I'm known around to be a pretty nice guy overall. I'd do anything for ya. I've also been known to show guy friends a picture of a chick and want to know if they would stick their penis in their vag.
Are you saying he's a douchebag for saying "would you hit this?"
I'm saying I would sure as hell want to know if some guy who wanted to date me was sending my photo off in email to my cousin, asking that question. First of all because it implies that he for some reason needs confirmation from his cousin that I'm "hittable" before making a move. Secondly because it implies that it's somehow entirely up to him.
Since most girls don't appreciate these implications, I'm going to make a wild guess and say that Laura here would not be too edified to find out that her co-worker is passing her photo around asking people if she's worthy enough to fuck him.
You don't understand men.
Nope, not entirely, and I'm happy to admit it. If you could explain the error in my interpretation, I would like to hear it. I'd prefer not to think that guys are douchebags if they're actually not.
(Also keep in mind, though, that in the real world "You don't understand men" is not going to make a bit of difference in terms of whether a woman likes you. She will keep on not understanding men as she goes "Ew, what a douchebag" and walks away. There's also the possibility that she does understand, and simply doesn't like what she's found. The same is true, of course, the other way around as well.)
I'll attempt to explain.
I don't think there is a error in your interpretation, you just interpret it as a girl, which is fine, and understandable. However it makes more sense if you can understand how men talk to each other. If his cousin were to come to him and ask him "do you think this girl will be a loving and caring person to me as a girlfriend" it would be weird. Between men, that kind of conversation is hard to have since it exposes too much emotion to the other man. In fact the man being asked the question may even feel a little awkward answering it. By asking that questions it makes one look needy and in turn less masculine.
Since most men have a more difficult time expressing their emotions with other men, they turn to something that every man can understand, sex. By asking the question "would you hit this?" a man does not expose himself to the awkward emotionally charged question I proposed initially. If the two men understand each other well enough they will know what the other is asking and will not think of him as a asshole. From what I understand, the real question this guy is asking (since he is shy) IMO is "Should I invest my emotions into pursuing this girl and risk being hurt if she is not interested in me." But if he were to ask that, every guy in this place would think in their head "pussy". So he speaks in a tone that all men can understand, and asks "would you hit this".
When female hear men speaking like this it freaks them out because they do not understand the relationship the guys have and how to decipher the language men use. You are completely free to hate any man you hear speaking like this, however, also understand that you, as a female, may not have been intended to hear it because you don't understand how men speak.
If anyone has any thing to add or thinks i'm full of shiot, feel free to let me know. I am by no means the last word on this.