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Category: Feminization

Sissy Stroke For Stockings

Crossdresser Crossdressing Edging Feminization Foot Fetish Gooning Humiliation Jerk Off Instruction Legs Masturbation Encouragement Nylons Orgasm Control Pantyhose Pantyhose Feet Sissification Sissy Training Stockings

We know all about your little gooning obsession. You always come back for more and now you're getting double. Are these nylons making your Little Step-Sissy dick hard? Why don't you go on and put on a pair? Randy Moore & Heather Highborne Categories: Nylons, Pantyhose, Stockings, Legs, Humiliation, Crossdressing, Crossdresser, Feminization, Sissy Training, Sissification, Edging, Masturbation Encouragement, Gooner, Gooning, Foot Fetish, Pantyhose Feet, JOI, Orgasm Control.

Duration: 11 min | Price: $18.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Therapy-Fantasy For Pussies

Big Tits Crossdressing Feminization Humiliation Lipstick Fetish Mind Fuck Shrinking Sissification Sissy Training Striptease Teacher Fantasy Topless

My secretary was telling me that you're upset over, a little break up you had with your girlfriend. Well, I'd be happy to help you. You're just a weak little pussy. I knew that before you even got here. That's why she broke up with you. If you're going to act weak and make you might as well have the body of a girl. Did you just feel that? You did, didn't you? You shrink and so did your cock. It's getting smaller. You're becoming very fem. Randy Moore Categories: Therapy-Fantasy, Topless, Big Tits, Striptease, Shrinking, Humiliation, Mind Fuck, Feminization, Crossdressing, Lipstick Fetish, Sissification, Sissy Training.

Duration: 15 min | Price: $18.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Sissy Zone Cycle 2

Bisexual Encouragement Chastity Crossdresser Crossdressing Female Domination Feminization Foot Fetish Garter and Stockings Humiliation Latex Fetish Made To Crossdress Sissification Sissy Training

You are such a good Little Step-Sissy nylon bitch aren't you? Agreeing to be my sissy. To serve me, to dress however I want to prance around the house. I know how stimulating it is for you. You like being stimulated. Even though I've got you locked up in Chastity. You'll do anything for me right? You love being controlled by me… You're so fucking weak. Let's make this even more degrading. Perhaps making you a a permanent foot bitch… or putting an electric cage on to shock you. Then sucking dick will be the most natural choice. Randy Moore Categories: Chastity, Sissification, Sissy Training, Feminization, Crossdressing, Crossdresser, Made To Crossdress, Encouraged Bi, Humiliation, Female Domination, Fem Dom, Foot Fetish, Latex, Garter & Stockings.

Duration: 22 min | Price: $21.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Sissy TikTok Dancer

Ass Fetish Big Tits Female Domination Feminization Foot Fetish Humiliation Mind Fuck Music Video Sheer Shoe Fetish Sissification Sissy Maid Sissy Training Special Effects Walking

Oh my god, Donna… he dared me to dress him as a girl for Halloween. I think he has a secret sissy fetish. His life is fuckin over. I’m telling everyone! We should start off telling him that we think the “ticktock femboy” look is cool and see if he does it. Let’s see if he’ll make us some femboy French maid ticktoks. LOL I bet if I offered to dress him up, he’d be a total sissy maid for us 24/7 Randy Moore Categories: Sissy Training, Sissification, Feminization, Sissy Maid, Humiliation, Femdom, Female Domination, ****, Mind Fuck, Special Effects, Music Video, Ass Fetish, Big Tits, Sheer, Foot Fetish, Shoe Fetish, Walking.

Duration: 6 min | Price: $19.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Sissy Zone Cycle

Ass Fetish Chastity Crossdresser Crossdressing Female Domination Feminization Foot Fetish Garter and Stockings Gooning House Bitch Humiliation Jerk Off Instruction Latex Fetish Made To Crossdress Masturbation Encouragement Pantyhose Sissification Sissy Maid Sissy Training

Look what I have here a sexy, really Little Step-Sissy outfit for you. Come on, Touch yourself when you look at it. Stroke for me, Little Step-Sissy bitch. You want me to put you in this sexy little dress? Not only are you going to wear it, you're going to prance around the house and serve. Not only will you be a Little Step-Sissy… you're going to be a locked up little bitch for me cause of course I have to have control of your cock too… You're going to worship my sweaty nylon feet… mmm yes… Worship my ass too… Randy Moore Categories: Sissy Training, Sissification, Feminization, Made To Crossdress, Crossdressing, Crossdresser, Sissy Maid, House Bitch, Female Domination, Femdom, Humiliation, Jerk Off Instructions, JOI, Masturbation Encouragement, Gooning, Gooner, Ass Fetish, Foot Fetish, Chastity, Pantyhose, Latex, Garter & Stockings.

Duration: 21 min | Price: $22.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Obey Him For A Year

Crossdresser Encouraged Crossdressing Feminization Humiliation Leg Fetish Lingerie Lipstick Fetish Mind Fuck Pantyhose Fetish Red Lips Sissification Sissy Training Stockings

Come on, I wanna see you obey a man… it’s just for a year… just wear whatever slutty stuff he wants for a year… after that you can quit if you want, ok… it’s just for a year. I’ll even help you with your make up sometimes… and you love it when I put makeup on you. By the end of the year can you imagine how good you'll be at walking in heels and doing makeup! LOL Randy Moore Categories: Sissy Training, Sissification, Feminization, Red Lips, Lipstick Fetish, Pantyhose Fetish, Stockings, Leg Fetish, Lingerie, Mind Fuck, Encouraged Crossdressing, Crossdresser, Humiliation.

Duration: 7 min | Price: $19.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Addicted To My Pantyhose Feet

Ass Fetish Encouraged Crossdressing Female Domination Feminization Foot Fetish Homewrecker Made To Crossdress Pantyhose Domination Stockings

I love that you're cheating on her with me and how embarrassed you are that it's feet and pantyhose sweat turning you on now… and I sure do love using it against you. I'm gonna make you start wearing pantyhose underneath your suit after I make you shave your legs… then I'm just going to start feminizing you even more because you're my little bitch. Now you're completely under my control. Randy Moore Categories: Pantyhose Domination, Foot Fetish, Stockings, Feminization, Made To Crossdress, Encouraged Crossdressing, Female Domination, Femdom, Homewrecker, Ass Fetish.

Duration: 7 min | Price: $18.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Cock Slut Conditioner

Big Tits Bisexual Encouragement Crossdresser Dildos Encouraged Crossdressing Feminization Humiliation Mind Fuck Pantyhose Sissification Sissy Training Stockings

I’m training you to imitate bimbo porn stars getting railed all alone for the rest of your life, haha. That’s right, cupcake… get on your back and spread those legs wide open… lick your lips like a whore and stroke. Stroke yourself all alone with a dildo in your mouth. Mimic everything that bimbo in your porn video does. If she moans, you moan… is she slurps, you slurp got it? Welcome to your new sex life, sissy! Randy Moore Categories: Feminization, Humiliation, Big Tits, Dildo, Sissy Training, Sissification, Make Me Bi, Encouraged Bi, Bisexual Encouragement, Mind Fuck, Encouraged Crossdressing, Crossdresser, Pantyhose, Stockings.

Duration: 6 min | Price: $20.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Laughing As You Lost Me

Beta Male Crossdresser Cuckold Feminization Humiliation Made To Crossdress Pantyhose Sissification Sissy Training Stockings

I’m kinda excited about this new bet this week, you guys really took it to a whole new level! I mean, did he really say he’d wear any girly stuff you pick out for a whole year? Huh? I don’t care if he’s my boyfriend. Personally I’m gonna be masturbating every time you shove another estrogen pill down his throat! Randy Moore Categories: Cuckold, Feminization, Made To Crossdress, Crossdresser, Humiliation, Sissy Training, Sissification, Beta Male, Pantyhose, Stockings.

Duration: 8 min | Price: $17.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Filled With Lost Bet Regret

Brat Girls Crossdressing Feminization Humiliation Lip Gloss Lipstick Fetish School Uniform Sissification

You lost the bet… and uh, I’m about to make your lips as pretty as mine…muah! Are u ready to spend the whole day wondering who’s gonna notice? It’s gonna be such a fun little day for you… sneaking from class to class with a little lip gloss on. I mean, you did say you’d wear anything I wore… and uh, I guess that includes ANY lipstick… ANY lip gloss… Whaddya think… a nice nude??? Should we go for a light pink? maybe a darker shade??? Just a bit more daring? Ohh, Filler! And it’s Juviderm ultra! Lucky you! It’s extra firm… extra plump… and lasts four months! Perfect! Muah! I think those bright red lips are gonna look totally fuckable. Awe, did u really think I was gonna let u get away with a little clear gloss… a light pink? Trixie Banks Categories: School Uniform, Lip gloss, Lipstick Fetish, Crossdressing, Feminization, Sissification, Brat Girls, Humiliation.

Duration: 15 min | Price: $12.99

Starring: Trixie Banks Tip Trixie Banks Directly

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September 29, 2026

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