Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 9)

Rilynn Rae in 'Kink' - Assessing Rilynn Rae, Day One (Training Of O)

Rilynn enters the program with an agenda. She is a sexy as fuck lady with long lean legs, beautiful natural tits and a knockout face that just screams 'Fuck Me'. And she is smart enough to know right away what she needs to learn:The Curriculum Items - The Art of Welcoming Pain. She hates the pain of the clothes pins on her skin and nipples but she begs me to train her to take the pain and get off on it. - The Squat. She is weak. The squat is central to a strong slave and a strong squat is required for the deep, hard reverse cowgirl fucking we love to see on Training of O. Rilynn is challenged to undertake a program to improve her strength and performance in this area.Intense stress positions, hard corporal punishment, deep throat fucking, hard pussy fucking and intense slave training dominate this smoking hot update.

Released : March 13, 2015
Tags : Throat fuck, Pain, Slave, Straight, Female slave, Master, Gimp, Bdsm, Bondage, Humiliation, Role play, Rope bondage, Discipline, Anal, Corporal Punishment, Oral sex
Male Models : Mr. Pete




Pictures from Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One

Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 1)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 2)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 3)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 4)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 5)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 6)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 7)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 8)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 9)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 10)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 11)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 12)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 13)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 14)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 15)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 16)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 17)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 18)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 19)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 20)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 21)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 22)
Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One (Thumbnail 23)

Video from Rilynn Rae in 'Kink' Assessing Rilynn Rae, Day One

More 'Kink' scenes from Rilynn Rae

Rilynn Rae in 'Forging a Slave'

Rilynn Rae - Forging a Slave

This is not a joke. It is for real. Just look at her face. Submissive Women come to Training of O to be challenged - physically, mentally and sexually. That's real sweat, anguish, pain and focus your seeing. There is no script, only the most scant planning. It's all about that girl, in that moment, and the stuff of which she is actually capable. Why do we push them so hard? A Slave is forged under intense pressure and heat. It Hurts. It leaves Marks. And, it instills Fortitude. Accomplishment. Self Actualization. The pinnacle of Maslov's Triangle. For those that seek to serve, there is no other way, but The Hard Way.This update features beautiful and fit Rilynn Rae really going to the wall for you here. She is bound tight into a painful squat to teach her the Four Points of a Formal Blowjob. The nipple clamps very cruel for Rilynn, and I almost feel bad for her. But she needs to feel she has earned this. So I clamp those tender little buds tight and start whipping.The reverse cowgirl is a staple because it is so hard to do. As the sweat forms, again I pin her bouncing tits with the clamps. If she can get through this, the rest will be easy. Or not.The final missionary pussy fuck is great because she is wide open for us to plunder what remains of her tattered ordinary virtue, make room to instill what really matters: Fortitude, Discipline, Accomplishment.

Rilynn Rae in 'Horny Housewife Rilynn Rae's Secret BDSM Fantasies Revealed'

Rilynn Rae - Horny Housewife Rilynn Rae's Secret BDSM Fantasies Revealed

Rilynn Rae needs a strong man that knows how to take control of her submissive BDSM fantasies. Bill knows just how to deliver. Ball gagged, blindfolded, and tied up in restrictive rope bondage, Bill Bailey delivers his hardest fuck. Corporal punishment, deep throat, and a face covered in cum. Rilynn Rae is transformed in to a submissive sex pet.

Rilynn Rae in 'A MILF and Cookies Brunch'

Rilynn Rae - A MILF and Cookies Brunch

Slutty MILF slave directs fresh faced newbie in the ways of sucking, fucking, and amusing the house guests.

Rilynn Rae in 'All Natural Beauty in Pile Driver Orgasm Overload'

Rilynn Rae - All Natural Beauty in Pile Driver Orgasm Overload

all natural beauty Rilynn Rae suspended pussy fucking, ball gags and nipple suckers, floggers, tight inescapable rope bondage, cruel pussy vibrations

Bella Rossi in 'Tag Team Fianle Team Queen has a devastating disadvantage going into the match'

Bella Rossi - Tag Team Fianle Team Queen has a devastating disadvantage going into the match

Each girl wrestles one round of extreme, intense tag team action, giving it everything she's got to help get her team the win

Rilynn Rae in 'The Audition'

Rilynn Rae - The Audition

All natural girl next door fucked and dominated in bondage.

Daisy Ducati in 'Summer Vengeance Extremely competitive Sexual Wrestling match up'

Daisy Ducati - Summer Vengeance Extremely competitive Sexual Wrestling match up

Back and forth non stop competitive sexual wrestling at it's finest. Only is Summer Vengeance can things heat up like this.

Rilynn Rae in 'The Slave Petition of Rilynn Rae'

Rilynn Rae - The Slave Petition of Rilynn Rae

Rilynn Rae and Casey Calvert petition the House to Serve Cock. Hard predicament bondage, anal fucking, live kinky threesome sex!


Lyla Storm in 'Sweet Sweet Vengeance. Rilynn Rae finally gets her rematch with Lyla Storm'

Lyla Storm - Sweet Sweet Vengeance. Rilynn Rae finally gets her rematch with Lyla Storm

Rilynn Rae finally gets the re-match she's been asking for for the last 2 years. She's been dreaming of beating Lyla Storm since 2012

Rilynn Rae in 'Loser Humiliated by the audience for SUCKING so bad'

Rilynn Rae - Loser Humiliated by the audience for SUCKING so bad

Wrestling Failure leads to a brutal public disgrace for the loser, fistings and DP's are the best way to teach a loser a lesson

Rilynn Rae in 'New Girlfriend Foot Sex'

Rilynn Rae - New Girlfriend Foot Sex

Watch as Rylinn learns to please her new boyfriend with toe sucking, foot sniffing, toe scrunching orgasms and foot job!

Bella Rossi in 'May-Hem Tag Team'

Bella Rossi - May-Hem Tag Team

Ariel and Bellaget so turned on my dominating the other wrestler that they start making out with each other and licking each other's asses.

Rilynn Rae in 'Rookie is Sexually Destroyed on the Mat. Left in a puddle of shame'

Rilynn Rae - Rookie is Sexually Destroyed on the Mat. Left in a puddle of shame

One of these Rookies proves to be sexually dominate. She forces orgasms on the mat then brutalizes her opponent in round four.

Rilynn Rae in 'Feeling the Pain'

Rilynn Rae - Feeling the Pain

Hot, tall slut, Rilynn Rae, suffers at the hands of Orlando

Rilynn Rae in 'Hot Girl Alert - The incredible Rilynn Rae fucked'

Rilynn Rae - Hot Girl Alert - The incredible Rilynn Rae fucked

Attack of the hot girl - FM is under siege by the hottest babes on the planet. Watch Rilynn Rae stretch her perfect body out and get fucked by robots.

Wenona in 'Season 11 Tag Team Prelim Syd and Rilynn Rae vs. Cheyenne and Wenona'

Wenona - Season 11 Tag Team Prelim Syd and Rilynn Rae vs. Cheyenne and Wenona

Winners brutally fuck the loser. Ride them like ponies, make them clean each other's wrestling feet and spread them wide with 8 fingers inside


Holly Heart in 'Behind the Scenes of Holly Heart vs. Rilynn Rae'

Holly Heart - Behind the Scenes of Holly Heart vs. Rilynn Rae

Real interaction between two sexual gladiators. Camera's keep rolling and the real personalities are ON

Rilynn Rae in 'The Hitman is back in Season 11 to take on the Rattler. Barefoot style'

Rilynn Rae - The Hitman is back in Season 11 to take on the Rattler. Barefoot style

Loser is Brutally fucked and tortured with tickles until she concedes that the winner is better at everything! Total Domination!

Lorelei Lee in 'Foot Fetish, Lesbian Footing, Jello and Sploshing!!!!!'

Lorelei Lee - Foot Fetish, Lesbian Footing, Jello and Sploshing!!!!!

2 sexy girls get dominated by hot blonde in a pool of jello making them worship feet and get double footed in their pussies!

Rilynn Rae in '5 foot 8 inches of hotness - The Mega Sexy Athlete, Rilynn Rae'

Rilynn Rae - 5 foot 8 inches of hotness - The Mega Sexy Athlete, Rilynn Rae

Pussy fucking a tall, lean athlete with powerful machines that make her squirt and beg for more.

Rilynn Rae in 'Virtual Sex Fantasy'

Rilynn Rae - Virtual Sex Fantasy

Rough sex and bondage for a hot pain slut!

Wenona in 'Battle of the Fitness Amazon Babes!! Wenona vs Rilynn Rae'

Wenona - Battle of the Fitness Amazon Babes!! Wenona vs Rilynn Rae

Astonishing, Crippling Battle of 2 Tall babes on the mat. One left Helplessly fingered close to orgasm

Bella Rossi in 'Round 4 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae'

Bella Rossi - Round 4 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae

Heavy strap on pussy pounding. A wrestler is thrown into a Boston Crab and fucked with a dick on a stick until she cums on the mats.

Rilynn Rae in 'Customer Service Slut'

Rilynn Rae - Customer Service Slut

Customer takes out aggression on poor service slut.


Bella Rossi in 'Round 3 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae'

Bella Rossi - Round 3 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae

Round 3 Team red is behind trying to catch up to team blue in this final round. It comes down to who wants it more and who doesn't want to get fucked!

Bella Rossi in 'Round 2 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae'

Bella Rossi - Round 2 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae

Round 2 of Team Red vs Team Blue. Bella Rossi and Darling Clash in the start of this round

Bella Rossi in 'Round 1 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae'

Bella Rossi - Round 1 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae

Round 1-Two Veterans with bitter Grudges against each other head the tag team match hoping to lead their team to victory and fuck the losers

Rilynn Rae in 'Lyla The Jaguar Storm vs Rilynn The Rattler Rae'

Rilynn Rae - Lyla The Jaguar Storm vs Rilynn The Rattler Rae

Youth and Stamina vs Experience and Determination

Rilynn Rae in 'Rilynn Dominated and Cock Trained'

Rilynn Rae - Rilynn Dominated and Cock Trained

Rilynn is trained to suck cock right and then bound into a strict hogtie by only her ankles and pantyhose with vicious electrical tape over her head.

Rilynn Rae in 'Welcome 18 year old Rilynn!'

Rilynn Rae - Welcome 18 year old Rilynn!

Rilynn is suspended in an incredible back arch position, face fucked, and tormented with hot pleasure and pain play with the vibrator and flogger.

Rilynn Rae in '18yr former All State athlete in Volleyball, Track and Bball. 1st time cumming in hardcore bondage!'

Rilynn Rae - 18yr former All State athlete in Volleyball, Track and Bball. 1st time cumming in hardcore bondage!

18yr former, All State athlete in Volleyball, Track & Basketball, bound helpless, gagged, & made to cum over and over! First time hardcore bondage!


Scenes from other sites featuring Rilynn Rae

Rilynn Rae in 'Forging a Slave'

Rilynn Rae - Forging a Slave

This is not a joke. It is for real. Just look at her face. Submissive Women come to Training of O to be challenged - physically, mentally and sexually. That's real sweat, anguish, pain and focus your seeing. There is no script, only the most scant planning. It's all about that girl, in that moment, and the stuff of which she is actually capable. Why do we push them so hard? A Slave is forged under intense pressure and heat. It Hurts. It leaves Marks. And, it instills Fortitude. Accomplishment. Self Actualization. The pinnacle of Maslov's Triangle. For those that seek to serve, there is no other way, but The Hard Way.This update features beautiful and fit Rilynn Rae really going to the wall for you here. She is bound tight into a painful squat to teach her the Four Points of a Formal Blowjob. The nipple clamps very cruel for Rilynn, and I almost feel bad for her. But she needs to feel she has earned this. So I clamp those tender little buds tight and start whipping.The reverse cowgirl is a staple because it is so hard to do. As the sweat forms, again I pin her bouncing tits with the clamps. If she can get through this, the rest will be easy. Or not.The final missionary pussy fuck is great because she is wide open for us to plunder what remains of her tattered ordinary virtue, make room to instill what really matters: Fortitude, Discipline, Accomplishment.

Rilynn Rae in 'Horny Housewife Rilynn Rae's Secret BDSM Fantasies Revealed'

Rilynn Rae - Horny Housewife Rilynn Rae's Secret BDSM Fantasies Revealed

Rilynn Rae needs a strong man that knows how to take control of her submissive BDSM fantasies. Bill knows just how to deliver. Ball gagged, blindfolded, and tied up in restrictive rope bondage, Bill Bailey delivers his hardest fuck. Corporal punishment, deep throat, and a face covered in cum. Rilynn Rae is transformed in to a submissive sex pet.

Rilynn Rae in 'A MILF and Cookies Brunch'

Rilynn Rae - A MILF and Cookies Brunch

Slutty MILF slave directs fresh faced newbie in the ways of sucking, fucking, and amusing the house guests.

Rilynn Rae in 'All Natural Beauty in Pile Driver Orgasm Overload'

Rilynn Rae - All Natural Beauty in Pile Driver Orgasm Overload

all natural beauty Rilynn Rae suspended pussy fucking, ball gags and nipple suckers, floggers, tight inescapable rope bondage, cruel pussy vibrations

Bella Rossi in 'Tag Team Fianle Team Queen has a devastating disadvantage going into the match'

Bella Rossi - Tag Team Fianle Team Queen has a devastating disadvantage going into the match

Each girl wrestles one round of extreme, intense tag team action, giving it everything she's got to help get her team the win

Rilynn Rae in 'The Audition'

Rilynn Rae - The Audition

All natural girl next door fucked and dominated in bondage.

Daisy Ducati in 'Summer Vengeance Extremely competitive Sexual Wrestling match up'

Daisy Ducati - Summer Vengeance Extremely competitive Sexual Wrestling match up

Back and forth non stop competitive sexual wrestling at it's finest. Only is Summer Vengeance can things heat up like this.

Rilynn Rae in 'The Slave Petition of Rilynn Rae'

Rilynn Rae - The Slave Petition of Rilynn Rae

Rilynn Rae and Casey Calvert petition the House to Serve Cock. Hard predicament bondage, anal fucking, live kinky threesome sex!


Lyla Storm in 'Sweet Sweet Vengeance. Rilynn Rae finally gets her rematch with Lyla Storm'

Lyla Storm - Sweet Sweet Vengeance. Rilynn Rae finally gets her rematch with Lyla Storm

Rilynn Rae finally gets the re-match she's been asking for for the last 2 years. She's been dreaming of beating Lyla Storm since 2012

Rilynn Rae in 'Loser Humiliated by the audience for SUCKING so bad'

Rilynn Rae - Loser Humiliated by the audience for SUCKING so bad

Wrestling Failure leads to a brutal public disgrace for the loser, fistings and DP's are the best way to teach a loser a lesson

Rilynn Rae in 'New Girlfriend Foot Sex'

Rilynn Rae - New Girlfriend Foot Sex

Watch as Rylinn learns to please her new boyfriend with toe sucking, foot sniffing, toe scrunching orgasms and foot job!

Bella Rossi in 'May-Hem Tag Team'

Bella Rossi - May-Hem Tag Team

Ariel and Bellaget so turned on my dominating the other wrestler that they start making out with each other and licking each other's asses.

Rilynn Rae in 'Rookie is Sexually Destroyed on the Mat. Left in a puddle of shame'

Rilynn Rae - Rookie is Sexually Destroyed on the Mat. Left in a puddle of shame

One of these Rookies proves to be sexually dominate. She forces orgasms on the mat then brutalizes her opponent in round four.

Rilynn Rae in 'Feeling the Pain'

Rilynn Rae - Feeling the Pain

Hot, tall slut, Rilynn Rae, suffers at the hands of Orlando

Rilynn Rae in 'Hot Girl Alert - The incredible Rilynn Rae fucked'

Rilynn Rae - Hot Girl Alert - The incredible Rilynn Rae fucked

Attack of the hot girl - FM is under siege by the hottest babes on the planet. Watch Rilynn Rae stretch her perfect body out and get fucked by robots.

Wenona in 'Season 11 Tag Team Prelim Syd and Rilynn Rae vs. Cheyenne and Wenona'

Wenona - Season 11 Tag Team Prelim Syd and Rilynn Rae vs. Cheyenne and Wenona

Winners brutally fuck the loser. Ride them like ponies, make them clean each other's wrestling feet and spread them wide with 8 fingers inside


Holly Heart in 'Behind the Scenes of Holly Heart vs. Rilynn Rae'

Holly Heart - Behind the Scenes of Holly Heart vs. Rilynn Rae

Real interaction between two sexual gladiators. Camera's keep rolling and the real personalities are ON

Rilynn Rae in 'The Hitman is back in Season 11 to take on the Rattler. Barefoot style'

Rilynn Rae - The Hitman is back in Season 11 to take on the Rattler. Barefoot style

Loser is Brutally fucked and tortured with tickles until she concedes that the winner is better at everything! Total Domination!

Lorelei Lee in 'Foot Fetish, Lesbian Footing, Jello and Sploshing!!!!!'

Lorelei Lee - Foot Fetish, Lesbian Footing, Jello and Sploshing!!!!!

2 sexy girls get dominated by hot blonde in a pool of jello making them worship feet and get double footed in their pussies!

Rilynn Rae in '5 foot 8 inches of hotness - The Mega Sexy Athlete, Rilynn Rae'

Rilynn Rae - 5 foot 8 inches of hotness - The Mega Sexy Athlete, Rilynn Rae

Pussy fucking a tall, lean athlete with powerful machines that make her squirt and beg for more.

Rilynn Rae in 'Virtual Sex Fantasy'

Rilynn Rae - Virtual Sex Fantasy

Rough sex and bondage for a hot pain slut!

Wenona in 'Battle of the Fitness Amazon Babes!! Wenona vs Rilynn Rae'

Wenona - Battle of the Fitness Amazon Babes!! Wenona vs Rilynn Rae

Astonishing, Crippling Battle of 2 Tall babes on the mat. One left Helplessly fingered close to orgasm

Bella Rossi in 'Round 4 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae'

Bella Rossi - Round 4 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae

Heavy strap on pussy pounding. A wrestler is thrown into a Boston Crab and fucked with a dick on a stick until she cums on the mats.

Rilynn Rae in 'Customer Service Slut'

Rilynn Rae - Customer Service Slut

Customer takes out aggression on poor service slut.


Bella Rossi in 'Round 3 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae'

Bella Rossi - Round 3 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae

Round 3 Team red is behind trying to catch up to team blue in this final round. It comes down to who wants it more and who doesn't want to get fucked!

Bella Rossi in 'Round 2 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae'

Bella Rossi - Round 2 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae

Round 2 of Team Red vs Team Blue. Bella Rossi and Darling Clash in the start of this round

Bella Rossi in 'Round 1 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae'

Bella Rossi - Round 1 Tag Team Bella Rossi, Mischa Brookes vs. Darling, Rilynn Rae

Round 1-Two Veterans with bitter Grudges against each other head the tag team match hoping to lead their team to victory and fuck the losers

Rilynn Rae in 'Lyla The Jaguar Storm vs Rilynn The Rattler Rae'

Rilynn Rae - Lyla The Jaguar Storm vs Rilynn The Rattler Rae

Youth and Stamina vs Experience and Determination

Rilynn Rae in 'Rilynn Dominated and Cock Trained'

Rilynn Rae - Rilynn Dominated and Cock Trained

Rilynn is trained to suck cock right and then bound into a strict hogtie by only her ankles and pantyhose with vicious electrical tape over her head.

Rilynn Rae in 'Welcome 18 year old Rilynn!'

Rilynn Rae - Welcome 18 year old Rilynn!

Rilynn is suspended in an incredible back arch position, face fucked, and tormented with hot pleasure and pain play with the vibrator and flogger.

Rilynn Rae in '18yr former All State athlete in Volleyball, Track and Bball. 1st time cumming in hardcore bondage!'

Rilynn Rae - 18yr former All State athlete in Volleyball, Track and Bball. 1st time cumming in hardcore bondage!

18yr former, All State athlete in Volleyball, Track & Basketball, bound helpless, gagged, & made to cum over and over! First time hardcore bondage!