Here is what he does:

-his voice gets really high talking to women

-he has tons of female friends who he gets drinks with. Some are single, some are taken, but none view him as more than a great friend. he's that "really nice" "so sweet" guy

-he claims he is seeing a girl but never mentions when they hang out or what they do

-we might be at a bar or at a baseball game and I might strike up a conversation with a woman. He will immediately ask "do u know her?" "Did u just start talking to her?"

-I like to date older women (I'm 25) and he doesnt understand the appeal.It's that he doesnt find them attractive, it's that he doesnt get it "wait, so why would a cougar want to go out w a 25 year old?" Etc

-he writes really beta things on Facebook like "love you girls" on a caption on a photo, or really sappy song lyrics

the thing is, he isn't ugly and is in decent shape. I just hate hanging out w him and trying to meet women, and he 'ruins' it.

its weird, he's actually had a GF in college. 99% sure he's a virgin though.