Yes,
I was 20, in university at Halifax, in summer. At the time, I soppose I was kinda twinky with a bit more chub and muscle, blue eyes, red hair. I had just seen a movie drinking at a bar after, was drunk, and the guy that I was interested in (long story, he was long term friend who was extremely emotionally abusive) blew me off at the bar and I had to pay his tab. I was horny and upsett so, I headed up to citadel hill, the local cruising ground.
Did one circuit around the place, and saw a guy in a car he said hello, and I just got in the passenger seat. He said hi, started his car and started driving. He was probably early forties, brown hair, a dad bod, hairy, had a wedding ring on. He asked me if I was straight, and I said no, sorry, gay here. He said that was ok and asked what I was into. Me being drunk and nervous I said 'lots of things'. He asked if I liked to be fucked and I said I love to be fucked, even tho I hadn't yet. I asked him if he would fuck me. He smiled, chuckled to himself, and said 'oh yeah your getting fucked tonight'.
While this was happening we were driving to the middle of nowhere, probably for 15 min. It was like 2:30am at that point, no cars on the road. I was getting nervous. He stopped at an empty carpool somewhere and told me to get in the back seat. I undressed inside, and jumped back through the middle seat. He got undressed outside and came in. I started sucking his cock like my life depended on it. It was a bit bigger than mine, probably 7 inches, cut. I sucked him for about 5 min or so then he asked me to stop, otherwise he would blow.
He then Laid me across the back seat, put one leg over the passenger seat, and another over a rear headrest so he had easy access. He started rubbing his cock on my hole. I was tight, but I used some toys, so I wasn't completely closed up. He spat on my hole a lot and started to press his cock into me.
At this point, I realised he wasn't wearing a condom, and I got scared and clenched, his dick was pressed out. I was embarrassed about that. I had a condom in my wallet, and thought briefly about asking him to put it on, but I was afraid he wouldn't fuck me if I did. So I decided that I would let him fuck me bare. Since it was unsafe, I was sure he would pull out to cum.
Trims out I had no reason to be embarrassed, he just smiled at me, grabbed his shaft, and guided his raw dick into my ass. He fucked me for maybe 20 mins, slow and deep. He used spit and water from a water bottle as lube. I was in heaven, loved the feeling of his cock in me. He would pull out completely, then press back in, and I could feel everything.
Eventually, he picked up the pace. He asked me where I wanted him to cum. Wanting to be accomadating, I told him 'anywhere you want' still thinking that he would pull out. He started fucking me harder, started grunting and shooting inside me, I felt the cum, cause we weren't using much lube. Three shots inside, his dick came out, and there was one more shot over my chest, from his dick to my nipple. I scooped up the cum on my chest and swallowed. Was still in shock that he had bred me.
We cleaned up a bit and he drove me back to the crusing ground. I felt really bad about it for a long time afterwards, but since then, I've been hooked on bareback sex. Now, I think my first time is super hot, and I'm so glad I was able to provide what that top needed, even tho I didn't want to.