My [F] first time fucking for money.

For my second story, I want to talk about my first fuck as an escort. We’ll call my first customer M.

I met M while I was working at a strip club that he and his friends came to almost every weekend. Initially, another guy in the group bought up nearly all of my time, but M would buy a dance here and there when he saw an opening, and we got along really well. I’d been toying with the idea of becoming an escort, and for reasons I still don’t entirely understand, I told him about it. We circled around the issue very carefully, but to make (this part of) a long story short, he made it clear that he would be interested in being my first customer.

We decided I’d meet him at his place on a weekday in the middle of the day. I was 50% excited, and 50% nervous. It was a little awkward at first, but then it occurred to me to turn on the stripper charm around the same time it occurred to him to suggest we smoke some weed, so it didn’t stay awkward for long.

M is very kind and almost too respectful, and although it reads as simply being laid back if you don’t know him well, he’s also very shy, so I knew I’d likely be the one making the first real move. We talked, smoked, watched some tv, and he told me about how he would find an escort to hook up with about once a year. I talked him into sharing some stories about his past experiences, and the whole thing was a huge turn-on for me. He got a little flustered talking about how different it was this time since he knew I was brand new to it. Everything about it was fun, easy, a little surreal, and totally enjoyable. He started out by pulling me into his lap, then licking and sucking my nipples for ages, pausing here and there to smoke a little more. I was wearing a sundress, and the licking, sucking, weed, and novelty had my panties absolutely soaked in no time. Once he caught on to how much I was enjoying myself, he laid me down on the floor in his living room, pulled the panties off, and licked my pussy until I came. I was on edge in a way that made it very easy to get off which was a pleasant surprise. It felt like normal sex, but also not normal in the best possible way.

He was far more nervous than I was, and I had to beg him to fuck me, but once we got going he didn’t disappoint. His dick had just the right amount of curve to hit all of the right spots, and we had great sexual chemistry. I’d only planned to stay for an hour or two, but we ended up fucking all over his house for the rest of the day and through the night. I spent hours sucking his cock, figuring out exactly what he liked, then trying to make it better and better and holding him at the edge of orgasm for as long as possible. We took regular breaks to smoke more weed, eat and drink, and laugh about how surreal the experience was for both of us. He admitted to taking some type of “stamina” supplement he’d bought at a gas station on a whim, and we made a lot of jokes about how effective it was. We went through one whole box of condoms and half of another. I was sore from so much fucking, but a very good kind of sore, and didn’t want it to stop. I didn’t leave until very early the next morning.

I was high on the experience for days. I hadn’t been entirely sure if I wanted to be an escort, but that made it very clear that it’d suit me and that I really enjoyed it, so I decided to dive right in. That first time with M was a trial run of sorts, and it was unlike any other experience I’ve had as an escort, because I was focused on figuring out if it was the right line of work for me rather than more professional details like cost per hour. I don’t even remember what I charged him, likely because the most important part of the experience was how he helped me find my footing as I took my first steps into the industry. M and I still see each other in this same interesting and relaxed way to this day, and I’m so grateful to him for helping me make it such a perfect first time. I still think about it often when I’m getting myself off.

Oh, also, M asked to keep the panties I was wearing that day. I let him. He still has them.

Source: reddit.com/r/gonewildstories/comments/lak5wg/my_f_first_time_fucking_for_money