Jan 13
I had been talking to Toby for a few days on Tinder. He was incredibly good looking and didn’t have the typical dorky pictures like kissing a fish or being in big groups of people. He was a bit older than most guys I’ve connected with on Tinder too, he was 35 and recently divorced.
He was really open with me, told me he wasn’t looking for a relationship either, and that he was just out there hooking up with people. That was absolutely fine with me, since I’m obviously in the same boat. I appreciated his honesty.
We decided to meet a few hours after I got off work. It was Friday the 13th so I knew that there would be all sorts of themed bars, and that’s not my style at all, but we picked a popular place halfway between us.
When I got there, he was already sitting in a booth, and had a beer in his hand about halfway done. He looked even better than his pictures, which was a surprise. We chatted for a little bit and we decided to go back to his place, so he got us an Uber.
When we got there, he got us both a beer, I’m not a huge fan but I just sipped it a bit. We talked about our divorces and it was nice finding someone that related. The talk shifted toward sex and we talked about our favorite things. I told him mine was actually giving blowjobs and he was in shock. He said that was his favorite thing too, only being on the receiving end. We laughed about it and then I told him that I had a requirement that he be STD free and have a recent test.
He looked sort of shocked, sort of thought I was joking at first. I told him I was serious, that even giving BJ’s was putting myself at risk, and he totally respected it. He told me he had condoms and I said that’s totally great, we can use one.
As we talked more and more, I just didn’t have the urge for sex. I wasn’t turned off or anything, actually quite the opposite. I really wanted to give him a blowjob but I didn’t want to put myself at risk, especially with someone who told me he’s actively hooking up with people.
We started making out. He unhooked my bra under my shirt and I started feeling him through his jeans. I told him he should take those off so I could get better access, and he said the same about my shirt, so we both did. Seeing him naked got me extremely horny. I got back on the couch with him and we started making out again while I played with him, he was hard immediately. I was stroking him slowly while laying sort of on top of him and he seemed to enjoy that quite a lot. He used a ton of tongue during kissing, which I thought was sort of funny given he was a bit older than most of the guys that I’ve kissed recently.
After a few minutes of this, I shifted my weight to sit between his legs. He had one leg shoved under the couch cushion and the other hanging off the couch, and I was sitting on my knees between them. I played with his balls with one hand and stroked him with the other. He just kept his gaze alternating between watching my boobs and my hand. He had a smile on his face the whole time, and he didn’t make a sound.
I started speeding up, doing a little twisting motion on his tip, sort of thinking about how my head would turn giving a blowjob, and that made his hanging leg twitch. I said “oh, you liked that huh?” He replied and told me he loved it and asked me to do it some more.
I kept going fully intending on making him cum. I started speeding up and firmed up my grip a bit, and he finally started moaning. I don’t like the lack of feedback, so this turned me on even more. As he started moaning more and more he closed his eyes for a bit, then when he opened them, he just kept staring at my hands. He said that his condoms were in his room and that we should go in there, and I just smiled and told him it didn’t seem like he wanted me to stop. He said he would and I told him fine, I didn’t want to stop. He smiled and laid his head back on the armrest.
A minute later, he lifted his head and watched as he came. He squirted straight up into the air, and it landed right back on the top of my hand. I tilted it down so it drained onto his cock and I used that as a lube to keep stroking him for a bit. He started to get pretty loud at this point, and I said something like “ooh, there’s his voice” and he just started saying “ahh, ahh, ahh” with heavy breaths.
I slowed down a lot, just slowly stoking him lightly. He asked me to avoid the head, and I put my focus on his shaft, every so often teasing the head. I leaned back onto the other arm rest, and he laid perfectly still, he just said something like “holy shit, that was insane. I didn’t know I liked handjobs so much.”
We stayed like that for another 10 or 15 minutes, just talking a little more, just general conversation. I used my feet every so often to play with his cock, just sort of flopping it from side to side and giving it a small rub, nothing too intense. He didn’t really react to it in any way outside of a few smiles. He had said he would love to return the favor, and I told him I didn’t need that, I had accomplished what I was after.
I told him I should be going, and I grabbed my shirt and bra, put them on while he laid there watching me. He said we should do this again, and I reached down and grabbed him, and I asked if now was a good time. He laughed and said he didn’t have anything left in him, but if I stayed over we could do it again soon. I politely declined and told him that it was fun and we might do it again someday. I went outside and waited for my Uber to arrive. It was a fairly warm night, which was surprising for it being January.
The Uber took a lot longer than I had anticipated, I’m pretty sure he was dropping off a Lyft because it said 2 minutes for like 8 minutes. But eventually he picked me up and he was really trying to pry into what I had done tonight. I just told him I left a friend’s house and he kept hinting at sexual stuff, it was actually really inappropriate for an Uber driver.
I got home and didn’t even brush my teeth. I was so horny for my clit sucker toy that I used to get to orgasm that and then fell asleep. I woke up at like 4am and used it again, then I slept in until after 9, which was probably the first time I’ve done that in years.