Pimp

I knew one guy from eons back. We’ll call him “Dick”. We fucked around once with his then partner and we just became friends after that. No more sex. I find I normally don’t have sex with friends. And if I become friends with a sex partner, then the sex usually ceases. Maybe that’s weird, but it is the way I am. Dick ended up moving and living out west.

The other guy, “Ben”, I knew from Scruff. I knew he visited here and had some ties to this town, but didn’t live here. He’d blown me in my office on weekend days twice. Nice mouth. Sub boy – the kind that makes me want to be a dom. He has zero idea I suck cock or bend over for strangers. He thinks I’m the kind of guy who uses guys like that. And in his case, he wasn’t wrong. I only knew him from his Scruff handle: B.

In discussions with Ben, he tells me he “dances” on the side for cash. Prodding further, it goes beyond dancing. Always for cash. Allegedly there is no anal, or at least nothing that is not wrapped. Strangers who hire him out – sometimes for weekend gigs. He claims his husband (or partner?) doesn’t know of these activities. Possible, but harder to explain with overnights and weekends. Granted, I don’t think it’s a full time gig, just something he does for fun, in which he gets paid. I totally get that being a rent-boy could be fucking hot.

When he’d hit me up for chat, I’d ask him about his exploits – just because I was curious.

Somewhere over social media Ben somehow came across my path – him reaching out to me. I’m not stupid enough to accept his ‘friend’ request, but I engaged him via messaging. I asked him specifically if he was still renting himself out. He said yes. Though he was quick to follow-up with, “but I’d do you for no charge”. No shit!, was my reply.

He also said he’d like me to pimp him out sometime.

Not knowing the answer, I asked where he resided. It was Arizona. Tucson specifically. My brain immediately went to work. My friend “Dick” lived in Tucson. My friend Dick now is exerting his dom top behavior. I immediately messaged him and asked if I sent something up with Ben would he be into it? He responded in the affirmative.

I reached out to Ben and told him I was pimping him out. Now. And he was doing it for free. He didn’t hesitate to agree. I knew he wouldn’t. We arranged a way for the two of them to communicate that didn’t involve me as the middle man, yet I was to be told by both exactly what was going on. Not so much as to if it would happen, but I was looking at the different perspectives on this doing.

I know being a pimp isn’t this easy. But fuck, I cannot get my own hook-ups to go this easily, or quickly.

The plan was to meet at a certain time at Dick’s place. As it turns out, it would be the garage. The plan was for a certain time, but Ben was delayed enough that Dick nodded off while waiting on him. That annoyed me, though Ben denies it. I know Dick, I trust Dick, so his take to me was true.

From both accounts, the hook-up was marginal at best. That was sad to say for me personally. I wanted a few outcomes from this, so maybe I should have been more specific – though technically I cannot dictate the entire session. It wasn’t a porn and I wasn’t the director.

For Dick, I wanted an amazing experience. One for which he could take charge and just use this guy. I wanted Ben to give him great head and show him an expert time. For Ben, I wanted him just to feel cheap and used – both at my hand, albeit a thousand miles away, and from Dick, my surrogate john.

For me, I’m not quite done with this concept. I’ve always wanted to be pimped out myself, and there has been talk of it, but no action. I wanted to be different and have action, which I provided. But there is a first time for everything and it’s all a learning experience.

Next time I’ll have a different check-list of what to do and what to avoid.