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1) Caleb doesn't really know that you hooked up with that guy for the night. He only knows you left together. He also doesn't know if that guy is your cousin, your best friend, your best friend's brother, whatever. You also don't know who the drunk girl was that he was dancing with. You also don't really know whether or not he's a virgin. Only he and every woman he's ever dated know that. If Caleb wants to date you, he will ask you out. If he doesn't, he won't. Period. Nothing to lament over.
2) If random hook up guy wanted to see you again he would have asked you how he could contact you. I've never known a man to regret to getting laid, unless the woman he hooked up with ends up being a psycho stalker who put more meaning into the random hookup than he did and she then expects a relationship.
Chalk it all up to a learning experience and move on.
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