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I carried that cavalier sense of adventure into my relationship with my first serious girlfriend, Robin. She was a big-leg girl, and once she let me get my hands in the cookie jar, I had my fingers in her pussy every chance I got. And Robin made sure I got plenty of chances. I recall a couple times where I took huge risks of getting caught pink-handed, but the thrill of the moment always seemed to outweigh the risks. We were in high school, on a bus heading towards a marching band competition. Robin and I were fooling around on the bench seat, and since we were sharing a blanket to 'keep warm' no one was the wiser. No one, that is, until Robin's Mom, who was chaperone on the bus, called out from her seat in the front of the bus and asked why she couldn't see us. Of course I had my fingers thoroughly buried in Robin's juicy pussy, but Robin retained the presence of mind to answer that she was 'laying down trying to get some rest before the competition.' Another time I risked. ." Yes, dear, she wants you to take her to bed, and if you're uncomfortable with the thought of sleeping with a girl who has male genitalia, you better let her down gently and very soon, because you could really, really hurt her. You've been one of probably very few people who accepted her the way she is. You even called her beautiful. I can teach you how to do anal sex properly, because, obviously that's the way it works with a trans woman, but you shouldn't go into that without being willing to give her a blow-job or perhaps even letting her do your rear-end." Holy shit mom!" I gasped, not so much about what mom proposed, but the sheer bluntness of what she was telling me. After all, a month ago I had still thought my mom was so prude she'd blush when seeing herself topless in a mirror. And here she was, calmly and easily telling her son to give Rebecca a blow-job as if we were talking about the weather.Mom sighed and looked down at her hands."Just telling like it is, honey. Do you.
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