Holly Heart - Anal MILF Training Holly Heart Day 3 (Training Of O)

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Scene Description

Blonde anal MILF slave takes it in the ass and has her pussy tormented

Scene Tags

Slave, Anal, MILF, Cattle Prod, Straight, Female Slave, Master, Gimp, Bdsm, Bondage, Humiliation, Role Play, Rope Bondage, Discipline, Corporal Punishment, Oral Sex

Male Models

Owen Gray

The Upper Floor @ Kink.com
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Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 01)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 02)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 03)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 04)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 05)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 06)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 07)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 08)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 09)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 10)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 11)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 12)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 13)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 14)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 15)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 16)
Holly Heart - Anal MILF Training Holly Heart Day 3 (Thumb 17)
The Upper Floor @ Kink.com
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Jessie Cox - House Supper and Slave Initiation

Jessie Cox - Upper Floor

24th November - Hot sex slave initiated in a sexual rite of passage
Holly Heart - Blonde Hard Bodied Bombshell

Holly Heart - Device Bondage

28th January - Tits, ass, tight pussy; Holly has it all. This hottie gets destroyed one device at a time and takes everything I throw at her and cums hard
Isis Love - Elbows bound, knees on hard wood, nipple suction, neck rope, breath play, face fucking, made to cum!

Isis Love - Hog Tied

13th February - Part 2/4 of Dec. live show with Holly heart: Elbows bound, knees on hard wood, nipple suction, neck rope, breath play, face fucking, & made to cum!!
The Upper Floor @ Kink.com

Krissy Lynn - SUMMER VENGEANCE ROUND 1 ACTION Ranked 9TH VS 10TH

Krissy Lynn - Ultimate Surrender

25th June - Two muscled blonds fight it out on a wrestling mat to see who fucks the other! NON-Scripted real wrestling action!
Holly Heart - One Tough Bitch: Holly Heart and Maestro

Holly Heart - Hog Tied

30th March - Big-titted blond Holly Heart rope-bound and fucked in mouth and ass.
Holly Heart - Anal MILF trains Young Maid to worship cock

Holly Heart - Upper Floor

18th March - Kasey Warner has been a sexy and clumsy maid since her start on The Upper Floor. It has been decided she makes a better fuck slave than a maid. Our most elegant nympho MILF Holly Heart joins the House to train this flexible young slave to crawl on the ground, beg, lick, drool, and worship the cock with her tight pussy. Holly is no stranger to desperation and spends the better part of the day begging in humiliation for her orgasms as we put zippers on her huge tits and single tail her tender soles. The young miss is allowed to ride on Holly's face as she takes it all in and prepares for her turn. Her final test sees Kasey crawling across the floor, degrading herself begging to have her mouth fucked and her pussy destroyed. Once she has earned her way onto the cock she gives us what be the longest for enthusiastic reverse cowgirl ride this floor has ever seen. By the end she is screaming and cumming uncontrollably with her pretty eyes rolled back in her head. Looks like our tight bodies MILF slave has earned herself an anal reward, which she takes while the horny brunch guests fuck all around her and cheer her on as she gets pounded into submission. ...Read More
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Holly Heart in Naughty Office

Holly Heart - Naughty Office

3rd November - Holly Heart keeps having to talk to an employee about his attire. He never seems to be wearing the proper work attire. Holly has had it with his lack of respect for the dress code so she decides that if he's not going to wear the right thing then he's not wearing anything at all. She has him strip down. She's amazed by his cock once she see's it so instead of punishing him she has him fuck her hard. ...Read More
Holly Heart - Cuckold Sessions

Holly Heart - Cuckold Sessions

5th May - Who wouldn't want to be Holly Heart's cuckold? Just take a long look at her! Those beautiful, long legs. Her incredible ass. Those firm, round tits. And her pure blonde hair! What's it take to land Holly as your wife? Well, a lot of money, to start. If you had the chance to be Holly's man, you'll have to allow her to go out on weekends to be serviced by big, black bulls. If she wants to go to an adult bookstore to see what kind of trouble she can get in to, you better go with. You know she's going to find trouble, and you'll want to watch. When it's all said and done, you'll clean her up, too...because you can't allow your beautiful wife to walk out of that adult bookstore sticky with another man's cum. ...Read More
Holly Heart - Mommy's Back! 02

Holly Heart - Mommy's Back! 02

17th June - Thirty-three-year-old mom Holly Heart has a secret craving for some rough anal treatment. This leggy blonde uses her session with personal trainer Bradley Remington to satisfy her need for hard cock! After some exercises, Holly gets down to the real workout, swallowing Bradley's big dick in a wet, gagging, deep-throat blow job, and getting her juicy pussy and taut ass railed deeply. Mascara running, she eagerly sucks his boner ass-to-mouth, and Holly opens wide for a messy sperm facial. ...Read More
The Upper Floor @ Kink.com

Holly Heart - The Meeting

Holly Heart - Big Tits at Work

30th November - Holly Heart and Ramon may be stuck in a boring office all day long but that doesn't mean they can't run off for a quick fuck session on company time every now and then. Even during important quarterly meetings, these two just can't keep their hands off each other. These two fuck nuts don't give a shit who's in the room, they'll sneak a frenzied fuck right in front of their boss! ...Read More
Samantha Rone - Prom Night Pointers

Samantha Rone - Prom Night Pointers

16th May - It's prom night and Samantha Rone is ecstatic for the evening! She goes shopping for the perfect dress in anticipation she will be the prom queen. Samantha is on the phone with a friend concerned about her boyfriend, who may want to try anal sex again, but she's indecisive for such an intense sexual experience. Meanwhile, Holly Heart, Samantha's step mom is on the phone with a friend venting about how Samantha is a difficult daughter and is always getting into trouble at school.Samantha blasts the music in her room as she prepares for the prom. Annoyed with the music, Holly walks upstairs to confront her step daughter, but stops as she notices Samantha fantasizes about telling her boyfriend she will let him do anal on her tonight. Well this is not going to work for Holly as she storms into the room and stops everything. Holly wants to know what's going on in Samantha's head. Samantha thinks Holly doesn't care about her because they never speak anymore. Samantha says she's trying anal with her boyfriend so she doesn't get pregnant from what Samantha's heard. Holly is baffled with these allegations and demands to know about a lesbian video she found which Samantha admitted to watching. Samantha wants to learn more about lesbian sex, and Holly, feeling like she has no other choice will do anything to prove to Samantha she loves her very much.Samantha eats her mothers pussy out and wastes no time sticking two fingers inside her beautiful shaved pussy. They position themselves in 69, licking every part of their pussies. Samantha is showing her excellent licking skills as her mom is begging for her to eat her out until she cums. Samantha makes her mother cum over and over again as Holly is screaming with pleasure. She demands that Samantha lean against her as she fingers her with intensity. Soon enough, Holly teaches Samantha a thing or two about what it's like to perform anal sex. Holly spreads Samantha's pretty like anal hole, rubbing her little clit and opens her asshole. Samantha pleads that Holly will be gentle. She sticks her finger in Samantha's little ass spreading and slapping it. Samantha is now begging that she is mommies favorite. Holly makes Samantha promise to stop doing naughty things at school in return for being her favorite daughter ever! ...Read More
Holly Heart and Seth Gamble in My Friends Hot Mom

Holly Heart - My Friends Hot Mom

3rd September - Holly Heart is one hot busty milf. She invites her son's friend over to thank him for helping her son out with his basketball game. She shows her thanks by showing off her ball handling skills, handling his balls with her mouth. She also handles his cock in her wet pussy before letting her son's friend squirt all over her face. ...Read More