Jessica Ryan (You Are The Boss Here, Stepmommy )
Release Year: 2024
Cast: Jessica Ryan
Genres: Feature, Hardcore, All Sex, Couples , Straight
Video language: English
This summer, the talented CEO Jessica Ryan arranges an internship at her company for her stepson. However, she warns him not to fuck up this opportunity. As the stepson leaves home for the office, the eagerly prepares to enjoy her first vacation in years. But for such a workaholic, there’s only one way to unwind. Relaxing on the sofa, the beautiful cougar begins to caress her lovely body and slowly fingers her pussy. Experiencing an incredible surge of joy, she decides to bring herself to climax, teasing her twat. Suddenly, she hears her stepson return. Outraged, she demands an explanation. The guy mumbles that he was fired because of a completely stupid misunderstanding. This does not soothe his at all. She needs more details. Under her intense questioning, the guy admits that he tried to joke around in a meeting and sent a dick pic to all employees, forgetting that they could easily identify him. Now, he sees incredible rage in his ’s eyes. At that moment, he understands why Jessica is the real boss. It’s time for her to show him how she deals with incompetent employees. The busty MILF shoves her adorable lingerie into her stepson’s mouth and presses his head against her hungry pussy. She orders him to lick it until she says to stop. The scared guy quickly gets into the rhythm, tasting her pussy juice. Then Jessica pushes his head against her butt hole so the guy can polish it with his tongue. But the harsh boss isn’t satisfied yet. Jessica wants to feel a dick inside her womb. After giving the dude the most fantastic blowjob of his life, she inserts his fuck stick into her twat. Feeling his throbbing cock, she experiences divine pleasure and furiously fucks the guy until she explodes in unbelievably powerful orgasms. Afterward, the cougar allows her stepson to release a load of his semen onto her wonderful tits. It seems this time, the punishment wasn’t too severe for the guy.
Format: mp4
Duration: 38:48
Video: 1920x1080, AVC (H.264), 4187kbps
Audio: 250kbps
File size: 1.2 GB
Jessica Ryan - Oral Fixation
Release Year: 2024
Cast: Jessica Ryan
Video language: English
Jack Vegas just lost his job and his passing an interview for a new kind of work as a personal assistant. It seems to go well, but his new boss Jessica Ryan wants to be sure he can fulfil a very special task. She confesses that she has an oral fixation and that she to suck dick to keep her mind in the game. The interview ends with a test run of their skills.
Format: mp4
Duration: 22:17
Video: 1920x1080, AVC (H.264), 5291kbps
Audio: 187kbps
File size: 895.2 MB
Jessica Ryan - Oral Fixation (2024)
Release Year: 2024
Cast: Jessica Ryan
Genres: Oral
Video language: English
Jack Vegas just lost his job and his passing an interview for a new kind of work as a personal assistant. It seems to go well, but his new boss Jessica Ryan wants to be sure he can fulfil a very special task. She confesses that she has an oral fixation and that she NEEDS to suck dick to keep her mind in the game. The interview ends with a test run of their skills.
Format: mp4
Duration: 22:17
Video: 1920x1080, AVC (H.264), 5291kbps
Audio: 187kbps
File size: 895.2 MB
Jessica Ryan, Hazel Moore - World Tour From Home (2023)
Release Year: 2023
Cast: Jessica Ryan, Hazel Moore
Genres: Lesbian
Video language: English
Jessica Ryan is walking down the stairs when she is stopped by her , Hazel Moore, coming out of the bathroom and closing the door quickly behind her. Jessica is surprised and curious as to what Hazel is up to. Hazel explains that since Jessica has gone to so much effort to save up for Hazel's college - so much, in fact, that Jessica has been unable to afford a vacation for herself - Hazel has decided to show her gratitude with a special surprise!
Hazel says that she has drawn a luxurious bath for Jessica, who is instantly appreciative and moved by Hazel's thoughtfulness. But Hazel is quick to say that the bath isn't the only surprise she has in store for Jessica. Since Jessica can't go on an actual vacation these days, Hazel has planned a 'trip around the world' - all from the bathtub!
As Jessica relaxes in the bath while wearing her favorite bikini, Hazel uses various treats, decor, and music to help Jessica feel as if she's vacationing in different parts of the world. Jessica is charmed by Hazel's adorable efforts to make her happy, and eventually invites Hazel to join her in the tub.
Format: mp4
Duration: 35:24
Video: 3840x2160, AVC (H.264), 14645kbps
Audio: 125kbps
File size: 3.7 GB
Jessica Ryan - Stepmom Wants Cream Filling On Easter
Release Year: 2024
Cast: Jessica Ryan
Video language: English
Nick Strokes is eating candy as his stepmom Jessica Ryan cleans up. He asks Jessica why chocolate bunnies are hollow. With a sultry smile, Jessica suggests that it's so they can get filled with cum. It's like a treat for milfs.
Format: mp4
Duration: 23:29
Video: 1920x1080, AVC (H.264), 8798kbps
Audio: 191kbps
File size: 1.5 GB
Jessica Ryan - Keeping Stepmom Happy 1080p
Release Year: 2023
Cast: Jessica Ryan
Video language: English
When you have a hot stepmom like Jessica Ryan, it's important to keep her happy. Ricky Spanish does his best, but Jessica is super hot and he can't help staring at her. Jessica is making coffee in a towel when she drops the cloth to the floor in what she calls a nip slip. Ricky plays it off and claims he saw nothing. Jessica says she'll make a girl very happy, but Ricky only wants to make one girl happy right now...
Format: mp4
Duration: 22:43
Video: 1920x1080, AVC (H.264), 6482kbps
Audio: 191kbps
File size: 1.1 GB
Girlsway - Obsessed Assistant
Release Year: 2022
Studio: Girlsway
Cast: Laney Grey, Jessica Ryan
Genres: Natural Tits, Fingering, College, Milf, Old Young, Tribbing, Lesbian, rimming, pussy eating
Video language: English
Jessica Ryan is a busy businesswoman who relies on her loyal assistant, Laney Grey, to help keep things running smoothly. But she's surprised that day when Laney tells her that there are business meetings scheduled. It seems odd to Jessica, and she suspects that something is amiss, but Laney wins her over with ease. It looks like they'll be spending the day together catching up on odds and ends!
Days later, everything seems to be going smoothly again and work has picked up. Because of this, Jessica wants a second assistant. Unfortunately, Laney informs her that none of the proposed candidates for a second assistant worked out. This makes Jessica even more suspicious that Laney might be up to something...
When Laney shows up uninvited to her house on a Saturday night to deliver a file, dressed rather sexily, Jessica finally confronts Laney about her odd behavior. It just seems like that Laney is trying to get closer to her than any boss and employee should be!
That's when Laney finally caves and admits that she want to get close to Jessica in a more intimate way. She's been orchestrating things so that they can spend more time together... She just admires Jessica so much and can't help herself around her!
Jessica is shocked to hear all this but is afraid of losing a good assistant to such... distractions. She then realizes that there's only one way to get rid of these distractions once and for all!
Format: mp4
Duration: 32:06
Video: 3840x2160, AVC (H.264), 13064kbps
Audio: 125kbps
File size: 3.0 GB
Jessica Ryan - Teacher Jessica Ryan Has Horny Needs
Release Year: 2022
Cast: Jessica Ryan
Genres: MILF, Big Tits, Gonzo, Hardcore, All Sex
Video language: English
When Codey Steele walks in on his ravishing redhead teacher Jessica Ryan having just discovered her husband cheating on her, he offers to help in any way necessary as her new assistant. The naughty Penthouse MILF takes advantage of the opportunity and has the hunky student fulfill her horny needs.
Format: mp4
Duration: 25:07
Video: 1920x1080, AVC (H.264), 7821kbps
Audio: 125kbps
File size: 1.4 GB
Pure Taboo - The Big Game: A Charly Summer Story
Release Year: 2022
Studio: Pure Taboo
Cast: Seth Gamble, Charly Summer
Genres: Brunette, Big Tits, Teen, Old Young, Pussy to mouth, Blowjob, Deepthroat, Cumshot, Creampie, Rough Sex, Gagging, Spanking, , Face Fucking, Fishnets, shaved pussy, doggy style, rimming, stepdad, pussy eating
Video language: English
Jessica (Charly Summer) wants nothing more than to get attention from her , Ryan (Seth Gamble). He's confident, cool, and stable... everything that she wants in a parent figure. But Ryan is a typical alpha male when it comes to all things football, meaning that whenever the game's on, no women are allowed in his man cave, not even Jessica.
But no matter how much Ryan pushes her away, Jessica does everything she can to try and win him over. All she wants is for him to LIKE her, although she's starting to run out of ideas. Given that her trying to be sweet and accommodating isn't doing the trick, it's time to push herself further than ever.
The morning of the big game, Ryan barks at Jessica to get out of the house so that he can enjoy the game in peace. Although Jessica agrees, she slyly changes into revealing loungewear and casually enters the man cave. Ryan is immediately startled to see Jessica's hot body, trying to keep himself in check as he orders her to go get changed. But instead of slipping into something conservative, Jessica instead returns in a skimpy football uniform and fishnet stockings.
Again, Ryan is floored, barely able to keep his eyes off her. Jessica is playful as she asks if she can stay and watch the game. Although Ryan reminds her that she was to leave, he grunts that he supposes she can stay around... as long as she's quiet.
Jessica, feeling braver than ever, settles in next to him. She this is her moment and seizes it. Emboldened, she spreads her legs a little and begins touching herself, clearly wanting Ryan to catch her in the act. When he finally does, he's shocked and tries to scold her, but Jessica sees the primal lust in his eyes.
As Jessica tells him to loosen up, Ryan's resolve starts to crumble as hunger takes over...
Format: mp4
Duration: 49:37
Video: 1920x1080, AVC (H.264), 5353kbps
Audio: 187kbps
File size: 2.0 GB
Jessica Ryan - Tasty Cock For Jessica 1080p
Release Year: 2023
Cast: Jessica Ryan
Video language: English
Slutty redhead Jessica Ryan cannot control herself and wants to suck on Anthony Pierce's cock!!
Format: mp4
Duration: 24:29
Video: 1920x1080, AVC (H.264), 5424kbps
Audio: 187kbps
File size: 1.0 GB
Jessica Ryan & Lily Lane - Lily Lane Handles Jessica Ryan’s Ass
Release Year: 2023
Cast: Jessica Ryan, Lily Lane
Genres: BDSM, Bondage, Lesbian, Anal, Anal Stretching, Strap-on, Dildo, LezDom, Ass Licking, Rimming, Stockings
Video language: English
Lily Lane and Jessica Ryan get it on for the first time in this super hot EB update. Princess Lily saunters into the dungeon in her sexy lingerie and high heels to find Jessica is all tied up and eager to please. She starts with the crop on Jessica’s butt, thighs and tender feet getting her all warmed up for a day of all the way girl on girl ass play with lots of big toys. Lily stretches Jessica’s tight hole with bigger and bigger butt plugs and then fucks her ass good with a strap-on dildo causing her to cum hard. Then Princess Lily lures her filthy little toy into her own sexy, curvy ass. Jessica licks Lily clean and then fucks her ass with a thick pink dildo and then an even bigger toy and finally stretches Lily’s ass wide open with an industrial speculum. What a fun play day!
Format: mp4
Duration: 58:18
Video: 1920x1080, AVC (H.264), 9743kbps
Audio: 156kbps
File size: 4.1 GB
Jessica Ryan, Savvy Suxx - Swapping To Teach a Lesson (2024)
Release Year: 2024
Cast: Jessica Ryan, Savvy Suxx
Genres: Orgy
Video language: English
Anthony comes home tattered and humiliated, and he admits to his stepmom, Jessica, that he is being bullied at school. Jessica demands Anthony reveal who his bully is. Soon after, Jessica calls Savvy, the stepmother of Anthony’s bully, Dylan. Jessica isn’t going just to sit around idly while her stepson gets the snot beat out of him. Jessica and Anthony pay Savvy and Dylan a visit. If Dylan wants to be a bully, Jessica will show him what a real bully looks like.
Format: mp4
Duration: 56:25
Video: 1920x1080, AVC (H.264), 2441kbps
Audio: 125kbps
File size: 1.0 GB
Jessica Ryan - Case No. 6615379 The Mournful Thief (2022)
Release Year: 2022
Cast: Jessica Ryan
Genres: HD Video, All Sex
Video language: English
On the day of her husband’s funeral, Jessica Ryan attempts to steal flowers from the store. But her actions are thwarted by loss prevention officer Mike Mancini. To get out of trouble, Jessica will have to make a deal with Mike.
Format: mp4
Duration: 47:49
Video: 1920x1080, AVC (H.264), 11721kbps
Audio: 93kbps
File size: 4.0 GB
World Tour From Home Jessica Ryan, Hazel Moore
Release Year: 2023
Studio: Mommy's Girl
Cast: Jessica Ryan, Hazel Moore
Genres: Brunette, Redhead, Big Tits, Natural Tits, Fingering, College, Milf, Hairy, Family Roleplay, Tribbing, Lesbian, Stepdaughter, bath, kissing, rimming, stepmom, pussy eating
Video language: English
Jessica Ryan is walking down the stairs when she is stopped by her stepdaughter, Hazel Moore, coming out of the bathroom and closing the door quickly behind her. Jessica is surprised and curious as to what Hazel is up to. Hazel explains that since Jessica has gone to so much effort to save up for Hazel's college - so much, in fact, that Jessica has been unable to afford a vacation for herself - Hazel has decided to show her gratitude with a special surprise!
Hazel says that she has drawn a luxurious bath for Jessica, who is instantly appreciative and moved by Hazel's thoughtfulness. But Hazel is quick to say that the bath isn't the surprise she has in store for Jessica. Since Jessica can't go on an vacation these days, Hazel has planned a 'trip around the world' - from the bathtub!
Format: mp4
Duration: 35:24
Video: 3840x2160, AVC (H.264), 14645kbps
Audio: 125kbps
File size: 3.7 GB
Jessica Ryan - Case No. 6615379 - The Mournful Thief
Release Year: 2021
Studio: Shoplyfter Mylf, Team Skeet
Cast: Jessica Ryan
Genres: Clips, HD, MILF, Redhead, 1080p, Office
Video language: English
On the day of her husband’s funeral, Jessica Ryan attempts to steal flowers from the store. But her actions are thwarted by loss prevention officer Mike Mancini. To get out of trouble, Jessica will have to make a deal with Mike.
Format: mp4
Duration: 47:49
Video: 1920x1080, AVC (H.264), 11721kbps
Audio: 93kbps
File size: 4.0 GB
Jessica Ryan ,Anthony Pierce - Tasty Cock For Jessica
Cast: Jessica Ryan ,Anthony Pierce
Genres: Cumshot ,Blowjob ,Masturbation ,Reality ,Tittyfuck ,Deepthroat ,Saliva ,Handjob ,Ball Licking ,Hairy Pussy ,MILF ,Oral ,POV ,RedHead
Video language: English
Slutty redhead jessica ryan cannot control herself and wants to suck on anthony pierce's cock!!
Format: mp4
Duration: 24:29
Video: 3840x2160, AVC (H.264), 14641kbps
Audio: 125kbps
File size: 2.6 GB
Jessica Ryan - Teacher Learns Her Lesson
Release Year: 2021
Cast: Jessica Ryan
Genres: All Sex, MILF, Short Hair, Natural Breasts, Medium Tits
Video language: English
School teacher Jessica Ryan is brought to the back room by security officer Rusty Nails for interrogation after suspecting her of stealing. Jessica denies everything at first, but after officer Rusty searches her handbag and finds a bunch of stolen merchandise, he threatens to call the police and get her arrested. Jessica offers to do anything to avoid getting the cops involved, and so she ends up buying his silence, first on her knees, then bent over on the table.
Format: mp4
Duration: 44:55
Video: 1920x1080, AVC (H.264), 11717kbps
Audio: 93kbps
File size: 3.8 GB
Jessica Ryan, Olivia Madison - Olivia Is The Reason For Jessicas Endless Lust
Release Year: 2023
Cast: Jessica Ryan, Olivia Madison
Genres: Lesbian
Video language: English
Lesbian milf Jessica Ryan cannot eat or sleep and all she thinks about is her beautiful lover Olivia Madison and basking every moment with her touch and sweet dripping wet urges. Jessica rushes home filled with her endless lust to taste Olivia's hot wet pussy and to feel Olivia's big tongue between her lips and sucking on her clit. Jessica, having more experience, opens up her drawer of toys and one by one brings Olivia to orgasms as this lucky day hopefully never ends!
Format: mp4
Duration: 30:09
Video: 1920x1080, AVC (H.264), 11662kbps
Audio: 122kbps
File size: 2.5 GB
Jessica Ryan - Anal Uncut (volume 2)
Release Year: 2022
Cast: Jessica Ryan
Genres: Anal, MILF, Rimming, Big Tits, Gonzo, Hardcore, POV
Video language: English
Lovely redhead Jessica Ryan tweaks her plump nipples and slicks them up with spit. Her gash grinds on his boner as POV style footage zeroes in on her jugs, and she gives pussy-to-mouth fellatio. Hard rear reaming leads to A2M head, and Jessica swallows semen.
Format: mp4
Duration: 56:06
Video: 1920x1080, AVC (H.264), 5836kbps
Audio: 124kbps
File size: 2.4 GB
HT - Jessica Ryan and Jack Hammer - Rope Slut
Release Year: 2015
Cast: Jessica Ryan, Jack Hammer
Genres: BDSM, Extreme Bondage, Humilation, Hardcore, Fetish, Domination
Video language: English
Jessica Ryan Earns the Privilege of Being Our Rope Slut
We pride ourselves on being men of discriminating taste, so while we get a lot of girls in here that love to be bound, beaten, fucked and made to cum, we rarely bestow upon any of them the honor of being called a genuine rope slut.
It takes more than just a banging body and a willingness to try some kinky things to be a rope slut. It takes being able to not just endure, but enjoy strenuous bondage positions that would break other girls physically and mentally.
Enter Jessica Ryan. If you want an example of how much this rope slut loves to be tied up, take a look at what she goes through for Jack Hammer. The way her back is arched we could call this a hogtie, but that would be doing it a disservice. He has her on her knees, her tits tied to the ceiling, while she is bent back like a bow. It's an incredibly beautiful position to leave her in. It's an even better one to whip her in.
That's what it takes to be a rope slut in our book. And Jessica Ryan lives up to the hype.
Format: mp4
Duration: 59:00
Video: 1280x720, AVC (H.264), 6759kbps
Audio: 100kbps
File size: 2.9 GB
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