Latest updates featuring Olive Glass

Jenna Sativa - Strapped

Jenna Sativa - Strapped

5th March - Jenna and Olive are a sexy lesbian couple enjoying their weekend together. We catch a glimpse of their private sex life but things are not always as they seem. Sweet and sensual, the couple kisses and gets playful with each other under the sheets, but there's something even hotter on Olive's mind. When she disappears into the closet Jenna has no idea what's in store for her but the anticipation is its own aphrodisiac. Olive emerges wearing a harness and presenting a dildo for them to enjoy. Olive may not be packing but she's strapped enough for the both of them. ...Read More
Jasmine Jae - Masked Munchers

Jasmine Jae - Masked Munchers

26th February - Ms. Olive arrives at an elite masquerade party only to realize that she is the sole guest that Mistress Jasmine has invited.
Olive Glass - My First Black Cock

Olive Glass - DarkX

30th November - Olive has never been with a black guy before, even though she often fantasizes about it. But she's too shy to take the plunge until her best friend sets her up with the office heartthrob. But once that big black cock is out, her shyness evaporates as she indulges to her heart's content. ...Read More

Olive Glass - A (XXX) Documentary

Olive Glass - A (XXX) Documentary

20th November - Candid interviews with pornstars Olive Glass and Micheal Vegas offer an intimate look into their desires. They then show you what they mean in an intense and passionate scene. Exploring their sexuality with each other and bringing each other to orgasmic heights. ...Read More
Olive Glass - Bush League 10

Olive Glass - Bush League 10

19th October - Fires are burning in California and this neighborhood is under mandatory evacuation. But Tommy can't get over that bush of his hot little girlfriend Olive Glass. Topping off her pussy like a cherry on a sundae it is truly a site to see. He buries his face into the hairy snapper and munches like a starving hobo as the fire rages over the hill. The only thing burning this bush will be some hot cock friction action as he plows the pussy for all it's worth into a glistening blast of jizz to cool the sweaty hair pie! ...Read More
Olive Glass - Couples Vacation Scene 4

Olive Glass - Couples Vacation Scene 4

19th July - What would you do to save your sex life For four desperate couples, they'll try anything – even a kinky couples retreat! But when the couples take their sexual swapping a little too far, a therapist mandated orgy may be the only thing to make these couples recommit… ...Read More
Mia Malkova - Couples Vacation Scene 5

Mia Malkova - Couples Vacation Scene 5

19th July - What would you do to save your sex life For four desperate couples, they'll try anything – even a kinky couples retreat! But when the couples take their sexual swapping a little too far, a therapist mandated orgy may be the only thing to make these couples recommit… ...Read More
Olive Glass - Sultry Beauty Olive Glass

Olive Glass - Sultry Beauty Olive Glass

17th May - Welcome natural hottie Olive Glass to CherryPimps. Olive is excited to be with us and fucking Chad Alva LIVE with her fans watching! Chad really knows how to enjoy Olives perfect large tits and gets lost eating out that hot pussy! Olive wants that cock deep in her pussy and will do anything to make sure Chad makes her cum! Olive sucks on his dick making sure to get his entire load just where she wants it. ...Read More

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Cherry Torn - Olive Glass Puts Up Every Hole For Whipped Ass

Cherry Torn - Whipped Ass

12th April - Olive is super excited to shoot for Whipped Ass, and she wants it all: spanking, flogging, fucking, anal, pussy licking...everything! She's a natural submissive, ready to please, and with Cherry Torn calling the shots, she gets it all and more! Cherry spanks her and inspects her, teaching her how to show gratitude, and the importance of asking for permission before cumming. Every time Olive cums she has to ask, and she has to endure pain at the same time. Olive is spanked relentlessly, then paddled on her feet and desperately hungry pussy, testing her endurance. She's then rewarded by getting her wet cunt finger-fucked. Cherry hands her a vibrator and Olive cums repeatedly. Olive is then put in a partial suspension with a ball gag and her ass out, and Cherry flogs her sweet ass, tenderizing her for what's to come. She climbs in front of Olive and makes her eat her wet, slutty pussy, and her tight asshole, making her cum again and again. Olive is finally spread open while Cherry fucks her pussy with a strap on. She pounds Olive and crops her, all while using her hole in every way. She turns her over and fucks her ass, making her cum multiple times. Finally, Cherry slides her fist into Olive's worn cunt and fists her, which Olive simply can't get enough of, and she cums hard, just before Cherry decides enough is enough, and says no more! ...Read More
Olive Glass - Super Cute Newbie Gets Machine Fucked Into Mind Blowing Orgasms

Olive Glass - Fucking Machines

28th March - Olive is slowly starting to make her rounds at Kink.com. She is sexy as fuck with an amazing all natural body and tits to die for. She has decided to give us a chance to convert her to a machine slut. The process is pretty simple. We get her warmed up with a vibe and then fuck her with our machines. The part that turns her into the machine slut is that she gets addicted to being fucked harder, faster, and better than any human could ever fuck her. She powers through machine after machine and smiles as much as she orgasm, which is basically non-stop all damn day. We set a goal and achieved it by making her cum harder than she ever has before. Olive is a keeper, and we plan to keep her satisfied every fucking time we see her. ...Read More
Jenna Sativa - The Set Up Scene 4

Jenna Sativa - The Set Up Scene 4

12th March - Peter (Michael Vegas) has been unlucky in love and decides to try a dating app to meet women. Unfortunately he gets more than he bargained for when his ad is answered by sexy con artist Cindy (Lily Lane).  Across town, the beautiful Emily (Tasha Reign) is in the midst of her own dating nightmare. Just when Peter and Emily have decided to give up on romance, a chance meeting brings them together.  Soon they are not only hatching the perfect plan to get revenge on those that have wronged them, but they may also be getting another chance at finding love. ...Read More

Alex Harper - To Be Promised: Psycho Lesbian Sister's Sadistic Obsession

Alex Harper - Families Tied

2nd February - Olive Glass is a rare beauty with a seductive and submissive sexuality. Her new Master is one lucky guy to have this stone cold babe collared and kneeling at his feet. Olive comes with a catch, and that catch is that she has promised herself to another for most of her life: her step-sister Alex Harper. Long ago she promised her gorgeous lesbian sister she would belong to her if only she would touch her greedy cunt. Alex does not take this promised lightly, and sends all of Olive's boyfriend packing quickly, taking ownership of her slutty little sister's pussy once again.This Master has a will of steel, and does not take kindly to Alex's imposition. When Olive asks that her collar be removed while visiting Alex he delivers a strict reprimand in the form of a hot wax and intense flogging scene in tight leather bondage. Her perfect nipples are clamped and her horny cunt beaten red while she begs to have her collar and her Master's cock back again. Her submission is palpable and the chemistry thick in this intense D/s scene. Mounted up on Derricks cock she rides hard and breathlessly, begging to cum and is allowed her well earned orgasm on the condition that she deliver news of her new relationship to Alex.Olive creeps into the kitchen to let her sister see her collar and tell her that she belongs to Derrick. Alex's eyes flash with anger and snatches her little bitch sister up and punishes her hard and fast with a barrage of verbal humiliation and spanking. Plugging her sister's pussy up with an electric dildo and cuffing her hands behind her back, she places the electro audio setting on and has Olive lick her psychotic pussy while she moans into the microphone, shocking Olive's trapped cunt, creating a feedback loop of sadistic pleasure. When Alex has her screaming shuddering orgasm on Olive's face she arouses Derrick from the back of the house, and smiles with pleasure as he invites her to engage in a face to face battle of the wills.This sexy red headed witch likes it both ways and allows Derrick to trap her pale body in a BDSM sex take down while Olive struggles to get out of her handcuffs. Spanked, cropped, and fucked in the ass in rope bondage Alex licks up every second of release. When Olive finally wrests herself free and comes into the room, her boyfriend is thoroughly enjoying all of Alex' holes and invites her to sit on Alex' face for the first time ever. The rest of the day is spent trying different hot positions as both ladies enjoy getting railed in mutual sexual pleasure and Olive licks hot cum off Alex well used cunt. ...Read More
Olive Glass - Arch Support

Olive Glass - Doctor Adventures

17th December - Olive has an unusual problem with her feet—she can't stop cumming when they're touched. She goes to a podiatrist to see if he can help but instead they end up enjoying the benefits of her “problem” together. There may not be a cure for her orgasms but that doesn't mean they can't enjoy a little hands on therapy. ...Read More
Olive Glass and Justin Hunt in My Wife's Hot Friend

Olive Glass - My Wife's Hot Friend

8th November - Olive Glass feels bad for her friend's husband Justin Hunt, because his wife treats him terribly. Olive even points out how she berates him in front of everyone during social functions, then scoots off to the bathroom with some other guy for nearly an hour! Olive wants to give him what he deserves; after all, he really is a good, nice man…with a big dick. She's had her eye on him and his prize for quite a while, and she seizes the moment to get what she wants and relieve him from his evil wife! No matter that his wife is her best friend — he still needs a good, long, sweaty, hard fuck. What are friend's for? ...Read More
Olive Glass - Vagina Dentata: Olive Glass Unleashes Her Perfect Cunt Onto Slave Meat

Olive Glass - Divine Bitches

7th November - Welcome Olive Glass, to Divine Bitches! Olive can disarm a man with one glance, leaving them helpless. Her beauty and power show no mercy. She chops slave Eli's ego down into little bits and builds him back up a better specimen. She starts with pouring hot wax all over his back and thighs. Stuck in a cage, with no escape, all Eli can do is scream as his Mistress starts her training. Seeing how well he takes his first punishment, she lets him out of his cage. He kisses her feet, thanking her for making him better. He crawls on the floor after her, just like her dog. She positions him over his cage and flogs him relentlessly all over his ass and back. Then she flips him over to tenderize his front. She paddles his sides, thighs, and belly. Her pristine milky white skin is relentless when brushing up against Eli and he can barely control himself. She whips him into shape, pegs his ass with hard strap-on fucking and even uses the fuck saw power tool deep in his ass. The joy on her face when he takes it for her is priceless. Eli's body shakes with the intensity of the fucking and he begs over and over again to cum but is denied. She then uses him for her pleasure and denies him any of his own. She sits on a dildo gag strapped to his face and as she rides it, all Eli can do is stare up at his beautiful Mistress' cunt. Seeing his cock straining in chastity, she laughs delighted, before taking it in her mouth to further torment her slave. Mistress Glass is a Goddess you will not be forgetting anytime soon! ...Read More
Olive Glass - Penthouse Pet Olive Glass is roughly fucked into a slobbery, smiling mess!

Olive Glass - Sexually Broken

9th October - We get to meet a lot of beautiful girls, but Olive Glass is something else. Between her gorgeous slim body, pert tits, and expressive face, Matt Williams and Syren De Mer can't wait to get their hands all over her for Sexually Broken. Matt makes full use of her perfect mouth, shoving his cock into her as she drools and gags. Then it's Syren's turn as Olive struggles to take her strap on dildo deep in her throat. The pair take turns tormenting poor Olive, who loves every minute of it. Finally they give her what she's been craving, and Olive get fucked hard from both sides as she giggles with pleasure. She's a true slut and the noises she makes leave no doubt how much this girl loves cock!Olive is chained up, bent over, on her back; she takes it in every position and like a greedy little slut, she just can't get enough. When she's not gagging on cock, she's grinning from ear to ear. It's truly a joy to watch. ...Read More

Olive Glass - Penthouse pet Olive Glass is treated to the full Sexually Broken treatment and it's brutal!

Olive Glass - Sexually Broken

17th July - Welcome Penthouse Pet Olive Glass to the pages of Sexaully Broken. This stunning beauty is about to get fucked up!Bound helpless on a Sybian, in a custom metal device, we send poor Olive into subspace pretty quickly. Being vibrated to several orgasms why being professionally face fucked does it every time. In minutes Olive is a drooling vacant eyes suck slut wondering what the fuck just happened. The boys then proceed to bind our Penthouse pet into a couple more custom rigs. So many screaming orgasms, so much drool, so much cock down the throat, in the end Olive is just a drooling mess, dripping out of every hole, cock drunk and dazed! ...Read More
Abigail Mac - Spoiled Scene 1

Abigail Mac - Spoiled Scene 1

10th July - Hot birthday sex becomes something else entirely when Abigail Mac ties up her girlfriend (Olive Glass). Half naked and without her phone, Abigail innocently goes out to her car for something kinky and is accidentally locked out of the house. By the time she's borrowed a phone from her freaky neighbors Mari and Tanner, and been rescued by girlfriend Kendra, Olive has vanished…or has she Her disappearance is more than a vanishing act; Olive is orchestrating an adventure. An exploration of sex, all tied together in a waking dream that Abigail must walk, and sometimes run through. In the process, she'll not only question her friend's sexuality but her own. In the end she'll discover what it means to be spoiled. ...Read More
Abigail Mac - Spoiled Scene 5

Abigail Mac - Spoiled Scene 5

10th July - Hot birthday sex becomes something else entirely when Abigail Mac ties up her girlfriend (Olive Glass). Half naked and without her phone, Abigail innocently goes out to her car for something kinky and is accidentally locked out of the house. By the time she's borrowed a phone from her freaky neighbors Mari and Tanner, and been rescued by girlfriend Kendra, Olive has vanished…or has she Her disappearance is more than a vanishing act; Olive is orchestrating an adventure. An exploration of sex, all tied together in a waking dream that Abigail must walk, and sometimes run through. In the process, she'll not only question her friend's sexuality but her own. In the end she'll discover what it means to be spoiled. ...Read More
Olive Glass - Dick For Her Debt

Olive Glass - Real Wife Stories

30th June - Olive's a shopaholic wife with overdue bills galore. When collection agent Charles comes calling, she can't let her husband find out or he'll be furious. What's a trophy wife to do? The horny Olive sucks Charles with her husband a mere few feet away, and settles her debt by stuffing his dick deep inside her. ...Read More
Olive Glass - Axel Braun's Busted Scene 2

Olive Glass - Axel Braun's Busted Scene 2

27th February - They'd better be careful, or they'll get BUSTED! Legendary director Axel Braun delves into the lives of five gorgeous women who have been gifted with beautiful natural breasts, an overactive sex drive, and satiable compulsion to cheat. Stylish, sexy, and scorchingly hot, it's another shining example of Braun at his finest. ...Read More