Latest updates featuring Carissa Montgomery

Carissa Montgomery in 'Beautiful Big Tit Blondes Fight and Fuck'

Carissa Montgomery - Beautiful Big Tit Blondes Fight and Fuck

Two Blonde Big Tittied MILF in competitive Lesbian wrestling! What more could you ask for!!! London River has a few wins on her record. She loves feeling like a champion and now the evil side is coming out in her. Carissa Montgomery is a stunning blond MILF with huge tits. Her tits are so lovely the only thing that would make them even more lovely would be to see them tied up in breast bondage. In fact, both these girls have very beautiful tits that would look good in bondage so whoever wins gets to tie up her opponent's tits while she. One of these girls dominates all of the wrestling, one of these girls tries to get an instant victory by making her opponent cum with armpit licking. The winner is called, The strapon comes out and both these girls get their orgasms. The Winner verbally humiliates her poor little loser partner. The tities are tied and the winner trib fucks the loser until they both cum.

Carissa Montgomery in 'Busty MILFS in Competitive Erotic Wrestling'

Carissa Montgomery - Busty MILFS in Competitive Erotic Wrestling

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 wrestlings 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 powerful orgasm. The loser is left laying on the ground with the perfect huge tits out.

Penny Pax in 'Lesbian Femdom Role Switch Leaves Both Women Begging For More'

Penny Pax - Lesbian Femdom Role Switch Leaves Both Women Begging For More

Lusty redhead Penny Pax and gorgeous blonde Carissa Montgomery, go toe-to-toe as switch dommes (and submissives) in this scene of lusty lesbian mutual domination! Penny Pax starts out on top, reminiscing about all the women she's dominated, but also how she sometimes longs to take on the submissive role. In the meantime however, she uses Carissa Montgomery as she pleases. She leads Carissa--who is bound at the wrists and knees and breasts--from one debasing position to another. She hungrily eats Penny's sweet wet pussy while being cropped, and is then put on the floor where her big tits are laid bare and Penny sits on her face to get her pussy eaten even more ravenously. Penny cums hard on Carissa, then inspects her submissive's already soaked slutty pussy. She finger bangs her while making her cum with a vibrator, then leaves her there, tied up, to think about what kind of a slut she is. But Carissa soon turns the tables, and has Penny gagged, and tied up and tied down to the bed, where she flogs her as punishment for treating her so selfishly. Carissa uses clothespins on Penny, driving her wild with pain sensations that she finds exceptionally pleasurable. When the gag comes off, she's treated to Carissa's beautiful, wet pussy. Carissa smothers her in her ass and cunt, taking every ounce of pleasure she can from her former domme. The then thrusts a dildo into Penny and uses a vibrator on her to drag her screaming toward an orgasm she can't control. But ultimately, these two intensely hot women hunger to fuck each other. Carissa plows Penny's hot pussy wide open with a strap-on, but once Penny cums, she takes the initiative away, commandeers the strap-on and fucks Carissa just as hard. She then flips her over and slams her sweet ass, fucking both of her holes until she fully submits, putting herself right back where she started.

Arabelle Raphael in 'Arabelle Raphael's Anal Traning'

Arabelle Raphael - Arabelle Raphael's Anal Traning

Arabelle Raphael has a bone to pick with her asshole. She means business when it comes to taking her ass to anal extremes. So far he ass has not been cooperating and she has taken her ass to a seedy alley way to fuck it to oblivion. She fucks her ass hard and fast in a phone booth as Carissa Montgomery and Daisy Ducati stumble upon her sorry ass. They decide they will help Arabelle beat her assmeat properly. Arabelle is spanked and tongue fucked to give her a proper warm up. Daisy asks Carissa to demonstrate her anal skills along with Arabelle so they have a base line on which to judge Arabelle's improvements. Carissa and Arabelle have a gape competition and then they are both fucked hard with strap ons; each taking turns doing ass to mouth while the other gets fucked in the butt. Finally, Arabelle must try to take a fist in the ass but theres a catch. She must take a fist in her ass before Daisy can get her own fist into her own ass. The fisting competition commences. The loser, or the girl who can not take the fist, is chained to the phone booth until she can properly take a fist in the ass.

Mona Wales in 'Carissa Montgomery Shocked, Topped and Electrofucked by Mona Wales'

Mona Wales - Carissa Montgomery Shocked, Topped and Electrofucked by Mona Wales

Eager to submit to Mistress Mona Wales, Carissa Montgomery begs for electricity, pain and pleasure. Her desires are more than satisfied through use of the zapper, violet wand, wired butt plug, electrical anal rod, predicament bondage, and pussy and anal strap-on. While charged with the violet wand body plate, Mona makes Carissa lick her electrified pussy and ass contributing to multiple electric orgasms for all.

Carissa Montgomery in 'Busty Wrestlers wear each other down with tit and ass smoothering'

Carissa Montgomery - Busty Wrestlers wear each other down with tit and ass smoothering

Busty, Curvy wrestlers use the tits and asses to smoother each other. Losere is so pissed for losing so narrowly she barely offers to give it up in ro

Ariel X in 'Head College Cheerleader Punishes Her Teammate!'

Ariel X - Head College Cheerleader Punishes Her Teammate!

College Cheerleader punished with electro pads, violet wand, ANAL electro strap-on cock and lesbian pussy licking.

Bella Rossi in 'First time MILF double penetration!'

Bella Rossi - First time MILF double penetration!

Sexy MILF Clarissa Montgomery gets penetrated by sadistic lesbians for her very first time!


Carissa Montgomery in 'Big Tit Blonde Inescapable Orgasms'

Carissa Montgomery - Big Tit Blonde Inescapable Orgasms

Big tit blonde suffers inescapable orgasms in extreme bondage

Carissa Montgomery in 'Hotness SQUIRTING - TWO BABES FUCKING and CUMMING ALL OVER THE MACHINES'

Carissa Montgomery - Hotness SQUIRTING - TWO BABES FUCKING and CUMMING ALL OVER THE MACHINES

Slippery girl sex so hot & full of chemistry - it's nearly impossible to finish the day! We have two blond babes & a whole lot of lube and machines!

Carissa Montgomery in 'So much Tits, So much Ass, So much Awesome. Rookie Cup Match up'

Carissa Montgomery - So much Tits, So much Ass, So much Awesome. Rookie Cup Match up

Both wrestlers are coming here with a 0 win record. Someone has to win today. Someone has to move on in the tournament and someone has to get fucked

Carissa Montgomery in 'Bit Tit MILF in Extreme Bondage'

Carissa Montgomery - Bit Tit MILF in Extreme Bondage

MILF in tight bondage getting tormented and made to cum.

Alexa Aimes in 'Ultimate Surprise. Rookies get Bullied by Ariel X'

Alexa Aimes - Ultimate Surprise. Rookies get Bullied by Ariel X

these Rookies show promise. They are able to tag and take advantage of Ariel in 2 on 1 action getting her the closest to a mat orgasm that we've seen

Carissa Montgomery in 'Big Busted, Blond Barbie Brawler gives Bella Rossi a Run for her Money'

Carissa Montgomery - Big Busted, Blond Barbie Brawler gives Bella Rossi a Run for her Money

The Barbie Brawler gets stuck under Bella Rossi's huge tits and has to lay there and take it.

Carissa Montgomery in 'Huge Tit Blonde Bondage Slut Destroyed With Overwhelming Orgasms'

Carissa Montgomery - Huge Tit Blonde Bondage Slut Destroyed With Overwhelming Orgasms

Huge tit Carissa Montgomery gets tits tied tight, gagged with panties, suspended hogtie, double vibe dildo fuck, legs spread wide fucked in her cunt


Scenes from other sites featuring Carissa Montgomery

Ana Foxxx in 'Pussy Whipped 03'

Ana Foxxx - Pussy Whipped 03

In a dungeon we find buxom blonde Carissa Montgomery looking hot in latex lingerie as she inspects her slave, leggy, longhaired black fox Ana Foxxx. Slutty Ana wears only a tiny, see-through one-piece. Carissa talks a nasty streak throughout the scene, bossing and berating Ana for being such a slut. Carissa strips trim Ana, flogs her pussy and chews the nipples on her little, natural tits -- preparing them for suction devices. Fingers and clothespins violate Ana's labia and vagina. Ana adds a vibrator and, when she has permission, wets herself in girl cum. Carissa applies a star wheel to Ana's nipples, then sits on her face as Ana laps Mistress cunt. There's fun with a glass toy. Ana gets pumped by a big dildo on the end of a power drill! Adding the vibe makes Ana howl in orgasm.