Avi's Anal Training with her Sadistic Step Family
Cast: Avi Love ,Jessica Ryan ,Tommy Pistol
Video language: English
Avi is a crafty little daddy’s girl that arrives at her Step Father’s house with plans to get back to her boyfriend, but Tommy’s new wife Jessica see’s right through her 18 year old lies and puts her cute little ass on notice with a good hard spanking and a metal anal plug. It was Avi’s misfortune to have interrupted Jessica and Tommy’s date day with her bullshit. Jessica had been waiting a long time to get her round ass tied up tight, drooling on a ball gag a with a strict caning from her husband. Once her sweet ass was burning with red cane marks and bouncing on Tommy’s cock she was ready to confess every dirty thought and fantasy she had been saving for this special day. It all comes spilling out of her like slobber around his cock as she gags and sucks with pent up desire: that is until his phone starts ringing with the news that Avi is coming over to escape some trouble she has found herself in. Tommy leaves his little anal angel with Jessica, who decides to take her day back and have some evil lesbian fun with this little brat and teach her about pussy clamps, anal, pussy licking, and how to take a good beating. When Tommy comes home and finds his step daughter covered in his wife’s cunt he is furious, until both ladies manage to sooth his nerves and invite him into a zone of taboo sexual pleasure. He teaches his step daughter how to take a cock in her ass and follow orders as Jessica get’s herself off and cleans Avi’s ass off his cock happily. The end of the afternoon finds Jessica in some belt bondage and her husbands cock deep in her ass as Avi rides her face and screams around a big red ball gag. The little princess has her first tight zipper on and is going to hold her undisciplined orgasms back as long as she can because Daddy is watching, and he wants to see that she can show some self control while he gives Jessica the indulgent anal pounding she has been waiting so long for. After showing that she can be a good girl, Avi is given a full anal exploration, with Tommy and Jessica stretching and pulling open all her sweet young holes while she learns how to cum in a thousand new ways.
Format: mp4
Duration: 1:21:19
Video: 1280x720, AVC (H.264), 4892kbps
Audio: 122kbps
File size: 2.9 GB
Jessica Ryan, Avi Love (Avi's Anal Training With Her Sadistic Step Family)
Release Year: 2024
Video language: English
Wearing a skimpy yellow tank top showing off most of her perfect petite natural tits and also sporting tight white stretch-pants over her round athletic ass.
Format: mp4
Duration: 1:21:00
Video: 1280x720, AVC (H.264), 4886kbps
Audio: 122kbps
File size: 2.9 GB
Jessica Helps Her Step Son Finish It - Codey Steele ,Jessica Ryan
Cast: Codey Steele ,Jessica Ryan
Genres: 4K ,Natural Tits ,MILF ,Titty Fuck ,Brunette
Video language: English
Fortunately for step son Codey, who wasn't thinking to clearly with all the blood rushing to his cock, that he forgot to make sure no one was home, or to close the bathroom door and now his sexy milf step mom Jessica caught him jerking it! Codey now beside himself with embarrassment is eased off very calmly by Jessica letting him know she enjoyed what she saw. But now step mommy is turned on and getting wet and now wants him to keep stroking it but then decides that she wants to make his cock cum. Jessica pulls his cock out sucking it balls deep and getting him to fuck her cock hungry mouth too. Codey pulls up her dress, slipping her soaked panties to the side bending her over the toilet and fucks her hard and deep until he cums a nice hot thick load on her bush and pussy that makes step mommy proud.
Format: mp4
Duration: 34:15
Video: 3840x2160, AVC (H.264), 15550kbps
Audio: 122kbps
File size: 3.8 GB
Jessica Ryan, Serena Hill - Swap Family Doubles Match (2024)
Release Year: 2024
Cast: Jessica Ryan, Serena Hill
Genres: Orgy
Video language: English
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.
Format: mp4
Duration: 27:44
Video: 1920x1080, AVC (H.264), 8683kbps
Audio: 191kbps
File size: 1.8 GB
Mommy's Girl - Sugar Or Step?
Release Year: 2022
Studio: Mommy's Girl
Cast: Ana Foxxx, Jessica Ryan, Sky Pierce
Genres: Blonde, Redhead, Big Tits, Threesome, Natural Tits, Small Tits, Fingering, Teen, Milf, Old Young, Facesitting, Family Roleplay, Tribbing, Interracial, Lesbian, , Ebony, Black Hair, Bubble Butt, shaved pussy, kissing, stepmom, pussy eating
Video language: English
Sky Pierce is relaxing in the living room with her sugar mama, Ana Foxxx. They exchange sultry kisses and clasp their hands together, expressing just how much they love being with each other. Ana never thought she'd date someone as young as Sky, who's only nineteen. Though after all these weeks of frolic and amazing sex, Ana admits that she's hooked on her sexy sugar baby. Ana and Sky start making out but grow weary when Sky's stepmom Jessica Ryan arrives home from work.
When Jessica spots Ana and Sky canoodling on the couch, she becomes annoyed- Ana's been over to see Sky so much that Jessica should be charging her rent. Jessica politely asks Ana to leave since Sky has chores to do. Sky pouts- does she have to do them? Jessica won't budge, so Ana gets an idea. Why doesn't Sky just come to live with her? As her sugar mama, Ana will make sure that Sky's every single need is taken care of. She'll even get the richest, most delicious foods for her to eat so that Sky feels like a true princess. Jessica doesn't like that at all- how Ana think she can take care of Sky better than her very own stepmom? Sky is a needy girl and only Jessica knows how to TRULY satisfy her every whim.
Before long, Ana and Jessica are locked in a literal tug-of-war, with Sky in the middle. They yank Sky from side to side, each wanting to have her all to themselves. Eventually, Sky has had enough. She stops the tug-of-war and explains that although she likes them both, this competition is unhealthy. She needs to choose one of them to have her full attention, but which? She then gets an idea: what if they had a threesome? That was she could compare in real-time how each of them satisfies her and she'll be able to make an informed decision. Ana and Jessica agree, and they have playful sex with Sky all over the couch. Only one of them can win Sky's heart... so will it be sugar or step?
Format: mp4
Duration: 34:53
Video: 3840x2160, AVC (H.264), 14650kbps
Audio: 125kbps
File size: 3.7 GB
Jessica Ryan - Helps Her Step Finish It FullHD 1080p
Release Year: 2021
Cast: Jessica Ryan
Genres: deepthroat, medium natural tits, big dick, pussy licking, hardcore, cumshot
Video language: English
Fortunately for step Codey, who wasn't thinking to clearly with all the rushing to his cock, that he forgot to make sure no one was home, or to close the bathroom door and now his sexy milf step mom Jessica caught him jerking it! Codey now beside himself with embarrassment is eased off very calmly by Jessica letting him know she enjoyed what she saw. But now step mommy is turned on and getting wet and now wants him to keep stroking it but then decides that she wants to make his cock cum. Jessica pulls his cock out sucking it balls deep and getting him to fuck her cock hungry mouth too. Codey pulls up her dress, slipping her soaked panties to the side bending her over the toilet and fucks her hard and deep until he cums a nice hot thick load on her bush and pussy that makes step mommy proud.
Format: mp4
Duration: 34:15
Video: 1920x1080, AVC (H.264), 11660kbps
Audio: 122kbps
File size: 2.9 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
Five More Minutes Laney Grey, Jessica Ryan
Release Year: 2021
Studio: Mommy's Girl
Cast: Laney Grey, Jessica Ryan
Genres: Brunette, Natural Tits, Fingering, Milf, 69, Old Young, Facesitting, Family Roleplay, Lesbian, , rimming, stepmom, pussy eating
Video language: English
Laney Grey is sound to the world as her , Jessica Ryan, tries to get her out of bed to catch the bus for school. Laney has already missed the bus that week, so Jessica attempts to lure Laney out of bed with the promise of freshly-cooked bacon. However, Laney's not sold as she simply rolls over. There's no doubt Laney will miss her bus and Jessica has to accept defeat for that day. But she's already planning how to tackle this problem the morning...
Format: mp4
Duration: 32:51
Video: 3840x2160, AVC (H.264), 12857kbps
Audio: 125kbps
File size: 3.1 GB
It's a Mommy Thing! Vol 12
Studio: Elegant Angel
Cast: Crystal Rush, Jessica Ryan, Caitlin Bell, Jamie Michelle
Genres: Gonzo ,All Sex, Hardcore ,MILF
Video language: English
Elegant Angel presents It's a Mommy Thing 12! over 2 hours of hardcore MILF Step mommy fun! It's a Mommy Thing an assemblage of the hottest depraved MILFS in porn. A sexually sophisticated depiction of fantasy role playing at its best. The ultimate taboo fucking your step would be proud! Starring MILF superstar Crystal Rush! Featuring 100% step family taboo lovin! A must for the taboo fan! Starring Crystal Rush, Jamie Michelle, Jessica Ryan and Caitlin Bell. Enjoy!
Format: mp4
Duration: 2:22:30
Video: 720x406, AVC (H.264), 1118kbps
Audio: 137kbps
File size: 1.3 GB
Stepmom Likes It Up The Ass vol.03 - Jessica Ryan & Cole Church
Release Year: 2022
Studio: Out Of The Family
Cast: Jessica Ryan, Cole Church
Genres: Redhead, Anal, Natural Tits, Fingering, Milf, Old Young, Hairy, Ass to mouth, Pussy to mouth, Blowjob, Deepthroat, Big Dick, Lingerie, straight, open mouth facial, stepmom, pussy eating
Video language: English
Cole Church comes home from school, and is surprised to catch sight of his stepmom Jessica Ryan in lingerie. As Cole remains hidden, he watches Jessica while she uses her cellphone to give her husband a hot video call, filming herself masturbating and talking dirty. Cole gets so turned on that he starts touching himself while watching her.
Jessica finally notices Cole, and makes an excuse to end the call with her husband. She asks Cole to come closer, awkwardly explaining herself. It turns out that her husband doesn't really have sex with her anymore, so phone sex is all they do nowadays. Cole is shocked, and Jessica admits that she really misses getting fucked by an actual cock.
Cole says that he can't wrap his head around the idea of a guy not wanting to have sex with Jessica anymore. After all, she's a beautiful woman, and would gladly fuck her if he could. Jessica perks up at the idea, and says they fuck. It should be fine as long as they don't tell anybody, right? With that, Cole kisses her, and then gives Jessica's gorgeous body lots of attention like she deserves!
Format: mp4
Duration: 38:13
Video: 3840x2160, AVC (H.264), 12138kbps
Audio: 125kbps
File size: 3.4 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 - Anal Addiction (2024)
Release Year: 2024
Cast: Jessica Ryan
Genres: Anal
Video language: English
Vince Karter is charmed by Jessica Ryan's beauty, wild red hair, and love of gangbangs. She teases him with erotic stories of her past, slowly turning him on before the fun begins. The elegant beauty likes a little pain with her pleasure, and Vince is more than happy to comply, punishing her ass and pussy, making her moan and scream even before he has started to use his massive cock. When the actual fucking begins, the results are truly wild.
Format: mp4
Duration: 37:46
Video: 1920x1080, AVC (H.264), 7409kbps
Audio: 100kbps
File size: 2.0 GB
Jessica Ryan riding on the balcony
Cast: Jessica Ryan
Genres: Milf, Big Boobs, Creampie, Blowjob
Jessica Ryan mounted on the balcony and she's going to love it to the point of exhaustion. She will get her ass fucked by a big cock!
Format: mp4
Duration: 21:56
Video: 3840x2160, AVC (H.264), 8154kbps
Audio: 125kbps
File size: 1.3 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
HT - Rope Slut - Jessica Ryan
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
Jessica Ryan, Lacey London
Release Year: 2023
Cast: Jessica Ryan, Lacey London
Genres: :Girl/Girl, Lesbian, Interracial, Cunnilingus, Big Tits, Facesitting
Video language: English
Previously, Lacey London and Scarlett Sage arrived at the home of Sgt. Ryan (Jessica Ryan), to stay with her in lieu of incarceration at a reform school due to their bad behavior. After laying down the law to them of how she is intent on instilling discipline, Lacey quickly decides to escape and never come back. But her friend Scarlett will miss her, and the two girls make love on the eve of parting. In Part 2, Sgt. Ryan encounters Scarlett in the hallway, and then goes to Lacey's room to check on her. Suspecting that she's been up to hanky-panky with Scarlett, she confronts Lacey who denies it, but the sergeant doesn't believe her. Having LL get down on her knees, Ryan declares: "You think you're tough, but you're not. I've broken girls bigger and better than you. You need discipline". Sitting down on her bed, Ryan leans back and sticks out her leg, commanding: "Kiss my feet". She threatens to lock Scarlett up in the basement, and then drops off her high-heeled shoe. Lacey reluctantly takes the older woman's foot and kisses her toes. "Leave her alone", Lacey says defiantly, adding: "I love her and she loves me". "Will you do anything for her? Let's see how far you'll go", Sgt. Ryan declares.
Format: mp4
Duration: 39:21
Video: 1920x1080, AVC (H.264), 5389kbps
Audio: 110kbps
File size: 1.5 GB
Anal Beauty Jessica Ryan Needs Deep Gape Fuck
Release Year: 2022
Cast: Jessica Ryan
Genres: Gonzo, Anal, Hardcore, All Sex
Video language: English
Beautiful girl Jessica Ryan gives him a sloppy blowjob. Hot man stuffs a big dildo into her puckering bunghole. She spreads her cheeky rear and spasms through an anal orgasm on huge cock!
Format: mp4
Duration: 45:26
Video: 1920x1080, AVC (H.264), 11998kbps
Audio: 124kbps
File size: 3.9 GB
HT - Rope Slut - Jack Hammer and Redhead Jessica Ryan
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
Don't Lift A Finger!
Release Year: 2021
Studio: Mommy's Girl
Cast: Jessica Ryan, Percy Sires
Genres: Blonde, Big Tits, Natural Tits, Fingering, Teen, Milf, Old Young, Family Roleplay, Tribbing, Lesbian, Lingerie, Uniform, Model Debut, Stepdaughter, stepmom, pussy eating
Video language: English
Jessica Ryan is resting in bed when she is greeted by her loving stepdaughter, Percy Sires. It is Jessica's birthday and Percy wants it to be special! In fact, she's going to do everything for Jessica that Jessica does for her, including all the cooking and cleaning. She doesn't want her dear stepmom to lift a finger!
Jessica is touched and open to it. Percy excuses herself to get changed to do the chores and when she returns wearing a skimpy maid's uniform, Jessica's jaw drops. Although it's an honest mistake on Percy's part, Jessica is unable to tell her how inappropriate the outfit is... because Jessica is instantly turned on by it!
Instead, Jessica, after becoming too flustered, flees the room. But each time she leaves, Percy comes around to do the chores. Every time Percy innocently bends over and accidentally shows her sexy form off, Jessica's urges become stronger and stronger. It finally gets to the point that Jessica tells Percy to take off the outfit since it's turning her on!
But instead of being deterred, Percy is surprised. Now that the secret's out, she take the outfit off... but in a much more sultry way. After all, Percy wants to do everything she can to make Jessica's special day extra special!
Format: mp4
Duration: 35:35
Video: 3840x2160, AVC (H.264), 11311kbps
Audio: 125kbps
File size: 2.9 GB
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