Anal
I have tried it , I was in my teens and we were experimenting like you do at that age. Ive not done it since as I didn't like it, it hurt a bit, it felt wrong and I was worried about damaging my self. If you feel you cant ask her out right, why not ask her if there was anything she would not do, say you want to get to know her better, she will think its sweet you want to improve your relationship. If she doesn't mention anal as a no, then be brave and ask. Use plenty of lube and go in SLOW! I do like to be touched there, maybe you could try that first , it might give you an idea as to her being open to the idea.
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