Comments on: Next level ultimate humiliation

By: Ricrad1965

Ricrad1965 — Sun, 24 Aug 2025 08:58:17 +0000

Cum on his face and make him go buy something from the store. He has to come back with cum still on his face. Make him but something embarrassing also, like condoms or a dildo!

By: CombOne7434

CombOne7434 — Sun, 24 Aug 2025 06:38:51 +0000

Have a dinner party with a bunch of friends and make him serve you guys dinner in a french maids outfit.

If your friends are into it, make him service you guys in different ways.

By: Catboy_Analyst

Catboy_Analyst — Sun, 24 Aug 2025 05:55:08 +0000

Have him tie his arms behind his back and make him eat/,drink off a plate or bowl on the floor and make him finish it all

Make him rub toothpaste or hit sauce on his balls in a public toilet and then walk home. He's going to have a hard time not reaching into his pants

Make him wear a bell on a collar eveytime he hears that jingle he'll be slightly embarrassed. Make him go on a run if you like

By: Better-Rainbow

Better-Rainbow — Sun, 24 Aug 2025 04:25:22 +0000

Be very careful to not push him too fast.

By: Fun-Lengthiness1278

Fun-Lengthiness1278 — Sun, 24 Aug 2025 02:39:10 +0000

Have him wear a black shirt....cum on his face and send him in to buy some beer

By: newageoutlawguy

newageoutlawguy — Sun, 24 Aug 2025 01:19:11 +0000

I always liked having my boys clean my house in just a jockstrap. Clean house and hot view, win/win.

By: PrincipleOld3209

PrincipleOld3209 — Sat, 23 Aug 2025 23:59:05 +0000

Go out for dinner with your friends somewhere. Have him order take-out from the same place, and have him pick it up wearing something very revealing... the smallest of bootyshorts, mesh tank, thong visible over the rear of his shorts, perhaps a collar. You get the idea.

By: ShinyWolfDad

ShinyWolfDad — Sat, 23 Aug 2025 23:26:38 +0000

If it’s truly no limits nothing is more humiliating than public stuff. Make him write “Property of Sir ___” on his forehead and go to the mall for a couple hours. Walk him around downtown on a leash. Make him answer the door for a pizza delivery in the most kinky gear you have

By: Due-Pattern793

Due-Pattern793 — Sat, 23 Aug 2025 23:05:19 +0000

Use him as a footstool somewhere on a campus hangout spot with him wearing a dog collar and leash

By: dgrey200

dgrey200 — Sat, 23 Aug 2025 22:59:34 +0000

My favourites have always been hitting him in the balls and making him beg for it harder, going to a public bathroom and pushing his head into the urinals and he has to lick them clean, or combine the two and crush his balls between the toilet seat and the rim and give him a swirly after to wash away any tears from the pain he deserves