This fantasy roleplay shoot is an ode to sexploitation, women in prison, revenge plot movies. Ariel X gets popped for roughing up an innocent bartender while her accomplice Princess Donna Dolore leaves her high and dry. She's placed in a women's correctional facility and subjected to heavy lesbian punishment by warden Maitresse Madeline. Bondage in chains, singletail, spanking, foot worship, ass licking, nipple torture, strap-on fucking, anal sex and humiliation are all included. When Maitresse Madeline brings in a new psychiatrist who has unconventional ways of rehabilitating the female prisoners she is more than meets the eye and the plot thickens!

Gia Dimarco gets dominated, punished and ass fucked by Maitresse Madeline LIVE for Whipped Ass members! This is the edited straight to the action version from the LIVE show in June. Gia is one tough, tanned, hard-bodied slut who took all the lesbian BDSM Maitresse Madeline dished out for your LIVE viewing pleasure. Lesbian sex in bondage, nipple torture, spanking, flogging, caning, boot licking, ass licking, fisting and strap-on ass fucking are all included. If you would like to watch the unedited version of this live shoot complete with behind the scenes footage click the LIVE SHOW link on the front of the site. The FULL version of this smoking hot update is there. Enjoy!

Ashley Orion is hot for Felony and excited to submit and get fucked hard. Felony takes advantage of this eager, vocal slut and shuts her up by gagging her with her own panties and gives her punishment. Ashley doesn't stop so Felony just let's go double penetrating her ass and pussy at the same time till she can't stop cumming! Spanking, bondage, flogging, clamps, double penetration, ass licking and squirting is included in this update.

London Keyes is locked up for theft. It doesn't take long for Isis Love to make her into the new hot lesbian fuck toy in prison. Lots of hands on lesbian punishment is in store for London since she's the new girl in the slammer. Spanking, flogging, finger fucking, strap-on dildo, pussy eating, humiliation and dildo gag are included in this role play shoot played really well by both girls.

We love Tara Lynn Fox. Why you ask? Because she's a tramp who needs hard punishment! Tara Lynn showed up to an after hours Armory event still wearing her extremely short mini skirt from her shoot earlier that day and WITHOUT panties. Tara pranced around the Armory that night grabbing the cocks of every guy that works here AND their friends. She promised to fuck and suck each and every one of them then slipped out at the end of the night without a drop of cum on her lips. Lorelei Lee corners Tara and dishes out lesbian BDSM for being such a tease. She shows her just what women like her do to girls who put it out there like that! This update includes over the knee spanking, humiliation, pussy licking, ass worship, foot fucking, DP with a butt plug, strap-on ass fucking, orgasms in bondage and more!

Maitresse Madeline hired Holly Heart to satisfy the members on KINKLIVE.com webcams but all she's done is goof off and needs a serious punishment! Holly's made to watch one of Madeline's sexy cam shows and learns a trick or two about getting cock hard and pussy wet while being flogged, clamped and having her pussy licked! She's made to crawl around in chains like a sexy cat on the prowl saying the filthiest things that have ever rolled off her lips while Madeline masturbates and whips Holly's juicy round ass till it's bright red. Holly is bent over, paddled, made to ride strap on cock till she cums then is ass pounded while screaming like a bitch in heat. I think it's safe to say that Holly's next Kink Live show will be a hit! This blazing hot update includes flogging, OTK spanking, humiliation, pussy torture, pussy licking, ass worship, strap on, girl girl anal and more.

Mellanie Monroe gets turned on by kinky bondage sex and takes hard punishment from Nika Noire. These two busty women play well together with some intense moments including painful pussy clamps, strap-on sex, anal penetration, ass hook, oral sex, spanking and more.

20 year old Amai Liu gets bullied and sexually humiliated by Amber Rayne. Amai takes a good spanking and a huge dildo up her pussy while bound. Then she gets strapon fucked in her tight little ass for your pleasure.

Chamille has her first lesbian experience mixed with bondage and domination with Aiden Starr. This cute girl next door gets spanking, tied up and made to orgasm in bondage. She kisses and licks another girls pussy and ass for the first time ever and loves it.

New girl, Gia DiMarco's got a hot little body and takes a whole lot of kinky punishment from Aiden Starr. Spanking, caning, fisting, hard bondage, anal strapon, pussy and ass licking, this girl loves it all and comes hard for your viewing pleasure!

Voluptuous and eager to please, Kelly Devine makes an outstanding debut at Whippedass with Lorelei Lee. She gets plenty of face slapping, big tit punishment and spanking for her full round ass. Kelly really gets into the pain and sexual service, taking the cane and licking Lorelei's ass.

New girl Ashley Coda gets turned into a little lesbian pain slut by Nika Noire. At first she is confused and doesn't know how to react to pain or domination. Nika's fierce flogging and spanking puts an end to Ashley's confusion and she learns to submit. Used like a sex toy, she worships Nika's large breasts and ass. Put into bondage for the first time ever, Ashley gets strapon fucked and made to come hard!

Lola is a sexy Latina who does her first bondage shoot with Felony. She is passionate when submitting to Felony's ferocious and intimidating domination. Lola takes huge strap-on cocks balls deep and tests her pain tolerance with spanking, flogging, clamps, ass hook and the cane.

Jessie Cox goes to the hospital expecting her sprained finger to be looked after. Instead she gets two kinky evil nurses using and abusing her in bondage. Includes fisting, tit smothering, fuck saw, spanking, flogging, face slapping and much more.

Charley Chase plays an escort who fucks with the wrong married man. Isis Love, his wife, finds out and hires Charley for the night to secretly take revenge. This is the most intense strap-on scene to date for Whippedass! If you're into giant strap-on cocks used to totally dominate a bound and immobilized girl, look no further. Charley has intense orgasms, squirts all over the place and gets squirted on from Isis riding her face with a dildo gag. This also has great role play and sexy punishment scenes including spanking, flogging, smothering and more. Enjoy!

Sexy Jade Indica gets off from being tied up and dominated. Sinn Sage is an aggressive top who beats her down and has Jade begging for more. This is a very sexual update with great chemistry between two hot girls! Includes spanking, face slapping, choking, butt plug, hard strapon sex, flogging, dildo gag, ass smothering, pussy licking, orgasms and bondage.

Wenona and Sasha Lexing are two ballerinas in training who get used and abused by kinky instructor Maitresse Madeline. They get punished and fucked for their short comings and for just being a couple of sluts. This is a very unique update with lots of lesbian domination and kinky sex including anal strapon, ass licking, nipple clamps, spanking, role play, orgasms and more. A must see!

Servant Dia fails to pour Maitresse Madeline's tea properly and receives harsh sexual punishment including a severe caning. She must satisfy her superior by licking pussy and ass while Madeline orgasms on her face. Dia's second chance to prove she is a worthy servant is shattered when she completely fucks up taking dictation. An over the knee spanking is duly administered followed by the strapon in her pussy and ass producing explosive orgasms. A MUST SEE!

While Bella Rossi waits for her boyfriend in a night club, she is approached by two sexually charged lesbians who ask her to dance. Uncomfortable with the situation she unintentionally insults them as she refuses their offer. Maitresse Madeline and Lorelei Lee don't take no for an answer and aggressively take Bella to the dance floor. She is then humiliated, dominated and fucked for the rest of the night by two bad ass chicks. A very special update not to be missed! Includes spanking, slapping, rough housing, humiliation, role play, anal sex, double teamed strapon sex, ass licking, pussy licking, dildo gags, orgasms, bondage, hot wax and more!

Natalie Minx returns to WhippedAss for more lesbian BDSM and sex. Maitresse Madeline punishes and fucks this busty slave girl in bondage. Lots of hot action with two sexy girls in this great update. Includes bondage, flogging, strap on sex, clamps, foot worship, ass licking, humiliation, ass fingering, hot wax, bastinado, spanking and orgasms.