Confusing signals from the guy- do something or stay friends

[geminigirl7]

It can be scary but sometimes if you want to make something happen you have to take a chance. Call him and ask him if he wants to meet up for dinner or something. If he's single and you think he finds you attractive already chances are he'll say yes. If he does happen to say he's not interested it might be mildly embarrassing but not the end of the world.

At this rate you'll never know how he feels if you don't take the initiative. Maybe he wanted to make a move on the ski vacation but couldn't find the right time because you were always surrounded by family. Maybe he likes you but thinks you were acting weird. Who knows, maybe he's just a weird guy who likes looking at boobs. Maybe he really liked your shirt.

[Mikala43]

Originally Posted by southwestW

I am just kinda confused. I guess I don't really know him. He hugs me, stares at me... definitely finds me attractive. I am not sure he is as cool as he presents himself. Few months ago I came across his dating profile where says he wants true love. But pics he posted were pretty far from that. Like shirtless photos and such. Nothing too over the top like bathroom selfies, mostly just photos from the beach. I concluded he is looking for hookups and that he is a player. At ski resort, he looked somewhat vulnerable.

Just because someone finds someone else attractive, it doesn't mean they want to date them.

[southwestW]

Originally Posted by geminigirl7

It can be scary but sometimes if you want to make something happen you have to take a chance. Call him and ask him if he wants to meet up for dinner or something. If he's single and you think he finds you attractive already chances are he'll say yes. If he does happen to say he's not interested it might be mildly embarrassing but not the end of the world.

At this rate you'll never know how he feels if you don't take the initiative. Maybe he wanted to make a move on the ski vacation but couldn't find the right time because you were always surrounded by family. Maybe he likes you but thinks you were acting weird. Who knows, maybe he's just a weird guy who likes looking at boobs. Maybe he really liked your shirt.

I am aware of this, but I just don't know how to get over possible or probable rejection later on, when we have another family gathering. I suppose he doesn't have to tell anyone, but ...
I use to take initiative back in my 20s, it was usually a disaster. Kinda got me really scared. I also got things going with my last boyfriend, just to see what happens and to me more brave, but he was the first who asked me out. After that is was mostly me asking and initiating. And he liked it but relationship didn't work out, despite our best efforts.