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She went back and forth this way gradually increasing the pressure. Very slowly on one pass she stopped her thumb on my asshole and began massaging in small circles, with her other hand I could feel her lightly caressing my cock and balls. I hadn’t realized until now that I was completely erect! The pressure on my virgin hole was ever so slightly increasing and I could feel the tip of her thumb begin to protrude into me. I had never considered putting anything into my ass myself or letting anyone else for that matter. But in this situation I was so relaxed, so turned on from this tanned goddess wanting to give me pleasure that I never once thought about stopping her. Her thumb kept working it’s way inside of me until I could feel her knuckle reach my entrance, all the while her other hand was lightly grazing my dick, keeping me at full attention. “Would you like me to keep going?” She softly whispered into my ear “Mmm. Yes please” I replied. “I want you to ask for it sweetie. Ask for. No longer would she feel like a princess trapped atop a tower, today would be her first day of a real school.When her parents asked what she wanted for her 18th birthday she told them she wanted to go a real school and be allowed to make real friends. In what may have been her first act of real defiance, she wouldn't accept no as an answer. Years of seclusion left her with a hunger for the outside world and although her parents were stubborn, they could see the seriousness in her eyes when she threatened to move out on her own.The nightmare didn't end there for her parents, as the only school with availability on such short notice was a public school, with a particularly bad reputation."You'll get your wish" her father had told her "But every day you need to report to us what you've learned and who you interacted with"His voice was firmer than she'd ever heard before. Lilian knew he was mad at her, disappointed even, and she hated feeling like that. Disappointing people had always.
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