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    The guy I like assumes I am a virgin (I apparently have an innocent face) how can I casually drop it into conversation that I am not? I'm never usually this socially awkward but he makes me feel all weird and nervous

    Has he ever asked you directly? If he does then be honest that no you're not a virgin. Will it make a difference to him? If you think this has the potential to be a long-term committed relationship then you should probably tell him before you have sex with him. Your posts alludes that the two of you have discussed this so if that is the case then just casually bring it up again and say I want to be honest and clear with you that I'm, in fact, not a virgin. Then, if you feel the need, you can tell him your sexual history. If, however, this guy is someone you think is more of a casual get together and won't be more be basically more than that then it really isn't his business and you don't owe him an explanation or conversation at all.

    Good luck.
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