I think I may have the fixings for a college threesome. My gay guy friend and I are quite close, and when he introduced me to another close friend of his, who is straight, the two of us hooked up. This was about two months ago, and when I come back to their town to visit my gay friend, I could ask for a meeting with the memorable gentleman. My worry is that my gay friend will have made himself extremely vulnerable only to connect with neither of us and become a voyeur. How do I initiate this and keep all the friendships healthy? I think we’re all emotionally mature, I just want it to be non-awkward and as fun as possible.
Stop. No. Back away from this horrible idea and pretend you never had it.
Emotional maturity has nothing to do with why this will be an awkward disaster. One guy is straight and one guy is gay. It’s simple math. There is no threesome scenario where both of them have fun unless one has a major bisexual revelation right there on the spot.
You can’t expect the straight friend to suddenly want some cock, and you can’t expect the gay friend to want any of your pussy. One of these guys needs to get very comfortable with his bisexuality before this becomes a plausible idea, and that shit doesn’t happen on a whim.