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My girlfriend in college had a mother who was a dominatrix so she was able to get one of the first strap on dildo’s on campus. She knew I was submissive and open to anal play and one Saturday afternoon after I could do a longer get it up having fucked her three or four times she went into the bathroom and came out wearing an 8 inch strap on dildo. We had taken a shower together and she spent time, making sure my asshole is squeaky clean before we had sex, leaving me curious as to why she spent so much time washing out my anus. She gave me an erotic, asshole eating, and then finger fisted me to make sure I was well lubricated and then fucked me for over 30 minutes over pillows on the bed. It hurt at first, but she definitely took my anal cherry bragging about taking my virginity to all of her girlfriends.
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