I first saw bad boy Bobby Rail on stage at the Hustlaball, dicking a Fleshjack along-side Tommy Defendi. Then he appeared with Tommy again in the new campaign for that fangy fuck-hole called Count Cockula.
This fuck stud is a living amateur jerk-off site description: perty, nice, bi, ex-con, welder-in-training. Check out Bobby Rail’s Rentboy.com profile here — but don’t ask him for fist-fight play, because that’s not his scene.
And yes. He’s tight with Sword mascot Derek Hartley. More on that below.
The Sword: What was tough about jail that you didn’t anticipate?
Bobby Rail: The authority thing. If you buck authority they don’t play around. You have to adapt to that instead of being yourself. It sucks. It was just really bad. And everybody else who was in your life before just moves on. That’s the worst part of it — everyone had kids, got married and divorced, everyone moves on but you’re stuck. That’s the worst part. And the sheer boredom. You’ve never been more bored than that.
TS: What’s changed about the world since you got out?
BR: It’s pretty crazy. Time stops the whole time you’re in there and then you’re out, but I’m over the initial shock and now I’m just trying to enjoy life. You don’t want to end up there again so you’ve got to change and make it a successful situation. You can’t live in the past.
TS: Hook-up culture has changed. Craigslist and Adam4Adam weren’t around 10 years ago.
BR: Yeah, I haven’t done, like, Grindr or Manhunt or anything else. Mostly I’m just on Rentboy. If I wanted to hook up with a guy I’m around enough of them. I’m always at parties, or you can just go to the boardwalk, it’s easy, they’re everywhere. If you want to hook up you can. Grindr and all that sounds good, but it’s odd to me. I just did 10 years.
TS: What drew you to porn?
BR: When I got out I started dating this chick who told me that I was hot and should dance. That’s when I met Howard from FabScout.
TS: What drew you to escorting?
BR: When I was younger I used to hustle a little, you know, meeting guys in bookstores. Nobody ever told me how to do it, I just knew. It was hard for me at first because I felt like it was something I shouldn’t be doing morally, but that was a stupid perception. It’s what you’re okay with and not what other people think. And I love this lifestyle — it’s nothing but good as long as you handle it right, because I don’t do drugs or any of that crazy stuff.
TS: Tell me about your first client since getting out of prison. Were you nervous?
BR: He was a hairdresser and it was just the basic shit. He just wanted me to jerk off for him. I went to his house and that was it. Usually the rentboy stuff isn’t that crazy, because they’re just as nervous as you are.
TS: Have you ever turned down a client’s request?
BR: Yeah, a lot of them will call and ask me to do stuff involving meth or barebacking, which is just ridiculous. Another guy called for a fist-fight and I just thought, “Come on.”
TS: What was your most luxurious experience with a client?
BR: When I was in New York City there was a really hot Italian guy with muscles and everything at the Pierre Hotel overlooking Central Park. He the whole floor to himself and Frank Sinatra was playing. It was nuts. I couldn’t believe I was getting paid for it.
TS: I’m told that you’ve only bottomed once.
BR: Well yeah, it’s not something I did in prison, but when I got out I tried it and it was awesome. It was the night of the Hustlaball. It’s hard for me to give up control like that, but I worked at it.
TS: Who was the dude who fucked you?
TS: Derek Hartley?
TS: Oh. So what is it that drew you to him?
BR: He’s really charming.
BR: You don’t think so?
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