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Penelope Woods - Penelope's First Gloryhole Video
Released: November 5, 2021

Penelope is off to the races, eagerly slurping on the first cock to come through the hole! This pretty 23 year old brunette has such a sweet, innocent, submissive personalty that contrasts well with her enthusiasm for sucking cocks and slurping up cum! Her technique of hands, sucking and dirty talk is fantastic and the show gets even better as she strips off her clothes one piece at a time after ever load shes earned! She gets the first two in under 10 minutes and gives every one of the guys award winning attention from the moment they stick it through the hole to the second the bust a load!

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Katherinne Sofia - Heat Rises
Released: November 5, 2021

Soak up the sun in Colombia with Katherinne Sofia. On location in Cartagena, Katherinne wanders the streets and heads home for some sunbathing as the photographer, Cassandra Keyes, captures every moment. Dressed in a sun hat and knitwear, Katherinne reminds all her Playboy Plus followers of what an artist she is in front of the camera. A lover of her craft, Katherinne enjoys the flexibility of her job the most — it allows her to travel, explore new places, and meet new people. “I work hard to achieve my goals,” she says. And Playboy was one of them. “My experience with Playboy thus far has been incredible. I love the production and posing nude.” Make sure to check out all of Katherinne’s pictorials over the years, right here on Playboy Plus.

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Hookup Hotshot - Blowjob And Face Fucking Compilation
Released: October 31, 2021

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Silvia Santez - Sexual Deal With Her Student Part 2
Released: November 5, 2021

This school has a super promotion: Sign up now, and the teacher Silvia Santéz will give you a good fuck for every student you enroll.

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Mona Azar - MILF Trainer # 2 - Scene 4
Released: November 5, 2021

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Olive Glass - Cheating Housewives # 4 - Scene 4
Released: November 5, 2021

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Alexis Tae, Lulu Chu, Kylie Rocket, Mia Moore, Alina Ali, Destiny Cruz & Angel Youngs - Project DTF: Photo Day Fun
Released: November 5, 2021

Day 2 in the Project DTF house starts with a late arrival: Mia Moore, and the other girls are ready to welcome her with open legs--we mean arms! Alexis Tae, Lulu Chu, Destiny Cruz, Angel Youngs and Kylie Rocket lie in wait in the hall, barely even letting Mia get in the door before they start pulling off her clothes and putting their hands and mouths all over her. The guys come out to watch the all-girl orgy and can't believe their eyes! Later, Ricky helps out taking some pics by the pool as everyone poses in their bathing suits and gets a little frisky. As the sun goes down, Alina Ali hooks up with James Angel in the gazebo, and Angel and Mazee fuck right next to them, while inside Kylie has a threesome with Damon Dice and Van Wylde before they relax in the hot tub and get ready to do it all again tomorrow.

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Cali Carter - Hoop And Booty
Released: November 5, 2021

Cali Carter's jaw-dropping body is put on display, as is her agility, incorporating a hula hoop (and a buttplug!) into her hardcore sex session with Xander Corvus, who oils up her delicious ass and licks her tasty wet pussy! Balancing herself with the skill of a gymnast, Cali sucks Xander's big hard cock and fucks him in a performance that's worthy of a perfect 10!

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Yola Flimes - Yola Has Sneaky Cleaning Sex
Released: November 5, 2021

Sexy, big-tittied redhead Yola Flimes is trying to get some cleaning done when her boyfriend comes in and starts fingering her from behind. Soon, Yola is fully distracted from her work and she lets her boyfriend dominantly fuck her. Robin knows how to use Yola in all the hottest, most-eye-catching ways, and he doesn't stop until they're both satisfied.

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Jazmin Luv - Fresh Flesh
Released: November 4, 2021

Jazmin Luv is brand new to Kink, and The Pope is going to make a lasting impression on her for sure. She begins locked in a bondage cube with a neck stock to keep her secure. Her limbs are bound with leather straps. The process of disfiguring her face begins with one device made to stretch her mouth wide and anther to pull her nose back. The Pope begins to torment our new slut with nipple clamps, and then even more nipple clamps. The scene is rounded out with a tease and denial until she’s allowed to finally cum...


In the next scene Jazmin is bent over a wooden post and secured with leather and steel shackles that hold her in a doggy position. She gets flogged on her exposed ass and then repeatedly hit with his hands to redden her ass properly. Next, The Pope introduces his cane and hits her legs, ass, and even her ribs. After proper torment, Jazmin’s face is stuffed with a massive dildo and she is throat fucked. Now with the dildo as wet as as her pussy, he shoves it deep inside her and fucks Jazmin’s pussy with it until she has multiple orgasms. In the final scene, Jazmin finds herself in a vulnerable position on her back with her legs spread. The Pope enters with a riding crop and uses it on her feet and pussy. Jazmin is pushed to her breaking point and The Pope pulls back only enough to let her catch her breath before applying nipple clamps once again and making her cum for the final time of the day.