In this prison roleplay newcomer Vicki Chase and Penny Barber play two hookers who land themselves in county jail for turning tricks and selling drugs. Penny is desperate to get home to her kid and creates animosity between the two of them by claiming to be able to give better sexual favors to the female officer to get out of jail quicker. Officer Aiden Starr uses this to her advantage handcuffing, nipple clamping and spanking both girls for being such bad sluts. She makes the two of them eat each others pussies for her amusement and instructs Penny to spray her lactating breasts into Vicki`s mouth. Both girls are fucked with a strap ons. One in the pussy and one in the ass, proving to both be skilled prostitutes!

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When these guys were finally getting what they wanted when it came to scoring a hottie for the night, they thought that they would be doing the fucking. But instead, the tables are turned on them at Strapon Discounts, where every guy gets his butt cheeks spread for a big rubber cock! Some are even dressed like women to complete the sissification as they're powerfully fucked by these chicks.

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100

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So these sissy boys want to feel like a woman, huh? They put on sexy clothes and stockings to get in touch with their feminine side, but these sexy ladies will help complete the journey by fucking his asshole with a strapon like he was a girl! See it all unfold here at Strapon Sissies, where these "pretty boys" take a deep pounding in their virgin ass from one or two dominant women, whether they want to or not!

rating
100

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In this prison roleplay newcomer Vicki Chase and Penny Barber play two hookers who land themselves in county jail for turning tricks and selling drugs. Penny is desperate to get home to her kid and creates animosity between the two of them by claiming to be able to give better sexual favors to the female officer to get out of jail quicker. Officer Aiden Starr uses this to her advantage handcuffing, nipple clamping and spanking both girls for being such bad sluts. She makes the two of them eat each others pussies for her amusement and instructs Penny to spray her lactating breasts into Vicki`s mouth. Both girls are fucked with a strap ons. One in the pussy and one in the ass, proving to both be skilled prostitutes!

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