I told her about my experience training submissive sissies. I mentioned I'd be happy to buy her lingerie. She seemed very intrigued. Then she disappeared. No responses to my messages and no new posts on her usual sites.A few months passed before she popped up again. It was another personal ad looking for fun and a sugar daddy. We reconnected. She admitted she'd never gone all the way with a man but it was a constant fantasy. The closest she'd come was giving a guy head in college and it didn't involve crossdressing. I was very open about wanting to fuck and being willing to spoil her like a princess. Zoey admitted she liked the sound of that but also found it intimidating. She wasn't sure she was ready to go all the way. I promised that as long as she sucked cock I wouldn't push for more. We went back and forth with dirty emails. And then she ghosted a second time.They say the third time is the charm, but that wasn't the case with Zoey. We reconnected and she ghosted again.. “I’m sorry if I scared you… you know, if that’s why you won’t talk to me. But seriously, I don’t plan on doing anything about it. I just noticed that the hole was blocked and knew you were the only guy in the bathroom… honestly I liked it!” Michael stared at her for a minute, rubbing the back of his neck embarrassedly. Now his manhood was straining, desperately trying to get free of his shorts and present itself to the tiny little freshman. She was adorable. That was the only word Michael felt comfortable using about a freshman student. Compared to his six foot frame, brown hair and blue eyes Rose was five foot tall at best, with short cut chocolate colored hair and big brown eyes that screamed innocent, untainted young girl. Looking closer at her for the first time he noticed that her haircut went from short in the front, by her ears, to longer in the back, forming a sort of spear point in the middle of her back. Her eyes were bigger and lighter in color than he had.
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