Chapter 08


Soon after, we were in the dining room with books and papers laid out. It was a tough week, and if not for my stepmom, I would have struggled to find the motivation to keep up with it like I knew I needed to at night. As it was, she consumed my thoughts when I wasn't focused on learning or memorizing what Liz was feeding to me.

Being around mom in the house should have been impossible, with the revealing clothing she often wore lately and lack of bra, but in fact, it was the opposite. We had a much more comfortable and relaxed relationship now, which at first was odd to me. I screwed up the courage to ask her about it that Wednesday night when we were eating dinner, my sister still not back from her friend's house.

“I just wanted to say thank you,” I began, “for everything.”

“Oh, you’re welcome,” mom said, her cheeks coloring slightly.

We had never brought up the sexual moments between us outside of them, and I felt the tension build slightly as I broached the subject.

“It’s just,” I tried to find the right words, “I’ve been able to focus better.”

“I’m glad,” mom said warmly, “It may be a little… unconventional, but I’m glad we’ve found something to help you. I do think medicine is the best path for you Jack, I know in time you’ll agree with me.”

“I don’t know about that,” I said, “but I feel better now that I’ve made a decision about the future. One way or another, it had to be done. “Thanks for getting Liz too, she’s been a big help.”

“I thought you might enjoy her,” mom said with a secretive smile as she filled a fork with green beans and pork.

“It’s not like that, mom,” I said.

“Oh?” she said with a raised eyebrow, “You don’t think she’s cute, smart, and capable?”

“Of course, she is,” I said, it was a little uncomfortable talking to her about another girl, but I decided she had been so open and honest with me, it paid for me to do the same with her. “She’s amazing, and if I thought it might be a possibility I’d be in love with her in a heartbeat, but she’s three years older than me, and would never look at me that way, so it’s easier to just not even entertain the thought, you know?”

“Honey, age is just a number, why I-," she had been about to say something but cut herself off and changed what she said, "I think you will find that women are more attracted to a man's attitude and mind than they are to his age and looks."

“I’m not so sure about that,” I said skeptically.

“Trust me,” mom said with a smile as she took a bit of food.

“What attracted you to dad?” I asked, curious. I sensed it was the wrong thing to say even as the words came out of my mouth. Mom’s face twisted in a sour grimace.

“That is a different truth about men and women,” she said softly.

“What do you mean?” I asked, knowing I walked on fragile ground here but unable to stop myself. I burned to know more about this gorgeous and provocative woman. Mom sat back in her chair with her wine glass and gazed off into space as she spoke, occasionally sipping from her glass.

“We’ve never really spoken about what my life was like before I met your father." Her words came slow and measured, "but it was a difficult time for me. I was in a relationship out of college and planned to marry the man. I was madly in love and blind to so many things. Eventually, I became wise and figured out that he had been cheating on me with my best friend and business partner. I called off our wedding and ended the business partnership. My life was ruined, and I was left, broke, and broken.” I could hear the depth of emotion in her voice and realized why she’d never spoken of this before. I wondered how much of it my dad knew.

"I was practically homeless and jobless, and that's when I met your father. He was sweet to me and lost just like I was, a single dad with more money than he knew what to do with and no idea how to raise the two kids at home. I don't know why I agreed to the evening, I had no desire to date him, but I found myself at a fundraiser with him. Two conversations later, and he had two checks in his pocket. By the end of the evening, he promised me the world if I agreed to be with him. Where else would I go? So, I came to stay here, and I met you, kids, my broken heart was mended in time, and I found a good life, and a home." I felt myself wanting to cry for her. It was a sad tale but also one bereft of love.

“You didn’t answer my question,” I said after the silence had hung in the room for a few moments. Mom just looked at me and smiled broadly.

"It was you, kids," she said, waving her glass of wine, "this life, I was attracted to it all."

“Even Rachel?” I asked, joking.

"Your sister is a smart, capable and beautiful girl, almost impossible for her not to be seen as a ‘bitch’” she said taking another sip, “she’s just going through a transition period, every girl goes through it.”

“I know,” I grumbled, “but this transition period has lasted a few years.”

“True,” mom said with a small laugh, “probably last another few years too.”

“Great,” I said, clearing my plate.

“Jack, how’s the studying going this week?” She asked just as I was heading into the kitchen.

“Good,” I said, “Liz is pushing me pretty hard, but so far, I think I understand most everything. Memorizing is a bitch, though.”

“Keep up with it,” Mom said as she downed her glass of wine, and poured herself another, “I’m counting on your perfect scores.”

My tongue froze in my mouth as she threw me a sly wink over her glass of wine. I cleaned my plate and then dashed upstairs to fantasize about my mom’s huge tits and thick lips and all the delightful things I wanted to do with her body.

On Friday afternoon, I found myself sitting at the dining room table once again with the test packet opened before me as I poured over the questions, double-checking my work. Liz had thrown two curveball questions in; about subjects we hadn't covered in-depth but that she had casually mentioned. I had taken notes about many of her random comments and done my own research at night. Now I was delighted that some of it had paid off. When the timer sounded, I handed it back to Liz feeling slightly more confident that I had the week before.

Liz had a smirk as she began checking my answers, that slipped from her face as she continued on, having no need for the red pen held poised in her hand. She got to the first of the questions she hadn’t covered, and I saw her eyes alight in triumph for one second until she read my answer then scowl in frustration as she glanced at me.

“I read up on Moorish cleaning practices at night,” I said with a smile. Liz smiled and shook her head in rueful amusement and kept grading. Finally, she put her pen down and sat back, giving me a big smile.

“Another perfect score Jake,” her eyes were reassessing me as she spoke, “that’s very impressive. These are not easy tests.”

“Thanks,” I said, trying to hide how pleased I was, “you’re a great tutor.”

“I’m ok,” she said, “but you’re fucking brilliant kid. What are you doing this Sunday afternoon?”

“Me?” I asked, feeling myself fill with anxiety and nervousness immediately, “Um uhh, playing Dungeons and, err hanging out with some friends, why?”

“Dungeons and Dragons?” She asked her expression, excited, “I love D&D!”

“Wait, what?” I asked, confused.

“I used to play with an ex and his friends,” she said with a shrug, “but after we broke up, I didn’t have any friends that played. But what I wanted to ask you is if you want to come by the clinic late Sunday afternoon. I’ll be volunteering, and I thought it would be a great chance for you to see what working in medicine is really like, see if its right for you before you do all this work.”

“Oh sure,” I said, “what time?”

"I start at four and I'm off at eight," She said, picking up her books.

“That sounds perfect. We finish around three or four,” I said.

"Perfect, I'll test then to see if you need a lift." She was kind of dragging as she packed her stuff up, and I sensed an opportunity. Usually, I would have folded and never said anything, but I felt warmed by my mom’s confidence and words, and by my blossoming friendship with Liz, so I just spoke, the words coming out natural and relaxed.

“If you want to come play,” I said, “You’re more than welcome, we can always use more people around the dice table.”

"I'd love to!" She said, and I realized she'd been waiting for me to ask, relieved I had read the situation right, I lead her out, setting plans to meet in the morning and make her a character before we headed over to Jason and Earnest's house.

I was walking up the stairs, still in wonder that I got to hang out with the adorable Liz on Sunday when I heard the downstairs open, and I heard my mom come in. Heading back down, I saw she was carrying a bunch of shopping bags from various department stores.

“I saw Liz on the way out,” she said, setting her purchases down and locking the door, “she mentioned you two are hanging out this weekend?”

“Uh, yea,” I said, “She is coming to play D&D with us, and then she wanted me to visit a clinic with her."

“I think that’s great dear,” moms said as she picked up her packages and began to make her way up the stairs, “I told you the girl was interested in you.”

“It’s not like that, mom!” I said as I took a couple of her bags, helping her carry them to her room.

“Oh?” She looked at me with that raised eyebrow again and then smiled, “well, whatever the reason, I’m glad you two are getting along, she’s a lovely young woman.”

She set her bags down on the bed, and I set the ones I had been carrying beside them, then I felt her hand on my shoulder, and I was turning around slowly, mom stepping close to me. She was dressed in a long-sleeved blouse buttoned up to a low-cut V-neck and a pair of silky loose pants. I couldn’t help but glance down the neckline of her shirt, and I could smell her floral scent, she was that close.

“Liz also told me you got another perfect score on your test,” her eyes flicked up to mine, dark and enchanting. Her breathing was heavy, and I suddenly felt my cock throb in my boxer-briefs. I felt her draw closer, and I stepped back, subconsciously feeling my legs bump up against her mattress. “I am so proud of you, Jake; you have no idea how proud.”

Her hand reached out and drew down my cheek, and I suddenly felt such a deep well of love and affection for this beautiful woman, I felt my head tilt forward just as hers tilted back, my hands touching her waist. At the contact of my hands to her body, we both started, an electric shock passing through us both.

My fingers flexed on the expensive material and felt her firm flesh give beneath, my thumbs in the crook of her hip and my fingers spreading down her hips and the top of her ass. Our breathing was in sync, deep, ragged breaths as we stared deep into one anthers eye. She stood not even an inch away from me, the tips of her large breasts brushing my chest, for one second, I felt her hot breath on my lips. Then I saw her come to her senses, a curious and enchanting smile coming to her lips as she pressed me back onto the bed in a seated position.

“I bought a few sets of new clothes today,” She said, ignoring the charged moment we had just shared as she walked over to her makeup desk with slow, graceful movements, removing her earing as she spoke. Pausing as she placed the jewelry away, she glanced back as me, “would you care to see them?”

I nodded, settling back on her soft mattress, and mom smiled, coming and taking her bags and bringing them into her walk-in closet. After a minute, she stepped out in a narrow gray pencil skirt and a tight purple blouse with ruffles around the plunging neckline. She walked a few feet into the room and spun, her hair twirling around her as she gave me a devastating stare.

“Damn, mom!” I said in admiration.

“You like it?” She asked, looking down at herself and smoothing out the skirt, “I rarely wear skirts anymore.”

“You definitely should more often you have the legs and butt for it,” I said, admiring her ass in the tight fabric. She turned and flashed her behind to me with an impish smile.

"Thanks, baby!" She slipped back in the walk-in closet and came back out a few minutes later wearing a body-hugging small red dress. It was held up my tiny straps over her shoulders, and it clung to her body like a glove, flaring out wide just below her hips and showing a lot of slim tan legs.

“Wow!” I said, stunned. I could only stare at her with wide eyes as she walked and spun on her toes.

“You like?” she said, “I need shoes, and I don’t have anything that would match this dress. It’s definitely more risqué than anything I’ve ever worn!”

“It looks amazing, mom,” I said in awe, “amazing! But you need to change your panties.”

“My panties?” She looked down, turning to see her hips and butt.

“Yea, I think women usually wear G-strings with dresses like that, because I can see the outline of your panties on your um… your butt.”

“Ok, one sec let me change,” Mom popped over to her dresser and, without hesitation, reached under her dress and pulled down her panties in front of me. My eyes widened to saucers, and I saw the mischievous look on her face as she caught me peeking between her legs. I caught a flash of dark bush as she drew the red G-string panties up her smooth legs.

“Better?” she asked, turning and letting the dress twirl out from her thighs.

"Yea," I gulped audibly, "Jesus, mom…" I just sat there at a loss for more words as I took her in. Her dark hair was lustrous and shiny as her lips were thick and red, eyes dark and mysterious. The red dress clung to her massive breasts and down to the flat stomach and narrow waist, hugging her wide hips and firm ass.

“Mmmm,” Mom said with a glance down my body, “I see someone is ready for their reward,” then she slipped back into the closet, and I was left sitting there curious and with an aching hard-on.

When mom slipped out of her closet next, she was wearing a pair of pink lacy panties and nothing else, her hands were covering her nipples, and her eyes were looking down shyly. My breath caught, and she smiled as I began to unbuckle my pants.

“Wait,” I said, and mom froze her slow advance towards me, “Lay on the chair,” I said, pointing to the divan on the corner of her room. Mom nodded gently and slipped over to the chair, pulling herself back into its reclining pose and cocking an eyebrow at me, waiting.

I stood slowly, removing my shirt and letting my pants drop to the floor and made my way over to her—my rock-hard cock bobbing with each step. Mom watched my cock, her eyes tracking its every move, and I saw her knees part ever so slightly in unconscious desire. Smiling to myself, I stopped with my cock hanging just in front of her, my thigh touching hers.

"Touch yourself, mom," I said as I slid a hand around my big cock, "I want to watch you cum for me."

“Oh Jake,” She moaned, and let one hand slid down her body and into her panties, the wet sounds of her sex filling the room soon after, “this is so wrong…”

"Tell me what you dreamed about mom when you fantasized about me." My voice was quiet and commanding, more confident than I had ever remembered feeling as I ordered my stepmom into further depravity.

“I couldn’t, Jake,” Mom said, but her eyes opened wide and stared at me, telling me different.

"Tell me," I said, sure she wanted to. My fingers played gently over my cock, drawing out my pleasure as I took in her perfect form before me, watching her fingers play within her panties, loving the smell and sounds filling the room.

“This is so wrong, Jake, all of it, so wrong.” She said closing her eyes, but she kept talking as if desperate to get it out, “But it’s been so long since mommy was touched, and I can’t get the thought of your big beautiful cock out of my head. I imagine sucking on it and riding it and seeing the pleasure in your face as you use me!... Fuck baby… Mommy is going to cum!” Her eyes flew open and rose from my cock to my face, desperate for the connection I sought too.

“Oh, mom, I love you!” I said as my own orgasm hit me, beginning in my tingling toes and racing up and down my body in waves.

“I love you too, baby, oh god, so much cum!” I was coating her in the white goo, shooting out across her stomach and chest, lines of white cum crossed her arms too, one still wrapped around a tit and the other sliding out from her soaking panties.

My knees were trembling, and I almost collapsed right there, but I met her eyes, smiling at one another.

"Well," mom said as she sat up, blinking a small strand of cum from an eyelash, "that was certainly… well, it was something."

“That was the hottest thing that’s ever happened to me,” I said in all sincerity as I pulled my pants on and sat on the bed, still breathless.

“Me too,” my stepmom said with a smile as she wiped the cum from her body with a small rag from her makeup desk.

“You have a little...” I motioned to one earlobe and laughing she wiped the glob of cum hanging there.

Soon we were both laughing, and the tension in the room was broken. Mom went into her bathroom and took a shower, humming and singing to herself, a rare sign of happiness from her. I went to my bedroom and cleaned it. Filling the dirty clothes hamper with about two loads of laundry and even dusting the surfaces. It felt great to have everything in my room put back in its proper spot. Then hearing my mom still in her bathroom, I snuck out into the backyard and took a few tokes from my little vape pen.​
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