1. Glory Hole Star to Boss' Pet Pt. 01


    Date: 6/30/2024, Categories: Gay Male, Author: byChubfemslut

    ... accidental but I get why you wouldn't just jump on it. If you really want to push through your insecurities and test him, I have some advice."
    
    No, this was not Wilson messaging. It was a guy Peter chatted with pretty frequently.
    
    "OK, I'm game" Peter replied, unsure of if he really was.
    
    "If he invites you back to his room again, I'd say it's probably a pretty clear sign he's interested. You said you don't think he knows you're gay. You're going to have to give off some sort of sign."
    
    Peter tensed up. Having never come out to anyone, this seemed out of bounds.
    
    "Just some ideas. They may sound stupid. They probably are. Maybe you go and buy some pants that are a little tight to show off what you got. Any excuse you get near him, bend over so he gets an eye full."
    
    "If he wears the robe again, it's another good sign. Pretend to drop something
    
    so you get down there on your knees."
    
    "If you're drinking a bottle of beer, absent-mindedly nuzzle the bottle against your face. Maybe take more of it in your mouth than you need to."
    
    Peter felt himself getting hard. He responded, "no offense, but this kinda sounds like rom com stuff..or even softcore porn stuff lol."
    
    .
    
    "Listen. You obviously have hang up about telling people irl you're gay. Outside of that, you need to throw him enough hints where he'll feel comfortable reciprocating. He's your boss, he has leverage...but you also have leverage. He's not gonna go blabbing to everyone about how he's banging ...
    ... you unless he wants to out himself."
    
    "Look, man. We've been talking for ages. There's so much more to this than sucking through a wall lol. Are you going to get a better chance than this?"
    
    Peter's thoughts raced frantically. There was a weird, totally insane logic to that this guy who had initiated the conversation with a dick pick one year ago was saying. And, truth be told, Wilson exposing himself had given Peter a strange sense of courage.
    
    Checking his clock, be realized he had just enough time. He darted into Target, picked up a pair of yoga pants a couple sizes too small, sandwiched it between some normal cheap shirts, and hit the fitting room.
    
    He hadn't really paid much attention to his own ass in the past. The idea of it being used for sex had seemed so remote. But damn, it looked good in these.
    
    Hitting self checkout, he paid for the pants and the two shirts he rolled them up with, making it back just in time for the resumption of the meeting. It was more of the same and ended with Wilson heading out for drinks with an exec. Peter felt pangs of disappointment and was second guessing everything.
    
    6
    
    Wilson pounded a few beers with the exec but was happy when the evening was cut short. He had read over Peter's exchanges and he knew could at least have him on his knees tonight. Buzzed and incredibly horny, he changed into his robe and sent Peter a text telling him to come over for another debrief.
    
    Peter had already written off the night, thinking that ...
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