The MILF Mistress
Carissa Montgomery Updates
2020 Year In Review: Best Moments of 2020 Agatha Delicious, Alexa Nova, Bella Rossi, Brandi Mae, Carissa Montgomery, Cheyenne Jewel, Dakota Marr, Helena Locke, Juliette March, Kay Carter, Kelli Provocateur, Lauren Phillips 12/30/2020
212 Photos, 101 min of video
We say good riddance to 2020. The difference between a obstacle and an opportunity is perspective. We sure had a few obstacles in 2020 but we managed to Evolve and move forward with putting on a tournament for the first time. We also were able to get some amazing first time wrestlers for us. The Athletes who are new to us are "Freshmen". We recap some of the hottest freshmen to come to our mats in 2020. With the likes of Carissa Montgomery, Mocha Menage, Lauren Phillips, Helena Locke, Dakota Mar, Spencer Bradley, Kay Carter, Lily Lane, Maya, Riley Reyes, Miss Demeanor, Agatha Delicious and Juliette March we got some outstanding competitive and erotic matches this year that you may have missed. Come take a look back at all the freshmen who gave us highly entertaining moments. We wrap this year with a ode to the girls of our tournament. We hope to have more tournaments for vets and for freshmen in 2021!
Carissa Montgomery vs London River Carissa Montgomery, London River 02/12/2020
100 Photos, 42 min of video
Two Blond 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. Carrissa 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 who ever wins gets to tie up her opponent's tits whil 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 verbablly humiliates her poor little loser partner. The tites are tied and the winner trib fucks the loser until they both cum.
Penny Barber vs Carissa Montgomery Carissa Montgomery, Penny Barber 01/01/2020
130 Photos, 40 min of video
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...