Don't disturb the peace of your fellow campers because they might just sneak up on you in the middle of the night and strip you naked. Penny was just going to scold you for partying too loud in the quiet nature last night but when she finds you still in dreamland, the temptation to slip your shorts off is too great. You soon open your eyes to see a hot but angry cougar dangling your swim trunks just out of reach. You were hoping to get naked with some babes on this trip but getting laughed at while desperately trying to cover up your little dick is not what you had in mind.  Penny has your shorts and she still really wants to teach you a lesson in camping etiquette. She is not going to be satisfied until you have thoroughly amused her and thoroughly humiliated yourself.

Have you had a date ruined by your tiny cock? Ella Nova would totally be happy to cheer you up but her plan mostly involves wiggling her bare ass and giggling at your boner. Ella wanted to know why your date with the hottie she set you was shorter than expected so she texted her to find out. The answer was so sad for you that Ella offered to let you see her naked AND sniff her panties. Most guys would have too much pride to for a small penis pity wank in front of their hot blonde roommate but not you. Smelling and seeing pussy up close is probably all your little dick could handle anyway.

There are plenty of reasons to be nervous when starting a new job but it does not get much worse than realizing your new boss is your old bully. When Star recognizes her latest office temp as Sam, the nerd from school, she bluntly asks if he still wears tighty-whities. That question turns out to be the least embarrassing part of Sam's first day. Star soon has his underwear in a firm grip as she reminisces about the time she gave him a hanging wedgie off his locker so the whole school could walk by and laugh at him. Sam tries to assert his adulthood and dignity but Star just laughs in his face and yanks his undies harder. Star effortlessly controls Sam by the wedgie up his butt while keeping her other hand free for spanks and cock teasing. Star lets him know that his main job for the week will be helping her de-stress by serving as a wedgie toy.

Politeness and a positive attitude make Penny a great camp counselor but push her too far and you will find out why her cabins always have the most embarrassing summer hazing stories. When a loitering slacker refuses to leave her groups designated area, she handles him like the boys she caught on a panty raids back when she was a camper herself. The rude trespasser soon finds his pants down round his ankles, his undies up around his ears, and his bare butt getting smacked under the summer sun. The newly humbled young man is terrified of a passing hiker seeing his little dick flop around while he squirms from the pain of his simultaneous spanking and wedgie. He tries to beg and bargain for her to stop but Penny wants to finish his punishment just like she did in her glory days as the most popular girl at camp. Panty thieves she caught were always stripped and spanked in front of her cabinmates and then Penny made the boys kiss the butt of every girl in the cabin before she let them go.