Anonymous wrote:I would maybe talk to him as if you both know he's gay, but talk about neutral things rather than things specific to him. For example, you could go to the Pride parade in your city and just mention to him that you're going. Or talk about same-sex couples in a positive way. If you get the sense that he wants to tell you, and you're close, you could try to ask, but it sounds like he's private about it.
Oh lord no. If you can't let it go, just ask him. Obnoxiously tip-toeing around it with messages about how chill you are with gay people is even worse.
If you're really okay with it, treat him exactly like you would treat any other member of your family. If you would ask any of your cousins if they are seeing someone, as him if he is seeing someone. If you wouldn't, don't.
It is nice that you feel you are accepting and supportive but how do you expect to support him? Playing wingman at a gay bar? The best way you can help gay people is to actually internalize that there's nothing particularly unusual or odd about being gay, and it doesn't sound like you're there yet.