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Category: Jeans Shorts

Humiliated Sissy Cuck Project

Bisexual Encouragement Cross Dressing Cuckolding Feminization Financial Domination Jeans Shorts Sissification Sissy Maid Sissy Training Toilet Humiliation

I’m so glad You've agreed to be my sissy project in order to hang around me… and remember… that includes acting like you enjoy domination from guys, sweetie. I think you should have jumped at the chance to scrub his toilet. But now you’re here complaining that he's being mean to you? Get that tiny dick nice and hard, stupid… thank me for sending you over to a big strong man’s place to be his fuckin bitch! Now you can hand me the extra $500… with your dick hard, LOL.

Duration: 6 min | Price: $14.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Breakup And Tribute Me

Financial Domination Foot Fetish Homewrecking Jeans Shorts Jerk Off Instruction Legs Masturbation Encouragement

Thinking of me while you fuck your nosy girlfriend is the ultimate “fuck you” right to her face. Now that I have you with your pants around your ankles and your dick in your hand again I guess it’s pretty obvious why you need to break up with your girlfriend right? I want you to know that you’ll never feel as good as you do when you’re sending me money and stroking your cock. And when your girlfriend sees the deposit you’ll definitely have to break up with her. Cum in 3… 2… 1… Ohhhh yea that’s it. Moan my name like you’re fucking Me. Ya, see how good that feels? Is you’re girlfriend home? Can she hear your moans?

Duration: 15 min | Price: $14.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Crazy Glue And Pad Lock Stand

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Lemonade stands are OK, but Crazy Glue And Pad Lock Stands are perfect for chastity beta boys like you. Enjoy!

Duration: 6 min | Price: $14.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Suggesting Self Sabotage

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Honestly you should just learn to blurt out really humiliating stuff in ways that will sabotage you. Sure you might be scared at first but eventually you’ll just be saying it to every random hot girl you see. You could say something like “wouldn’t it be humiliating if you made me pay for your shoes and you stomped on my balls with them?” You’d get bonus points for offering to pay AND you’d get a hot girls spit in your face LOL And because I'm such a good friend I’m gonna suggest that we just practice here at my place. Oh no… Oh no are you actually jizzing right now? LOL!

Duration: 14 min | Price: $16.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
I Suggest Shrinkage – With Effects

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Will this mind blowing country girl actually make your dick shrink an inch? Will this video shrink you inch after inch till your just a useless tiny joke? Find out! LOL!

Duration: 9 min | Price: $18.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Get Stupid And Hard And Pay Me – With Effects

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It's the video that you can watch over and over again til you've completely zoned out and become my permanent walking wallet!

Duration: 13 min | Price: $22.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Get Stupid And Hard And Pay Me – Face Only

Financial Domination Foot Fetish Gooning Humiliation Jeans Shorts Jerk Off Instruction Masturbation Humiliation Mind Fuck Music Video Shoe Fetish Special Effects Walking

This is the Face Only version. It's the video that you can watch over and over again til you've completely zoned out and become my permanent walking wallet!

Duration: 13 min | Price: $22.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Wing Contest Turns Spit Roast

Bisexual Encouragement Costumes Uniforms Daisy Dukes Dildos Humiliation Jeans Shorts Make Me Bi Masturbation Humiliation Pegging Strap On

Oh, I see… you thought it was gonna be a chicken wing eating contest… awe, so sorry… it’s not… you will however be leaving the stage with a belly full of protein! Our lovely hostess will lead each manly man over in front of his “fuck hole” and guide his dick in your whore mouth! And remember, your not allowed to cum unless we win so if you want me to reach around underneath and milk you like the gay cow you’ve become, you better be a good little spit-roasted virgin and take it. How bout you practice that award winning acceptance speech right now, moaning as you cum. Go on… cum for me and thank me for doing this to you! Trixie Banks Categories: Pegging, Strap-On, Make Me Bi, Encouraged Bi, Bisexual Encouragement, Humiliation, Dildos, Masturbation Humiliation, Costumes Uniforms, Jeans Shorts Fetish, Daisy Dukes.

Duration: 9 min | Price: $21.99

Starring: Trixie Banks Tip Trixie Banks Directly

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September 28, 2026
Lost Another Bet

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So… lost anther bet??? Lemme see… yes, I know all about it… show me what he did to you… I guess it’s true… you’ve officially been pantyhose’d! And what’s even funnier is that all the girls are talking about him as being suddenly more attractive now that he won and put you in pantyhose… for MONTHS! I just wanna suck his dick right in front of everybody during the next game. I especially hope you enjoy wearing the pink ones, twinkle toes. Trixie Banks Categories: Pantyhose Stockings, Humiliation, Cuckolding, Make Me Bi, Rejection, Brat Girls, Jeans Shorts, Crossdressing, Feminization, Sissification, Sissy Training.

Duration: 6 min | Price: $16.99

Starring: Trixie Banks Tip Trixie Banks Directly

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September 28, 2026
Admit My Tits Rule

Big Tits Bikini Daisy Dukes Goddess Worship Jeans Shorts Jerk Off Instruction Masturbation Encouragement Oiled Orgasm Control

This video is a sure thing! A good time for gooners! Stroke it titty boy! Show me all that glistening cum you have for my perfect tits…. Pretend your giving me a nice titty fuck and stroke your fucking cock . Ohhh are you about to cum? Stroke faster! Trixie Banks Categories: Jerk Off Instruction, JOI, Big Tits, Bikini, Masturbation Encouragement, Goddess Worship, Oiled, Jeans Shorts Fetish, Daisy Dukes, Orgasm Control.

Duration: 7 min | Price: $16.99

Starring: Trixie Banks Tip Trixie Banks Directly

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September 28, 2026

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