I met Alex at a video store when I was in my early 20’s and he was about 38yo.
I sucked him off the first time and found out he was married and had kids. He had a muscular hairless body and very nice uncut dick about 7.5 inches and thick. We exchanged numbers and started texting on the regular, unfortunately his work schedule did not allow him a lot of free time to meet up again.
One Saturday night he texted me and saying that he was on his way to the video store and wanted to meet me there. I got ready and headed that way and texted him when I arrived. He let me know which booth he was in and I went in. I was nervous and excited at the same time as I went in and he started to undo his jeans, which looked like they were painted on his muscular legs. I locked the door behind me and started to suck him off. This time a few minutes after sucking him he guided me up by my under arms and turned me around, bent me over and got on his knees. He took a couple of hits of poppers and started to eat me out. His tongue felt so good when he started to tongue fuck me and twirling it around the outside of my hole. I finally started to relax with his tongue deep in my hole and then he got up and started to run the length of his dick between my butt cheeks. He did that for a few minutes and then I felt him part one of my cheeks with one hand and the other he held his rock hard dick and tried to tease my hole with it. I tensed up and turned to my side and asked him to put a condom on which he did immediately and started to tease my hole again. I relaxed again as he started to insert himself in me, after a few inches I felt a pain that felt like a lightning bolt that traveled all over my body. It was really painful and the first time it felt that bad. He started rubbing on my back and kissing the back of my neck as he tried to find my hole with his left hand and inserted a finger to stretch me a bit. The pain subsided and he put his dick back in and this time it did not hurt at all. He took his time to put it all the way in balls deep and it was like night and day feeling. I started to moan with pleasure and he started to do more hits of poppers and saying “Oh Yeeeaaah” as he pounded my ass hard. You could hear the clapping sound our bodies made when they met. He was a fucking machine and I was taking it like a champ. He started to slow down and giving me deep strokes while he would take it all the way out and put it back all the way in. I could not take it anymore and whispered to him that I was ready to cum, he reached around and started to jerk me off as he picked up the pace and both came at the same time.
We got dressed and he kissed me on the lips and we both parted ways.
The next time we met it was at my place, I was off in the middle of the week and my roommate was at work. I texted him and asked him if he was free to come over and he texted back asking me for my address. He got there about 30 mins after I sent him the address, which gave me time to clean out. He knocked on the door and went to open it wearing nothing but some thin fabric shorts and no underwear. We had a small chat about traffic as I guided him to my bedroom. We started to make out as I sat him down on the edge of the bed and undid his belt and jeans and went straight to sucking his dick. To my surprise he was wearing a black leather cock ring that made his dick even harder. He always smelled really good and was freshly showered and his dick tasted so good! He got me up and put me on my stomach and finally was able to take off his clothes. He started to eat me out and fingering me alternating his tongue and his index finger. Then he got on top of me and started to rub his dick along my crack and then grabbed it with one hand and positioned his dick head directly outside my slick hole. I felt my ass give way to his head and I told him to hold on, then he started to fuck me with just the head going in and out. Saliva was not enough lube for his dick to go in so I grabbed some lube and turned around to be in missionary style. I lubed his dick up and my ass and aligned his dick with my tight hole. He started to slide it in very very slowly, but about half way in I felt that jolt of pain again. It was very intense and it took over my body, making me squirm as his dick came out. He caressed my body and tried jerking me off, but my erection went completely away. His dick was just too thick.
Once the pain went away I asked him to put on a condom and we tried it again in the missionary position. This time it went in with ease and no pain. He started to fuck me hard and kiss me on the lips so passionately. It was feeling very good for both of us. He turned me to my stomach and as soon as he put it in he told me not to move he all of a sudden yelled “Oh NOOOO” and I felt his dick pulse in me as he unloaded a massive cum load. All I could do was to back my ass against him to finish milking his dick with my ass and I jerked off and finally came all over the sheets. He took his dick out and got off me, I took off the condom from his dick and it looked empty. I asked him if he had cum and he said that he did and that it felt so good. After he left I examined the condom and the tip had broken off. I then went to empty my ass and he had shot a huge load in me. I immediately got hard again and jerked off one more time.
I texted him and told what had happened and he assured me that he was std negative and that his wife was the only person he had unprotected sex with. I still went to the doctor to get tested and it all was clear the first and second test 2 weeks after.
We met a few more times after that but no more broken condoms. He took me to his house once and he fucked me on his living room couch. He said that he did not want to take me to his bed and disrespect his wife by doing that. LOL