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Video Description: It's Penny Barber's 40th birthday and her best friend, Ryan Keely, is about to take her out for a night of fun to celebrate. But when Ryan sees how... modest... Penny's outfit is, she's unimpressed. Now that Penny's a MILF, she has to dress the part, which is when Ryan gifts her a sexy form-fitting dress to wear instead. Although Penny's flustered, she gives in and tries it on.When they later leave the house, they bump into Ryan's stepson, Axel Haze, and Penny's stepson, Max Fills. Max is instantly flustered and taken aback by seeing Penny in sexy attire for the first time and Penny is embarrassed, which leads to her running back into the house.Max takes off into the house as well, retreating to his room with Axel on his heels. But they aren't alone for long before Ryan checks in on them to comfort Max. It's revealed that Max has confusing feelings about seeing his stepmom in a sexy dress, which Ryan immediately takes advantage of by coming onto him. It's further revealed that Ryan has an ongoing sexual relationship with Axel, which shocks Max. Both Ryan and Axel then work together to convince Max to have sex with Ryan and embrace his newfound love for MILFs. But little do they know, Penny's listening at the door

Video Description: Ryan Keely, a powerful businesswoman, has a cheating-with-permissions arrangement with her equally-powerful husband. There are three strict rules she must follow 1 Ryan can only have sex with other women, 2 it can never be at their home, and 3 she can only do acts that he wouldn't want to try himself.Although the rules Ryan's husband has put in place were meant to still somewhat restrain Ryan, she instead becomes more sexually-liberated and assertive than ever before! She revels in being able to have anal sex with her willing lesbian subordinates around the office, including her very eager secretary, Avery Jane

Video Description: Underappreciated, lonely, curvy wife and MILF stepmom Ryan Keely has been happy that when her husband is away on business, her connection with her stepson Victor has filled in the gaps. But when Victor's girlfriend dumps him, Ryan was more than happy to console him and take their relationship to a whole other level after they finally kissed and wound up in bed, getting all the attention she needed deep inside.

Video Description: Ryan Keely is a live-in nanny who works with a family of five. Unfortunately, the family's eldest teen, Hazel Moore, is an absolute brat. Desperate to curb Hazel's attitude, her parents have enlisted Ryan to discipline Hazel in any way she sees fit. Although Ryan has tried multiple tactics, nothing seems to have an impact. That's when Ryan decides to teach Hazel a lesson the old-fashioned way... by giving her a good spanking and then fucking her in the ass with her trust strap-on!

Video Description: Welcome to Skeet Street! The show that teaches you everything your parents forget to teach you! From plumbing to dispute resolution, this is your favorite adult show, hosted by the lovely Ryan Keely. Accompanied by the beautiful River Lynn and a comic cavalcade of whimsical puppet friends, Ryan will show all sorts of lessons that will make your adult life much easier. Tommy Pistol is also part of the gang, always happy to give Ryan and River a helping hand. This handyman sure knows his way around the house, especially if it gives him the chance to freeuse the milf host and her lovely friend. Learning how to fix a pipe is way more fun when Tommy fucks Rivers mouth, and dealing with a roommate dispute is crystal clear if Tommy fingers River and Ryan in the meantime. And to end things with a bang, a good old cooking lesson while putting some meat in Ryans oven!

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Video Description: Nasty lesbian action ! Deep fucking and strap on play ! Do not miss these hot girls in heat!

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Video Description: Ryan Keely returns as a submissive for Eli Cross to amuse himself with. Ryan is bound, standing, locked inside a metal frame that holds her arms and legs apart and secures her tits. Eli tenderizes Ryans flesh with the cane bundle. He hits her thighs and her back and then moves on to the crop. Eli skillfully uses the crop on Ryans corseted stomach, her tits, and her back. Eli retrieves his cattle prod for some electricity play, giving Ryan the job of counting how many times shes zapped.As Ryans reward, Eli uses the Hitachi to coax a few orgasms. Next up Ryan is bound to a bench with her legs spread and mouth gagged, giving Eli full access. After spanking her pussy, Eli uses the cane bundle again, this time on Ryans feet. Then Eli uses the flogger and a paddle, taking his time reddening Ryans flesh. Then its time for candle-wax and so Eli pours hot wax on Ryans tits and thighs and clears it off with the leather paddle. Eli fingers her pussy and vibrates her clit. Ryan gets bound and bent over a table with a dildo stuffed down her throat that Eli gladly pushes further down as he spanks her ass. Eli grabs the wooden paddle and Ryans neck and he chokes her as he paddles her ass. He pours more wax on her body and then smacks it all off again.