Chapter 26


Reaching down, I pulled the woman to her feet. She came easily and followed me into her small bedroom. The room was different than the rest of the apartment, having a colorful, homey feel to it, and I felt her grow nervous as I entered the space.

I stopped beside the bed and turned to her, reaching up and cupping her cheek. I drew her lips to mine and felt her hesitate, for one second, before giving in. The first kiss was tentative and shy, her lips awkward and stiff. Then as I pulled her closer, feeling her incredible body crush against me, she relaxed into the kiss. A moan of pleasure escaped her lips, and I felt her arms raise, hands feeling at the muscles of my back.

Letting my hands work their way down her back, I got to the hem of her top and began to pull it up. She stiffened immediately in my arms, but I worked slowly, and she relaxed as I drew the heavy top up over her head and dropped it to the ground beside her.

The sight revealed to my eyes was unlike anything I’d been expecting. Hidden beneath the tent of a top, was a slender flat stomach and narrow waist and above that the most impossibly large set of breasts I’d ever seen. They weren’t in a bra to prop them up; instead, they were strapped down with an elastic top.

As I stared, Milly covered her breasts with both arms, looking down and grimacing.

“They’re so gross,” she said, and my heart broke to hear the self-loathing in her voice, “I would get the surgery to reduce them, but the thought of going under the scalpel terrifies me.”

She was beginning to ramble, so I laid a finger across her lips and then tilted her chin up to looked me in the eyes.

“I have a very different opinion of them,” I said and let her see the sincere desire and appreciation I had for her incredible tits as I pulled the elastic top off.

The massive soft breasts spilled free, and she kept her hands down, biting her bottom lip, a look of embarrassed pleasure on her face as I took in the heavenly sight. They hung down with a breathtaking swell, capped with pale pink areola and large inverted nipples. I heard Milly gasp softly, and I looked up to see she was staring at my cock, which had grown hard as rock as I took in her body.

She grinned up at me, and I reached out and ran gentle fingers down the side of one breast and under, cupping and hefting its weight, loving the feel as my fingers sank into the soft flesh. Milly bit her bottom lip, and I couldn’t help but step forward and kiss her. I massaged the breast gently, rolling her nipple between finger and thumb lightly, feeling it stiffen.

The passion of our kisses intensified, and the older woman began to relax once more. I pressed her down onto the bed and began to draw her pants down, feeling her shiver in anticipation as I popped each button slowly.

Kissing down her neck, Milly purred. Then I drew one of her massive breasts to my waiting lips and sucked the large nipple into my mouth, teasing it with my tongue and sucking hard on it. My hand slipped between her thighs, and she parted them eagerly for my seeking fingers. Her legs were slick with her wetness, and I found a perfectly bald pussy waiting for my touch.

“Ohhhhh!” She moaned out as my fingers danced up and down her outer lips, grazing her clit lightly.

I dipped my finger into her honey hole and felt her inner lips part. My lips finding hers once more, our tongues dancing as I slid my finger into her. She shuddered as I felt at the rough patch of her g-spot. Then I slipped my fingers out and teased her clit in slow circles.

It was hard to stay focused. The woman’s incredible body and innocence were driving me crazy. It was all I could do to keep from plowing into her immediately with my throbbing cock, but I could sense that she needed things to stay slow.

Reading her body, I felt her approaching an orgasm, her clit engorged and hard beneath my teasing fingers. Kissing down her neck once more, I moved down her body. Milly looked up, eyes unfocused as pleasure assaulted her, but nervous about what I planned to do next. I stared into her eyes, as I kissed my way down her stomach, feeling her self-consciousness and anxiety increase with each second.

She reached down to stop me or slow me; I wasn’t sure, but then my tongue came in contact with her hard clit, and she cried out in pleasure. Her hands gripping the sheets in knots as her hips rocked, grinding her pussy into my mouth.

I licked, fingered, and teased her slowly. Bringing her up and up, closer and closer to the point of release, but never over the edge.

“Please,” she begged after a few minutes of sublime torture, “Please… I need it… I want you… in me.”

Those were the words I’d been waiting for. She was finally submitting to the desires I knew lay within her. I crawled up her body, my cock swinging beneath me. Milly looked at it with wide-eyed fascination. She was still staring as I took hold of it at the base and ran the fat head up and down her wet pussy lips, coating it in her juices.

Her body clenched up as I eased the head into her. I was forced to halt my progress, her incredible tightness clamping down around my dick. She was tight as a virgin, and from the grunt and shivers, as I slid my dick in and out of her shallowly, working a little deeper with each thrust, she breathed out deep breaths. She looked almost in pain, but when I stopped, letting her relax around my invading dick, she groaned in protest and reached down to grip my ass, pulling me in deeper ever so slowly.

“So big… I never dreamed… I feel every inch of it in me… I’m… I’m cumming!”

My dick was barley halfway into the MILF’s tight little hole, and I felt her quivering beneath me. All of her muscles locked up, and she curled in on herself, fingers digging into my flesh almost painfully.

“NNNGHHHHHHUUUUGHGHGH!!!!!!” She cried out; her eyes closed tight.

I nearly came right then, the feeling of her pussy walls shivering around my dick was so delightful. More incredible was the sight of her massive breasts swaying as she shook beneath me.

After a couple of seconds of calming breaths, Milly’s eyes snapped open, and I saw something entirely new in them. Gone was the hesitation and embarrassment, and her shy smile grew more and more lascivious. She pulled me into a passionate kiss, and I felt her flex her kegel muscles and massage my cock with her pussy. A gush of her juices eased my dick in deeper and deeper, and soon I was fully enveloped in her heavenly tightness.

“Fuck me, you beautiful boy,” she said in between kisses, “Hard… please!”

My hands took up her ass as I dug my cock deep into her, drawing out until just the head was inside her. Loving her groan of sadness as I left her body, and then the grunt of pure pleasure as I drove back into her hard.

I lost myself in the moment. My hands explored her whole body, taking particular interest in her massive breasts. Still, those were secondary to the immediacy and need I felt as I pounded into her again and again. Lust stole away all other thought and control.

Milly was just as lost in the lovemaking as I was. I felt her shudder beneath me as a small orgasm hit her. Then my cock was throbbing, and she nodded, pulling me deeper into her as she felt the first blast of cum deep in her womb.

“I feel it!” She hissed, “Fucking hell… it’s so hot… mhmm.”

We rolled onto our sides as I caught my breath. Both of us covered in sweat and grinning shyly at one another. I ran my hand down her side and felt the perfect swell from her waist to hip and then down her thigh. I startled when I felt her fingers trail down my cum-slick cock.

“That was so… easy,” Milly said, a little surprise in her voice, “How come I’m so comfortable with you? I’ve tried… that before, but it never works out. I usually freeze up and run out of the room.”

My fingers grazed down her back lightly, and I kissed her forehead.

“You were magnificent,” I said into her hair, “I saw how hard it was for you. We have chemistry, that helps, and I took things slow, that may have helped. I suffer from anxiety, and I know what it can be like. I just tried to put myself in your shoes.”

“Thank you,” she said, lifting her head and kissing me.

Her soft lips sent a thrill through me, and I felt my cock throb in her hand, and she grinned into our kiss and pulled back.

“Mhmm looks like you’re not done,” she looked down at my dick in her hand and licked her lips, then shook her head slightly, “There are more things I want to try… like what you did for me… with your mouth… but not now…. Sorry.”

“You don’t have to apologize,” I said, grinning and pulling her into a kiss again, “but if you really want to, I have an idea.”

“What?” She asked expression at once excited and shy.

I stood and pulled her up with me, loving the incredible sight of her breasts swaying. She caught me staring and blushed a deep shade of red.

“I like when you stare at me like that,” she said shyly, “it makes me feel beautiful.”

“You are beautiful,” I said, “if only you could see yourself through my eyes.”

I drew her into the bathroom, and she eagerly hopped in, turning on the water and adjusting the temperature. I stepped into the steam space and felt heavenly wet flesh caressing me as Milly pressed herself to my back.

She had some flowery body wash, and I squeezed out a dollop and turned. I smiled down at her, running my hands slowly up and down her body, soaping her up and pausing to kiss her. I took far longer than necessary as I massaged her breasts, working the soap into the skin, pinching and pulling her nipples.

My hands on her body worked us both up into a frenzy. In no time I had her turned around, bent over and pressed against the cold tiles as I drove my dick into her pussy from behind. I held her hips with both hands and pounded her hard as she grunted in pleasure. Reaching up, I took a large handful of her massive tit and massaged it against her body as I felt her slickness glide up and down me.

She begged to watch me cum again, panting that she’d nearly cum in the living room, just from the sight. I obliged her, directing her to her knees, water spraying all around us as it struck my back.

Her hair was slicked back, and she licked her thick lips as she cradled her massive breasts up before her. The woman looked like a sex goddess, and I had no idea how she could have ever grown to think of herself as unattractive.

When I shot ropes of cum across those glorious mammaries, she sighed out in pleasure and once more tasted my cum, this time licking it off one of her tits. Her expression wasn’t nearly as disgusted, looking far more curious than anything.

We cleaned up and stumbled out of the shower, still unable to let one another go. Our kisses and touches continued as we toweled each other off. Then we fell into her large bed and cuddled beneath the covers. My dick still twitched with a little energy in it, but I didn’t want to push things with Milly and told her that next time I came over, I’d let her learn how to give a blow job. Quite the sacrifice on my part.

She was happy with that and fell asleep with a small smile on her lips. I passed out moments later, exhausted, and delighted with how the night turned out.​
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