friends help: I need some guy help. - Help.com

Say hello!

First you say :(she approves of me dating him) Then you say: I can’t flirt with him in front of my friend because I don’t want to make her feel uncomfortable,

Which is it?

If you really like him, you should ask him out on a date. Think about what sorts of things you would talk about and stuff. Maybe get his number from your friend. Something like that. Don’t overthink it. Just try to talk to him and see how things go from there.

I think you should ask your friend about some of the things he likes to do, and then arrange a date with just you and your friends brother. It’s always a good start to just keep things casual and try to make it fun, as if you were just two friends hanging out. If he can sense that you are nervous that you might say the wrong thing or be embarassed about something, you might make him feel uncomfortable too. Just have fun and don’t try too hard to impress him! He will appreciate the effort you made in showing interest in whatever it is he likes. Also, relaying every bit of detail back to his sister might make him feel weirded out a little bit too so just keep the more zesty details out of it for the first little bit.

And just remember, if things don’t go the way you plan with you and him.. you don’t want things to get strange with your friend. So just keep a positive attitude, have fun, and be yourself!

just say hi.