Nothing entirely exciting has been happening lately on the sex work front as i have been almost entirely out of the game aside for numerous reasons. But i will recount my last client…
The last hook up i had was rather uninteresting from a dirty/sexy stand point, however in my opinion it was the perfect hustler/john interaction so much so that i hope he continues to hire me.
So, Older guy, rents out one of the biggest suits at the Fairmont hotel I’ve ever seen and books boys back to back to back all night (RESPECT). I was second in the roster and the only trans guy. All he wants to do is massage my naked trans body and ‘explore’, he massages me for about an hour, feeds me strawberries, chocolate & champaign.
While he massaging me (which he’s quite good at), he spreads my legs and pokes around my boy junk for a little while, getting a good look at what I’ve got going on down there, does the same with my asshole – no mouth only fingers and no real penetration to speak of, makes a few appreciative and pleased comments and noises “mmm” “so nice..” “i love it” then before i know it he’s ready to finish up with felt bitter sweet for me – getting paid to have a massage is a rare thing! He turned me back onto my front and whacked off onto my ass, gave me a nice wet slap and sent me into the shower.
He was a super nice guy, sexy hotel room, chocolate & champaign, massage AND a tip! CANT BEAT IT!
Most of my clients have been pretty vanilla thus far, I sometimes wonder if being with a trans guy is fetish enough for most of the guys I see. Vanilla is fine by me – not to say that I don’t enjoy or engage in fetishes and power play etc in my own sex life (I do.) but when it comes to work I find that vanilla is better, I feel safer and more in control of the situation – aside from the fact that I’m a bottom and I have innate bottom tendencies so getting fucked, giving blow jobs and generally working to please is a place of comfort for me.
I’m sure I would make a horrible dom, I have been asked in the past and have been honest about my short comings in that aspect of the work but have been willing to give it a go, those hook ups have never happened so far, ill be sure to let you know when one finally does and how well I perform.
I’ve been putting off this post for a number of reasons… maybe and hopefully those reasons will be clear by the time I’m done recounting this particularly memorable hook up because I’m still not sure for myself why this one was so hard to make public.
After my first stumble back into sex for money I was pleasantly greeted by a cute young gay boy that wanted to fulfill his t-boy fantasy.
So after that first awful hook up I decided to get back to the drawing board or give up all together, after all my emotional well being is more important that money… right?
So before throwing in the jock strap I contacted my sex work guru; an ex gay sex worker who in my eyes was a pioneer advocate for male sex work, he talked about his work in the sex industry openly, wrote about it frequently in public media and even worked as an associate producer for a drama/romance (fiction) movie with a central hustler story line long before gay hustlers were even a ‘thing’. He is also a wonderfully beautiful person that has been amazing to me at some shitty times in my life so I knew he would have some honest advice and suggestions… and he did.
“you’re giving me the boyfriend experience”…. I am?
After many ad responses and lengthy back and forth emails that never panned out to a cash for sex exchange, finally the first client of my return to sex work after almost 2 years and I’m anxious, I’m tired and I’m defiantly not in the mood to provide the boyfriend experience but I am happy that my hours of online self promotion are finally going to result in money.
I’m on my way when receive a voicemail that set a bad feeling into motion “Im just running out to get some stuff… ill call you when I’m back home” he says.
Im almost there, how long is this jaunt going to take? What stuff does he need to get, I’m fully stocked on condoms? Despite being annoyed and wary I wait in a coffee shop near his house and call my safe person to check in.
Its 20mins after we agreed to meet and finally he calls, I arrive at the address he gave and walk into what appears to be a store that sells everything from cologne and toys to toques and dish ware; stranger than the stores contents was that it had no store front or signage – how would anyone ever know this questionable backdoor marketplace ever existed? Walking in I saw him siting behind a computer a the back of the room, he tinkered around on the computer and we make small talk;
“so you’ve never met a trans guy before?” (that you know of…)
“yea, i’m not gay, I like pussy, thats why I like you” (thaaats great)
“yeah, I don’t need pay for sex, I just like to try new things” (I’m letting that go, challenging peoples motives is bad for business)
“well, lets expand your horizons shall we…”