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College Nights At the Spa - The Interesting, the Odd and the Unique

Posted by: Age: 20 Posted on: 6 comments
21 likes 7728 views Category: Masturbation Female-Male Tags: Massage, handjob, blowjob, transsexual
This story is a momentary diversion from my normal story timeline. It's a small compilation of what I'd describe as the more interesting guys I can recall from the years I worked at the massage spa, as well as a very unique co-worker.

Just as I had discovered on my very first night at the spa, with the older married businessman, I really never knew on any given night what I might encounter. The majority of the clients were middle aged men, some married, some single. Most were very respectful and well behaved. Most were average build, or just a few pounds extra. Some were certainly more attractive than others, but since I was entirely in control of the situation and the limits I wasn't too terribly bothered as long as they were friendly and shower fresh. The one distinct feature that was obviously my focus was the variety of different penises I encountered. There was a broad spectrum and it was always interesting to see exactly what would be under the towel of a new client. One of the funniest times I remember was with a very friendly man who was probably in his late thirties. He was married and it was his first time at a massage spa so he seemed a bit nervous. I relaxed him with a nice back and neck massage. After about fifteen minutes, I turned him on his back and removed his towel. His penis was already fully engorged and erect, arcing right toward his naval. It was very nice at about seven inches and thick with bulging veins. This was one I was really looking forward to stroking. He still appeared anxious as he was looking at me wearing a short white silk robe. I stepped back from the table and opened my robe letting it fall off my shoulders to the floor, exposing my tits and red g-string. At that moment he made a sound like a hiccup and I saw the cum start pouring out of his cock all over his stomach. Just like that he was finished. I grabbed a towel and started cleaning him up as he apologized and that it had been a very long time since he'd been this close to a nude woman of my age who was built like me. I told him it was quite alright and that it was all the same to me. I did mention to him that he should come back again soon and I'd take good care of him to make up for it, but he never did. Another one that stands out in my memory was a rather young guy, probably in his early twenties. When I came in the room I could tell he was shy and awkward. He was fairly thin with pale skin and reddish hair. He wasn't a bad looking guy, but it was very obvious that he was here because he was not doing well with the ladies due to his lack of communication skills. Before I started the massage, I got a brief glimpse of his penis as he turned over. It was still totally soft and appeared normal size. I gave him the typical back, neck and thighs massage, before turning him back over. I worked his shoulders and chest a bit before removing his towel. His penis was still soft and he appeared somewhat flustered intently staring at the ceiling. In my softest sexiest voice I said, you know baby, you are more than welcome to look at me. He turned his head and gazed up and down my body. I said, that''s a good boy, do you like what you see? He nodded. I was wearing my lifeguard red bikini with shiny white heels, one of my more popular outfits. He was finally looking more relaxed and his penis was starting to grow. I made sure to take my time as I removed my bikini to build his anticipation. I undid the strings and cupped my breasts, squeezing them together as I slowly exposed my nipples. I could tell he was enjoying the show so I decided to remove my bottoms, something I did only a quarter of the time on request from regulars. I asked him if he liked what he saw. He sort of stuttered that mine was the first one he'd seen in person. I said, really, well you need to take a closer look then. With that I put one of my heels on the table and spread for him, giving him a clear view of my vagina and clit. I looked down and noticed that his cock appeared hard now, so I told him we needed to take care of that. I grabbed my oil and moved down the table, taking his cock in my hand. I was surprised to find that, although it had grown quite a bit, it wasn't totally hard yet. As I continued stroking him, it continued to grow. I was amazed. When he finally reached full size, he was around eleven or twelve inches long. It wasn't very thick, but the length was something else. I'd seen a few long cocks before, but not on such a slender and meek guy. I was really having fun working him with both hands and having shaft to spare. It wasn't long before he was spraying cum everywhere. He bucked his hips as it landed on his chest, his face, and even the floor. Again I was amazed and somewhat impressed as he laid there a spent mess. As he got cleaned up and dressed, I made small talk with him, not something I normally did. I said, you know dude, you should really learn to be confident and talk to girls. He nodded and said he guessed he should. I said, you definitely should, trust me there are a lot of nice girls out there looking for one of those to play with. We both laughed and he said goodbye. I never saw him at the spa after that, so I had always hoped my advice worked out well for him. There were also quite a variety of penises in general over the years. I can remember a few that were so small that I could only really stroke them with two fingers and my thumb. Although they were cute in their own way, I'm glad I never encountered any like that in my personal life. There were guys who came bucket loads, and guys who barely managed a few drops. I also remember a guy who had really large balls. I seriously wondered if they were uncomfortable to carry around in his pants every day. The requests were sometimes unique as well. There was a guy who really enjoyed watching me spank my own ass. Some other guys insisted on playing with themselves and getting off while watching me do a striptease. As long as they were polite and didn't ask for anything that broke the rules I was typically accommodating. After I'd been working at the spa a few months, I noticed that there was a woman who worked with us who would come and go. She'd work a few days, then be gone a few weeks, and then back again for a few days. I didn't think much of it, mostly because it wasn't my business, but also because we did see co-workers come and go periodically. Often new girls would start and quit after a few weeks. Around the fourth time this particular lady was working at the club, I got to chat with her briefly. Her name was Andrea and she was around 30. She was tall and very statuesque with long thick black hair. She had a beautiful face and large breasts, and it was fairly obvious she'd had some cosmetic surgery on both. Although we only talked for a few minutes, I could tell she was very pleasant and genuine. One thing that surprised me was that for as seldom as she worked, she was always busy with mostly regular clients. A few months later, it was a quiet Tuesday night and most of us were just hanging in the lounge during the first few hours, but as usual Andrea had two regulars lined up as soon as we opened. I happened to be at the counter chatting with Sharon (the manager and my friend as you'll recall) and I commented on Andrea's popularity despite not being around very often. Sharon replied that there are a lot of men that like a special girl like Andrea and they look forward to her being here. Special, I answered, how so? Sharon's eyes got a bit wider and she grinned, umm you don't know, do you? Know what, I replied. Well, she answered, we'll just say that Andrea may look like a beautiful woman, but she isn't exactly all woman. I took a moment to process. You mean she was a guy who had a sex change? No not exactly, Sharon replied, she still has her penis. I was shocked. Not in a bad way, but being a small town girl I had just never heard of anything like this before. I'd known about cross-dressers and drag queens, but not about anyone who was living as a transsexual. I'm sure I looked amazed and Sharon got a kick out of my bewilderment, but I just said that I thought it was kinda cool. Sharon agreed and said yes, very cool indeed, and good for business. As I worked through the night, I continued to think about Andrea and my curiosity was growing immensely. When Thursday evening rolled around, it was getting later in the evening and I found myself sitting in the lounge with Andrea during one of her rare breaks. I went over and sat next to her on the sofa, and she was very warm and welcoming as usual. After a bit of small talk, I mentioned to her that I had learned of her secret. She giggled and replied that she wasn't aware that it was a secret, and thought I'd already known. I told her I had not, and told her I was wondering a few things I'd like to ask her. She smiled and said go ahead. I started asking her about how her identity came to be as it is, and she was very open about it. I then asked her a few of the more intimate questions, such as, did everything down there work, to which she replied it certainly does. I then asked her if she planned on getting a complete sex change. She said that she had considered it a few years back, but decided not to because she was very nervous that the results would be disappointing and that although she enjoyed being a woman, she had always gotten so much pleasure from her cock that she couldn't bring herself to part with it...plus she found that many men enjoyed her the way she was. For no reason, I somehow understood exactly what she meant. I then ask her a bunch of questions about how her clients, and how she interacted with them. She told me that most of her regulars were typically straight or married, but found her very attractive. They enjoyed seeing her nude and watching her stroke her cock as she massaged them. She said that a few of her regulars liked to stroke her while she stroked them. She even said that she had a few very generous clients who wanted to watch her finish herself and cum on the floor. I thought that was pretty cool. Although I had shown some of my regulars my pussy and rubbed it a little for them, I'd never actually had an orgasm at work. Just about then, both of us had calls and had to get back to work. Later as we were closing, I asked Andrea if she wanted hit the local diner for a late bite and chat some more. She agreed saying she didn't have to be up early the next morning for anything. As we were hanging out at the diner, we shared some stories and I told her about some of the really kinky stuff I did when I was younger. She shared some great tales as well. I then managed the courage to tell her that I found her very attractive and would love to play around with her sometime if she'd like to. She smiled and said that her only experiences had been with men and that was her preference. I felt momentary disappointment until she continued with... but, I do find you terribly adorable and I'd be lying if I said the idea of playing with you didn't turn me on. I'm certain I grinned from ear to ear. She then said, how about we pay the tab and go back to my place. I eagerly agreed and thankfully she didn't live far away. When we got to her apartment, we settled into the couch and began kissing passionately. Her hands were all over me and I was going crazy with excitement. I also reached up her skirt and began squeezing her cock through her panties. I sucked her big titties with enthusiasm I had not felt since my first lesbian experience. She returned the favor and made love to my breasts as well. I stood up as she removed my panties and studied my pussy. I laid down and let her gently rub and finger my vagina. She really took her time and I was soaking wet. I thought she might go down on me, but she simply continued to massage my pussy. It wasn't long before I couldn't handle anymore and she fingered me to a very intense orgasm that left a little wet spot on the couch. I sat up and pushed her back into the pillows as I lifted up her skirt and removed her panties. Her cock was surprisingly very hard. It was average size all around, but it looked unbelievably fucking attractive on what was otherwise a very sexy woman. I began stroking it and playing with it. I put it between my tits and jerked it while she played with her own boobs and watched. After playing for about 10 minutes, I went up and made out with her some more. I then asked her if she'd like to fuck me. She paused and said this was already a big step for her and she wasn't sure if she was ready for that, and besides neither of us had a condom on hand and that was a deal-breaker anyway. I then made a pouty face and asked if I could at least give her head. She giggled and said, I suppose. I went right down on her and inhaled her cock. The thing I remember most vividly was tasting a cock in my mouth, yet smelling her very expensive and feminine perfume. It was not the typical right-guard scent I was accustomed to. At this point I was very experienced at giving blowjobs and I was giving her my "A" performance. As she began moaning louder, she said, oh baby you are going to make me cum. I pulled her cock out of my mouth and pumped her thick load onto my cheeks and chin. With that she pulled me up to her and began kissing me deeply and sensuously licking all of her cum from my face. After a few more minutes of making out, I sat back and looked at her and declared, that was fucking awesome! She completely agreed and thanked me for suggesting this encounter. I got dressed and went home shortly after, letting her know that if she did decide she'd like to have sex with a woman, I'd better be the one she called. She told me that was a deal. We remained friends throughout the years we worked at the spa, and although she never did decide she wanted to have sex, we did fool around a few more times and I did get to indulge myself with a few more blowjobs with her. Of all the wild and kinky experiences I've encountered in my life, Andrea was the most unique and memorable by far. I haven't seen her in almost twenty years but we still keep in touch periodically via social media. In the next story I'll return to the ongoing timeline and go into more detail about my friendship with Sharon; the manager and part owner of the spa I worked at.

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