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Category: Middle Finger

I Share My Maid

Ass Fetish Bisexual Encouragement Cross Dressing Feminization Humiliation Latex Fetish Middle Finger Sissification Sissy Maid Sissy Training

So like everyone was amazed by how good of a maid you were last night at the party. I let them know that you’re really good at obeying commands and that you’ll do anything that’s asked of you even if it’s super humiliating and super pathetic. Oh and did I mention that they’re gonna be paying me for you by the hour? Of course you won’t be getting any profit. Start stroking faster and show me how eager you are to work LOL! There’s like a bunch of hot guys following me so I’m sure one of them is gonna see my ad and want to hire you just to give you a good pounding LOL. Heather Highborne Categories: Ass Fetish, Bisexual Encouragement, Cross Dressing, Feminization, Humiliation, Latex Fetish, Middle Finger, Sissification, Sissy Maid, Sissy Training

Duration: 9 min | Price: $$16.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 7, 2026
Set Up To Be Humiliated – With Effects

Ass Fetish Beta Male Training Brat Girls Foot Fetish Humiliation Latex Fetish Laughing Mesmerize Middle Finger Mind Fuck Music Video Shoe Fetish Special Effects Walking

Wanna listen in while I tell my friend about how I plan to humiliate you? I think you'll get a thrill listening to how much of a bitch I can be. You're gonna need this. You're gonna need to hear how we plan to rub it in your face. You're gonna need this angle on your little Humiliation Fetish. You're gonna need to hear the laughing behind your back. After listening to this, you're gonna need more of this kind of video! Heather Highborne Categories: Ass Fetish, Beta Male Training, Brat Girls, Foot Fetish, Humiliation, Latex Fetish, Laughing, Mesmerize, Middle Finger, Mind Fuck, Music Video, Shoe Fetish, Special Effects, Walking

Duration: 22 min | Price: $$17.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 7, 2026
How It Feels To Be Owned

Ass Fetish Beta Male Training Brat Girls Female Supremacy Financial Domination FLR Goddess Worship Gooning Humiliation Jerk Off Instruction Latex Fetish Masturbation Encouragement Middle Finger Mind Fuck Pantyhose

I own you now… how’s that feel… and it’s such an intimate thing we have… all I have to do is whisper those words… up close… nice and soft… I own you now… I own you now… I own you now. I’m the one that gets to tease you with my ass… and drain you… entitled… so bitchy… mmm and it feels soooo good to get fucked over like this huh? Uh oh… whose breasts are in your face… oh it’s your owners titties… oh my, these are the tits that have every right to drain you… to control every aspect of your life? Now its time to swear to obey my for the rest of your life… stroke and swear to ownership… to obedience… to loyalty… forever.

Duration: 14 min | Price: $14.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Extra Expensive Excitement

Ass Fetish Financial Domination Humiliation Jerk Off Instruction Latex Fetish Masturbation Humiliation Encouragement Middle Finger Ruined Orgasms Sexual Rejection Tease And Denial

I’m about to make you thank me for being such a bitch about this… that’s it, stroke it… You paid $50 bucks for a clip when you coulda had 2 or 3 clips… sucks for you huh? Did you see the preview image for this video and think you’d have an enjoyable view of my ass with your hard dick in your hand? This is all you get is the fucking finger… and in return… your gonna but this clip again… that’s right… another $50… the same video!

Duration: 10 min | Price: $49.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Complete My Ritual

Ass Fetish Financial Domination Foot Fetish Latex Fetish Middle Finger Shoe Fetish

You can trust me… It’s true, I read it online… if you complete the ritual, you’ll be irresistible to women. It’s very specific and I doubt you’d make it thru without some practice… see it involves kissing latex clad ass cheeks while devoting entire pay checks for each kiss. Oh and then there’s the second part of the ritual where you gotta worship and gag on the feet of a superior and and confess that you want to be treated like a peasant. And the last past if the ritual involves a permanent steel collar!

Duration: 11 min | Price: $14.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Pussy Free Importance

Beta Male Training Gooning Humiliation Jerk Off Instruction Latex Fetish Loser Symbol Masturbation Humiliation Encouragement Middle Finger Sexual Rejection

Do you understand the importance of being pussy free? If you ever break your pledge, you won’t be able to have the thrill of rejection as ya go through life. You get to live with the fact that this is permanent. This is a permanent order! So No reproducing… no bugging girls to ever touch you, ewww! Plus, You get to think of more and more creative ways to fuck your hand and hump things. I'm just getting started… let's pile it on nice and thick now!

Duration: 7 min | Price: $6.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Humiliation Off Switch

Ass Fetish Financial Domination Gooning Humiliation Latex Shorts Leggings Lipgloss Lipstick Fetish Middle Finger Mind Fuck Sexual Rejection Tease And Denial

You’re gonna be snared to my videos for decades. Have you accepted your fuckin fate? I'm so glad that my videos could be the driving thing that helps separate the alpha males from the beta males. I deserve a fucking medal. I am the hottest bearer of bad news that ever fucking lived… the news that your humiliation addiction is now permanent.

Duration: 8 min | Price: $12.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
The Price Of Permission

Ass Fetish Brat Girls Financial Domination Goddess Worship Latex Shorts Leggings Legs Loser Symbol Masturbation Encouragement Middle Finger

There's no reason you should be at eye level… lowly men like yourself deserve a sight at knee level… staring at my perfect legs as you beg and send just for a pathetic orgasm. Nothing says “I’m a giant loser” more than paying a hot girl to be able to stroke your own penis… and I have many, MANY bank statements to prove just how pathetic it is. Now clean it up! I have a hot date tonight I don’t wanna be late for. Oh and if you decide to use you’re tongue for that…. That’ll be an additional charge!

Duration: 11 min | Price: $15.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Face Sitting Loser Competition

Ass Fetish Face Sitting Human Furniture Humiliation Latex Fetish Middle Finger Pantyhose

Hey loser, today is your lucky day. You’ve been chosen to take part in the Face sitting loser competition. Ya I know you didn’t sign up, I just seen you from over there and thought “Wow this guy looks like the biggest loser out here” and decided you’d be perfect for the competition LOL Nothing says “I’m a loser stool” than a simp with a boner for pantyhose LOL. So congratulations, you’re officially the biggest face sitting loser AND you get to be my personal stool for a whole week!

Duration: 12 min | Price: $15.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026
Face Sitting Cuck Sitter

Ass Fetish Cuckolding Face Sitting Human Furniture Humiliation Latex Fetish Middle Finger

Hey cuck, its been a minute since your wife has ordered me over to take care of ya but I’ve heard she has a VERY important date tonight. Your face would look so good in-between my cheeks and there’s no denying it. Plus the smooth latex just acts like a barrier from you getting human contact. Now take a nice face full of my perfect ass. It's gonna be so embarrassing when you tell your wife you want me to come over every week and use you as a stool.

Duration: 13 min | Price: $16.99

Starring: Heather Highborne Tip Heather Highborne Directly

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October 6, 2026

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