I have a ex-coworker who’s going through a rough time in his life. It’s gotten so bad that he’s living out of his car right now temporarily to try to save some money. If I had the space I’d offer him a place to stay but I live in a pretty cramped 1br as it is.
I would say we’re more acquaintances than friends. We got along at work but we don’t have much in common. We’ve hung out outside of work a few times but it’s very rare and we haven’t since he left the company. I also find him absolutely, intoxicatingly attractive. I don’t think he knows I’m gay or that I feel that way about him since he’s talked about hooking me up with girls once in a while. I usually just play it off but don’t correct him that I’m not interested in women and most people just assume I’m straight because of how I look/act.
I also secretly have a sub fetish and have been into some straight findom stuff for the last 2 years but all online. I would MUCH rather be dommed by him and have him take my extra cash than anyone online. I’m not expecting anything physically sexual with him but man if he only knew the amount of money he could drain from me if he just ordered me to give it to him or just to watch him flex.
There is no way I can think of of letting him know this and I don’t think he’d be into it but it’s all I can think about when he’s telling me how strapped for cash he is while the night before I gave a random guy online loads of money. I’ve offered to lend him some money but he’s declined it since he doesn’t want to owe me and I think he doesn’t want to feel like a charity case. I’ve thought about secretly slipping him some cash but since we don’t work together anymore and don’t hang out often I wouldn’t get the chance and I think he’s be more upset at me than anything if I tried.
I want to somehow convince him to try some of the sites I’ve gone to to find findoms as an easy way to make some cash on the side, then find him on there and start paying him anonymously. My dream would be that after a lot of anonymous interactions I’d offer him a HUGE amount to meet in person for some non-sexual worship, degradation, domination, etc. which hopefully he’d agree to. But idk how he’d act when he finds out that it was me the whole time or if it would get back to work since he’s closer friends with a couple of people I still work with.
Idk, it probably will never happen but I can’t help thinking about him every time I jerk off now. I would literally pay $100s for just a video oh him verbally degrading me. I really don’t think straight guys know how much power they have over the sub gay guys around them.
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