Bambi Belle has decided that a big strap-on is a far better option than a small cock. She is ditching her nerd boyfriend, Sam, for the jock girl she has been tutoring, Penny Barber. Bambi delivers the news to Sam while Penny strips off Bambi's clothes right in front of him. Penny makes sure Sam gets the message by stripping him naked as well so she can compare his itty bitty boner to her selection of huge strap-on cocks. A little dick mockery is hardly the end of Penny's plan to humiliate Bambi's wussy ex but she does show some pity and lets him kiss Bambi's ass goodbye one last time!  Even though Sam's spirit is clearly already broken Penny still wants to make him watch her fuck Bambi silly like he never could. He is helpless to do anything but twitch his dick in frustration as his former girl quivers on Penny's cock with her pussy inches from his face!

Juliette March offered to cover your late rent as long as you agreed to pay a little bit back everyday and everyday you will make that payment while standing totally naked in front of her. On day one she is already bullying you for being a broke ass with a little dick before even noticing your very small funds transfer. The deal between you two states that you have to stand there naked because Juliette is going to decide what clothes you get to wear based on your daily offering. If you can’t manage a manly installment then Juliette is going to dress you in some nice humiliating tighty-whitey boy panties. Maybe wearing the undies of your old school days and getting some wedgies will shame you into acting like a responsible adult. If not, then at least Juliette gets to enjoy humiliating you into creaming your wedgied briefs.

Lily has already made her neighbors relive their school days of wedgies, pantsing, and, butt kissing when they stole her parking spot. Now they are basically her little nerd slaves and she has even upgraded Juliette to nerd sex slave. When Sam gets fussy about getting cucked while Lily gets a key to his apartment, Lily decides to bring him back down to size with a few rounds of undie stretching humiliation. If Sam is so jealous of Lily and Juliette's new sex life maybe his little dick will get some attention after all but Lily will make sure any pleasure comes with even more embarrassment.