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Prep School Punishments. Here’s a spanking video beyond compare for beauty, wit, severity and charm. If you love Eve Howard’s Shadow Lane stories you’ll surely agree that this is the…

Whipped Ass – The Good Slave & The Filthy Slut: Gia DiMarco Dominates Them Both!. Chloe Cherry is in her favorite place, in the dungeon with her mistress Gia DiMarco….

Hailey’s Therapy Spanking. Hailey Ashton (from ‘The Spanking that Changed Her Life’) couldn’t have been happier (along with the rest of the neighborhood) when a new day spa opened around…

Attitude Adjustment 4 – Riley Jane. The Attitude Adjustment Series is all about hard spanking without a story or a script, it’s just pure punishment on a bare bottom until…

Proxy’s Anal Extremes. Provocative, fun loving pornographer Proxy Paige enjoys putting beautiful, crazy performers in freaky fucking sex shindigs. She compiles half-a-dozen outrageous backdoor spectacles in Proxy’s Anal Extremes. Strapped,…

Blow Up That Ass. Fasten your seatbelts as today on SimplyAnal we have some fantastic lesbian anal sex featuring the gorgeous Jessica Bell and newcomer, Nubie. Jessica is masturbating on…

Charlie Chaos & Marz – Kitchen Works. Charlie Chaos is waiting for her plumber to arrive to fix her broken sink. She thinks her pipes need some extra attention, they…

Anal Squirting. Whether you like anal or squirting, Charlie has you covered with this over two hour long compilation of her hottest Anal Squirting scenes. Strap in while you watch…

Orgy! Everything from Fist to Blast!. Nataly and Isabela are mesmerizing, raven-haired, transsexual knock-outs, with delicious dicks, and Isabela has small, natural breasts, plus, their foxy, blonde, pal, Barbara, is…

Dom Lesbian Kel Aguiar Likes Taking Charge. Safira Mel is a submissive woman and she needs a good strong lesbian to boss her around. Kel Aguiar is great for that,…

3 Stunden Deutsche Bratzen. Eisbein Kim, 33, a fat old woman with an impressive bust, lets mechanic Marc fuck her over the head in the middle of the forest. Angie,…

Hausfrauen Party. The big-titted Christiane, 55, invited her friends Ute, 51, Ella, 38, Nicole, 35 and Nikki, 37 to the party. Consultant Diana comes to present the latest dildos and…

Mistress Trisha – Punishing My Slave. I had lost a set of anal beads and I had it on good authority one of my slaves has stolen them so I…

Nylon Pur 2. Imaginatively strapped on and wet between her thighs, the busty nylon girl Roxy shamelessly gives herself to her lover at dusk and indulges in her fetish without…

Kellerspiele. A creepy cellar man meets the horny Kinky Roxy in his underground premises and plays with her. A perverse basement pig lives his whip fetish and is milked orally….

Groovy Punishment. Sometimes a punishment has to be given and it was no different in the 1970’s. A girl was known to run wild at times and sometimes a step-daddy…

Sting…On The Ass!. Sometimes a girl does what she has to do to make a living,…and sometimes the law gets in the way. In this situation a young woman makes…

The Glorious Spanking Hole. Two sisters go on a wild adventure seeking out a rumored and mysterious hole,….a Glorious Spanking Hole. On the other side of the coin, their Step-Daddy…

Everything Butt – College Girls Lose Their Anal Virginity to Experienced Woman. Chloe Cherry and Jane Wilde are just two adorably cute college freshman. They love to sneak off and…

American Spanking Classics #11 – Maid Service & For Services Rendered. In “For Services Rendered” Jackie made the mistake of cheating on her husband and letting he best friend, Julie…

Goddess Sunny Leone Pantyhose #2. Sunny Leone “Goddess” Pantyhose #2. 63 Minutes. WOW are we Lucky or What! All Wolford Pantyhose Scenes! POV. & Under the Sun Action! Lots of…

XXX Ebony Webgirls 3. Here’s some more ebony fun for those of you who love it! This time it’s Kathy fucking Victoria with the strap on in an interracial lesbian…

Rich Little Bitches. Gia and Regency are totally amused at the thought of being sent to a disciplinarian school. What could their parents be thinking? As college age girls they…

Bella E Possibile. When it cums to unleashing the sexual tension no mission is impossible for “Bella E Possible!” the goddess of every man’s wet dreams is back…and she’s ready…

Your Neighbors Nextdoor. Who knew your neighbors were so horny?? These girls only get wild in their own homes and only GM’s cameras were allowed in! One hot blonde teases…

A Spanking Reminder: One Year Later. A girl should really keep up on her spanking punishments. Case in point, Crystal Waters had her first real spanking a full year before…

Bella Rossi vs Dee Williams. Welcome to the “Queen of the Mats” Summer Series Tournament on Ultimate Surrender. We have 13 of This season’s finest veterans and Rookies in a…

Emilianna Jerk Off Encouragement Pantyhose. Emilianna, an Italian vixen does her first time ever video shoot and wants to tease a gallon of come out of you! She lifts her…

Divine Bitches – Mommy’s Little Pervert Gets Punished. Pervy Corbin Dallas is jerking off furiously when his stepmom Julia Ann walks in on him. She’s compelled to punish him, so…

The Regression Sessions 1 – Isabella. Isabella Dollish is becoming known for being able to take a rather good spanking, in fact,… corporal punishment does seem to have benefits for…

I Should Have Done My Homework. It’s always best for a girl just get her homework done on time. It’s really bad though when she gets so far behind on…

Stealing Candy. Sienna has made a terrible mistake, and her bare cheeks are going to pay for it! You see, Sienna went out Trick or Treating the night before when…

Like A Virgin. Shy Sky is in deep trouble! As this video starts she’s positioned over the arm at the end of the couch. Her Step-Dad is grilling her about…

Spankings Are For Discipline. Imagine that girl who walks in her room and immediately she is ordered by her Step-Father to bend over. And imagine her surprise when he pulls…

The Spanking Confession Of Caroline Adams Part 2. In “The Confession of Caroline Adams”, Caroline (Shy Sky) decided to meet up with a former teacher (Mr. Zuckerberg) at her five…

The Spanking Punishment Of Lynn Casey. Lynn Casey is often known to get nice girl spankings. She’s bubbly, fun, and always full of energy. Unfortunately though on this occasion, Lynn…

The Spanking Punishment Of Jade. This is the first spanking punishment for Jade on camera. She’s sweet yet tough, and even she knows that a good spanking every once in…

Under My Roof. In the follow up to “Growing Pains”, “Under My Roof” clues us into the fact that after spanking her, JK Howling’s step-brother still told her Step-Father that…

Whipped Ass – Roommate’s Revenge: Kira Noir And Lilith Luxe Lesbian Switching. Kira Noir is studying hard for an upcoming university exam, while her roommate and popular cam-girl Lilith Luxe…

I’ll Take Care of You. Penelope Kay had never worn a strap on, and neither she nor Teeny Steele had ever used a double-ended dildobut that all changed today! After…