Chloe Cherry: An Unforgettable Prom Evening

Chloe Cherry is excited for prom, until her stupid brother-in-law tells her that her date expects to 'have' something at the end of the night. The problem is that Chloe is a virgin and doesn't want to give her pussy away! Luckily her brother-in-law is quick and suggests she gives her ass up instead! She's intrigued, but he has to show her how. He tries to penetrate her with her tight little asshole, but Chloe is too afraid of the sensation and they have to postpone their anal endeavor. A few days later, Chloe's brother-in-law stumbles upon a big purple anal plug! What is Chloe doing? Turns out she's trying to stretch her little hole to prepare for prom night. Of course, her brother-in-law is happy to help and has no problem helping Chloe add a few millimeters to her gap. Finally, right before the promo, Chloe shows her brother that she's become a full-fledged anal acrobat. She wants him to test her one last time, and my God, that hole is perfectly shaped! Penetration is easy and smooth, and Chloe can ride that cock with ease. This not only means she's ready for promo, but also ready to taste a freshly mixed sample of cum.