I love seducing straight guys into letting me play with them, and I even enjoy the process of propositioning them—something about boldness of doing it, even if they say no. I think it's cause I would never have hit on anyone as a teenager, it feels empowering to put it out there when I want to play with someone’s dick.

I live in a big apartment building in NYC. Every week a workman comes round to the apartment on Friday afternoons. OK, I’ll be honest: he’s the cockroach guy, who comes to spray the apartment (but don’t worry, I don’t have cockroaches). 

He’s Hispanic, tattooed, very sweet face, nice bulge and I’d guess mid-20s, maybe 5ft8. He is really attractive, and I am also super friendly to him when he arrives each week, and fist bump him. I’d grip his upper arm on the way out, and think, “damn that feels nice.”

I was thinking about how I could seduce him in the 30 seconds each week it takes for him to do the apartment. 

Fate intervened, as I’d had a guy round to massage the night before (I’m a masseur) and I’d left the table out in the sitting room, with the used towels screwed up on top of it. When he knocked I had forgotten he was coming but let him in anyway. I could see him momentarily clock the massage table, with an inscrutable expression I couldn’t quite read.

The next week I complimented his t-shirt and he said that he got it from a clothes shop he works at and that if I ever want a discount there to let him know. I took my chance and replied: “Thanks bro, that’s very kind. By the way, I give massages, if you ever need one let me know.”

“Oh, I doubt I could afford one.”

“Nah man, I meant for free, it’s my hobby.”

“Oh you don’t do it professionally?”

“No. But I am pretty experienced.”

Then the penny dropped why I must be doing this, and he kinda chuckled and said “Very kind of you too, but it’s probably not for me.”

“Course bro, well the offer remains open.”

Then he left. Fate intervened again, as he was involved in an accident and hurt his leg, so for the next few weeks I didn’t see him (the replacements were equally hot: I began to suspect they had a gay manager who was picking the cutest boys to test me).

After a month or so, he’s back on a Friday afternoon and we chat a bit and he tells me about his leg, and then the conversation lulls and there is a bit of silence. 

“So I’ve been thinking about that massage….”

“Yeah?”

“Maybe it would help with my leg.”

“Maybe man. I usually do full body.”

We have a chat about how it goes down, I say he needs to strip off naked as I’ll massage his glutes, but we can use a towel to cover him etc. 

He seems kinda nervous, then some resolve kicks in and he says, “Cool, I finish my shift her in about half an hour, can I pop back then?”

This is getting kinda long, but I’ll post what happens next if people want to know.