Penny has no problem with you spending the night in her bed. Everyone knows that you are a "safe boy". Penny even jokes that her step-M could walk-in on you giving her a naked massage and her step-M would just make a comment about you being such a little sweetie for giving Penny a back rub. Penny knows she could tease you all night long and you would only think about how to hide your little stiffy, not how to hit on her. It would be pretty funny to wiggle her bare ass and bounce her bare tits in your face until you cry or cream your pants. Penny would love to hear you call for a ride home because your boner won't go down. Maybe she will have mercy and let you play with it while she teases you. Maybe she will just leave you drooling over her boobs and butt with your little cock twitching in your pajamas till morning. Either way, Penny knows a safe boy like you won't do anything without her permission.

Higher quality version with additional footage of this classic Girl Bullies mixed wrestling humiliation clip. Penny plans to use her little sub, Sam, as a grappling dummy to help wrestling newbie Ella Nova build up her confidence by tossing the scrawny Sam all over the mat. The little wussy keeps getting spanked and teased by the instructor while getting slammed and scissored by the student. Penny and Ella do decide to give him a consolation orgasm for taking his beatdown like a good boy but of course the girls make sure even that ends in humiliation!

Best buddies and future roommates, Vanessa and Lily, are about to ditch a lame day time party when they run into Lily’s neighbor, Sam. Lily has already told Vanessa the story of stripping and humiliating Sam and his roommate, Juliette. Now Vanessa wants her chance to bully this wimp. She is moving on from spanking his little bare button to giving his tongue a try on her pussy. Lily gives mocking pointers and embarrassing encouragement as Sam bows submissively between Vanessa’s legs to try proving that he is good for something. Vanessa does cum in his whimpering little face but she does not feel totally satisfied yet. Lily then suggests that maybe little Sammy’s best skill is ass worship and butt kissing.

Cassandra is relaxing naked in her suite and does not wish to be disturbed so she leaves a note for the delivery guy to leave her dry cleaning hanging on the door. When she sees a little twerp sneaking around her room a few hours later she is furious and immediately calls him out as peeping tom perv. The little sneak knows he is busted and his weak excuses are just ignored by Cassandra as she easily spins him around to get a better angle for some punishment wedgies. She yanks the wuss up on his tippy toes to reveal his tighty-whities which make her burst out laughing when she sees them. Instead of getting to sneak a peak at a hot woman in the shower the dirty trespasser gets his butt crack burned and balls crushed while being mocked and humiliated for his underwear choice and cock size. Cassandra eventually makes him strip down to just the tighty-whities and even intimidates him into jerking off for her just so she can make fun of his little boner. She has a blast making him dance around with a tight-whitey wedgie leash but she finally gets bored enough to let him go free. But not until after she makes him submit to butt smothering and some apology ass kisses of course!