My GF's older brother got cucked BIG time a couple months ago. His fiancee of 3 years left him out of the blue for another guy, while gaslighting him and telling him it was his fault etc. Needless to say he was fucked up for a while but he's doing better. He is lucky to have good friends and a good family as a support structure.

Recently he has started to date again and he's hitting the bars and online dating. He surprised me by his confidence. However he is not good looking at all. He makes a lot of mistakes and I have a lot of experience with chicks. I kinda want to help him but I don't know if it's a good idea, I don't want to appear too much as a player. Also he is older than me and although we exchange as equals, I feel that he could feel a bit belittled if I told him he's doing it all wrong for the most part.