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Humiliated Wimps Wear It (Episode 4 of The Big Wimp Theory)
Click here to watch this Heather Highborne video I think you need help really embracing your stupidity… I mean you should be walking around feeling extra stupid… extra humiliated… wh... Read More
Making An Example (Episode 6 of Chastity Checkups)
Click Here for this Chastity Cage Video You waltzed into “The Department of Chastity and Behavioral Improvement” and asked to be locked up by me based entirely on looks??? You realize this... Read More
Squashin’ LiL Wimp Wieners (Episode 3 of The Big Wimp Theory)
Click Here to watch this Heather Highborne Video Let’s have a nice little dinner conversation … how’s your “so called, manhood”??? It isn’t even as big as a silly little hot dawg, ... Read More
Bunny Busting Parties (Episode 5 of Chastity Checkups)
Click Here to watch this POV verbal Ballbusting Video Public Service Announcement commercial: Hi, I’m Heather Highborne and the “Homeland Department of Chastity and Behavior Improvement” wants... Read More
Chastity Ceremony (Episode 4 of Chastity Checkups)
Click Here to watch this Chastity Cage Video MmmmHmmm… I see… you’re newly married and you have a step daughter… well I understand you’re nervous but what does your new wife say ... Read More
Wimps Can Wait (Episode 1 of The Big Wimp Theory)
Click Here to watch this Lipstick Fetish Video I know you’re eager to start the habit of having dinner with me… Super humiliating dinners with me, haha! But first, I think I’ll make ... Read More
French Maid Forever – Dweeb Destruction Episode 5
Click Here to watch this Sissy Maid Video Oh, yea… you were quite convincing… the way you begged mom to do all my chores… the way you explained how badly you needed to practice weari... Read More
CS, Beg Me To Stop Cheating – The Charlotte Show (S2 Episode 8)
Click Here for this Charlotte Stokely Cuckolding Video Oh so you want me to stop fucking my ex-boyfriend? Let me see, uh, No! Haha! You will never leave me and I know it, so why should I give up that... Read More