My first time cheating happened about a month ago and was purely unintentional. It was a Friday night and I was watching tv on the couch while my boyfriend was in our room sleeping already. I was feeling pretty horny and needed to get a load off. I fired up some porn on my laptop and was stroking off when I started thinking about how much I missed being able to shoot a load on a guy’s face. For some reference, my boyfriend hates cum and won’t allow it anywhere near him. Facials are completely out of the question and he makes me pull out when I’m fucking him so I don’t finish inside of him. As my thoughts started to wander, I figured there wasn’t any harm in downloading Grindr just to see some of the guys on there and jerk off to the idea of fucking them. My thought process was that as long as I didn’t talk to anyone or actually create a profile it would be the same as looking at porn online. Within 5 minutes of having the app, a twink who was nearby messaged me saying he was down to suck my cock. I was pretty surprised to get a message at all considering I hadn’t filled out any of the information and had a blank profile. Against my better judgment, I asked him why he felt comfortable offering that to me when he has no idea what I look like. His response both surprised me and turned me on in a way I hadn’t been since before I met my boyfriend. He told me he recently came out and was looking to experience as many different cocks as possible as he didn’t feel he was prepared for a relationship and wanted to enjoy the freedom. I managed to resist the temptation at first, and told him I was in a monogamous relationship and was just looking around without any plans to meet up. For some reason, that made him come at me even harder. He was begging to see my cock and saying how he could suck my dick better than my boyfriend ever could. He started sending me nudes and photos of him with his mouth wrapped around a dildo, and at this point I was rock hard and dripping precum pretty aggressively. I knew at this point I should just finish jerking off and head to bed with my boyfriend but this guy had awoken some primal urge in me. I ended up sending him a few pics of my cock and body, being careful not to show any identifying features and he told me to meet him at a local park in the area known for being a crushing spot. He told me the first time he meets a guy he prefers to blow them in his van and then if things go well he can host. At this point the thrill of getting my dick properly sucked had overwhelmed me and I agreed to meet him but told him I would need to fuck his hole in order to cum. He was pretty against it at first, and kept saying he could make me cum just from giving me head, but eventually agreed to let me fuck him if he couldn’t as he was that confident in his abilities.
As I headed over to the park any nerves I had at this point had completely vanished. He had gotten there first and signalled me over to his van when I arrived. As soon as I climbed in he had me lay in the back, whipped out my cock and began going at it with the vigour of a true cock hungry slut. His sloppy, desperate sucking was so different than the controlled blowjobs I’m used to getting from my boyfriend and had me going wild. I grabbed his head and fucked his face on my cock for a bit, and while he was right in saying his blowjob skills were that of an expert, it still wasn’t enough to make me bust. By the time I suggested pounding his hole the twink couldn’t have been more willing, he got on all fours and I ate out his tight hole before going in raw. I honestly didn’t last long once i was inside of him, he was so energetic and eager and when I told him I was about to cum he started begging me to breed his hole. I can honestly say the orgasm I had with this random twink was better than any I had ever had with my boyfriend. When we finished up he simply let me out of his van and I walked back to my place and crawled into bed with my boyfriend. I still have no idea what his name is but I’ve become apart of his regular rotation of guys. Although I do still see him pretty regularly, this was only my entry into cheating and I’ve been with quite a few others since this started.
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