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Category: MILF

Surrender Your Inheritance 2- More Intense

Homewrecker Legs MILF Pantyhose Stockings

I'm the devious MILF gold digger that may or may not have intentionally ended your step-dad adventures between my legs and now I'm gonna take what's left from you while you thank me for it at a new signing ceremony that transfers your whole step-family's net worth… while you cum all over the desk and thank me in front of your precious new bride! I'll be in the back spreading my legs like the entitled MILF that took everything from you all! Randy Moore Categories: MILF, Home Wrecker, Home Wrecking, Pantyhose Stockings, Executrixxx-Fantasy-Fantasy, Legs.

Duration: 19 min | Price: $17.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Even She Signs Over Her Inheritance

Financial Domination Lesbian Lingerie MILF Silk And Satin Step-Mom Taboo

This video is from the perspective of a girl you know… she has a big inheritance and I'm going to seduce her and take it from her! Come In Darling, I've always wanted to fuck you in more ways than one! I'll lick your pussy and fuck it with mine while managing all your assets! Give in to me and get fucked! Randy Moore Categories: Lesbian, MILF, Taboo, Step-Mom, Silk And Satin, Lingerie, Findom, Financial Domination.

Duration: 16 min | Price: $17.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Step Inheritance Seduction

Authority Figure Blowjob Female Led Relationship Financial Domination FLR Homewrecker Lingerie MILF Step-Mom Taboo

I've notices how you've looked at me in the hall as I passed you in my satin and lingerie… And I've always wanted to take care of you… Blow you and hop on top of you… It's not like I planned this… Just sign over the inheritance and I'll make sure you're taken care of… You can trust me, What could go wrong? Randy Moore Categories: BlowJob POV, Step-Mom, Homewrecker, Home Wrecker, Lingerie, Financial Domination, Findom, FLR, Female Led Relationship, Authority Figure, Taboo, MILF.

Duration: 11 min | Price: $17.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Good Boys Stroke And Swallow

Cum Eating Instructions Goddess Worship Gooning Jerk Off Instruction Latex Fetish Masturbation Encouragement MILF Pantyhose Shoe Fetish

Stroke for me while I instruct you and supervise you in the proper ending of this jerk session with me… and prove that you're a good cum eater for me… After all, I went the extra mile to weaken your resistance with my latex outfit and stockings and heels. Oh and I even added a formal cum countdown just so there's no getting out of it, LOL. Randy Moore Categories: CEI, Cum Eating Instructions, Latex, Pantyhose, Shoe Fetish, JOI, Masturbation Encouragement, Gooning, MILF, Goddess Worship.

Duration: 13 min | Price: $18.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Household Pantyhose Hand Job

Gooning Handjob POV Handjobs MILF Pantyhose Slave Tasks Slave Training Stockings Submissive/slave Training Taboo

I’ve seen your internet history… I know damn well you touch yourself looking at MILFs. You wanna worship and serve MILFs like a little humiliated slave. Isn’t that right??? I bet you’d just fuckin love it if I ordered you to do your chores… spanked you for every mistake… and shoved my pantyhose in your perverted little mouth, huh? Is that what you want? Randy Moore Categories: Taboo, Slave Training, Submissive/Slave Training, MILF, Slave Tasks, Handjob POV, Hanjobs, Pantyhose, Stockings, Gooner.

Duration: 6 min | Price: $20.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
The Magic Of Bullying

Ballbusting Beta Male Training Bully Cum Countdown Humiliation Jerk Off Instruction Latex Fetish Legs Masturbation Encouragement MILF Mind Fuck Nylons Pantyhose Stockings Wimp

Let's get you to agree that you love the feeling of being bullied, shall we? LOL It’s really important that you initiate all these embarrassing acts. You can start tonight at my party…. Cum for me and show me just how bad you want that to happen. Your balls are so full and ready for release I need you to empty them or else you’ll be creaming your self after the first kick to your balls at tonight’s party LOL. Randy Moore Categories: Humiliation, Beta Male Training, Latex, Pantyhose, Stockings, Nylons, Legs, MILF, Mind Fuck, Wimp, Bully, Ballbusting Talk, JOI, Jerk Off Instruction, Masturbation Encouragement, Cum Countdown.

Duration: 9 min | Price: $16.99

Starring: Randy Moore Tip Randy Moore Directly

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September 30, 2026
Pretty Shoe Polisher (Episode 4 of Season 1 of Producer of Pretty Lies)

Beta Male Bi Bully Crossdresser Crossdressing Domestic Servitude Fem Feminization Foot Fetish House Bitch Humiliation Leg Fetish Legs Lipgloss Lipstick Fetish Make Me Bi Makeup Fetish MILF Nerd Shiny Pantyhose Fetish Shoe And Boot Worship Shoe Fetish Sissification Sissy Maid Sissy Training Virgin Humiliation Wimp

I’m taking the time to groom you for this big role. You’re even gonna get the chance to meet your big celebrity crush. You owe me, big time… how bout a little kiss, for all I’ve done for you… On my shoes, silly… geez did you think I …

Duration: 9 min | Price: $17.99

Starring: Stella Sol Tip Stella Sol Directly

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September 11, 2026
Plucked And Pierced (Episode 3 of Season 1 of Producer of Pretty Lies)

Beta Male Bi Bully Crossdresser Crossdressing Domestic Servitude Fem Feminization Foot Fetish House Bitch Humiliation Latex Leg Fetish Legs Make Me Bi MILF Nerd Piercing Shoe And Boot Worship Shoe Fetish Sissification Sissy Training Tattoos Virgin Humiliation Wimp

Come here, sweetie… lemme just pluck those brows for ya… I’ll just clean them up a bit… hold still… Hmmm… oh actually, I do think this role does call for some ridiculously high arches… ultra thin and very high arches… hold still….

Duration: 14 min | Price: $17.99

Starring: Stella Sol Tip Stella Sol Directly

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September 11, 2026
Acting Smooth (Episode 1 of Season 1 of Producer of Pretty Lies)

Beta Male Bi Bully Crossdresser Crossdressing Domestic Servitude Fem Feminization Foot Fetish House Bitch Humiliation Leg Fetish Legs Make Me Bi MILF Nerd Shoe And Boot Worship Shoe Fetish Sissification Sissy Training Virgin Humiliation Wimp

I’m so glad to have an aspiring actor living across the street… I’m in such a jam… As you know I’m a huge reality TV show producer and I know I’ve been promising you that I’d introduce you to some celebrities in exchange for mowing…

Duration: 11 min | Price: $17.99

Starring: Stella Sol Tip Stella Sol Directly

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September 11, 2026
Bullied (Season 2, Episode 4) Discount Surgery Surprise

Beta Male Bi Bully Chastity Crossdresser Crossdressing Domestic Servitude Fem Feminization House Bitch Humiliation Lingerie Make Me Bi MILF Nerd Sissification Sissy Training Wimp

Huh, oh I didn’t mention the hormones? Oh, sorry, hahahaha, I promised your step-sister I’d keep it a secret til you started to complain about your nipples getting sensitive. Lemme see your titties… lemme see… oh yea, you’re gettin' a little puf…

Duration: 12 min | Price: $18.99

Starring: Stella Sol Tip Stella Sol Directly

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September 11, 2026

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