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Big Tit MILF Bondage Predicaments - Gorgeous big tit blonde Holly Heart is BACK as a hot fucking MILF! Recorded during our last live show, Holly Heart takes requests from viewers and fulfills them all throughout the shoot.

Super tight crotch-rope predicament puts our MILF.. Category: Bondage

The Training of a Domestic MILF, Day 3 - When The Training Of O website trains a domestic MILF, they teaches her all the domestic details of cock service Category: MaleDom

Busty MILF in trouble - The bondage model Penny Barber is well known for two items: her gigantic beautiful tits and her big mouth The secret is that Penny does like to submit, but first one has to beat her beyond words. Luckily she comes to Hogtied asking for some marks.. Category: Bondage

Compliance, pt.1 - Having a hot, blonde MILF on set is always fun. Cherie DeVille is our favorite when it comes to that category. Her tits are the perfect size for pinching, fondling, or just standing out as targets for the whip. Her ass is equally pleasing. It's a.. Category: Bondage

MILF Tears - Simone Sonay is a busty, fit and toned MILF that loves the the dick. She craves it. Too bad for her today is not about the dick. Today is about putting this cougar through the Infernalrestraints experience. It isn't going to be easy for her, Simone.. Category: Torture

Busty Soccer Mom Gets Molested - We get our hands on super cute soccer mom Winnie Ryder for HogTied! Bust blonde MILF gets gagged, stripped, tied down and violated. Clamped pussy lips, mousetraps on the tits, hogtied suspension and relentless pussy pounding with thick dildos and.. Category: Bondage

Anal Interview - Simone Sonay is one of the sexiest and kinkiest Milf's working for Kink.com. We paired her up with the gorgeous and skillfull domme Francesca Le and got a very filthy and sexual outcome. Simone is so eager to please as she gets spanked, licks ass.. Category: Fetish

Bondage MILF of the Year! - Watch gorgeous MILF bondage model India Summer in the tightest, most inescapable orgasms on the web! Category: Bondage

The Training of a Nympho Anal MILF, Day 1 - Nymphomanic MILF Veronica Avluv is trained to be a domestic cock service slut! Category: MaleDom

Foot obsessed stepmom MILF - Darling is relaxing with a martini after work. Her husband is late at the office again. Thats ok, her step daughter Emma Haize is around to entertain her! Darling instructs her to taste her tantalizing toes and sniff her hard working sweat covered.. Category: Fetish

Domestic Anal MILF Training - Anal MILF Syren de Mer is trained in domestic cock service. First she is challenged to endure a simple stress position to earn her training collar. Hard face fucking while warming up her ass for reverse anal fucking. Category: MaleDom

Physical Trainer Worships Sweaty MILF Feet! - A hot and sweaty physical training session turns sexy when smokin' MILF Angel Allwood seduces her foot pervert trainer with her size six peds. Cilff sniffs Angel's ripe shoes and socks then licks the fresh exercise sweat from between her toes and.. Category: FemDom

Principles of Servitude, Day 3 - MILF Slave Training: India Summer has the most rockin body, especially when it is tied up and getting fucked hard in the ass. But first she has to learn her lesson: a terrible predicament bondage session that teaches her the Principle of Obedience. Category: MaleDom

The Training of a Nympho Anal MILF, Day 2 - Veronica Avluv is a nymphomaniac anal loving squirting orgasm MILF slut. When put in a practical domestic setting, her pussy starts to twitch and her asshole dilates in anticipation of hard cock. Beautiful pouting lips wrap around thick cock as.. Category: MaleDom

A Nympho Anal MILF, Day 3 - Our little Nympho MILF Veronica Avluv is learning a little about grace under pressure on her journey through the Training of O. She is also getting fucked in the ass allot. In this installment, Veronica Avluv is taken back to the dungeon where she.. Category: MaleDom

Principles of Servitude - The MILF is the most difficult subject to train because they have more shit to undo than other subjects. This also makes them the more interesting and challenging. Case in point, Miss India Summer, aka MILF of the Year. The lady is special, but.. Category: MaleDom

Two FEMDOM MILFs destroy 21 year old slaveboy - Mistress Francesca Le and Goddess Nicki Hunter join forces and devour 21 year old Tyler Alexander! He's strung up from his wrists, teased, tortured, poked, prodded, whipped, CBT'ed and humiliated. Tyler is strap-on ass banged by both sexy MILFs and.. Category: FemDom

Forbidden Cougar Foot Fetish - While her husband is hard at work Julia Ann, everyone's favorite MILF house wife, is home working hard too but baking adorable little cupcakes isn't her only talent. Julia Ann happens to have the most beautiful tootsie pop toes with an arch to die.. Category: Fetish

TIED WIDE OPEN for DOUBLE PENETRATION - Big Ass Blonde MILF Mellanie Monroe brings her beautiful curves to HogTied for us to Tie her Wide Open. Her big ass is cleaved with rope to expose all her holes for us to torture and fuck. Category: Bondage

A New Melody - Being disrespectful toward the music is a unforgivable sin in the eyes of the sexy music instructor, Tera Bond. When her two bratty teenager students, Candy and Vanda apparently don't give a damn about the piano lesson, the hot MILF loses her.. Category: FemDom

Anal MILF Training, Day 3 - Slave wannabe Holly Heart is shaping up to be quite the little anal slut. This MILF doesn't disappoint, she's done her homework and she's learning the House Rules. Still she needs some work, a cattle prod or two to the pussy will keep her in line.. Category: MaleDom

Domestic Anal MILF Training, Day 2 - Big Beautiful Tits, Fabulous round ass and a pussy that won't quit fucking - Syren de Mer is nearly the perfect MILF. Our day one assessment has identified strengths and weaknesses in her skill set, and here on day two the work begins to make.. Category: MaleDom

Big Tit MILF Faces Her Fears to Get Dick - Shay Fox is terrified of small spaces but wants to face down her fears on Training of O. So we put her in tight bondage, bolt her head into a box, then put her into another box and screw the lid on. Her pussy is vibrated the whole time and she is.. Category: MaleDom

3 Legendary MILF Superstars and the Pizza Boy - Who doesn't like the classic scenario from porn's golden era of three hot women seducing the pizza boy? However, this kinky story has a twist, everyone is foot obsessed! Three legendary MILFs, Francesca Le, Tanya Tate and Veronica Avluv enjoy a.. Category: Fetish

Hot MILF, Tight Bondage, Mind Blowing Orgasms - Hard bodied, MILF slave Penny Barber shows up to be punished and have her pain and pleasure controlled by The Pope. She is quick to try and escape to her happy sub-space hiding place, but he snaps her back to reality with brutal torment. Her pussy.. Category: MaleDom

Nympho Anal MILF Double Penetration Squirt Fest - Please welcome the fabulous and sexy Veronica Avluv to HogTied! Veronica is a Nympho Anal MILF that loves hard, squirting orgasms in tight bondage. Limb stretching bondage positions expose all of her hungry holes for hard double penetration and.. Category: Bondage

The Anal Training of a Domestic MILF, Final - Our sexy MILF slut has been training for three days to be the best domestic slut she can be. She wants to please, she wants to serve and she certainly has a voracious appetite for cock.

I start by having her polish the anal toys while.. Category: MaleDom

Foot obsessed stepmom MILF - Darling is relaxing with a martini after work. Her husband is late at the office again. Thats ok, her step daughter Emma Haize is around to entertain her! Darling instructs her to taste her tantalizing toes and sniff her hard working sweat covered.. Category: Fetish

Busty MILF in trouble - The bondage model Penny Barber is well known for two items: her gigantic beautiful tits and her big mouth The secret is that Penny does like to submit, but first one has to beat her beyond words. Luckily she comes to Hogtied asking for some marks.. Category: Bondage

The Principles of Anal Servitude, Final Day - India Summer becomes an Anal MILF Slave when she graduates from the Training of O. MILF of the year endures pain, discipline and physically grueling sex positions on her four day journey through our slave training program. Today's finale emphasizes.. Category: MaleDom

The Training of a Nympho Anal MILF, Last Day - Veronica Avluv is set to graduate slave training but must first prove her worth in the domestic setting. Her Housekeeping may not be up to par, but she sure fucks like a slave using all her slutty holes to get the job done. Avluv is put into.. Category: MaleDom

Principles of Servitude - The MILF is the most difficult subject to train because they have more shit to undo than other subjects. This also makes them the more interesting and challenging. Case in point, Miss India Summer, aka MILF of the Year. The lady is special, but.. Category: MaleDom

Domestic Anal MILF Training - Anal MILF Syren de Mer is trained in domestic cock service. First she is challenged to endure a simple stress position to earn her training collar. Hard face fucking while warming up her ass for reverse anal fucking. Category: MaleDom

Domestic Anal MILF Training, Day 2 - Big Beautiful Tits, Fabulous round ass and a pussy that won't quit fucking - Syren de Mer is nearly the perfect MILF. Our day one assessment has identified strengths and weaknesses in her skill set, and here on day two the work begins to make.. Category: MaleDom

TIED WIDE OPEN for DOUBLE PENETRATION - Big Ass Blonde MILF Mellanie Monroe brings her beautiful curves to HogTied for us to Tie her Wide Open. Her big ass is cleaved with rope to expose all her holes for us to torture and fuck. Category: Bondage

Compliance, pt.1 - Having a hot, blonde MILF on set is always fun. Cherie DeVille is our favorite when it comes to that category. Her tits are the perfect size for pinching, fondling, or just standing out as targets for the whip. Her ass is equally pleasing. It's a.. Category: Bondage

Hot MILF, Tight Bondage, Mind Blowing Orgasms - Hard bodied, MILF slave Penny Barber shows up to be punished and have her pain and pleasure controlled by The Pope. She is quick to try and escape to her happy sub-space hiding place, but he snaps her back to reality with brutal torment. Her pussy.. Category: Spanking

The Training of a Nympho Anal MILF, Day 1 - Nymphomanic MILF Veronica Avluv is trained to be a domestic cock service slut! Category: MaleDom

Physical Trainer Worships Sweaty MILF Feet! - A hot and sweaty physical training session turns sexy when smokin' MILF Angel Allwood seduces her foot pervert trainer with her size six peds. Cilff sniffs Angel's ripe shoes and socks then licks the fresh exercise sweat from between her toes and.. Category: Fetish

The Anal Training of a Domestic MILF, Final - Our sexy MILF slut has been training for three days to be the best domestic slut she can be. She wants to please, she wants to serve and she certainly has a voracious appetite for cock.

I start by having her polish the anal toys while.. Category: MaleDom

The Training of a Domestic MILF, Day 3 - When The Training Of O website trains a domestic MILF, they teaches her all the domestic details of cock service Category: MaleDom

Principles of Servitude, Day 2 - Gorgeous, horny MILF of the Year India Summer is put into a domestic setting and taken down a notch on her journey to learn her Principles of Servitude. Hard discipline, painful predicament bondage, hard anal and pussy fucking, face fucking all.. Category: MaleDom

Anal Interview - Simone Sonay is one of the sexiest and kinkiest Milf's working for Kink.com. We paired her up with the gorgeous and skillfull domme Francesca Le and got a very filthy and sexual outcome. Simone is so eager to please as she gets spanked, licks ass.. Category: Fetish

Big Tit MILF Bondage Predicaments - Gorgeous big tit blonde Holly Heart is BACK as a hot fucking MILF! Recorded during our last live show, Holly Heart takes requests from viewers and fulfills them all throughout the shoot.

Super tight crotch-rope predicament puts our MILF.. Category: Bondage

Brat Training - It's funny that Penny Barber thinks she is hot shit. She calls herself a MILF and prides herself on being a bratty little cunt that never breaks. She loves bondage. She loves discipline. She can't get enough of either, so most doms don't have what.. Category: Torture

Anal MILF Training Holly Heart, Day 2 - Miss Holly Heart thinks she has this on in the bag till I have my gimp fuck her in the ass while I beat the shit out of her feet with a a cane. Then, she remembers the rules. Tsk, little MILF, I expect so much more from you than the others. Don't.. Category: MaleDom

Brat Training: No Really, It‘s Not About You - One working over was not enough for this greedy MILF. Penny Barber is legendary for how mouthy she is. This brat needs breaking but always bounces back twice as bratty as before. Jack Hammer decorated Penny with bruises and strict restraint for.. Category: FemDom

Forbidden Cougar Foot Fetish - While her husband is hard at work Julia Ann, everyone's favorite MILF house wife, is home working hard too but baking adorable little cupcakes isn't her only talent. Julia Ann happens to have the most beautiful tootsie pop toes with an arch to die.. Category: Fetish

ULTIMATE MILF Femdom - Simone Sonay has arrived to Divine Bitches and she is fierce!!!! Bow down to Mrs. S, boys and be sure not to leave any drool on her perfect petite toes. Mrs. S means business and she's here to teach all you bad boys just how bad you've been! Watch.. Category: FemDom

Nympho Anal MILF Double Penetration Squirt Fest - Please welcome the fabulous and sexy Veronica Avluv to HogTied! Veronica is a Nympho Anal MILF that loves hard, squirting orgasms in tight bondage. Limb stretching bondage positions expose all of her hungry holes for hard double penetration and.. Category: Bondage

Two FEMDOM MILFs destroy 21 year old slaveboy - Mistress Francesca Le and Goddess Nicki Hunter join forces and devour 21 year old Tyler Alexander! He's strung up from his wrists, teased, tortured, poked, prodded, whipped, CBT'ed and humiliated. Tyler is strap-on ass banged by both sexy MILFs and.. Category: FemDom

Anal MILF Training, Day 3 - Slave wannabe Holly Heart is shaping up to be quite the little anal slut. This MILF doesn't disappoint, she's done her homework and she's learning the House Rules. Still she needs some work, a cattle prod or two to the pussy will keep her in line.. Category: MaleDom

Principles of Servitude, Day 3 - MILF Slave Training: India Summer has the most rockin body, especially when it is tied up and getting fucked hard in the ass. But first she has to learn her lesson: a terrible predicament bondage session that teaches her the Principle of Obedience. Category: MaleDom

Anal MILF Earns Her Final Marks - Hardcore Anal MILF Syren de Mer learns to process pain while getting fucked hard in the ass. Huge toys stretch the submissive MILF's tight asshole, and hard nipple clamps twist her nipples painfully as the huge cock pumps her plump, round ass... Category: MaleDom

A New Melody - Being disrespectful toward the music is a unforgivable sin in the eyes of the sexy music instructor, Tera Bond. When her two bratty teenager students, Candy and Vanda apparently don't give a damn about the piano lesson, the hot MILF loses her.. Category: FemDom

MILF Tears - Simone Sonay is a busty, fit and toned MILF that loves the the dick. She craves it. Too bad for her today is not about the dick. Today is about putting this cougar through the Infernalrestraints experience. It isn't going to be easy for her, Simone.. Category: Bondage

The Training of a Nympho Anal MILF, Day 2 - Veronica Avluv is a nymphomaniac anal loving squirting orgasm MILF slut. When put in a practical domestic setting, her pussy starts to twitch and her asshole dilates in anticipation of hard cock. Beautiful pouting lips wrap around thick cock as.. Category: MaleDom

Big Tit MILF Faces Her Fears to Get Dick - Shay Fox is terrified of small spaces but wants to face down her fears on Training of O. So we put her in tight bondage, bolt her head into a box, then put her into another box and screw the lid on. Her pussy is vibrated the whole time and she is.. Category: MaleDom

Bondage MILF of the Year! - Watch gorgeous MILF bondage model India Summer in the tightest, most inescapable orgasms on the web! Category: Bondage

3 Legendary MILF Superstars and the Pizza Boy - Who doesn't like the classic scenario from porn's golden era of three hot women seducing the pizza boy? However, this kinky story has a twist, everyone is foot obsessed! Three legendary MILFs, Francesca Le, Tanya Tate and Veronica Avluv enjoy a.. Category: Fetish

Peggy Hill pegging her man - Sexy MILF from King of the Hill loves being dominant and submissive Category: BDSM Art

Pain-loving MILF - Pain-loving MILF Annie Hughes from Iron Giant Category: BDSM Art

Sexy MILF Milked and Fucked - Sexy MILF is humiliated, ass fucked and milked from her lactating breasts, while being bound and tormented. Category: MaleDom

Ava Devine Wants It BAD - Hot, horny MILF Ava wants it so bad she is willing to do anything Claire wants to get off. Using this to her advantage Claire has a kissing game with Ava in scene one. The cum hungry whore is bound in strappado with her tits bound to her knees and.. Category: Bondage