Should ! feel bad?

[sTr]

So my buddy at work, he just turned 22. He has been telling me that he wanted to bag this girl (she's 27) that used to work here forever, but she was engaged so he never had a chance. She ended up getting left by her fiance, so she moved back to AZ. He went out of his way to get her her job back so he could try and bang her again.

About two weeks after she came back he gave her the ultimatum that he wanted to know if they would hook up or not. Since he put it in such a manner she said no, but she did tell him that they should still be friends. He told me this and was pretty much ignoring her since then. My and my friend went to Oktoberfest Saturday night and we kept seeing that girl and her friend. At first he was trying to ignore them. then he started hinting that I should get their attention so he could talk to her friend. I was down, but every time I was about he would stop me. After a while I told him to stop being a pussy and I hit them up. Needless to say we got trashed and we all partied a little more until we headed back to Casa de Retard.

A bit after we got there her friend passed out and my friend was by her side still trying to hook up with her. At the same time me and the girl that we work with were hitting it off, if you catch my drift. He came into my room without knocking and caught us in the act. He made a big scene about it but still stayed the night. It was kind of awkward, but should I feel bad. She told him she wasn't interested, he was trying to hook up with someone else. Besides all that she is 27, I am 26 and he just turned 22. What do you think?