After the club…
As I mentioned, she started to txt me later that night. It had to be 1AM-2AM at that point, and she was asking about when we could get together. I thought it was weird, but she was attractive, and what guy wouldn’t be flattered by a nice looking girl txting and wanting to fuck? Meeting that night was out, and I couldn’t get away the next day, a Saturday, I believe, so I asked about meeting then.
I don’t recall the exact exchange, but essentially, she commented on needing money for a bill or something like that. I guess it was not totally obvious that this might be an outcall type of situation, but her aggressiveness on txting did have me a little confused. I let her know that I think I could help her out a little, and she was back to pushing to meet ASAP!
We made arrangements for a Sunday meeting, and she asked if I could come to pick her up. She was renting a house with her boyfriend and asked me to txt her when I pulled up, and she would come out. It wasn’t a horrible part of town, but not all that great either. Several neighbors were sitting out on their porches, and they were all looking at my car. Luckily, she didn’t take long and jumped right in like we were old friends, and I didn’t stick around to see what the neighbors or her boyfriend were up to.
She was wearing black leggings and a short t-shirt that exposed a little of the skin on her stomach. Her hair was pulled back into a ponytail, and overall she looked like any other 19 year old you’d see running around. I personally like that look, and she still looked good to me. A little plainer than her made-up stripper look, for sure.
I had originally thought about bringing her back to my place but made a quick decision that a motel room would be better. My days of fucking in my car were over, and I just had a feeling that she was a little crazier than I originally thought. She wasn’t all that nervous acting, I was probably more nervous, but she wasn’t exactly relaxed either. I asked her first if she had a place we could go and hang out and she sort of paused for a min. I offered that I think that I know a place, and she said that sounded good. I don’t think she had done this much or was just use to the guy taking care of those details.
The place I had in mind was a hotel not really far from the club she worked at but probably a 30-minute drive from her place, which gave us some time to chat. It was quickly apparent that we didn’t have much to talk about, haha. After a few silent pauses, I decided one hand on the wheel, and one on her would be an excellent way to pass the time. I started with my hand high on her thigh and then moved to a few fingers lightly rubbing the crotch of her leggings. She accommodated me a little but didn’t open up wide, either.
I asked her to pull the waistband of her leggings out so I could rub her pussy directly, and either she was confused or didn’t want me to stretch them out. Instead, she raised her ass up off the seat and pulled them down to about mid-thigh, which gave me great access but made me a little nervous driving around like that. My car had tinted windows, but we didn’t set up higher than any other vehicle on the road. If any car besides us looked over, they would see or know something was going on.
I continued to play with her pussy and used my wet finger to rub her clit. I wasn’t trying to get her off, and I don’t think she was ever close, either. It was just a better way of passing the time vs. awkward talking, which was completely fine by me.
I had not thought about the plan once we got to the hotel, so when I parked, she jumped right out of the car with me to go to the front desk. So there we stand with a middle-aged front desk lady getting a room. I was in my early 30s with a 19-year old that the clerk had to have no doubt what we were there to do.
Once I got the room key, we headed to our second-floor room, which was pretty average. Once inside, she mentioned that she would like to take a shower. I thought she might have been getting cold feet, to be honest, or even worse, calling someone. She instead put her purse down on the bed, went into the restroom, shut the door. While I was waiting, I opened the blinds and just sort of checked the area out. It was not super busy and overlooked the parking lot and a gas station beyond the hotel parking.
She probably showered for 10 mins or so and came into the room completely nude with wet hair hanging down her back. No dim lighting at the strip club to hide behind. I was able to see all of her. I don’t remember if she laid back on the bed or if I laid her back. Another thing that I had several second thoughts about later, but I love to perform oral on a woman. While being fresh out of the shower is far from being disease-free, I dove into her pussy like it was my last meal.
It probably took about 10 minutes for her to have a pretty big orgasm, and she needed a break to let the sensitivity subside a bit. At this point, I don’t think we’ve said five things to each other since getting in our room.
I’m still wearing shorts at this point, and I’m trying to get out of them as fast as I can. I love sliding into a recently orgasmed and wet pussy, and her’s was ready. She started to get sit up, and I thought she would get a condom out of her purse. Instead, she asked me if I had a condom. In hindsight, I should have picked some up, but I thought she was more of the pro with this. So there we are, me rock hard and her nice and wet. I had no plan of barebacking her, even though she had slid up and down my cock a couple of days before, at least for a couple of minutes. When I said I didn’t and thought she did, she paused for the briefest of moments and said, just don’t cum inside me.
I should have remembered my fear of my dick falling off, but I didn’t. Instead, I pulled her to the edge of the bed and rubbed the head of my dick on her to get me nice and wet. I’m not freakishly porn star big, but I do have decent size and girth. Once I got the head nice and wet, I started to work it inside. My head actually slid in fairly easily, but it still took inching my way in to get fully coated in her juices. With her knees bent towards her head, I had nice deep access and started picking up the pace. I wanted to try doggy for a while, and she ended up being at a really good height at the edge of the bed, and with me standing, and I could really control the depth and pace of our fucking.
Spreading her cheeks about so I could see myself going in and out was a great view. The added plus being that her ass hole was front and center for some extra attention. I really like anal, but I’ve only had a few partners over the years willing to try. I think people get too uptight about the potential mess when they should go for it if they enjoy it.
While I kept my long deep strokes going, I started to rub her hole with my thumb. Not too hard, but just enough to see how receptive she would be to it. She didn’t pull away, but I got no big sign either. Spitting on my thumb, I started to work her ass even more and eventually worked just the tip inside. If her pussy was tight, her ass was 10x tighter, though. Before I even knew it, I was ready to explode and almost rushing to pull my cock out of her before I filled her completely up. With a couple of pumps, I unloaded on her lower back and ass, and she lowered herself from her knees to laying flat on her belly on the bed.
I went to the restroom quickly and brought a washcloth to clean me and her up a little, and then went to sit in a chair by the window to catch my breath and relax for a min. We had probably been at it for a total of 25ish minutes, and it was not the awkwardness of what next. Somewhat surprisingly, she moved and sat on the corner of the bed next to my chair and leaned back on her elbows facing the window. No one could see us or anything from outside, but it was sort of sexy seeing her almost sunbathing after a nice fucking.
We actually did start chitchatting now, and this is where the crazy started to come out a little. She started telling me about her boyfriend and their drama. The guy was an off-and-on boyfriend, and it sounded like they argued more than anything. She then asked me if I would take her by a friend’s house before going home when we were done. I kind of thought we were done! Seeing her laid back naked gave me a little hope that I could go again without too long of a wait. My answer to her was sure and that I thought I might be ready to go again soon. She didn’t really react one way or the other, and I stood next to her and pulled her up to a sitting position with my dick right at her face level. Without missing a beat, she grabbed ahold of my mostly limp cock with one hand and fed it into her mouth. It felt really good, but I would take a little time to get me nice and hard again… but standing in front of the window while she tried her hardest was really exciting for me. I’d never done anything like that before, and the idea that people could possibly see us was thrilling.
After a bit of that, I wanted to play with her pussy again, and we tried to 69 with me on the bottom. I’m pretty tall at 6’6,” and she was rather short at maybe 5’1”, so it ended up more of her sucking me and me playing with her pussy with my fingers. She made the next move and swung around to climb on top of me to ride, which felt great. She knew how to wiggle on my dick to get herself off, and she was getting ready to make me cum again, too. Sometimes I can really fill the build-up and other times I’m cuming before I even know I’m ready. This time was one of the latter, and I almost panicked I told her that I was about to cum. She probably rocked back and forth another 10-15 seconds while I repeated that I was going to cum… and before she made any move to break her suction and climb off my cock I filled her up. Not a just at the opening blast, but a buried balls deep load. I’m sure I made a facial expression like I was having a seizure, and I should have just chucked her off of me.
To my surprise, she wasn’t mad or angry. She just asked me if that felt good, and of course, the answer was yes. With that, she slid off of me and I went to the bathroom to wash up a bit. When I came back out, she was getting dressed and almost ready to go. All I could really think about was that I just get this stripper/escort pregnant, and I’d be stuck with her in one way or another for life.
I took her by her friend's place and waited for a few minutes for her to come back out. She wasn’t long, and then I took her home and dropped her off. When she got out, it was like we were just two friends, and she said she would txt me later. After she got out, I saw a big wet spot on the leather of my front seat, where my cum finally had started making its way back from the top of her head She had to have left a wet spot at her friends place if she sat down and her black leggings had to be a mess if she spread her legs.
To say that I was nervous for a while is an understatement. For one thing, I was worried again about my dick falling off, and secondly that I would be getting a txt that she was pregnant. Luckily, neither of those things happened. She did txt me fairly regularly, wanting money for this and that. I did give her a little money over the next week or so, mainly to make sure no full craziness came out and so I could stay in contact, waiting to learn that I was not going to be a dad.
Over the next few weeks, we txted, and I asked her when her next shift was at the club. She couldn’t work that week because she was having her period (thank God) but was going to be on the schedule after that. I stayed away from that club for a while and started to respond to fewer and fewer txt messages until they stopped. I eventually went back to that club a month or two later, and she no longer worked there.
I was really stupid, barebacking her not just at the club but doing it again at the hotel. I really can’t believe I got lucky and didn’t catch something, or worse, got her pregnant. It wasn’t the last time I did something stupid, but I never met a stripper outside the club again after that. I had a couple of chances, but I think they wanted a relationship. I’ll post about those later.
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