Search Results

A Week Of Daily Degrading CEI Assignments

Thursday, October 5th, 2017

Five Fucked Up Humiliating Assignments

Saturday, June 4th, 2016

Public Butt Plug Humiliation Assignment

Tuesday, October 20th, 2015

Guaranteed Home Wrecking Assignments For The New Year

Thursday, January 1st, 2015

Real Life Stripper Humiliation Assignment

Monday, April 7th, 2014

The Most Humiliating Sissy Assignment Ever! (HD)

Thursday, October 11th, 2012

Risky Jerkoff Assignments For Chronic Wankers

Sunday, July 8th, 2012

CBT Assignments From A True Sadist

Wednesday, December 14th, 2011

Jerking On The Edge, High Risk Assignments

Saturday, June 18th, 2011

Sissy Workday Assignments

Saturday, September 18th, 2010

At Work Humiliation Assignments

Wednesday, August 11th, 2010

Public Sissy Assignments

Saturday, July 24th, 2010

Public Jerkoff Assignment

Wednesday, July 8th, 2009

MK Ultra Masturbation Machine Goonbot Programming

Thursday, October 13th, 2022

Deny Your Orgasm, Make Sure You’re Horny For Him, Sissy Fag

Saturday, August 31st, 2019

The Sissy Walk Of Shame

Tuesday, June 4th, 2019

Eat Your Jizz For Breakfast Loser, Degrade Yourself To Begin Your Day

Monday, April 9th, 2018

Let’s Play War, I Love Playing Games With You

Saturday, August 13th, 2016

Cum In Your Pantyhose And Wear Them In Public

Friday, May 13th, 2016

Are You Dumb Enough To Watch This Clip?

Wednesday, May 21st, 2014