Latest updates featuring Olive Glass

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
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 - 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