashley's hips and ground the shaft of my cock into her. Ashley sat up, the silk robe barely concealing her beautiful round breasts. She rocked her hips over mine, teasing me with her pussy.
"I want to feel you in my ass," she said, reaching back and squeezing her ass cheeks. "Should I get on all fours?"
"Not yet," I said. "Before I fuck you, I just want you to feel good. Why don't you lay on your belly?"
Ashley slid off of me and took off the silk robe. She lay down on the bed, propping her arms and head on the pillow. Her pale, smooth back was exposed to me, the long supple length of it, her freckled shoulders, the rise of her ass. I reached over and got the little pink vibrator and gave it to her.
"It's going to hurt a little again when I put myself in your ass," I said. "But I think we can make it feel really good, too. I want you to start touching yourself with this, and I'm going to touch your ass and asshole. Just relax and enjoy yourself."
For a moment, Ashley's dark eyes looked nervous. She bit her lip and nodded.
I straddled Ashley's ass, my hard cock between her cheeks. I started off by massaging her shoulders, neck and back.
"I want all the stress from the trip to go away now. Just focus on the touch of my hands, and my fingers... and my lips," I said, planting a long kiss at the back of her neck.
Ashley moaned with relief as I released tension from her shoulders. I worked my hands down her back, grazing the sides of her breasts, down to her lower back and hips. My thumbs went deep into her tense muscles, moving with the rhythm of her breath. Finally, my hands slid down to her curvaceous ass cheeks, rising like two pale hills in the moonlight.
I massaged Ashley's cheeks, planting kisses across their twin curves. I slid my fingers over them, tracing the rise and fall of each, slowly working my way in between. Ashley sighed with pleasure.
I spread Ashley's cheeks and admired her round little asshole. It was darker than Valerie's, a rosy tan. I blew warm air against it, and Ashley giggled, her cheeks quivering.
"Are you ready?" I asked.
Ashley turned on the vibrator and positioned it underneath her body, between her legs. She nodded beneath her mass of dark, curly hair.
I kissed a circle just a half-inch from Ashley's asshole. With each kiss she shuddered, goosebumps rising on her pale skin. I heard the vibrator meeting her pussy, and Ashley moaned. I suddenly licked her asshole with the flat of my tongue, dragging the full length across it. Ashley cried out in pleasure, her back arcing slightly. I flitted my tongue over her asshole, enjoying my explorations.
Before this night, I had kissed every inch of Ashley. I had kissed her temples and her eyelids, the dimple on the left side of her lips, her earlobes and collarbone. I had explored every curve of her breasts, had sucked her nipples into my mouth. I had traced her belly with my tongue, dipped into her bellybutton, licked my way across her hips. I had kissed her feet, her toes. I had kissed inside of Ashley, my tongue had been in her mouth and deep inside her pussy.
This was the last little square inch I had never kissed before.
I kissed it now. I deeply kissed Ashley's asshole as she touched herself with the vibrator. I pressed my lips to it, soaked it in saliva. I licked it, quickly, gingerly, deeply. I traced circles around it, lapped at it, flicked it. Every way I had kissed Ashley's pussy I now used here between her flawless cheeks. But I did not penetrate her asshole. Not yet.
"Tell me when you're close," I told her.
"Mmmmm," was Ashley's reply, a wordless moan. As if dredging the words from deep within her, she managed to mutter, "It's so fucking good. You're... you're amazing. I'm... I'm getting close now..."
I grabbed the large bottle of lube and covered my fingers and Ashley's asshole. As I rubbed the lube around her rim with my thumb, I could hear her breath quickening. I knew she would climax any moment now.
I waited, patient, just playing with Ashley's asshole. And then, as I heard her cry out, I slid my finger into her rosy little bud. Ashley's cheeks clenched as a violent orgasm rippled through the muscles of her back and thighs.
"Ohhhhhhh!" she shouted. "Oh god! Yes! Yes!"
I kept my finger still, just the tip of it penetrating her asshole, as she came. Only when her body calmed, and her breath deepened, did I start to move my finger, slowly and gently fucking her ass.
"Mmmmmm," Ashley moaned. "Don't stop. It... it feels so good... I'm going to... I'm going to- oh god!"
Ashley came again, and I kept fingering her asshole, enjoying the view of her from behind. She gripped the sheets in one hand and worked her pussy hard with the vibrator. I could see the muscles of her arm clenching, her back rising and falling with each heavy breath.
"Please," Ashley begged, "go deeper, I want to feel you deeper..."
I slid my finger in further, burying the first and second knuckles. I fingered her asshole, as her vibrator buzzed and her gasps quickened. I kept her cheeks spread with one hand, and squeezed her hard, leaving fingermarks in her pale flesh.
"Oh yes! Oh! Oh! I can feel you, it's, it's so amazing, oh!"
Ashley came a third time, and I rode out the orgasm with her, then gently slipped my finger out as it subsided.
I laid down next to Ashley and stroked her dark hair with my hand. She was panting, her face flushed, her eyes wide and sparkling. She pulled me to her for a deep and hungry kiss.
"Oh fuck, Ansel," she said. "That was incredible."
"It felt good?"
"Amazing."
"Do you want more?"
Ashley kept her dark eyes on me, her face full of desire. "God yes. Please. I want to feel all of you inside me. I need it."
"I want it too."
"But..." Ashley hesitated. I saw doubt in the dark pools of her eyes.
"What's wrong?"
"Well... I want to watch you. I want to see your face and body as you fuck my ass. I can't see you when I'm on my hands and knees."
A wave of deep emotion surged through my body. I kissed Ashley again, deeply, almost bruising my lips.
"I love you so much, Ashley."
"I love you too. I never want to leave you again."
"Oh, Ashley!"
We kissed more, and I guided Ashley onto her back.
"I think if you grab your knees..."
Ashley did so, and now I could see her gleaming pussy and lubed asshole, her round breasts flushed with passion, her beautiful face like a pale moon peeking from the dark night of her hair.
"Does that turn you on?" she asked.
My cock was already hard, but the sight of all of Ashley, of all her holes, exposed and ready for me, made my blood sing, and somehow I swelled even harder, even bigger. The head of my cock was enormous, purple, glistening with precum. I stroked myself, looking at her, and Ashley's dark eyes were on my dick, on my hand, on this obvious sign of my endless desire.
"Oh fuck," she said.
I drizzled lube over my engorged cock and slowly worked it over the head and shaft. Ashley bit her lip, her eyes never leaving my dick.
"Are you ready?" I asked.
Ashley nodded. "I... I am. But I'm also a little scared. I think it'll help if I touch myself."
I held one of Ashley's knees in place so she could free up a hand for her vibrator. She turned it on, and touched it to her clit. Her whole body leapt, responding to its touch.
With my other free hand, I positioned my lubed cock at Ashley's asshole. She kept touching her clit, breathing harder, her legs spread wide.
I pushed.
Ashley screamed as the head of my cock popped into her asshole, but the scream was a mix of pain and pleasure.
"Oh!" she said, "Oh! Oh! It feels... it's... it's so big, it's... oh! Oh god, it's so dirty, oh, I feel you inside me, oh!"
"You're so fucking sexy," I breathed, very, very slowly pushing a little more of my cock into her ass. "Do you feel how hard I am? How big I am?"
"Yes!" Ashley moaned as I continued to enter her asshole. "Oh, I love that I turn you on so much."
"I never stop thinking of you. I never stop thinking of your lips, and your breasts, and your pussy, and your ass. I want you all the time."
"Oh! Oh! Show me how much you want me!"
I fucked Ashley's ass, slowly, my hard cock stretching her asshole and filling her. It was hard to hold back, part of me begged to thrust hard, to slam against her ass cheeks, but I fought it. And holding back that urge only hardened my desire.
Ashley held the vibrator to her clit, and a rosy blush spread across her breasts, her neck, her face. Her pussy was pink and wet and opened like a jungle flower. I could see it swell as I filled her ass with my cock.
But my eyes were drawn, always, to Ashley's eyes. Those dark eyes held me, a medusa's stare, and I was reflected in their dark pools. They were full of desire, of lust, and of love. Her eyes shined with dark fire, and I was consumed in it. Ashley watched me as I fucked her ass. She watched me as she came, and though screams ripped through her throat and shudders tore at her body, her eyes did not leave mine.
I was fucking Ashley a little harder now, almost my whole cock buried in her ass. She gasped and moaned with each thrust. Sweat beaded her forehead, her breasts. She shook with another orgasm, biting her lip, her eyes open and wild, focused on me, as if she were seeing me as a new person, a new man, a new lover.
"Oh, Ansel," she nearly wept.
"Ashley!" I couldn't say any other words. With each thrust, I just cried out her name. "Ashley! Ashley! Oh, Ashley!"
Finally I couldn't hold back. I felt Ashley's ass squeezing every inch of my cock. Her asshole gripped the shaft. Every time she orgasmed, she squeezed me tighter.
Ashley saw my body losing control. She screamed out, "Cum for me! Cum for me! Cum in my ass, cum in my ass, oh god fill me with your cum!"
I came.
I gave a final thrust and my cock swelled inside Ashley's ass and I came, deep inside her, deeper than I'd ever been, and as I came Ashley came, and together we shook and cried out and lost our bodies and regained them, then lost them again, our body heat mingling, our sweat mingling, our breath and desires and love joining into one great body, one great heart, one great shuddering moan.
I do not remember pulling myself from Ashley's ass. I do not remember getting under the sheets. But there I was, with Ashley in my arms, with our bodies cooling and our breath slowing down.
Ashley turned to face me. Her face was streaked with tears, but there was joy in her dark eyes. She wrapped her arms around me and buried her face in my neck. I breathed in the smell of her, of us, of our sex. Shudders passed through our bodies, and we breathed together.
I suddenly realized Ashley was whispering something, her voice quiet but rising, words spoken into the flesh of my neck and shoulder, vibrating against my skin.
"Ansel, Ansel, Ansel," she repeated.
And with each recitation of my name, she squeezed me tighter, an embrace I hoped would never end.
The bedroom was different than the rest of the house. The furniture here was nice, all sleek designs in dark colors. The walls were painted dark, twilight blue. Pink, red, and purple veils hung on the walls, billowing as I closed the door behind me. There was a bed with a dark purple cover, and next to it a few mirrors lit by soft white lighting set on the hardwood floor. Valerie's laptop was there, the ring light bright above the web cam.
I heard the shower stop, and Valerie walked from the bathroom into the bedroom. She was wearing her kimono again, with Godzilla splashing by the Golden Gate Bridge. She was applying a bit of makeup, darkening her lashes and painting her lips a pale rose.
"You can sit over there," she said, gesturing towards a hardwood stool, "and don't make a sound! You're the only person who's ever seen this show live. You should feel very lucky."
Valerie looked at the clock on the wall and swore. "Shit, I'm almost late!" She slid across the bed and sat down cross-legged on a cushion on the floor in front of her computer. She was brightly lit from multiple sides, and I could see her shoulders and back in the mirrors.
Valerie typed quickly on her laptop, took a deep breath, and then smiled widely.
"Hi fans," she cooed in a cool, demure voice. "It's so great to see you again. I hope you're having a great day. And if you're not, I want you to just sit back and relax and let me take your cares away."
Valerie reached onto the bed and retrieved the huge green dildo.
"I have a surprise today. One of my fans sent me a present. It's the Orc Dick, the one I was talking about a few weeks ago. Look how huge it is! Oh my god! I'm going to put it next to me... holy shit, it almost reaches up to my tits!"
Valerie stuck the dildo down onto the hardwood floor.
"Speaking of tits, let's get the show started!"
Valerie started to slowly undress, slipping the kimono bit by bit down her bare shoulders. She smiled and laughed at the camera, reacting to whatever her fans were typing.
"Oh, thank you for that. Yeah, I like my haircut too. I think it shows off my neck and shoulders."
The kimono dropped to Valerie's elbows, exposing a sexy purple push-up bra that pressed her small tits together into very seductive cleavage. I felt myself growing stiff inside my jeans.
"This is new, too," Valerie said. "And I've got panties to match. Do you want to see?"
She got onto her knees and turned her back to the camera. She pulled up the kimono, revealing sheer purple panties that clung to the curve of her ass.
"What do you think, should I keep them on or take them off? Okay, the fans have spoken!"
Valerie turned back to face the camera. She lifted her legs into the air and slipped off her panties. Suddenly she spread her knees, exposing her pink pussy to the camera. Valerie had a tiny little triangle of blonde hair above her smooth pussy. The skin of her thighs and crotch was extremely smooth and buttery. My mouth watered.
"Mm, your comments are making me so wet," Valerie said. "I love it when you talk dirty to me."
Valerie started to touch herself in front of the camera. She rubbed her pussy with her fingers, rocking her hips and moaning. She slipped a finger between her pussy lips, then rubbed her clit with her juices. She bit her lip and humped her hand, breathing hard.
"So should I use the Orc Dick? I think I might need some motivation..."
Valerie eyes suddenly widened.
"Wow, that is such a generous tip! Mm, I love knowing you're out there touching yourselves, getting hard watching me. I want you to move with me, match my hands..."
Valerie picked up the Orc Dick. From behind the camera she got a large bottle of lube, ten times the size of the one Ashley had brought out. She squirted lube onto the bulbous green head, then started to slowly work it down the shaft.
"Are you touching yourself right now? God, that's so sexy. Don't cum too soon, though, I want you to last," Valerie purred at the camera. She stuck the dildo back onto the wooden floor, this time between her spread legs, and started to stroke it with both hands.
"Wow, this feels so good in my hands. Mm, it's getting me really turned on."
Valerie lifted her hips and ran her pussy up and down the shaft of the dildo. Her breathing quickened, and she moaned.
"Oh my god, it's so big. I don't know if it's going to fit in my ass... should we find out?"
I saw her smile at the camera again, and knew another fan had just unloaded a huge wad of money.
"You guys are so generous today! Okay, here we go."
Valerie turned around again with her ass facing the camera. She got onto her knees, the dildo pointed straight at her cheeks. She took up the bottle of lube and squirted more onto her asshole.
"Remember guys, lube is your friend!" she said.
Valerie rubbed her asshole with the lube. She put down the bottle and reached for the huge green head of the dildo. Valerie pressed it against her asshole and pushed it gently in. I couldn't believe it when the huge mushroom top slipped effortlessly into her ass.
"Ohhhhhhhhh..." Valerie moaned. It was a sound so different, so sexy and welcome, compared to Ashley's horrid gasp. My cock leapt in my pants, and my heart raced.
Valerie started lowering herself, a bit at a time, onto the massive dildo. Her ass rose and lowered, rose and lowered, taking in a little bit more at a time. Meanwhile, her moans grew louder.
"Oh fuck... oh fuck it's stretching me so wide... oh god it feels so good," she muttered between gasps.
She started to ride the dildo faster, her ass rising and lowering, shudders passing through her cheeks and thighs. Her hand lowered to her pussy, and she rubbed at her clit wildly, moans escaping through clenched teeth.
Inch by inch she sunk down onto the dildo. Her groans were guttural now, deep shaking moans, her entire body quivering. Amazed, I watched as the last inch of the huge dildo vanished into her ass.
Suddenly Valerie looked over her shoulder and locked eyes with me. My cock was pressed up, obviously tenting my jeans. It took every bit of control not to free it from my fly and stroke myself. Valerie kept her eyes on me as she came, crying out loudly, her knees and thighs and ass cheeks shaking with each convulsive climax.
With a deep sigh she pulled herself off of the gleaming green dildo and collapsed to her knees.
"Jesus!" she cried out. "That was fucking amazing. Thank you, thank you, thank you fans. I hope you had as great a time as I did."
She laughed with relief, lying on the floor. She turned her head to the camera. "Alright, that's it from me. I hope you have a wonderful week. I love you all! And remember, you can send me anything you want."
Valerie gave the camera a kiss, then reached over and clicked something on the computer. The ring light turned off.
Valerie stood and tied her kimono back on. She stepped over the laptop and walked over to me.
"Did you like the show?" she asked.
I nodded, mute with lust. Valerie looked down at the bulge in my jeans and shook her head.
"I can't believe you kept that in your pants the whole time! I thought for sure you were going to join me in masturbating."
"Did you... did you want me to?"
"I wouldn't have minded," Valerie said, her eyes sparkling. "Do you want to now?"
I nodded.
"Can I watch?"
I nodded again.
Valerie sat down on the bed. I unbuckled my jeans and unzipped my pants. My cock was pressed hard against my boxers, staining it with precum. I stroked myself through my boxers, looking at Valerie. She nodded at me and smiled.
I freed my cock from my boxers, and Valerie bit her lip. I started to stroke myself, slowly, enjoying the feeling of my hard dick in my hand. I spread the precum over my head, moaning in pleasure.
Valerie laid down on the bed and crooked her finger at me. "Come here," she said.
Valerie turned over onto her back, her head hanging off of the edge of the bed. "Take off your pants and boxers. I've got a total fetish for balls. Can I suck on them?"
I couldn't find an ounce of resistance in my body. I slid off my pants and boxers and stepped over to Valerie's upturned face. Stroking myself, I lowered my balls towards her mouth.
Valerie gingerly licked at my sack. As she did so, she untied her kimono and spread it open on the bed. Her pussy was gleaming wet, and she started playing with herself again. She sucked my balls into her mouth, and I felt her moans vibrate through my flesh.
I looked down at Valerie's pussy, and thought again of that enormous dildo sliding into her ass, the way her cheeks parted and her anus stretched out the ridiculously thick shaft. I imagined, for a moment, that it was my cock there, and Ashley with her cheeks spread. My balls began to tighten in Valerie's mouth.
"Oh, I think I'm going to cum," I said.
Valerie moaned in pleasure and touched herself faster, her fingers sliding between her pussy lips. I stroked myself harder, breathing deeply, enjoying Valerie's warm mouth on my balls. I imagined the head of my cock popping into Ashley's asshole. I imagined her heavy moans as I fucked her ass, my cock as big and hard as the green dildo.
"Ohhhh," I moaned, my final hard pumps releasing a heavy load of cum. It shot out in an arc and splashed down on Valerie's tits in their purple bra, on her exposed taut belly. Valerie gave my balls a final tug with her mouth and released them. I stepped away from her, my cock shrinking in my hands.
"Fuck, that felt really good," I said.
Valerie smiled, reaching for tissues. "I'm glad," she said. "You looked like you needed a release."
As she wiped up my cum, she asked, "Can I make you dinner?"
I laughed.
"What?"
"That's just what all the moms say," I replied.
"Really? That's what the moms say after you fuck them?"
I blushed. "I haven't fucked all the moms! Just... um... two."
"Including Ashley?"
"Okay, three."
Valerie shook her head in amusement. "You act all shy and nice, but inside you're a lusty beast. I think you should let that beast out more often."
I laughed. "Speaking of going out, let me take you out to dinner instead."
"Oh wow, smooth one," Valerie smirked. "But okay. I haven't been out to eat in ages. I'll call Samantha and let her know we won't be home for a bit."
Valerie was smiling from ear to ear. I knew she'd been lonely. Some moms needed a clean house. Some needed groceries. And some moms just needed a friend.
After Valerie cleaned herself up, we walked to a local dumpling spot. We sat over steaming trays of pot stickers and steamed buns, drinking tea and laughing.
Valerie told me a little about her ex, Jackson. They'd met at an art gallery. Her work was mostly landscape abstracts- nature warped through double exposures, light leaks, and forced perspective. Jackson specialized in nude portraiture. His models were exposed in all senses of the word, their bodies open to the camera, their flesh pale in natural light. No makeup, no specialized lenses... Valerie said they reminded her of crime scene photos.
Valerie and Jackson had decided to collaborate, but had only shot a single roll of film before they started fucking. She said there was a palpable chemistry between them, something beyond visual lust, something primal. And yet, when Valerie got pregnant, Jackson split. He revealed himself to be a petty, cowardly man, pressuring her to get an abortion.
I asked Valerie why she decided to keep the baby, and she shrugged. She said she just had an instinct about it, that her child would be the love of her life. And she was. Valerie loved her daughter, despite all the screaming, pooping, and crying. She couldn't imagine a world without her.
Still, Jackson had given Valerie one gift that lasted. He'd introduced her to a website where he found a lot of his models. People paid a lot to join private fan groups that could watch the models perform. Some models just did dances, others stripped, and some had sex on camera.
Valerie was barely making enough as a photographer to support herself. She found that private cam shows brought in more cash than art ever could. And yet, she admitted that she struggled with the shame of it. She knew the other moms would judge her harshly, and that some people would think that masturbating on camera made her a bad mom.
I reassured Valerie that I thought she was an amazing mother. She was doing everything she could to support her daughter, and was being true to herself.
"When I was watching you before, you just glowed... It was more than, you know, self-pleasure, it was a performance."
Valerie smiled, her eyes sparkling.
"Thanks, Ansel. That's really sweet. I'm glad you got to see it."
I liked Valerie. I didn't think I loved her. I didn't want to be in a relationship with her. She was a little too mercurial, a little too ready to manipulate and use me. But I wanted to be her friend.
We held hands on the walk back to her apartment, making small talk, letting our words trail out into the foggy night. The door opened at our approach, and there was Samantha, with Valerie's baby daughter asleep in her arms. She raised a finger to her lips and smiled.
Valerie turned to me and whispered, "I had a really great time today. Thanks for being there for me."
I turned to Valerie, and whispered back, "Of course. That's what friends are for."
Valerie kissed me on the cheek, then took her daughter from Samantha's arms and walked into the apartment. Samantha's eyes were on me, searching my face. Her dark cheeks were blushed, and she rubbed at her arm absentmindedly.
"Are you two..." she asked.
I laughed. "We're just friends," I said.
Samantha smiled, relieved. Then she caught herself and blushed even deeper.
"Not that it's any of my business," she said, keeping her voice low. "I was just curious. But I shouldn't pry."
I shrugged. "I'm learning that there are very few secrets amongst the moms. I'm sure you hear plenty of gossip when you're babysitting."
Sammy nodded, and said, "Like you wouldn't believe! I think the moms are just desperate to talk to someone. The things I've heard... Some of these moms are really kinky!"
I laughed again. I had a feeling Sammy only knew a fraction of what these moms were getting up to. I said goodnight, and walked back down the narrow staircase.
Sitting alone in my step-mom's apartment, I thought about the evening. Valerie had felt such pleasure as she'd swallowed that dildo up her ass. I wanted Ashley to feel pleasure like that. I wanted to be the kind of man she needed me to be.
I felt myself growing hard again, dreaming of fucking Ashley in her ass. And yet... I heard her painful gasp echoing in my mind. I felt my dick softening. I didn't want to hurt Ashley. I loved her. I needed her. I desired her above anyone else, even the beautiful Valerie who had let see her private show, who had let me cum on her tits and belly, who had shared dumplings and laughter over steaming cups of tea in the foggy night. I didn't want to be like Jackson, leaving when the first signs of trouble arose.
I took out my phone and sent Valerie a message.
'Can you teach me how to have anal sex?'
I waited, eager for her reply. Finally, my phone buzzed.
'Is this for Ashley?'
My heart leapt in my chest. I hesitated, but decided to be honest.
'Yes."
My phone buzzed again. Valerie had sent me a thumbs-up.
I laughed.
'Thank you!' I sent back.
'Tomorrow night Kimberly offered to take my daughter. Come over after dinner.'
'Should I bring anything?'
'Just an open mind.'
I had trouble focusing on my work the next day. I had woken up with a raging hardon, and despite masturbating twice during the morning, I had to pause in my errands and chores every once in a while to calm the racing thoughts that quickened my heart and stiffened my cock.
Ashley would be returning in two days. I had missed her so much during the week. At night, I tossed in bed, missing her warmth against my chest, the smell of her hair in my nose, the back of her neck against my mouth. I missed the touch of her lips, the dark pools of her eyes. I missed her wry laughter, and the mischievous glances that meant she had something sexy in mind. I missed the taste of her, of the sweat on her skin, of her wet warm mouth, of her pussy. I hadn't received a single call or text from her, and the silence just amplified the echoes of her in the apartment. Every time I ate at the kitchen table, I thought of lapping syrup from her pale thigh. Every time I sat on the couch, I thought of her stroking me between her legs. And every time I walked by her bedroom, I thought of her, crying in grief, and calling for me to hold her tight.
I willed the day to go faster.
Finally, it was dark, and I buzzed at the gate of Valerie's stairwell.
"Come in."
I walked up the narrow stairs, my heart dancing in anticipation.
Valerie greeted me in her Godzilla kimono and a feline smile, her eyes glowing with anticipation.
"Ah, my student has arrived," she joked. She took me by the hand and led me inside.
"Do you want anything? A beer?" she asked.
I shook my head, and replied, "I'm too excited."
Valerie laughed. "Let's not waste any time, then! Take off your clothes and join me in the back."
Valerie untied her kimono as she walked towards her bedroom. It dropped, and beneath she wore a white lace bra and nothing else. Her tapered waist, tight ass, and thin legs beckoned me towards her. I unbuttoned my shirt, took off my pants, and stripped down naked as I stepped into her bedroom.
Valerie was sitting on the edge of the bed. The light was low in her room, a few candles flickering in the corners. Valerie motioned towards a few different items set on her dark purple covers.
"Here's my little toolkit for anal sex," she said, pointing out each item in turn. "First, a douche, to get things nice and clean. Secondly, an extra big bottle of lube. You want a lot of lube, especially for the first time. And finally, a good vibrator."
She picked up a small pink oblong, and twisted the top. It started buzzing in her hand.
"This little guy is one of my favorites!"
I was already growing hard, watching Valerie on the bed, imagining the use of these different items. Valerie could see my erection clearly, and smiled.
"Be patient, my pupil. First things first." She picked up the douche.
"The real secret of anal sex is for both partners to feel turned on by the ass. You will want to know that Ashley's ass is as clean as any other part of her body you might kiss, lick, or eat out. I'm sure Ashley already knows how to use one of these. But trust me, if she cleans herself well, her asshole will be just like, oh, say, her ear. I'm sure you've nibbled and licked her ear before, right? And you weren't grossed out? You want to feel the same about her ass."
Valerie motioned for me to sit in one of the wooden armchairs we'd built the previous day. I sat on the cushion, my erection standing at attention.
"For anal sex to be successful, you both need to love Ashley's ass. I want you to just sit back and relax, and watch what my ass can do."
I leaned back in the chair. Valerie walked over to me, her hips swaying. She turned around and gyrated her ass in front of me. She spread her cheeks with her hands and I could see her little pink asshole.
"I douched myself before you got here. I'm as clean as can be. Doesn't it look inviting?"
I was speechless, hypnotized by the movement of her hips. Valerie sat on my lap, her ass pressed against my cock. She started to shift her hips back onto me, rubbing my cock between her ass cheeks.
"Doesn't that feel good?"
I grunted in agreement.
"You will want Ashley to know how sexy her ass is, how it drives you crazy. You can guide her into doing something like this..."
Valerie moved her ass onto my cock, rubbing her asshole up the length of the shaft and back down again. Precum beaded at the head of my dick. I couldn't stop looking at her ass and asshole as it grazed my dick, making me swell uo even bigger, even harder.
"Ohhh..." I groaned.
"Yeah, drives you crazy, right? You want to get your dick in contact with Ashley's asshole as much as possible. You want to associate really good feelings with her asshole, with her ass."
"Yeah," I moaned, "I'm getting really, really good feelings."
Valerie chuckled, and lifted her ass from my cock. "Message received! We need to keep you hard, but I don't want you to blow your load yet. There's a lot more to come!"
Valerie got on the bed on all fours. She looked over her shoulder at me.
"I want you to treat my ass like you would Ashley's pussy. Show me what you do when you eat her out. Start off slow, I'm sure you don't just shove your face between her legs. Where do you kiss her first?"
I stood, and moved behind Valerie.
"I usually kiss down her belly, then lick her thighs and tease her."
"Okay, do the same, but from behind."
I kissed the back of Valerie's neck, beneath her short blonde hair. I traced a trail of kisses down her back, to her tailbone. I thought about Ashley's pale thighs as I moved down to her ass.
I kissed Valerie's ass cheeks, big wet kisses, sucking in the flesh. I kissed them all over, enjoying the firm flesh, the roundness beneath my lips, darting my tongue to taste her. I kissed the top of her ass, the peak of her curves, the pale flesh beneath. Valerie sighed in pleasure.
"That feels nice. You want to worship her ass, just like that. What do you usually do next with Ashley?"
"I, um, start licking her vagina. You know, just kind of big, tender licks at first? Then I start going deeper."
"That sounds great. I want you to try that on my asshole now."
I took a deep beath. I placed my hands on Valerie's ass cheeks and spread them apart. There was her rosy little asshole, flexing a bit as the air touched it.
I lowered my face and gave her asshole a big lick with the flat of my tongue. Valerie moaned.
"Oh, that feels nice. It's been a while since anyone's done that. Keep going, Ansel."
I licked it again, and again, dragging my tongue over the puckered pink flesh. I felt the warmth of Valerie's ass against my own cheeks, and the shudder of pleasure in the flesh beneath my hands. I took the tip of my tongue and traced circles around Valerie's asshole.
"Oh yeah... That's good... Show me what else you do to Ashley's pussy..."
Hearing Valerie talk about my step-mom like that really got me crazy. I flicked my tongue over her asshole as if I were teasing Ashley's clit. Valerie moaned and moved her ass back against my face.
"Now go inside... mm... I'm getting so fucking wet..."
I lay the tip of my tongue against Valerie's asshole, hesitated only a moment, then slid it inside. Valerie cried out in pleasure. I wriggled my tongue, enjoying the feeling of Valerie's tight flesh against it. I fucked her ass with my tongue, my saliva coating her asshole, my face buried between her cheeks.
"Oh shit! Oh shit!" Valerie cried out. "Oh god, that feels so good. Okay, okay, pause a moment."
I pulled back and wiped saliva from my chin. Valerie had been right, her asshole had tasted no different than any other part of a woman's body. Even then, the forbidden nature of what I had just done, and how much it turned on Valerie, was driving me crazy.
Valerie took some deep breaths. She gave me a wild-eyed look over her shoulder.
"That was really great. You just dove in there... oh my god, I loved it. I haven't been eaten out like that... I mean, almost never. I almost came."
"Why didn't you?" I asked.
"Well, because Ashley isn't going to cum right away. You need to help her learn how to associate orgasms with anal sex. It's training, basically. If you just dive in there like you did now, she might not understand how to interpret all the new feelings."
"What should we do instead?"
Valerie passed me the bottle of lube.
"The best thing you can do is help her cum while you touch her asshole. The more you do that, the more she's going to look forward to having you in her ass. Get some lube on your fingers. I want you to finger my asshole while I touch myself."
I drizzled some lube over my fingers, and rubbed some onto Valerie's asshole. She reached for her little pink vibrator and got it buzzing.
"Okay, go slow at first. And don't be afraid to add more lube."
I traced my finger around the rim of Valerie's asshole while she started to rub herself with the vibrator. She moaned in pleasure. I slid the tip of my finger into her asshole and she gave out a joyful gasp. She was eagerly pressing the vibrator against her clit, gently bucking her hips. I followed her motion, and started to finger her asshole, more and more of my finger vanishing through the pink ring of her anus.
"Mm, keep going. You can kiss my ass cheeks while you do that."
I lowered my face and kissed Valerie's cheeks, nibbling and licking them as I fingered here. Valerie's breath quickened.
"Yes, yes, keep going. Oh god, you can go deeper, a little deeper. A little faster."
I followed Valerie's orders and continued to gobble her ass cheeks, sucking the flesh into my mouth. My finger was buried almost entirely inside her asshole as I fucked her with it. Valerie gasped and groaned, the vibrator buzzing crazily against her clit. Suddenly she cried out, her whole body shuddering, her asshole squeezing my finger.
"Ohhhh!"
I gently pulled my finger from Valerie's asshole. I looked at it curiously, and smelled it. It was remarkably clean, and didn't even smell funny.
Valerie smiled at me.
"What did I tell you? As long as it's clean, it's really no different than fingering someone's pussy. How'd you like that?"
I nodded, my face flushed. "I like it a lot. It's really sexy, getting you so turned on by playing with your ass."
Valerie collapsed onto the bed.
"Let's take a little breather, and then we can get to the main attraction."
I laid down next to her. She rolled over so that her warm little body was in my arms.
"Are you having fun?" she asked.
I smiled at her and kissed her forehead.
"I really am. You are a great teacher."
Valerie laughed, and started playing with my swollen cock. "Oh good. You've gotten passing grades so far, but let's see how you do on the final test."
I chuckled, feeling myself getting hard in Valerie's fingers. She continued to stroke me gently, kissing my cheek and neck and shoulder. She moved down to my chest, flicking her tongue over my nipples.
"I can't wait to have you in my ass," she whispered seductively. Valerie traced her tongue down my chest and belly, stroking me harder. "I can't wait to feel this big, warm cock up there."
Valerie cupped my balls with one hand and continued to stroke me with the other. I could feel her warm breath against my shaft, but she did not lower her mouth over me. She just watched me closely, admiring my swollen head, the beading precum, my balls tightening in her grip.
"Yeah, you look ready to go. I'm going to get on all fours again. I want you to put a lot of lube on your dick. Then, it's just like before. Go slow, but I want you to think about how much pleasure I'm getting from your cock in my ass. Even if I feel a little pain, I'm feeling a lot more pleasure. Are you ready?"
I sat up and nodded. Valerie got onto her elbows and knees, her ass high in the air. I got on my knees behind her, and started rubbing her ass with my hard cock. I settled my dick between her cheeks, thrusting gently, just enjoying the feeling. I got out the bottle of lube and squirted it over my cock, covering every inch of it. Lube dribbled onto Valerie's ass, and I rubbed it in between her cheeks.
Valerie started to touch herself again with the vibrator.
"I'm already getting so turned on," she said.
I positioned the head of my cock against Valerie's asshole. Valerie moaned at the touch. I pressed forward, and the head of my dick popped into her ass.
Valerie gasped, and then moaned. Her ass cheeks and thighs quivered with pleasure.
"Oh god, that feels so fucking good," she said through gritted teeth. "It's... it's almost overwhelming at first. Go slow, but don't stop."
Slowly but firmly I pressed myself into Valerie's ass. I watched as her asshole stretched around the girth of my cock. I pulled back a bit, then entered further, my lubed dick sliding easily between her cheeks. It felt wonderfully tight inside Valerie's asshole, every part of my dick squeezed in the warm darkness.
Valerie moaned and wriggled, her hand busy with the vibrator on her clit.
"Oh fuck, I'm going to cum! Go faster, a little faster..."
As Valerie climaxed, I started to thrust a little faster into her asshole, more and more of my cock vanishing. I kept her cheeks spread with my hands, feeling her orgasms shudder through the muscles of her thighs.
"Mm... a little harder now... I really want to feel you, feel how turned on you are..."
I leaned over Valerie's body and thrust harder into her ass. My crotch slapped against her cheeks, a sound that sent a shiver through my balls and cock. Every time I pulled out, Valerie's asshole gripped my shaft, and every time I thrust in she moaned with pleasure.
"I'm... I'm going to cum again... Oh... grab my hair... grab my hair..."
I reached over and grabbed a fistfull of Valerie's short blonde hair. I fucked her even harder, our bodies slamming together, my entire cock buried in her asshole. Valerie cried out through her open mouth, gripping the bedsheets hard, and shuddered as she came again.
"Oh fuck," I groaned. "I'm not going to last long."
"Mm... yes... oh, cum for me, cum for me..." Valerie moaned. She shook as she came a third time.
I felt my whole body shaking with anticipation. My balls tightened. Just before I came I pulled myself entirely out of Valerie's asshole. She gasped, and her asshole gaped at me, an open round pink hole. I thrust my cock between her cheeks, my shaft rubbing against her asshole, and came, thick white cum shooting across the smooth skin of Valerie's back. I groaned as I came again and again, gripping her ass cheeks hard.
Finally we sank onto the bed.
"Oh fuck..." I sighed.
"Yeah..." Valerie gave a quiet laugh. "You're a very good student."
I smiled and stroked Valerie's cheek. "You're a very good teacher."
Valerie gave me a long look, a mix of pleasure and sadness in her bright eyes. Finally, she said, "Ashley is really lucky to have you in her life."
I paused a while, looking back at this beautiful, blonde nymph who had just taught me so much. For a moment I flashed on a life with Valerie. Raising her daughter together, eating in small corner restaurants, walking through the park... Having crazy sex in her big, comfortable bed.
But my heart belonged to another woman.
I helped mop up my cum from Valerie's back with a handful of tissues.
"You could have cum in my ass, you know," she said. "It feels really good."
My cock started to swell again with the thought of it. I knew I could have, but when the moment came something about it didn't feel right. I realized, suddenly, that I wanted to save that special moment for Ashley.
I held Valerie tight, and we slept a bit, woke, laughed, slept some more. Before dawn, we took showers, and I left for my own empty apartment.
I had dinner on the table when Ashley came home. Roast chicken, a hearty salad, and fingerling potatoes: simple food, but restorative after a day of travel.
"Oh, thank God," Ashley sighed. "I'm starving."
Ashley slipped off her jacket and sat down, her black blouse partially unbuttoned so that the pale skin of her sternum showed bright and tempting. I poured her wine, and we ate.
"You know, your father never did anything like this."
"Make dinner?"
"Yeah, I was always the one cooking. What did you meet before he met me?"
"Oh, either takeout or cereal."
"You poor child!"
I laughed, and said, "I'm not a child anymore."
Ashley smiled at me, her face warm with the pleasures of food and company.
"It's true. You're a real man. And you're proving yourself to be a very different man than your father."
"Tell me about your trip," I said.
Ashley gave me a long look with her dark eyes, then shook her head. "It was a disaster."
"What? Oh no!"
Ashley started to detail the long and arduous week. Together, we turned a series of frustrations into harmless laughter. By the end of the meal, Ashley's shoulder were relaxed, her cheeks flushed with wine, and a warmth had lit her dark eyes. She sighed contentedly.
"Thank you for that, Ansel. I really needed it, all of it... the food, the conversation... and you..."
I looked back at Ashley, knowing my desire for her was plain upon my face.
"I have something for you," I said. "Well, a few things..."
"Oh yeah?" Ashley raised a perfect eyebrow.
"Follow me."
I stood from the table and led Ashley back to her bedroom. I folded back the top blanket to reveal four objects set out side-by-side: a silk robe printed with white-and-blue flowers, a little pink vibrator (the twin of Valerie's), a large bottle of lube, and a new douche.
"I love you Ashley," I said, "every inch of you. If you want to take a shower and get yourself all cleaned up, I'll show you how much I worship your body. From the top of your head to the tip of your toes... and even between your cheeks."
Ashley turned to me, her dark eyes wide with anticipation. "You mean...?"
I pulled Ashley to me, my hands firm on her cheeks. "I'm going to fuck your ass. I'm going to lick it, and touch it, and fuck it deeply. I'm going to fill you up with my cock and my cum like no one has ever done before."
Ashley's eyes were on mine, her hands on my chest. A quiver passed through her body, working its way down from her scalp to her neck, her shoulders and back, her ass and legs.
"Ansel..." she said. She did not look away. "I'm so fucking lucky to have you in my life."
We kissed. We stood there by her bed, our bodies pressed together, kissing deeply. I poured myself into Ashley. WIth each kiss I pressed all my love into her, all my desire. And she poured herself into me. Her tongue in my mouth, her hands on my back, her arms wrapped tightly around me, her body was mine, and with each gasp and breath she seemed to be exhaling, "I love you, I love you, I love you."
Ashley broke away, grabbed the silk robe and the douche, and vanished into the bathroom. I heard the shower turn on, and I took off my own clothes and got into bed. I listened with pleasure to the shower, knowing Ashley was getting clean for me.
Finally, Ashley walked out in the silk robe, the blue-and-white flowers flowing over her round breasts, the curve of her hips, her long pale legs. I stretched languorously, raising her beautiful arms above her head.
"Oh, I feel so good! So... clean!"
She smiled at me, then crawled into the bed.
We kissed again, and with each kiss she flowed ever closer, ever closer onto me. Her body slid across mine, her legs opening across my hips, her hands feeling out every inch of my naked form. Soon she was straddling my hard cock, the silk robe secluding our hips so that I could not see, but only feel, her pussy sliding up and down my shaft, getting me wet with her juices.
Ashley whispered in my ear, "I thought I'd be too tired from the flight, and I also thought you'd be angry or disappointed in me. I really didn't think we'd be in bed together. But using the douche in the shower, knowing that I was getting myself clean and ready for you... it turned me on so much. Next time I want you there to watch me."
This turned me on even more, and I grabbed Ashley's hips and ground the shaft of my cock into her. Ashley sat up, the silk robe barely concealing her beautiful round breasts. She rocked her hips over mine, teasing me with her pussy.
"I want to feel you in my ass," she said, reaching back and squeezing her ass cheeks. "Should I get on all fours?"
"Not yet," I said. "Before I fuck you, I just want you to feel good. Why don't you lay on your belly?"
Ashley slid off of me and took off the silk robe. She lay down on the bed, propping her arms and head on the pillow. Her pale, smooth back was exposed to me, the long supple length of it, her freckled shoulders, the rise of her ass. I reached over and got the little pink vibrator and gave it to her.
"It's going to hurt a little again when I put myself in your ass," I said. "But I think we can make it feel really good, too. I want you to start touching yourself with this, and I'm going to touch your ass and asshole. Just relax and enjoy yourself."
For a moment, Ashley's dark eyes looked nervous. She bit her lip and nodded.
I straddled Ashley's ass, my hard cock between her cheeks. I started off by massaging her shoulders, neck and back.
"I want all the stress from the trip to go away now. Just focus on the touch of my hands, and my fingers... and my lips," I said, planting a long kiss at the back of her neck.
Ashley moaned with relief as I released tension from her shoulders. I worked my hands down her back, grazing the sides of her breasts, down to her lower back and hips. My thumbs went deep into her tense muscles, moving with the rhythm of her breath. Finally, my hands slid down to her curvaceous ass cheeks, rising like two pale hills in the moonlight.
I massaged Ashley's cheeks, planting kisses across their twin curves. I slid my fingers over them, tracing the rise and fall of each, slowly working my way in between. Ashley sighed with pleasure.
I spread Ashley's cheeks and admired her round little asshole. It was darker than Valerie's, a rosy tan. I blew warm air against it, and Ashley giggled, her cheeks quivering.
"Are you ready?" I asked.
Ashley turned on the vibrator and positioned it underneath her body, between her legs. She nodded beneath her mass of dark, curly hair.
I kissed a circle just a half-inch from Ashley's asshole. With each kiss she shuddered, goosebumps rising on her pale skin. I heard the vibrator meeting her pussy, and Ashley moaned. I suddenly licked her asshole with the flat of my tongue, dragging the full length across it. Ashley cried out in pleasure, her back arcing slightly. I flitted my tongue over her asshole, enjoying my explorations.
Before this night, I had kissed every inch of Ashley. I had kissed her temples and her eyelids, the dimple on the left side of her lips, her earlobes and collarbone. I had explored every curve of her breasts, had sucked her nipples into my mouth. I had traced her belly with my tongue, dipped into her bellybutton, licked my way across her hips. I had kissed her feet, her toes. I had kissed inside of Ashley, my tongue had been in her mouth and deep inside her pussy.
This was the last little square inch I had never kissed before.
I kissed it now. I deeply kissed Ashley's asshole as she touched herself with the vibrator. I pressed my lips to it, soaked it in saliva. I licked it, quickly, gingerly, deeply. I traced circles around it, lapped at it, flicked it. Every way I had kissed Ashley's pussy I now used here between her flawless cheeks. But I did not penetrate her asshole. Not yet.
"Tell me when you're close," I told her.
"Mmmmm," was Ashley's reply, a wordless moan. As if dredging the words from deep within her, she managed to mutter, "It's so fucking good. You're... you're amazing. I'm... I'm getting close now..."
I grabbed the large bottle of lube and covered my fingers and Ashley's asshole. As I rubbed the lube around her rim with my thumb, I could hear her breath quickening. I knew she would climax any moment now.
I waited, patient, just playing with Ashley's asshole. And then, as I heard her cry out, I slid my finger into her rosy little bud. Ashley's cheeks clenched as a violent orgasm rippled through the muscles of her back and thighs.
"Ohhhhhhh!" she shouted. "Oh god! Yes! Yes!"
I kept my finger still, just the tip of it penetrating her asshole, as she came. Only when her body calmed, and her breath deepened, did I start to move my finger, slowly and gently fucking her ass.
"Mmmmmm," Ashley moaned. "Don't stop. It... it feels so good... I'm going to... I'm going to- oh god!"
Ashley came again, and I kept fingering her asshole, enjoying the view of her from behind. She gripped the sheets in one hand and worked her pussy hard with the vibrator. I could see the muscles of her arm clenching, her back rising and falling with each heavy breath.
"Please," Ashley begged, "go deeper, I want to feel you deeper..."
I slid my finger in further, burying the first and second knuckles. I fingered her asshole, as her vibrator buzzed and her gasps quickened. I kept her cheeks spread with one hand, and squeezed her hard, leaving fingermarks in her pale flesh.
"Oh yes! Oh! Oh! I can feel you, it's, it's so amazing, oh!"
Ashley came a third time, and I rode out the orgasm with her, then gently slipped my finger out as it subsided.
I laid down next to Ashley and stroked her dark hair with my hand. She was panting, her face flushed, her eyes wide and sparkling. She pulled me to her for a deep and hungry kiss.
"Oh fuck, Ansel," she said. "That was incredible."
"It felt good?"
"Amazing."
"Do you want more?"
Ashley kept her dark eyes on me, her face full of desire. "God yes. Please. I want to feel all of you inside me. I need it."
"I want it too."
"But..." Ashley hesitated. I saw doubt in the dark pools of her eyes.
"What's wrong?"
"Well... I want to watch you. I want to see your face and body as you fuck my ass. I can't see you when I'm on my hands and knees."
A wave of deep emotion surged through my body. I kissed Ashley again, deeply, almost bruising my lips.
"I love you so much, Ashley."
"I love you too. I never want to leave you again."
"Oh, Ashley!"
We kissed more, and I guided Ashley onto her back.
"I think if you grab your knees..."
Ashley did so, and now I could see her gleaming pussy and lubed asshole, her round breasts flushed with passion, her beautiful face like a pale moon peeking from the dark night of her hair.
"Does that turn you on?" she asked.
My cock was already hard, but the sight of all of Ashley, of all her holes, exposed and ready for me, made my blood sing, and somehow I swelled even harder, even bigger. The head of my cock was enormous, purple, glistening with precum. I stroked myself, looking at her, and Ashley's dark eyes were on my dick, on my hand, on this obvious sign of my endless desire.
"Oh fuck," she said.
I drizzled lube over my engorged cock and slowly worked it over the head and shaft. Ashley bit her lip, her eyes never leaving my dick.
"Are you ready?" I asked.
Ashley nodded. "I... I am. But I'm also a little scared. I think it'll help if I touch myself."
I held one of Ashley's knees in place so she could free up a hand for her vibrator. She turned it on, and touched it to her clit. Her whole body leapt, responding to its touch.
With my other free hand, I positioned my lubed cock at Ashley's asshole. She kept touching her clit, breathing harder, her legs spread wide.
I pushed.
Ashley screamed as the head of my cock popped into her asshole, but the scream was a mix of pain and pleasure.
"Oh!" she said, "Oh! Oh! It feels... it's... it's so big, it's... oh! Oh god, it's so dirty, oh, I feel you inside me, oh!"
"You're so fucking sexy," I breathed, very, very slowly pushing a little more of my cock into her ass. "Do you feel how hard I am? How big I am?"
"Yes!" Ashley moaned as I continued to enter her asshole. "Oh, I love that I turn you on so much."
"I never stop thinking of you. I never stop thinking of your lips, and your breasts, and your pussy, and your ass. I want you all the time."
"Oh! Oh! Show me how much you want me!"
I fucked Ashley's ass, slowly, my hard cock stretching her asshole and filling her. It was hard to hold back, part of me begged to thrust hard, to slam against her ass cheeks, but I fought it. And holding back that urge only hardened my desire.
Ashley held the vibrator to her clit, and a rosy blush spread across her breasts, her neck, her face. Her pussy was pink and wet and opened like a jungle flower. I could see it swell as I filled her ass with my cock.
But my eyes were drawn, always, to Ashley's eyes. Those dark eyes held me, a medusa's stare, and I was reflected in their dark pools. They were full of desire, of lust, and of love. Her eyes shined with dark fire, and I was consumed in it. Ashley watched me as I fucked her ass. She watched me as she came, and though screams ripped through her throat and shudders tore at her body, her eyes did not leave mine.
I was fucking Ashley a little harder now, almost my whole cock buried in her ass. She gasped and moaned with each thrust. Sweat beaded her forehead, her breasts. She shook with another orgasm, biting her lip, her eyes open and wild, focused on me, as if she were seeing me as a new person, a new man, a new lover.
"Oh, Ansel," she nearly wept.
"Ashley!" I couldn't say any other words. With each thrust, I just cried out her name. "Ashley! Ashley! Oh, Ashley!"
Finally I couldn't hold back. I felt Ashley's ass squeezing every inch of my cock. Her asshole gripped the shaft. Every time she orgasmed, she squeezed me tighter.
Ashley saw my body losing control. She screamed out, "Cum for me! Cum for me! Cum in my ass, cum in my ass, oh god fill me with your cum!"
I came.
I gave a final thrust and my cock swelled inside Ashley's ass and I came, deep inside her, deeper than I'd ever been, and as I came Ashley came, and together we shook and cried out and lost our bodies and regained them, then lost them again, our body heat mingling, our sweat mingling, our breath and desires and love joining into one great body, one great heart, one great shuddering moan.
I do not remember pulling myself from Ashley's ass. I do not remember getting under the sheets. But there I was, with Ashley in my arms, with our bodies cooling and our breath slowing down.
Ashley turned to face me. Her face was streaked with tears, but there was joy in her dark eyes. She wrapped her arms around me and buried her face in my neck. I breathed in the smell of her, of us, of our sex. Shudders passed through our bodies, and we breathed together.
I suddenly realized Ashley was whispering something, her voice quiet but rising, words spoken into the flesh of my neck and shoulder, vibrating against my skin.
"Ansel, Ansel, Ansel," she repeated.
And with each recitation of my name, she squeezed me tighter, an embrace I hoped would never end.
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