Katie Morgan in Don’t Wake Your Girlfriend!

Ryan Keely has invited her college friend Katie Morgan over to visit. While Ryan currently has her own boyfriend (Alex Legend), she still has eyes for Katie as well, and the two hot MILFs fuck each other. They swear to keep it a secret from Alex, but things don't work out so simply. When Alex catches them getting some shut eye in the same bed, he decides to get in on the fun by fondling Katie (who's actually awake the whole time). Katie and Alex then fuck until they're caught by Ryan! Drama is avoided when all three decide that sharing is caring, and a threesome ensues!
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Ryan Keely in Ryan Uses The Washing Machine

The sexy Ryan Keely is doing laundry, but she doesn't care about the clothes. When the washing machine is turned on, Ryan takes advantage of its intense vibration, grinding her tits and pussy against it. She's caught in the act by her boyfriend Stirling Cooper, who's turned on by the display and eager to get in on the action.
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Ryan Keely in Pounded By The Producer

When MILF Ryan Keely brings her son to producer Isaiah Maxwell's recording studio, it becomes clear that a successful career won't come from his talents alone. The curvy momager gives Isaiah a taste of her management style and her massive tits during some sneaky studio sex while her son practices on the other side of the booth window.
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Jezabel Vessir in You Deserve Better

Sexy, judgemental mother Ryan Keely is shocked to meet her nerdy son's girlfriend, the hot Jezabel Vessir. Ryan is dismissive of her son and suspicious of Jezabel's motives; Jezabel in return is defensive, but somehow attracted to the confident older woman. Ryan's son makes everyone to watch a movie together as a bonding exercise, but Ryan and Jezabel quickly become more interested in eyeing each other. The women decide to get to know each other better, while Ryan's son enjoys his film.
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Ryan Keely – Tats, Tits And Ass

Ryan Keely's a cool mom who's way too wild for her boring husband. She's ready for a new tat on her lower back. Bored out of her mind by her husband in the tattoo shop waiting room, she peeps through the curtain and finds out a handsome and hung tattoo artist, Small Hands, will stain her skin. When the tattooing finally starts, Ryan discovers she finds pleasure in pain and wants to push herself to the limit – when Small Hands offers her a hardcore anal treatment, she just can't resist.
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Ryan Keely – Eating Out for Thanksgiving

Ryan Keely has her daughters and their respective boyfriends over for Thanksgiving dinner. Clear right away is that Ryan and one of her daughter's boyfriends, Ricky Spanish, have messed around before; Ryan is intent on continuing the tradition, though Ricky is hesitant due to how many people are around. Ryan gets her way, but the family doesn't make it easy, with the lovers having to sneak around the house to avoid detection.
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Jeni Angel – You Don’t Need A Cock_ Part 2

Jeni and Ryan return to the living room, where Jordi is still playing games. Ryan kicks Jordi out. Jeni challenges Ryan to try the game; Ryan agrees to play and quickly gets into it. While Ryan is distracted, Jordi sneaks back in behind the couch and Jeni gives him a sneaky blowjob. Ryan eventually catches the pair; seeing how much Jeni enjoys cock, she decides to give it a try after all.
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Ryan Keely – You Don’t Need A Cock_ Part 1

When cute Jeni Angel brings home her college schoolmate Jordi to play a video game they both enjoy, her protective stepmother Ryan Keely isn't pleased with it, but gives them the benefit of the doubt. Ryan's suspicions turn out to be valid though when she catches Jordi showing off his cock and Jeni about to suck it. Ryan fixes this in dominant fashion by carrying Jeni off to her bedroom and giving her a hard spanking. Both women find themselves turned on, following this up with some rough sex, including a strap-on.
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Ryan Keely – The Femdom Florist

Ryan Keely is the seemingly pristine owner of ZZ Floral Stylings, but what most of her customers don't know is that she has a secret dominatrix den in her store. After putting up her 'Closed' sign, Ryan heads into her dungeon where a restrained client is waiting for her. However, when Ryan rips off her clothes to reveal her fetish lingerie, he gets skittish and asks to leave. Initially disappointed, Ryan turns Bambino storming in to buy a make-up bouquet for his disgruntled wife into an opportunity to practice her real profession.
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Ryan Keely – Dickrupting Her Domestic Bliss

Ryan Keely is the perfect stepmom and homemaker, but her rambunctious stepson, Tyler Nixon, is intent on upsetting her domestic bliss. As Ryan goes about her household tasks, Tyler follows her bouncing tits and juicy ass from room to room, immediately undoing all her hard work. After nearly getting caught during a final act of rebellion, a hidden Tyler is able to get a fresh look at Ryan – and her massive tits – which casts her in an entirely new, fuckable light.
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Ryan Keely – Water Balloon Charity Fuck

Ryan Keely has set up a game to raise money for a local charity when Danny D stumbles into her while looking for his friend. Ryan tries to sell the game to Danny. If he makes a donation, he gets 3 chances to hit her with a water balloon. If he hits her all 3 times he gets a special prize. One look at Ryan's giant tits and Danny needs no convincing. He pays the donation and collects his balloons. Little does Ryan know, Danny is ZZ College's ace pitcher and has recently been drafted into the major leagues. Danny winds up and launches a balloon, hitting Ryan in the tits, soaking her shirt. He hits all 3 shots and claims his prize, Ryan's wet pussy!
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Ryan Keely – Product Placement In Her Pussy

Marketing director Ryan Keely just got a brand new batch of vibrators and dildos in for quality control, and she puts each and every one through rigorous testing. But even more importantly, she needs to make sure her top salesman, Johnny Sins, gets a feel for these sex toys! Johnny is a little nervous about the whole thing at first, but when he finds himself thrusting a dildo in and out of his boss's pussy, well, he gets into it! From fucking Ryan's huge tits to pounding this blonde MILF on her desk, Johnny makes sure he puts all the toys to the ultimate test. Because when it comes to sex, there's no such thing as being too thorough!
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Ryan Keely – I’m Not a Regular Mom, I’m a Cool Mom

Pixie-haired MILF Ryan Keely may be a little out there with her holistic yoga sessions, but at the end of the day she's just wants to make sure her daughter's new fiancé Xander Corvus can satisfy her every need. After deepthroating his huge cock with ease, Ryan spreads her thick legs to test Xander's pussy eating ability, and with every movement of his tongue she lets out an exasperated moan! Now rock hard, Xander bends this blonde MILF over and pounds her pussy better than he ever fucked his own fiancé! Pulling out at the last possible second, he unloads all over Ryan's big fake tits as she looks up in approval.
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Ryan Keely – Progress Report

Johnny sits down with his son's teacher, Miss Ryan, to discuss some disciplinary issues. Miss Ryan explains that Johnny Junior has been displaying inappropriate sexual behavior and Johnny feigns shock. He intentionally drops a pencil on the floor so he can look up Miss Ryan's skirt as she talks. Catching Johnny red-handed, Miss Ryan doles out some dirty discipline to return order to her classroom.
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Ryan Keely – Getting Her Happy Ending

Ryan has had it up to here with her clingy husband – he's always trying to do nice things for her, but his gestures never quite go as planned. When he hires Jordi, a young (but “highly recommended”) masseur, to come over and give his wife a rubdown, Ryan is anything but appreciative – despite her disappointment, she lies down and lets him do his thing. While Ryan's not a fan of Jordi's massage techniques, she finds a different way to put him to use… let's hope her hovering husband doesn't find out!
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