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Expressing Interest to a Friend
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Does anyone have any tips on expressing interest in a guy? I come to become smitten with a guy that I play basketball with once a week and I'd never really expected these types of feelings to arise. I usually am able to compartmentalize my sissy and guy side pretty cleanly but he moved in town almost a year ago and joined our group about 6 months ago.

At first it was just fun playing with and against him because he's a fantastic player first of all, played Division 3, competitive but high integrity (calls fouls on himself) and has an extremely team first attitude. He's always in a good mood, smiling, communicative, thoughtful.

We've become friends through the last several months, talking about stuff other than basketball, life, his move to town, etc. We've tried to meet up for dinner with other members of the basketball group but nothing has worked out yet so I've never seen him outside of the court.

Lately I've started to look at him differently. His smile lights up a room. I'm guilty of glancing at him when he's changing shirts because he's too sweaty. I look forward to Thursday nights mostly for basketball but now it's also because I get to see him.

A few weeks ago I was playing against him and I usually end up guarding him, and I'm a skinny, quick annoying pest of a defender and he's a guard as well but when we are matched up now he usually will try and take me in the post and bully me down low as I don't have the strength to deny him positioning but I'm still feisty and competitive as I can be. He's 15 years younger than me so it's hard for me. After getting home that night and pretty persistently since then I find myself thinking how nice it would be to have his strength put to use for other purposes...

I have no idea of his sexuality but I have no reason to think it is anything but straight. I absolutely do not want to push sexual fetishes on anyone but I do want to take my shot. But I never see him alone. I find myself sending him WhatsApp messages talking about basketball and how the games went just to try and communicate with him, asked him how his first hurricane experience went, etc.

He's the first guy I've honestly had feelings for in the run of my normal cis-male life. I don't really know how to handle it! He's just so cute, fun, easy going, and has a positive disposition I'm so drawn to. His energy is amazing.

I know the real answer is probably that there's nothing to do and no reason to make things awkward at with the basketball group I value so much but what are some low-key things I could try to indicate interest. It doesn't necessarily have to be kink or sissy related. I'd see this man as two normal guys if I were being truly honest. These feelings have unexpectedly thrown me in a twist.

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7 months ago