This is a true story and takes place back in 2013. I was a horny 20yo just getting started fucking guys and up to this point, I always fucked safe but I'd always had this primal urge pump my load inside a tight hole.
I had just gotten back from vacationing in Dominican and hadn't cum in 5 days and was super horned up. I posted an ad on craigslist and within a few hours this older indian daddy hit me up. He was double my age, 5'9" slim/avg build. didn't care for many details aside from "do you fuck??". We chatted a bit more and eventually made plans to meet later that afternoon, I knew I was gonna breed this slut.
I rolled up to his apartment around 3PM, punched in the buzzer code and was on my way up to the 12th floor. As I approached his door, the lock clicked and door slowly squeaked open; he had been watching me through the peephole. He stared at me for a good 10 seconds before finally uttering "Sorry, you're so young!". I figured he was just nervous, chuckled and told him it was cool and proceeded inside.
Turns out, he had a huge fetish for silky basketball shorts and immediately dropped to his knees and sucking my cock through my shorts. He led me to the bedroom, pulled my shorts down started teasing the tip of my cock. He then worked his way up, pulled up my shirt and started sucking my nipples, my cock stiffened rock hard and started leaking. Without warning, he suddenly engulfed my cock in his warm wet mouth and swallowed every drop of precum that came out.
We then proceed to bedside table (and to my dismay) he pulls out a condom and lube. While he was lubing up his hole, I put a few shots of lube in the condom before rolling onto my cock. He laid on his back and I slowly slid inside his hole. I start pounding him and he started moaning like a bitch in heat, but I couldn't feel a thing through that condom.
I pulled my cock out and because of the lube inside, it began to slide off. I repeated this a few more times until the condom was barely on the tip of my cock. I positioned my cock carefully and with one final push, fucked the empty condom into his hole. I could now feel his warm wet hole wrapped around my raw cock and wasted no time in pounding him like the bitch he was. I started getting close after a few minutes and with one final push, I buried my cock deep inside as I exploded 5 days worth of cum inside him. During this time his moaning intensified and he started screaming "Oh my god, it so hot".
I pull out and innocently ask "Oh no, where is the condom?", but he didn't seem to care. Instead he was like "Woww you cum so much! Im pregnant now" .
Suffice to say, we never used condoms again on our future sessions
