Category Archives: sissy training

Cuck Swingers: Becky Makes You Swallow Your Rival’s Cum

“Since your wife needs another man to satisfy her, it’s only fitting that you swallow every drop of your shame. I’m going to feed you his jizz so your woman can see what a wimp you are. If you swallow it all, maybe I’ll unlock your chastity cage to let you cum in his dirty condom as we laugh at you (Part 2 of 2)…

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Cuck Swingers: Becky Pops Your Cherry While Your Wife Gets Laid

“Your wife Paige got tired of your tiny cock and started fucking Big Brad. Since she has a boyfriend, I heard you thought you should have a girlfriend. I’m Becky, your wife’s sadistic lesbian friend. ‘Girlfriend’ Becky has big plans for your first date: a chastity cage, panties, a plug and my 8-inch strap-on (Part 1 of 2)…”

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Humiliated Co-Worker: Amber & Amy Primp You Up & Pimp You Out

“We know you drool over us at work. But we also know a humiliating secret about you. You’re coming out to happy hour with us tonite. We’re gonna get you drunk, bring you to a hotel, strip you, emasculate your little cock, paint your face, slap you into panties, and then send you to the hotel bar to suck a cock for us…”

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Bossy Selena Strips You of Your Manhood and Puts You into Panties

“You need to get over the fact that I am your boss and you are beneath me. You do not wear the pants in this office anymore. You need a serious attitude adjustment. I’m stripping you of your ‘little man undies’ and putting you into these: sissy panties. So you can either pull your pants down or be FIRED…”

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Inadequacy Drills 4: Sissy Maid Demotion with Queen Brianna

“Guess what? You’ve just been demoted: from the master bedroom to the slave quarters, darling. And no amount ot tears and toe kisses is going to change my mind. Perhaps your new role in my life will be easier for you after you put on this maid’s uniform to serve my men and me…”

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Inadequacy Drills with Humiliatrix.com

 

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Your ‘Step-MILF’ Akira Shames You into Sissy Inadequacy Panties

“Your girlfriend told me how frustrated she is with you. As your step-MILF, I feel it’s my job to make you into a man. I want you to show me what you’ve got. If you can’t impress me with your manhood, I’m putting you into shame panties and I will begin training you to be a sissy servant for your girlfriend and me…”

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GAG U Session 5: Mistress Jennifer Pimps You Out & Punishes You

“Now that you’ve been humiliated, broken down and trained for cock, it’s time to get your ass out to the bars so you can suck cock for real. For ME, your sissy pimp mistress. And if you don’t come back with a wad of cash and a slut face full of cum? I will whip your panty ass and punish you with my strap-on…”

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GAG U Session 4: Goddess Scarlett Trains You to Be a Cock Slut

“How hilarious! You want to be a sissy cocksucker? Don’t deny it. You already admitted it! I know you want to. Well, Miss Sissy wanna-be. I’m gonna train you to strut like a cocktease. Then I’m sending you on a public humiliation assignment with a plug up your ass and jizz all over your slut face…”

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