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She takes some lube and massages it around my asshole and the Buttplug she then proceeded to slowly push with Buttplug into my ass. When it got in she looked at my face and laughs and set it really turns me on when I see a man that loses his anal virginity the faces they make it's just so much different then what a woman can make when she loses her virginity. She surprised me by turning on the vibrator in the Buttplug. She then moved it slowly in and out of my asshole and she massages it licked my ass and cock over time. made sure I didn’t go limp. She then moved up to a bigger Buttplug and she then proceeded to suck my dick as she moved the plug in and out of my ass, she could feel I was getting lose and my dick was getting much harder. She stopped and started to move up my body as she was kissing licking and biting it. When she finally got to my mouth, she kissed it and whispered I think its time for the main course. She got down from my body and opened the cloth bag. Where she. They enjoyed each other the next morning before packing up and heading home. As they drove home, they talked some about the convention and what they had seen, and then about their forthcoming schoolwork. They paused for a passionate kiss in Hailey’s driveway as Dakota dropped her off, only stopping when her mom came out to greet them. That night Dakota spent the evening in a dress and contemplated her future. She liked being in the dress and the freedom and confidence that it gave her.The following weeks the two returned to spending time in the library with their studies as otherwise they just ended up fucking like bunnies at his place. They began to get proficient at pleasing each other and helping each other reach orgasm. And each night, after Hailey left, Dakota would slip into a dress for the rest of the evening. A week after mid-terms, Hailey told Dakota that she would be gone with her family to her grandma’s house for the weekend. Dakota thought this would be a good opportunity.
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