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If there is still too much friction, withdraw the carrot, coat it again with Vaseline, or with cold cream, and slide it back in. Their first anal experience is not worth the pain. After a few long strokes the anus and rectum seem to produce fluids of their own, and every stroke feels different. Have sex in different places, mix up the sexual positions you typically employ, write out and share your sexual fantasies with each other, validate your partner and let him know how much you love him and how sexy you think he is, plan outlandish sexual encounters and dates, etc. I have always loved the feel of a man's warm body behind me, his arms wrapped around me, his penis against my butt. Let your anus beg for what feels like a penis. The irony is that I didn't know any of this when I was a sexually repressed teenager.
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