An Unexpected Request at the Spa

I work at a high end spa as a masseuse. Despite it being a high end place both men and women sometimes ask for a happy ending. I’m a guy so I don’t get as many requests as the women do. Lucky me.

One day I went into a room and met new client. A very nice looking Latino girl, I’m guessing 24. She was on her stomach ready to start. After a little banter I began loosening up her back. She was shy and we left the towel over her bum. I did her back and legs first. It was time for her front. We kept the towel over her bottom and she held her hands over her tits. I told her it would be difficult to do anything with her arms like that. She put her arms to her side. I was guessing first massage with a guy or because she had quite small boobs. I massaged her shoulders and arms and gave her a mild thrill massaging between her little boobs, then legs from mid thigh down.

I could tell she was wanting something more. She tried to delicately ask for a happy ending. I told her I don’t provide that service. She moved her towel away exposing her cock, which was strapped to her leg. Holy shit. I must be half asleep. She’s a trans girl. I totally missed it. She released the strap and her smallish erect cock stood at attention. Maybe 5”. Women had asked for happy endings before, guys had asked before and when I said no they started to jerk themselves off and I kicked them out but, this was the first trans girl I’d had at the spa.

Before she got up I felt a twitch in my cock. I was all of a sudden turned on. Very turned on. I stopped her from getting up. I said “just a second. I’m thinking” she laid back down. I squirted some massage oil on my hand and gave her cock a stroke. She moaned “hmmm oh yeah”. I began to pull on it, milking it like a cows teet. I started jerking her in full strokes and pinching her nipples. Soon her cum was flowing down my hand coating it. I used it to massage her balls. I went a got a wet cloth and cleaned her up then washed my hand. I was speechless. She dressed and left. I was embarrassed and having second thoughts about what I just did. I was done for the day and I went home.

A couple weeks later I went into a room and she’d come back. I told her I couldn’t repeat what I did last time. She shrugged her shoulders. “All good “ I did the same massage as last time but I just didn’t give her the happy ending. I said “all done”. She reached out and held my ass cheek. “Are we?” At first I thought she wanted to give me a blowjob. I was wrong. She rolled on her side with her bum towards me and scooted so she was at the edge of the table. Oh, I get it. Oh man! I really don’t want to anal her. I’d never had anal sex with anyone. I don’t know everything but fucking her ass seemed way over the line. I was really confused but I was hard. Would this make me gay or something?

All those thoughts got blocked out cause my cock was so hard. I rubbed massage oil on my cock and massaged her ass as I rubbed my cock at her asshole. I pushed my cock into her. I’m not sure what I felt but it felt good. I was really turned on. Her sounds of pleasure mixed with my moans drowned out any gay thoughts. I was having sex with someone. Period. As I fucked her and gave her pleasure I realized that’s what it’s all about. I had a whopper of an orgasm and she did too, after a jerking.

Two weeks later after a short massage I proceeded to take her semi erect cock in my mouth. As it swelled I got hard too. I could taste her sweet precum drops first, then she really started moaning. As she orgasmed in my mouth I I savored her sticky goo. I’d never even sampled my own but I like its consistency and musky taste.

The next week after another short massage I asked if she would fuck me? She winked “well, I’m more of a bottom but I feel you need to experience for yourself how it feels”. As she fucked me I started having intense waves of pleasure. I had to stifle my moans. I had a prostate orgasm and dripped on the table. She pulled out and came on my ass cheek. She swatted my ass. “You’re a bottom” she dressed and left.

That was my first and only encounter with a trans or a man. I guess it was something I needed to experience. I’ve had the requests for happy endings since her and rejected them. I have seen a few cocks I looked at for a little too long though. 😉

Life’s weird.