Should I date him?

He's been hinting that he likes me and that I'm the current reason he's on a break with his girlfriend. He's now technically on a "break" with his girlfriend and things aren't going well with her. It's been about 2 weeks since he's been on the break.





He's been my friend for the past 3 years, and he's even once dated my best friend. He says though, that he liked me from the moment he met me. Due to my crush at the time he liked me, I was rather cold and he backed off. I still haven't had a boyfriend or been on a date.





So he says to clear up his confusion he wants to go on a date with me. I said sure why not.





Does he want to go on a date with me because he likes me, or wants to boost my self esteem, or he's just a playboy?





Should I go through with the date, date him, just see how it goes, or not go through with it at all?

Should I date him?
He wouldn't date you to boost YOUR self-esteem; to boost his ego, maybe, but he wouldn't go that far just to make you feel better.


Either he wants to date you because he likes you, or because he wants to sleep with you, or because he simply likes having girls like him.





Regardless, I think you should not accept the "break" situation - either he needs to end it with her before he dates you, or you don't date him at all. If you date him while he's on a break, you're letting yourself be the rebound girl, the girl he's using to "cheat" on his girlfriend with, the temporary girl who takes second place to his "real" relationship.


Demand better for yourself. Insist you be first in his attentions or not at all.
Reply:You say he's on a break from his girlfriend because of you? He wants to see how far you are going to let him go and if it's not what he expected he's going back to his ex. He wants to use you. If you go on the date you'll see for yourself.