When I was in my 20s, I remember a specific instance having sex with my (then) girlfriend. It was only our 3rd time and so we were both still somewhat shy/nervous/awkward about it. She wasn’t on birth control so condoms were required and we were both on board with that plan.
Anyway, I remember it being quite uncomfortable as we slowly worked to fit my latex covered throbbing hard cock into her not quite wet enough pussy. Several iterations of attempting then pausing for me to eat her out, lubricate, etc before we were finally able to achieve full penetration and start a nice rhythm of strokes. At this point she began to enjoy things and honestly I wasn’t to that point yet. But I loved the way she was expressing how she was feeling and how good it was making her feel, so I proceeded even though I was pretty sure my dry hand stroking the length of my own cock would feel better than what I was currently feeling. I just remember there being soooo much resistance like the only thing allowing movement was the small amount that was allowed by my own skin movement, which wasn’t a lot given how erect I was.
Anyway, we continued for a few minutes and that’s when it happened… I remember the exact feeling as I pushed that specific stroke into her. It started with the same intense resistance that I was used to but then for some reason I was able to go further, much further and my head was suddenly surrounded with warmth and soothing moisture. She visibly and audibly felt the change as well as she moaned from the deeper stroke and let out a “oh my fucking god”. I pulled back and went in for another stroke which was pure pleasure as my entire shaft was plunged into the same warm, soaking sleeve of comfort. I remember thinking “holy shit did I just cum?!” Because the feeling was such a contrast from the last few minutes.
That’s when I made the connection of what happened… the condom had split open and I realized I was now raw inside her unprotected cunt. It was so incredible that I couldn’t stop myself, all I could manage was to slow down my pumps to a gentle controlled pace of deep strokes in and out of her, her labia slowly gliding along each ridge and vein of my now soaking cock. I looked into her eyes and managed a jumbled, panting sentence “I think it broke”. She replied “I know… I don’t care. Just pull out before…” I agreed and increased the pace again, thoroughly enjoying the greatly more enjoyable feeling of being truly inside her.
I could tell she was enjoying the new feeling as well. Her moans and shudders becoming more apparent and intense. I was gliding in and out of her without issue and could hear the sloshing of myself plunging in and out of her saturated hole. Her orgasm began and I remember the pulsating sensation I felt gripping in waves around my cock… it was too much. I knew this feeling all too well… my orgasm was seconds away. I was about to explode. “I can’t stay inside you” I told her as her head flailed back and she let out an intense, deep groan. “Don’t stop!” She said as I looked down to see my thick, throbbing cock sliding in and out of her wet lips. The blue condom ring was wrapped around the base of my cock, above my balls, shredded and reminding me of the failure to do its job. The thought of what was about to happen flooding my brain. I looked back up at her face in pure ecstasy and our eyes locked again “do it” she gasped “I want to feel it”
I had no chance at that point… the thrill of the risk and the pure feeling of primal need took me over. The next stroke my balls tightened, and my kegal muscles began to spasm. I pulled halfway out and felt the underside of my cock fill with the pressure of the first huge rope of cum. I plunged back fully into her pussy and the powerful spurts of my hot cum began to explode against the walls of her and coat her cervix with my gooey semen. Her unprotected body suddenly infiltrated by my potent seed as nature intended. I continued my rhythm as pulse after pulse was injected into her, filling her and slowly leaking out around my cock. We were a mess but both in pure pleasure. My strokes finally stopped as I came to rest still inside her. Feeling our pleasure slowly ramp down. I met her eyes with mine again and the almost possess look began to fade from her face to be replaced with a smirk. She whispered “wow”. I replied “I know, that was incredible”
She looked up at me and I immediately knew what she was thinking. She didn’t need to, as I already understood the assignment, but she said anyway “fucking do that again” which immediately sent a rush of blood through my body and was fully erect again within 30 seconds. We didn’t even take the broken condom off…
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