Straight man here sharing an encounter with a woman.
This was a huge deal for me. I’ve dated women for years who were on birth control but always made me wear condoms. I even had a girlfriend who at one point made me double sleeve. Yeah, it’s crazy looking back on it, but I’ve learned from it and can now laugh about it.
Over time, going in raw became a little fantasy of mine. Nothing crazy. I just wanted to feel what it was like to cum inside my girlfriend. Alas, it was not to be.
However, a few years back, I (30m) met a college girl ten years younger than me on a dating app. We’ll call her Katie. She was very forward and dirty, so we started sexting regularly. Then she started sending nudes. Then it was naughty calls while she was getting off.
Finally, she sneaks out of her (super controlling) parents’ house and comes over mid-afternoon. The first time we tried to have sex was really awkward. My new (untested) brand of condoms choked off all feeling and circulation, so I struggled to maintain my erection.
To hide it, I took my time to eat her out. It was her first time receiving oral, so the heightened anticipation made her cum quickly. She moaned so loud I thought the neighbors were going to call the police.
She asked me to fuck her, and I couldn’t. Not with these condoms. I got nervous, which escalated to a full-blown mental breakdown wondering if I had ED. However, she was amazingly supportive and said we’ll try again once I got new condoms.
Two days goes by and we can’t stop sexting. We’re both even more horny. This time, we talked about our fantasies, and I mentioned bareback and cumming inside (creampies, and not the oatmeal ones). She had an IUD and we were both tested. She said those were for ‘boyfriends only,’ but she was surprised I’d never had sex without a condom. Basically, she said, “Good for you. A shame.”
The next night that she comes over, I have different condoms. She was so tight that I thought she was a virgin. However, these rubbers were too thick and I really only felt pressure. She wanted me to go hard, so I gave her a good pounding. However, the sex felt like nothing for me.
She came with my fingers tangled in her hair pushing her face into the bed. Her ass was stuck up high as I thrust in feverishly from behind.
[I’m now aware that there are thicker condoms to make guys last longer. I don’t need those.]
I made her cum once through oral and again through penetration (a lucky girl, so I hear). After she climaxed twice, she climbed on top. She was kissing me slowly and riding me cowgirl as she rode the tidal wave of her orgasmic high.
“You think you’re going to cum soon?” she asks.
“Honestly…probably not. These things are so thick I can’t feel a goddamned thing except for how tight you are.” It felt like I was just getting squeezed, but not in a good way.
And it was in that moment, she seemed to make up her mind about me. Maybe it was the way we talked and flirted and kissed before we ever got naked. Maybe it was because we’d lay in bed for hours talking afterward to learn about one another’s lives. Maybe she was just horny.
Katie looked me in the eye as she reaches back to touch my balls. She started fondling them gently to see if that helped. We continued our slow motions for another minute, and then she reached up to hold onto my shaft. At first, I thought she was trying to stroke me. But instead she slipped my condom off. Intentionally.
She placed the condom on the bed beside me as if it were an offering of love or a big tease. Without even using her fingers, she ground her soaking wet pussy against me until I slipped inside of her pussy – raw.
My breath caught in my throat. Katie sighed in my ear like she just found the missing puzzle piece, and it fit perfectly. Slowly, she continued to ride me. Her DDs were pressed firmly against my hairy chest. Her body was so soft and warm compared to mine. I’ve had never felt anything like it.
And in that moment, I wanted nothing more than to fill her right then and there. I wanted to be a part of her, and her of me. Part of me saw me claiming her, while another part saw it an equal union of spirits. The horny part of me, of course, wanted to feel it with her.
She whispered quietly, “Are you going to cum now?”
“Yeah,” I barely manage to grasp. “I’m close. Please don’t stop what you’re doing. It feels so good….”
Then, this lovely girl kissed my neck as she pushed me as deep as I can go. She leaned whispered in my ear, “You can cum inside of me if you want.
“What? Really?” I was taken aback, but I wanted it, too.
“I want you to cum inside of me, Alex. It’s okay. Cum…please…Alex…”
Those became the magic words. To date, I have never cum so hard in my life. I whited out, and it took a few minutes to fully regain my vision. Stars exploded as I shot rope after rope of cum deep inside of her – three, four, five times. I had never cum so much in my life. Where is all of this coming from?
It was the greatest and most sexually satisfying orgasm of my life.
Katie had apparently been smiling as she watched my facial during climax. She leaned gave me a quick peck on the lips, and little chuckle escaped her lips.
Katie: “That good, huh?”
Me: “You have no idea.” I felt entirely out of breath.
Katie “No,” she said while walking fingers up my chest. “I think I do.”
She kissed me again, and thus began the wild summer fling with a college girl ten years younger than me.
Years later, this is still the most memorable sexual encounter I’ve had. I still jerk off to it all the time. I’ve heard there are many women out there who love being filled like this, and, goddamn, do I hope I meet another one.
*Thanks for reading! If you liked this story, you can read about the next time we had sex – in public. Click* [*here*](https://www.reddit.com/r/gonewildstories/comments/11d5fv7/mf_car_sex_led_to_giving_a_college_girl_a/) *to read it!*
Source: reddit.com/r/gonewildstories/comments/11dlf43/mf_a_memorable_sweet_encounter_with_a_kinky
Reminds me of a similar fling I had with a girl of similar age when i was approaching 30.
Fun times!!
Yeah, perhaps I will. Would be fun.
Bravo! Oh man that was your first time ever going bare? That is a special moment when you finally feel every detail and the heat of your woman’s tunnel directly.
My now wife also insisted on condoms years after getting married, and I always fantasized about a woman rolling the condom off and slipping me in bare the way Katie did
Yes, it was my first time.
!SubscribeMe
That was good, lovely and hot story!
Do You still have contact with her?
Great story!
I have to set something straight though. Virgin’s aren’t tighter than non-virgins.