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Penthouse Gold – Jessica Ryan – Horny for Her Houseguest

Jessica Ryan – Horny for Her Houseguest
Released: November 3, 2025

Jessica Ryan wasn’t looking for anything, she just needed to rent out her guest house. But when Will Pounder strolls in with his suitcase and bulging muscles, the blonde bombshell can’t help but watch his every move through the sliding glass door. As he swims laps, the nympho is lost in the fantasy of her new tenant. Tune in as the horny hottie is caught pleasing herself before the hunky houseguest takes over and plunges himself deep inside the busty beauty on the sofa only on Penthousegold.

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She Loves Black – Jessica Ryan – Lovely Handyman

Jessica Ryan – Lovely Handyman
Released: October 28, 2025

Blonde and stunning Jessica Ryan appears truly divine in her white dress and high heels. The blonde babe in glasses exudes natural charisma that makes it difficult to look away once people lay their eyes on her. She’s an alluring woman, and it’s not a surprise that many are attracted to her. Aside from her looks, Jessica Ryan also has a serious demeanor when she’s working. But once she drops the work mode, the lovely beauty is a bright and approachable person who is a delight to talk to.

She’s also not a snob when talking to others who work for her. The blonde lady works from home and lives alone, so she needs a handyman who can fix things in her house that she doesn’t have the knowledge to repair. There’s a guy who usually does that for her, but this time, Mannie Coco takes up the job. Jessica is surprised to see the man when she looks up from her computer, and is also flustered after seeing him in his jumper, but without a shirt. His muscular Ebony body was damp with sweat after finishing his task. He apologizes for his indecent display, but Jessica seems to be fine with it. Jessica Ryan strikes up a conversation with Mannie Coco. She asks him if he’s new, to which he gives a confirmation. He adds that he’s from England and has been in the area for six months. Seeing his ripped body, the blonde babe thinks the black hunk will surely make a great model. The friendly beauty convinces the lovely guy to stay for a while so they can chat. She beckons the man over to check on something, which he simply complies with. After that, Jessica and Mannie settle down on the white ottoman and get to know each other in proximity.

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Mom Swapped – Jessica Ryan & Justine Jakobs – The Halloween Jizz Games – S5:E2

Jessica Ryan & Justine Jakobs – The Halloween Jizz Games – S5:E2
Released: October 17, 2025

Parker Ambrose and Enzo East are eating their Halloween candy when their stepmothers Jessica Ryan and Justine Jakobs come in and take their treats away. They tell the boys that they’re going to play a game. Next thing they know, they’re dressed for the Jizz Games and playing dalgona with dick cookies. The milfs win that round.

Next up is tug of war, where the busty mommies win as their tits come popping out of their dresses, creating a distraction. The final game is red light green light, except they have to jerk off. First one to cum wins. The guys lose one last time, which means the girls win. They’re going to edge the boys, with Justine taking Enzo on and Jessica going for Parker’s dick. Dropping to crouch down, the ladies go for some nice suck.

Things keep on escalating as the guys find themselves on their backs, playing stud to each other’s stepmoms. The milfs swap, so that Jessica can have Enzo and Justine can have Parker as they lean over the countertop to take it from behind. Hopping onto the countertop, the mommies switch again so that Justine takes Enzo deep inside and Jessica enjoys getting dicked down by Parker. They get back on their knees, this time finally giving the guys permission to cum on their chests.

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Mom Wants Creampie – Jessica Ryan – Put My Pussy Where Your Mouth Is – S7:E2

Jessica Ryan – Put My Pussy Where Your Mouth Is – S7:E2
Released: June 11, 2025

Jessica Ryan is on the phone complaining about how she wants a creampie but her husband won’t stop pulling out. Her stepson, Gunnar Bishop comes in and tries to get Jessica’s attention to sign something for school. To shut him up, she shoves Gunnar’s face in her pussy while she disengages from the phone call.

The part of the conversation Gunnar overheard plus Jessica’s willingness to have his face in her twat gives Gunnar the courage to come on hard later. He claims he doesn’t know what a creampie is and talks Jessica into helping him learn. They start with Gunnar palming and nibbling those titties. Then Jessica urges him to put those hands to work on her pussy. In turn, Jessica gives Gunnar a nice BJ to finish warming up for the main event…

On her knees, Jessica enjoys the slide of Gunnar’s hardon all the way into her coochie. She’s so wet knowing she’s going to get filled to the brim with cum that she easily slides down when she goes to ride in reverse cowgirl. Laying on her back, Jessica wraps her legs around Gunnar’s waist as he dicks her down until he gives her the promised creampie.

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Mylf Of The Month – Jessica Ryan – May Spotlight: Jessica Ryan’s Orgasmic Desires

Jessica Ryan – May Spotlight: Jessica Ryan’s Orgasmic Desires
Released: May 3, 2025

MILF lovers! Let’s celebrate May with Mylf of the Month, where we bring one incredible model into the spotlight and see why they’re the best of the best. There are few hotter and more orgasmic than the always beautiful Jessica Ryan. We’ve been working with this drop-dead gorgeous stunner since 2020, and we can’t wait to keep the good times going. We knew we wanted Jessica to have her MYLF spotlight, so we invited her in for an interview and a chance for her to show us why she’s #1. Jessica lets fans in on her desires, her hobbies, all before getting fucked by Gunnar. Jessica shows off her incredible body and loves getting fucked with passion and intensity. Love Jessica? Make sure to tell her in the comments!

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Anal Mom – Jessica Ryan – My Pagan Stepmom’s Anal Tribute

Jessica Ryan – My Pagan Stepmom’s Anal Tribute
Released: April 19, 2025

Jessica and her stepson Will are ready to pay tribute to Eostre, goddess of fertility. They’ve been preparing for this moment their entire lives, and are following the sacred instructions to a tee. Read the words from the ancient book, pray to her will, and get Will’s cock nice and hard so he can complete the ultimate task: pound his stepmom’s asshole as hard as he can so the goddess can hear her primal screams of pleasure.

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Shoplyfter Mylf – Jessica Ryan – A Mardi Gras Gangbang

Jessica Ryan – A Mardi Gras Gangbang
Released: March 6, 2025

Rion really screwed up this time! Not only was he caught shoplifting, but he did it right before Mardi Gras, his stepmom Jessica’s favorite event! Dressed in her carnival attire, Jessica arrives at the mall’s security back office to fetch her stepson, now being questioned by not one but three officers: Mike, Chad, and Rion V. The tough security guards know that the young man is hiding something, and their metal detector tells them it might be inside his pants. Unapologetic, Jessica pulls down her boy’s pants to find that his no-good-stepson tried to steal a cock ring…

Now, the suspicion has been cast on her as well, and the pissed officers start patting Jessica, thinking that the tandem might be working together. No matter how much Rion complains, Jessica now has to be strip-searched and her cavities need to be checked to ensure that her stepson didn’t get his ideas from her. The situation doesn’t look good for Rion, but Jessica wants to move on, forget about the whole situation and have a proper Mardi Gras celebration, so she offers to start the party right in the office with the officers if they accept forgetting about the whole thing. And if she has to let her stepson play too, she won’t mind as long as she gets what she wants: a Mardi Gras Fuck fest!

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Mom Wants Creampie – Jessica Ryan – Stepmoms Panties – S6:E3

Jessica Ryan – Stepmoms Panties – S6:E3
Released: March 5, 2025

Jessica Ryan is doing laundry when her stepson Jimmy Michaels comes in to ask her a question. He confesses that he is interested in his hot teacher while also fondling Jessica’s thongs. Eventually, Jessica realizes that Jimmy really has a thing for older women and their panties. When Jimmy asks Jessica to share a secret to make him feel better, she admits she wants a guy to cum on her panties for her…

Later, Jessica is masturbating with her own thong when Jimmy knocks on the door. He asks to see his stepmom’s panties and she hesitates before agreeing. Jimmy can see how wet Jessica’s panties are, and she admits she was thinking about their previous conversation. She invites Jimmy to make her fantasies come true. Popping those big jugs out, Jessica spreads her thighs so Jimmy can touch her pussy and then rub his dick against her panties.

Sliding Jessica’s thong aside, Jimmy shoves his dick into her tight twat before he eats her out. Stepmommy takes charge, riding Jimmy in cowgirl. Jessica sucks their combined juices from Jimmy’s dick and then gets to her feet so her stepson can take her from behind. Pulling out, Jimmy busts a nut into Jessica’s thong and then watches as she pulls it up to cover her pussy in jizz.

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Naughty America VR – Jessica Ryan – Jessica Ryan unzips your pants for that thick cock of yours – VR

Jessica Ryan – Jessica Ryan unzips your pants for that thick cock of yours – VR
Released: January 31, 2025

You’ve had your sights set on her a while, and now she’s here for you: Jessica Ryan. Stockinged, with blonde hair flowing, and horny as fuck, the petite diva is going to make you feel good, just the way you want. But first she wants to tease you before she pleases you. Reaching into your pants for that snake of a big thick cock you’ve been hiding, Jessica knows just how to wet it. Her flicking tongue dances all over your massive cock until she slurps up and down it and around the head. When she’s good and ready you’ll find her smooth, fine ass in your sights, prepared to sit right on your dick.

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Naughty Office – Jessica Ryan – Hot blonde boss Jessica Ryan wants to play with your pickle and balls

Jessica Ryan – Hot blonde boss Jessica Ryan wants to play with your pickle and balls
Released: October 9, 2024

Jessica Ryan stops by Sam’s office to ask a favor. She’s looking for someone who’s athletic to join her Pickleball team. Sam’s not really amused until Jessica whips out his pickle and balls to suck and fuck until she gets what she came for.

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Gangbang Creampie – Nicole Rae, Jessica Ryan & Sadie Summers

Nicole Rae, Jessica Ryan & Sadie Summers – Reverse Cowgirl September 2 Edition 2024 + Deep In Cream September 2 Edition 2024
Released: September 27, 2024

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Gangbang Creampie – Jessica Ryan – Gangbang Creampie 427 with Jessica Ryan

Jessica Ryan – Gangbang Creampie 427 with Jessica Ryan
Released: September 13, 2024

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Private – Jessica Ryan – Jessika Ryan Debuts with an Interracial Anal Fuck

Jessica Ryan – Jessika Ryan Debuts with an Interracial Anal Fuck
Released: August 8, 2024

Brunette and sexy, Jessika Ryan lands at http://www.private.com today ready to board our brand-new airline in We Fly Mile High, and after meeting the black stallion, Rocket Powers, on the plane, she’s quickly on her way to his place for an afternoon of interracial fun! Upon arrival, there’s no time to waste as Jessica offers up her delicious hairy pussy for a taste before showing off her oral skills with an incredible gagging blowjob. Then it’s time for the real fun to begin as she prepares her tight little ass for a spectacular anal pounding that has quivering with pleasure all the way until a facial cumshot!

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Cheating Mommy – Jessica Ryan – Getting Stepmom On Film – S1:E6

Jessica Ryan – Getting Stepmom On Film – S1:E6
Released: July 31, 2024

Jimmy Michaels and Jay Romero listen at the door to see if Jimmy’s stepmom, Jessica Ryan, is camming. They open the door to check and realize that Jessica is indeed giving Internet strangers a taste of her goods. The phone glitches, prompting Jimmy and Jay to knock on the door and invite themselves in for a closer look at the goods before she ushers them out…

The next day, Jessica catches the guys as they come to her bedroom door and asks if they have any ideas. When Jimmy shows his stepmilf an outfit, she agrees and changes into it for them. Calling the guys in, Jessica has Jay hold the camera and film her as she strikes provocative poses on the bed. Jessica’s miniskirt hikes up to show her hairy pussy, but she claims her fans really like to watch her get eaten out by one guy while sucking another guy off. Michael gets the cooch while Jay takes the BJ.

On her side, Jessica takes Jay’s cock in her pussy while stroking and sucking her stepson. Jimmy lays prone on the bed while Jessica rides in reverse cowgirl while she slurps her juices from Jay’s fuck stick. Then she turns around and rides in cowgirl so Jimmy can knead her ass and tits. Falling back onto her side, Jessica spreads her thighs for Jimmy while guzzling Jay’s dick until Jay and Jimmy both nut for the camera. As Jessica lounges like a satisfied cat, she tells them they should join her at the same time next week.

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Family Swap – Jessica Ryan & Serena Hill – Swap Family Doubles Match – S9:E5

Jessica Ryan & Serena Hill – Swap Family Doubles Match – S9:E5
Released: July 24, 2024

What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Serena Hill and her swap mom Jessica Ryan have just gotten nice and sweaty playing tennis. They walk into the living room where Will Pounder is hanging out. The minute Jessica’s attention is diverted, Serena begins lifting her tennis skirt and talking dirty to her swap daddy. Jessica insists that Will accompany her to their bedroom to help her with something right now…

As the swap parents are leaving, Jimmy Michaels walks in and asks what’s up. Serena tells him that Jessica got all horny when she heard Will’s dad voice and then tells Jimmy to let her hear his dad voice. It’s not long before Jimmy is eating Serena’s pussy and then bending her over the table and fucking her.

Will and Jessica walk back in to see their swap kids trying to hold the moan and find the scene so sexy that Will pushes Jessica against the wall to get his dick wet too. When Serena notices, she invoices swapmom to try Jimmy out. That’s all it takes for the swap fam to move to the couch where Jessica rides Jimmy and Serena sinks onto Will in reverse cowgirl. The ladies swap partners and positions. Then they get on their knees so Serena can suck Will down and Jessica can blow Jimmy. Returning to their original partners, Serena splays herself for Will to dive deep while Jessica enjoys Jimmy in doggy. The guys keep it up until they each deliver a nice creampie, leaving the swap family closer than ever.

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Bellesa Blind Date – Jessica Ryan Blind Date Episode 85: Jessica & John

Jessica Ryan – Blind Date Episode 85: Jessica & John
Released: June 1, 2024

Blind Date from Bellesa Plus: Unscripted moments, sex the way they want it, and performers as their most real selves.

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Mom Swap – Jessica Ryan & Savvy Suxx

Jessica Ryan & Savvy Suxx – Swapping To Teach a Lesson
Released: May 20, 2024

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