Here at Bondage Life we are huge fans of the late Robert Bishop. His artwork has been an inspiration for many years and spurs on creative ideas decades after his passing. We showed this drawing to Sasha and her immediate response was, “oh hell yeah…let’s do that”. In a matter of minutes, her hair was tied to a piece of rope, her elbows welded together behind her back, and she was standing bent over in a helpless strappado tie in some adorable heels. She really blew us away at how long she was able to do it for too!
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Please welcome Carissa Montgomery the MILF Mistress who comes to take on everyone’s favorite “Mother” Penny Barber. Penny is Laughing at this new MILF calling her out. There can only be one MILF winner today and both these MILFS seem to think they are going to win. Carissa has wrestled before, it’s not like she’s a brand new rookie. Penny Has been wrestling since she was 19 and has taken on and learned from elite sex fighters like Mistress Kara, Dee Williams, Cheyenne Jewel and Professor Ariel X. Carissa is able to reverse some of Penny’s moves and somehow avoids Penny’s signature gift wrap. Carissa also has some amazing pussy licking skills which could put the orgasmic Penny Barber into some trouble. This match is exciting MILF sexual tension for three full rounds with fingering so hard and fast it looks like an orgasm is going to end round 3 just a little early but can these MILFs make it happen? The winner gets to put on her strap on and face fuck the loser. The winner verbally humiliates the losers with obnoxious trash talk. The winner fucks the loser’s pussy then gets into a lesbian scissor fucking position and trib fucks the loser until the Winner gets her power orgasm. The loser is left laying on the ground with he perfect huge tits out.
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For those of you who have been keeping up with my personal life, you’ll know that I’ve been going to personal trainer for several weeks now. He’s been very helpful. You see, I’ve been working on the shape of my ass in recent sessions and it’s going quite well. Would you like to see? Of course…
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Her weather is beautiful and girlfriends Vicky and Nesty are having fun cleaning the terrace and their kinky toys.
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Miss Xi is relaxing on the deck waiting for her slave to bring her a drink. When he arrives, she takes it from him and tells him to get on his knees and to worship her boot. “Kiss them all over” she tells him. “Do you know how lucky you are to be able to kiss my boots?” she asks him. She tells him the neighbors could be watching that very second and they’ll see what a desperate pathetic boot licker he is. She plays games with, making him reach for each boot with his tongue, placing the soles over his mouth to lick, then rams the stiletto heel in and out of his mouth ordering him to suck it.

Once Xi is satisfied that he has done a good job, she unties a boot while the heel is still in the slaves mouth and then has him pull them off, with his mouth, by the heel. She sticks the boot in his face to sniff and then while removing the other boots lays her foot across his face to lick and sniff. She then gives him the second foot to worship and then sticks them both in his face at the same time. Her feet are a delicate size 4 and so pretty, the slave is clearly in heaven. until she has had enough and kicks him away, “Go clean the deck” she demands.
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It’s been a few months since Amazon Goddess Damazonia has let her slave cum. She is feeling extra generous today and allows her chastity slave to release all that built-up semen. There is just one catch…He must stay locked in chastity if he wants to be rewarded with an orgasm.
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Now that we have established our rubber doll did not suck cock enough, we have the perfect way of forcing her to taste more spunk…her own!
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Unreleased. And oh boy is this a fun one. An all-night session and definitely not your average sleepover/panty raid.
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Mae’s been doing better since her last discipline session, but its time to see Kyle again for a Maintenance spanking on her bare bottom to help keep her on track and help her to remember to continue doing well, while sitting tenderly on a sore bruised butt at work!
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Adriana Evans is one of the most sexual people I’ve met, she owns her sex, she wields her sex. She and I wanted to collaborate on a film that combined long, hard spankings, whipping and strapping with masturbation and sexual teasing. It’s the collision of two worlds and it’s as sexy as it sounds. It’s close, it’s real, spankings turn her on and she climaxes several times in the film.
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Obediently accepting her discipline, Chrissy struggles to take the hardest licks. The heavy prison strap leaves punishing blisters and welts on her poor bared bottom. Kicking her legs and crying with each heavy stroke. She won’t forget that she isn’t permitted to touch, with the help of a dozen heavy cane stroke. The familiar hum of the hitachi buzzes between her leg, his hands massage her poor cheeks with oil. She whimpers thankfully as her cunt gets the attention she craves. Positioning the intense vibrations right where she likes it, his hands rub her oiled bottom. She begs for permission to cum, satisfied as she is finally given permission.
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Michael gets a e mail that Kiki was paddled at college, and so up on her return home, he needs to watch that her bottom. He follows using a bare bum whoopin’ she isn’t going to forget.
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Touching her toes totally naked, Zoe Page grits her teeth for 13 with a cane
Humiliated, compromised and blackmailed, Correctional Institute officer Zoe Page is caned by hottie inmate Lucy Lauren. The tables are truly turned as Lucy exacts revenge by striping Zoe’s round, bare bottom with a cane. She’s already had 12 strokes, but that number is doubled, with an extra stroke added. Stunning cheek-bouncing replay – ouchie!
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In part two naughty nurse Olga, still laying on the couch with her bottom bare, gets a sound bare bottom paddling before being sent back to the corner to wait for her next punishment.
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