This is a continuation from where I left off. It contains the first time I cumed with Jenny and the first time inside her along with mutual and self-gratification.
So there we were, Jenny would be in my bed before work and we were fucking. Still, for whatever reason, I couldn’t manage to cum. No matter how long we would be fucking.
Nothing was said directly but I could tell that was getting to her. “I wonder why you can’t cum?” she would ask with a touch of disappointment. “You deserve to cum. I want to make you cum.”
But fair was fair, I wasn’t making her cum on the regular.
Whatever the issue was it was fun trying. In the meantime I took matters into my own hands, so to speak.
After fucking and I got her off as best I could. It was my turn.
I kissed her deeply and withdrew my cock and rolled next to her. Side by side we kissed. Her tender hand grabbed my cock and jerked it. I fondled her tight arse and pulled it closer so I could feel the heat from her pussy. We continued to kiss.
“Do you want to cum for me?” She asked.
It need not a reply but the answer was “yes.”
Her hand moved to my cock and moved up to my stomach. She traced her fingers along to my chest as my hand took over my cock.
“Cum for me, please.” She begged.
We leaned into our kiss further and I pulled my cock and she touched me sensually.
“Help me,” I pleaded.
She grabbed my balls and massage them. She kissed down my neck to my chest.
I let out a gasp of approval, “that’s it,” I said. “Keep doing that.”
She continued to kiss down my body her soft lips worked their way from my chest to my stomach. I kept pulling my cock in excitement. Her lips moved to my abdomen and further still to my cock.
I stopped wanking long enough for her to lick down my shaft to my balls. She kissed and sucked as I started up wanking once more.
“I think I’m ready,” I said. “I want to look at you when I cum.” I was pulling my dick with intention.
She snapped up and stuck her tongue in my mouth Her hand back onto my balls.
“Cum, baby,” she panted.
“It’s happening,” I kissed her back. My hand deftly working my cock to orgasm.
“Cum on me,” she asks. It was all I need.
My balls tightened in her hand. I directed my cock towards her stomach.
“I’m cuming,” I shouted. I kissed her as my cock spasmed.
Ropes of cum shot out with youthful vigour. The first hit her belly. She lurched over so she was on top. The second rope hit me. She dropped herself on top. Both ropes mixing into a sexy sticky mess between us. The heat of our bodies was second only to the cum we were working from my cock. I kept pulling my pulsating dick. A third rope and then a fourth shot between us both.
“Give me more, please,” she moaned. Her hand moved to cradle mine that was working my cock. “Fuck, yes. Give it to me.” One more rope shot between our bodies as she massaged my hand and her body against me. “Mmm…” escaped her lips. Her eyes closed in bliss.
“Finally,” I exclaimed. “You are so beautiful.” The last drops of cum eating out. We kissed basking in our pleasure. Mine physical, hers mental.
“So much ” she laughed. We laid like that for minutes. We were both covered in my cum. “Let’s have a shower.”
As much fun as that was it had nothing on the eventual heaven I felt when I was to finally cum inside her. The first time I did though came at a surprise to us both.
Like most mornings she comes onto my room. Her smile was broad with anticipation. She wore her nightwear. A worn pink and grey sweat pants design and a matching top. The pants elastic had loosened over time and the waist sat just on her hips sagging to the top of her pubic hair. The top short revealing ber fast stomach. But jenny had the most amazing nipples. They were the biggest I have ever seen before or since.
Her tits were pert but the nipples protruded out and stood out through her top. They were darker than the rest of her body and stood rock hard anytime we were close to fucking, (like the “rivets which had held the hull of the fateful titanic together – MDWAP fans) they were a marvel.
Jenny stripped naked as I flung my shorts from underneath the covers. He tanned lines were sexy. I have mentioned them before but white triangle patches cut across her tits framing those rock hard nipples.
She got into bed. Our bodies warming against one another. I kissed her tits and licked her nipples. She clawed at my back in pleasure. I rose to kiss her as she reached for my cock.
“Mmm. So hard already,” she said. A glimmer of lust flashed in her eyes as she threw herself over my hips.
She lowered her tight wet pussy down onto my cock. Her weight shifted to one knee as the other cocked slightly. One leaned to the side for support, her freehand held my cock firm and slipped it inside of her. Slowly her weight would shift back to both knees and her hands on moved to my chest. I lifted and bent my knees slightly and i grabbed her hips as I wanted to control the tempo.
She started to grind slow short movements. Not up and down but a rocking motion. My hands and knees stopped anything more. That tight pussy hit a mesmerising rhythm and we settled into it.
At this stage, we were getting used to other body’s and settling into the reality of fucking each other. Her smooth dark skin juxtaposed against mine. Our age difference. It all added up to a mesmerising fantasy. Her full with my youthful cock and me with a sexy older woman.
The look on my face I’m sure was the equivalent to deer in the headlights. But hers was one of insatiable lust. Her mouth turned up at the edges. She would take deep breaths and slowly open and close her eyes. Her tits bounced and she bit her lips savouring the pleasure. Internalising it.
Her pussy on my dick her hips held in place by me. She lifted her hands to ontop of mine forcing all her weight straight onto my cock and in turn into her pussy.
Jenny riding my cock continued for a good while. We weren’t in a hurry to finish. Soon her wetness ran down my cock as we settled into this rhythm. I closed my eyes juts to feel her motion.
I felt her twitch and her body quiver followed by a surprised gasp. “Shit” I looked up at her shocked smirk. Her weight shifted off of my cock as she took a depth breath.
“What’s wrong?” I asked.
“I cumed,” she laughed. “I wasn’t expecting it.” It somehow snuck up on her. “Give me a second.” I grew with confidence and took her hips into my hands.
I flipped her onto her back while remaining inside of her. “Yeah?.” I pulled out and rested the tip of my cock on her pussy lips. Her body trembled.
“Fuck…” she said. Exasperated. I kissed her and I pushed my cock in deep.
She moaned. “Oh fuck.”
I continued our rhythm as I fucked her. Her fingernails ran down my back.
“Oh fuck,” she kept moaning. She threw her head back. “Fuck me.” I obliged. Her face relaxed and eyes held shut tight. “Oh, god.”
I drove my cock deep inside her spurred by her growing moans. “You’re so wet.”
Her hands dropped to my arse to pull me in closer. “Fuc…” she started but lost breath. Her movements and moans were involuntary. Her orgasm washed over her.
A warmth inside her pussy grew. A thick steady stream of hotness hit the tip of my cock. She held me tight. “Mmm…fuck.” my cock kept driving in. Our hips bucking in rhythm. To be honest. I was just holding on.
It wasn’t so long ago not far from where I consciously cum for the very first time. I had wet dreams before and masturbated without success but like today, I was in for a surprise when it happened.
I was looking through the cupboard for a movie to watch but stumbled across a set of porno on VHS. Yes, porno in a cupboard…and on VHS. I read the titles a selected one I thought looked good. It would become my all-time favourite. Mainly for sentimental reasons.
I laid a towel on top of a bean bag and nestled in, naked. I pressed play…and so began the 1970s porn music. The actress narrated as her future exploits flashed on the screen. My cock stiffened and I began to masturbate.
The first scene passed without anything unusual. My wanking hadn’t been more than a curiosity at this stage as I had never cum. It felt nice without feeling great.
I kept wanking as the scenes kept rolling. An anal scene was playing and as it was coming to an end I felt something I had never felt before. An unusual twinge hit the base of my balls and another sensation hit the head of my cock. It tingled. Pins and needles like. A tightness inside looking to escape. It was odd but felt good. I leant into it and continued pulling my dick.
Soon the two sensations extended up and down my cock and met in the middle. An excitement hit my mind and body. That sensation consumed my cock and exploded through my body. It was happening. That tightness snapped. I shot multiple ropes out onto my chest with excitement. As the actress was getting drenched in cum I covered myself.
My ears were ringing, my heart thumping. My body numb in satisfaction. I lay there on cloud nine. The actress was smiling as was I. It perhaps was no coincident she looked like Jenny. You always remember your first.
Jenny was holding me tight and pulled me deeper. Her orgasm was easing as her cum flooded my cock. Her moaning involuntarily. I felt that same feeling I felt that first time.
My balls tightened. The tip of my cock tingled. My cock numb and the feeling washed over me. That tightness grew…
Jenny looked into my eyes as her face soften but my body stiffened. She smiled.
“Fuck…” I whispered. “I’m cuming. Oh, fuck.”
She kissed me. “Yes. Cum in me.” We locked eyes.
Again, that tightness snapped and my cock exploded. I arched my back driving my cock deeper. I filled her up with everything I had. Years of sexual desire realised in one act of pleasure. I’ve cum many times but not like this. No wank was quite like this, except maybe the first.
My ears rang. My smile grew and an unmatched pleasure settled over me. Jenny’s lustful hunger was finally full from my cum.
“Fuck,” she let out. “We cum the same time.”
The desired effect to work me out of her system had backfired. I had done nothing more but fuck myself deeper into it.
Her insatiable appetite for my cock continued. My desire to chase that first rush of pleasure started and only fucking each other senseless would accommodate it.
Source: reddit.com/r/gonewildstories/comments/i0j1uo/my_4_year_affair_continued_m_18_f_36
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