I need you to run some errands for me and drop off some packages at my girlfriend’s apartment… and I can’t have you looking like a random dude. To serve me I gotta make you look less threatening… like a wimp or metrosexual or whatever. I don’t want anyone thinking you’d hurt a fly or be a creeper that’s delivering stuff to my hot girlfriends to get a chance with them. I gotta make you look a bit more pretty so that they either don’t even notice you … in fact, I want them to Think of you as a walking joke of a man. Either way, you’re not to make eye contact with my friends… the biggest compliment you could get from them would be if they took the packages and slammed the door in your face, haha. That’s the look I’m going for! Now it’s time to pluck those eyebrows! Nice and thin, don’t worry… a high arch will look just darling on you. Oh and actually… after your done with the delivery, I’m gonna have you clean her apartment… in a sissy maid outfit. I want her to know how cruel I can be to you! Goddess Raven Bay
Category: Sissy Maid
-
Servant Makeup. So you Wanna Serve – Season 1 Episode 6
BDSM Crossdresser Crossdressing Female Domination Humiliation Latex Lipstick Fetish Sissy Maid Sissy Training -
French Maid Forever – Dweeb Destruction Episode 5
Brat Girls Crossdressing Domestic Servitude Encouraged Fem Feminization Humiliation School Girl Sissification Sissy Maid Sissy Training Slave Training Step-sister Taboo.. you were quite convincing… the way you begged mom to do all my chores… the way you explained how badly you needed to practice wearing heels… the way you kept your cock sticking straight out while you arched your back and dusted the whole house… mmmm… yea, that was quite convincing, hahahaha You wanna be my full time French maid, huh??? Hahahaha Oh my god, you fuckin do, don’t cha, hahahaha…. look at your pansy penis growing, eww gross… hahahaha… Maybe if you ask for it for your birthday! Yes!!! That’s it… go downstairs and ask if you can be treated like a sissy maid for your birthday!!! Hahahaha. Wanna kiss your masters shoes before you trot downstairs and ask to be the permanent house maid??? Hahahaha
Starring: Morgan Lux Tip Morgan Lux Directly
-
I Share My Maid
Ass Fetish Bisexual Encouragement Cross Dressing Feminization Humiliation Latex Fetish Middle Finger Sissification Sissy Maid Sissy TrainingSo 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
You will be redirected to complete your purchase.
-
Blackmail Birthday Party
Ass Fetish Bisexual Encouragement Blackmail Cross Dressing Feminization French Maid Humiliation Sissy Maid Sissy Training TabooOh, don’t act like you didn’t want a “Blackmail-Fantasy Birthday Party”… your step-sisters and I have gone thru your computer and “blackmail-fantasy fetish porn “ is apparently your favorite thing. How long did it take you to get dressed up this morning ??? I see… your makeup is flawless by the way. How are French maid outfit and the heels fitting? Hmmm, your lips do look a little swollen… how's your tailpipe? Oh, well allow me to fill you in, ass boy… since you think it’s appropriate to cum in your pants for my ass… I thought I’d add some daily ass kissing to your duties. That’s right… start kissing the ass that u exploded for.
Duration: 7 min | Price: $18.99
Starring: Heather Highborne Tip Heather Highborne Directly
You will be redirected to complete your purchase.
-
Humiliated Sissy Cuck Project
Bisexual Encouragement Cross Dressing Cuckolding Feminization Financial Domination Jeans Shorts Sissification Sissy Maid Sissy Training Toilet HumiliationI’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
You will be redirected to complete your purchase.
-
Auction The Sissy Services
Cross Dressing Domestic Servitude Feminization Financial Domination Humiliation Sissification Sissy Maid Sissy TrainingOh so you DONT want me to post pictures of yourself in sexy lingerie on my Twitter an auction you out like a sissy? Geez well ya shoulda told me that before I posted it yesterday…… ya you like totally blew up and now everyone wants your pansy ass to come work for them for a day or two LOL. And by that I mean they’re probably gonna stretch out your sissy little holes like the pants that you are LOL. The best part is watching you blow your load and making you clean it up after like the fucking maid your dressed up as.
Duration: 11 min | Price: $11.99
Starring: Heather Highborne Tip Heather Highborne Directly
You will be redirected to complete your purchase.
-
Almost Completely Ignored
Beta Male Training Domestic Servitude Foot Fetish Footstool Goddess Worship House Bitch Human Furniture Ignore NylonFeet Pantyhose Sissy MaidThe only true way to ever worship someone as hot as me is to be ignored by me until I find some use for you as my slave. That means that I shouldn’t even know you fuckin exist Until I need my shoes cleaned or need cash for a new purse. And the moment I snap my fingers to make you exist again I expect you to show up in a slutty little maids outfit so everyone knows exactly who you are LOL.
Duration: 9 min | Price: $9.99
Starring: Heather Highborne Tip Heather Highborne Directly
You will be redirected to complete your purchase.
-
My Rules For Full Balls Begging
Cross Dressing Female Supremacy Feminization Financial Domination Latex Fetish Pantyhose Sissification Sissy Maid Sissy Training Slave TrainingYea, Full balls will ensure your destruction. You’ll drive by once a month… wearing a humiliating sissy dress… and hand me my entire car payment… every month! And since it’s gonna be your cum filled balls that fuel your stupidity… it’s gonna be in your best interest to keep them full… super full with lots of edging all month long!
Duration: 7 min | Price: $7.99
Starring: Heather Highborne Tip Heather Highborne Directly
You will be redirected to complete your purchase.
-
Lets Finish Your Destruction
Cross Dressing Encouraged Crossdressing Feminization Latex Fetish Lipstick Fetish Sissy Maid Sissy TrainingWhy are you even trying to deny that you want this? Did you think that I didn’t see you get a boner in your pants when I said you should wear lipstick all the time? So even if you didn’t put this dress on, you’d still be a fuckin joke. Your life is already fuckin over so uh, here… put it on. Now, if you let me finish ruining your life tonight and I'll show off what I did to you in front of my friends. Oh, I kinda promised Donna that she could destroy you a little too so she brought a ear piercing kit and a tattoo machine or something.
Duration: 7 min | Price: $16.99
Starring: Heather Highborne Tip Heather Highborne Directly
You will be redirected to complete your purchase.
-
Sorority Servant Shaming
Cross Dressing Domestic Servitude Feminization Hazing House Bitch Humiliation Paddling Pantyhose Sissification Sissy Maid Sissy Training Spanking UniformOh so you so want to pledge to be our slave? Well in that case I guess we could consider having you around. We will need someone to wash all our laundry anyways but just so you know you’ll still have to go through the initiation faze I can’t just let you in. Well here you go servant boy…. Your hazing process of initial begins now so put on this outfit and prepare for a long day of slut shaming LOL. You see this paddle? This is gonna be your best friend from now until forever. Every single one of our pledges have been paddled and bruised and now it’s your turn! So stay on your hands and knees but turn to the side. Is that a full on boner I see?
Duration: 11 min | Price: $18.99
Starring: Heather Highborne Tip Heather Highborne Directly
You will be redirected to complete your purchase.