Every time he makes a delivery he comments on my glasses. “I can’t tell you how much I love your glasses.” He seems like a str8 guy, and I’m discreet about my sexuality. We’re both middle aged guys. I’m white and fem. He’s this big hunk of a black guy. I really want to give this guy some head. I’ve been hoping to find a guy who could be a regular, just drop by my office when he feels like it.

How do I approach this guy?

4 COMMENTS

  1. Do you still have a penis? If not, for all intents and purposes, you are a woman and he never has to know otherwise. If you still have a dick you probably want to gauge his openness first before you surprise him.

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