Kimber Woods,Kristen Scott in Digital Playground - Sir Keiran's School of Anal Training Part 1

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Digital Playground scene description

Kimber has just been accepted to the prestigious Sir Keiran's School of Anal Training, but she shows up late for her first day, and gets punished by Sir Keiran himself for her disobedience.

Digital Playground scene tags

Anal, Ass Worship, Rough Sex, School Fantasies, Uniform, Ass Licking, Ass To Mouth, Blowjob, Blowjob (Double), Blowjob (Pov), Deep Throat, Face Fuck, Gagging, Hair Pulling, Pussy Fingering, Pussy Licking, Spanking, Cowgirl, Doggystyle (Standing), Missionary, Reverse Cowgirl (Pov), Side Fuck, Dildo, Sex Toys, Ffm, Sex, Threesome, Handjob, Kinky, Rimjob, Indoors, Office, School, Romantic Comedy

Male Models

Keiran Lee

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Kristen Scott - Dancing Too Far

Kristen Scott - Dancing Too Far

5th January - Kristen Scott is outside enjoying the fresh air and picking oranges for some morning juice. When she spots Lana Rhoades inside dancing her heart out, she can't help but want to join her. She runs inside and surprises Lana. When she asks her if she was watching her dance, Lana Rhoades tells her that she did and wants to join in on the fun. The girls dance freely for a couple of moments till they stop, breathing heavily trying to catch their breath. They look at each other and giggle and then noticing the chemistry, it only takes a moment of hesitation before their lips lock in an embrace. It seems that something has been building between them for months. Lana says that she doesn't want to ruin the friendship. Kristen states that they could add to it and make it better. Before her sentence is done, Lana starts kissing her passionately and they move location from the doorway to the living room couch. They smile and kiss and laugh and kiss. Kristen kisses her neck as she lifts her shirt to see her perfect tit popping out. She licks her nipple as Lana moans excited at the prospect of what's to come. Sucking her nipples, she teases her with her tongue, licking them in a circular motion. It's Kristen's turn now as Lana removes her shirt to get a taste of her tits. They undress slowly, savoring each moment as they lose themselves in each other's pussies! ...Read More
Kimber Woods - Highway Home Scene 4

Kimber Woods - Highway Home Scene 4

20th June - After a harrowing altercation between her stepfather and stepbrother, Lily leaves home on a search to find her true self. Five years later and missing her mother, Lily decides to travel home. Along the way, she meets a couple of troublemaking travelers who will fuck anyone to get what they want, including each other. ...Read More
Ella Nova - My Brother's Girlfriend Scene 4

Ella Nova - My Brother's Girlfriend Scene 4

12th June - Temptation, Desire and Taboos are explored in this sexually-charged feature from Wicked Pictures and Director Jonathan Morgan. While it might be ok for a sister to have an innocent crush on her brother's girlfriend … the question is asked, 'is it OK to act on those urges' With a stellar cast and undeniable sexual chemistry, My Brother's Girlfriend will leave you fantasizing about your own 'forbidden fruit!' ...Read More

Ariella Ferrera - Washing Away My Step-Daughter's Sins

Ariella Ferrera - Washing Away My Step-Daughter's Sins

8th April - Teen Kristen Scott is grateful her step mother Ariella Ferrera brought her along to Las Vegas. Kristen wants to go party at the clubs, but Ariella prefers taking her on more cultural outings. Kristen's hell bent on having fun and sneaks out that night anyway. Ariella waits up and busts her for disobeying when she tries to sneak back in. She's quite displeased about the amount of makeup and body glitter she's wearing and insists on washing it off.Mommy Ariella runs a bath and freaks when she sees Kristen isn't wearing panties under her short lavender dress. And she's not exactly thrilled to see her nipple rings. She puts the teen in the bath and removes the cosmetics with a washcloth.When Kristen gets upset defending her teen behaviour, Ariella relents. She's feeling chilly and wants to get in the bath too. She takes off her satin robe revealing her huge tits and joins the teen in the tub. It feels a little weird for Kristen, laying back in her step mother's arms, both of them naked in the water. But Ariella puts her at ease and starts up a heart to heart conversation. She gets Kristen to open up about whatever she's going through as teen, like her sexuality.Ever so gently she washes her body with the washcloth, and touches her in between her legs. Moments later, Kristen pulls away, uncomfortable with what's happening. She gets up and sits on the edge of the tub, but Ariella charms her way back there, dabbing her pussy softly with the cloth before moving in close to lick it. Soon enough, Ariella's massaging Kristen's butthole, while Kristen begs the MILF to keep sucking on her pussy. After Kristen cums in her mouth, she reciprocates the favor to her mother. After all, that stubborn glitter was hard to come off! ...Read More
Kristen Scott - The Breast Exam

Kristen Scott - The Breast Exam

11th August - Olivia Austin is in the shower getting ready to go to work. She notices a lump in her breast and calls her stepdaughter, Kristen Scott, in the room for a second opinion. Kristen walks in the room to find Olivia standing there completely naked and asks her why she's not dressed. Olivia tells her that she may have found something in her breast and needs Kristen to have a look. Kristen doesn't want to touch her stepmom's boobs, but Olivia insists as she grabs Kristen's hands and puts them on her tits. Kristen asks her why she doesn't just go see a doctor. Olivia doesn't want to waste her day in a waiting room and if she could just check for her it would save her a lot of time. Kristen acquiesces and checks thoroughly but Olivia isn't satisfied with her stepdaughter's examination skills. She's pretty sure she could be more thorough. She asks her to have a closer look and shoves her head right on her tits. Kristen tries to talk her way out of it, but Olivia insists as she pulls Kristen closer, making her suck on her nipples. Olivia is satisfied with Kristen's examination but adds that she needs help with something else that's been worrying her. Olivia sits down on the bed and takes Kristen's hands and puts them in her pussy. Kristen is really uncomfortable, but Olivia insists she needs the help and after all, they're not related. Kristen plays with her pussy and before she knows it, she's making out with her stepmom and enjoying every moment of it. ...Read More
Kimber Woods - Extreme DP

Kimber Woods - HardX

9th December - Kimber Woods goes super hard in this latest DP extravaganza. Watch as this big booty babe flaunts her bodacious backside in a poolside tease before heading inside for an explosive double penetration. Kimber performs in multiple DP positions, egging the boys on for more, at one point exclaiming, 'I can't stop cumming, I can't stop cumming!' Do not miss this latest Hard X release. ...Read More
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Kristen Scott - Anal Maniac

Kristen Scott - Anal Maniac

27th June - Kristen Scott gets the Anal Treatment from Mike Adriano! Horny hottie Kristen Scott is in her red lace devil costume and is ready to be a bad girl. She shows off her tight body and teases Mike with her stunning curves before Kristen sheds her clothes and plays with her perfect pussy. Kristen lays back with her legs spread as Mike eagerly munches on her muffin and licks her asshole. Mike pulls out his cock and Kristen drops right to her knees to suck and stroke that big dick, making sure to pay special attention to Mike's ass too. Now that they're both all all worked up, Kristen lays back again as Mike fills her ass with lube then slides his massive cock into her tight little backdoor. Mike pounds that tight hole hard and, with help from the gape gloves, shows off Kristen's amazing gaping skills. ...Read More
Kimber Woods - Shicoksu Massage

Kimber Woods - Dirty Masseur

8th June - After a stint at an extra hands-on massage retreat, dirty masseuse Johnny has a few new tantalizing tricks up his sleeve. Though he's a little hesitant to try them out for the very first time on his favorite customer, Kimber, she absolutely insists on being immersed in this new world of pleasure. She closes her eyes and relaxes as Johnny pulls out the most controversial (and potentially messy) new technique of the bunch – a soothing face massage with his big, hard cock. ...Read More
Kristen Scott - The Big Friendly Dick

Kristen Scott - Teens Like It Big

6th June - Kristen Scott is a horny teen who has a serious craving for a big, fat cock to suck and fuck. When she brings another guy home, she's disappointed by his lack of girth and kicks him out. Kristen decides to make a wish and to her surprise, the Big Friendly Dick (Mick Blue) arrives and answers her prayers—by giving her the greatest dicking she's ever had, that is! ...Read More

Kimber Woods - Anal Assets

Kimber Woods - Sex and Submission

27th January - When bookish Moka Mora is kidnapped by a covert Russian operative, John Strong, she is made to create propaganda designed to destabilize the state. But when Moka resists, John kidnaps her cousin, Kimber Woods, and turns both girls into his Anal Assets. This update includes hard anal sex in tight bondage with two beautiful hardcore sluts, gags, flogging, electricity, sexual coercion and covert cross-domain warfare. ...Read More
Kimber Woods - Delivery Girl Gets A Huge Tip

Kimber Woods - Teens Love Money

30th December - Nothing like video games and pizza on a lazy afternoon and I was chilling at home one day trying to do just that. When the pizza got to my place I couldnt help but notice how cute and tiny Kimber Woods is! I tried real hard to try and get her to chill with me for a minute after work but when all my efforts failed I turn to the one thing I can always count on - money! Little by little, I offered Kimber a few bucks for a few naughty things until finally I had this petite teen choking on my meat and taking it deep inside her moist slit! In the end, I skeeted all over her mouth and face and sent her back to work with a face full of jizz! ...Read More
Amara Romani - Anal Play Threesomes

Amara Romani - Anal Play Threesomes

26th March - Director Mike Adriano puts two of porn's filthiest sluts in an epic anal threesome: Dirty-talking brunettes Amara Romani and Kimber Woods prove they're up to Mike's challenge. The rabid duo gives a raunchy, deep-throat double blowjob, graphically spewing gag spit throughout. As Mike sodomizes Kimber, Amara assists with rimming and ass-to-mouth fellatio. A carnival of crude anal kink features throat-wrecking head, intestinal prolapse, gape-farting and slimy oral cum swapping. The intense spectacle climaxes with both babes swallowing a portion of jism. ...Read More