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Hey sweetie, I need your advice. I'm going on a date with a new guy tomorrow. We started talking about our past sexual experiences & he asked me if I ever had anal sex before. I said yes. I totally lied. Now he wants to have anal sex tomorrow. What sweetie? No, I never did THAT with your step-father. Well, your step-father tried once putting the tip in but it hurt. I said stop. I have a tight asshole. Baby, I'm lucky to have such an open-minded boy like you. OH! Honey, you have a hard on! Is it because we were talking about anal sex? I know this stuff is private between a stepmom & her step-son...but...how about you give me some anal penetration practice with your cock. Then I'll know what to expect tomorrow on my date. But please, start gentle. I'm nervous. And don't pull out sweetie, I want to feel your hot load shoot inside my ass too...