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Anonymous
Yes, by surprise with something larger than a finger it does, for either a guy or a girl.
Whether you and your partner want to try anal is up to you, but if you do end up doing it, DO NOT PUMP YOUR WAY INTO THE ANUS LIKE YOU WOULD THE VAGINA. Just use a slow, steady pressure until you're all the way in, and then start having sex slowly as normal as your partner dictates.
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