26/07/2025
About several months ago I replied to a posting on a dating site for a man looking for a chat friend. I had recently became single and wanted to chat with people.
He didn’t live in the town I’m in, but he was a trucker who spent a lot of times on the road. He was looking for a chat friend to see where things went.
He was 49, 6’2”, average build, married. Our conversations started off very slow at first, but we found that we had many interest in common. I’m 32, 5’2”, a smaller bbw, single.
After a bit we hit it off and chatted all the time. At first our conversations were simple. Not sexual at all. Which I found odd actually. But as time went on, things started heating up between us. It was simply conversations about experiences, what we wanted to try, and some naughty chat. We never once talked about meeting.
Even though he had been to my city numerous times. Then one time, he mentioned that he was doing a trip with the drop off to a city a few hours away. Which would mean he would be driving by me there and back. So I decided to ask him if he would be interested in meeting for an hour or so. He was a little surprise, but quickly agreed. So what we planned was to meet at a truck stop on the highway just outside of town.
We had made jokes (or at least they seemed like jokes at the time) about fooling around in the sleeping quarters of his truck. Of course knowing men, I knew he was hinting. I also knew even though he was married, he’s done stuff like this before. I have to admit, I wasn’t that close minded about the idea. So the day came to meet. Luckily it was a night I wasn’t working the next day, because it was pretty late at night that he arrived. I’ve never stopped at the rest stop before.
I knew that it was busy 24/7, so it was safe to meet there. When we met, we hugged. Even though I had seen pictures of him before, I was really surprised at how youthful he looked for 49. He was in great shape. Really attractive. We went for a coffee and chatted. The time went by quickly and I realized it had been more than an hour.
I apologized for throwing him off schedule. But he said he was planing to say for a few hours and get some rest before continuing. And he said we could chat a bit longer. So I asked him about the sleeping section of the truck. I never knew there was such a thing. He then asked if I wanted to see. So we went to the truck, he gave me the tour and I was really surprised at how cozy it was.
Then things went kind of quiet. I think we weren’t sure were to take it from there. So I got the courage and blurted out, “do you want a blow job?” I thought, of shit, that sounds lame. But being a guy, he was more than happy to get one.
I sat down on the little bed, undid his pants, pulled them down a bit, and started massaging his dick to get it up a bit before I put my mouth around it. He was average size in length, cut, but he seemed pretty think. After a minute or so he started rubbing my breast above my shirt. He got a little harder.
So I decided to take my top and bra off. I’m a pretty decent size like a lot of bbws, 44D. As soon as my bra came off, he said out loud, ‘holy fuck, they’re so big.” And he went rock solid as I continued my job. I went at it for a while, with lots of pre cum, but he was holding out the big one.
My jaw was getting pretty sore because of the thickness. I started to use my hands a bit more and ever used my breast a bit. But nothing. So I worked up the courage again and said I was getting sore in my jaw and thought he might wanna fuck instead. His reply, “OKAY!” So he laid me back on his bed, undid my pants and took them and my panties off. First thing he noticed, I wasn’t shaved down below. He remarked that it was nice to see a natural woman for a change. Then spread my legs open and started licking and figuring me. It was so amazing. I was wet pretty fast.
I was getting pretty loud moaning in pleasure. A few minutes pass, and he moved into position. I felt his big member poking me. It’s strange, it hurt a bit, but I loved the pain. But it turned to pure pleasure with the thrusting. I then started to think, this is a married man fucking me. I’ve never did that before. It was so taboo. It was such a huge turn on. He started off slow and then went hard and fast. He let out a huge groan and I could feel him cum. His head colasped on my boobs like they were a giant pillow. For some reason we both let out a little laugh and he rolled off me. I wasn’t sure if I should get dress or not.
So I just lied there. He told me to rest up. So I fell asleep next to him. A few hours later he woke me up. We started playing again. He started eating my still wet pussy. I had an orgasm that way. He was already hard enough and started fucking me again. What was strange is he only seems to do it missionary. But no matter, I was having another O’ though intercourse. The whole time, the thought of this being a married man was turning me on. He let out his second load, and I said then it was time to get dressed and part. He was dressed quicker than me. Lucky for me. Someone knocked at the truck.
He went to see who it was. It was someone he knew. I was still getting dressed, and noticed my bra was further away. I’m pretty sure the other guy saw me, and my boobs. Because a few days after my guy told me that his friend was cute and he wanted to get to know me. I laughed it off at first. But he gave me his name and email. I’m considering the thought of it. I’m okay with casual sex, NSA, but not sure if I wanna be a trucker s**t.