UPDATED Hyley Winters Mega Collection
66 Videos | 81 GB
Hyley Winters (born March 4, 2002) is a pornstar from Las Vegas, Nevada, United States. She is 5'7", weighs 114 lbs and her measurements are 34-24-34.
Hyley Winters - After Work Neon Fuck
Released: August 8, 2025
AFTER WORK NEON FUCK! I got home after a long day at work and heard my sexy blonde girl Hyley Winters calling my name from the other room..I walked in and she was waiting for me in a blue neon light with a mini skirt on and her legs wide open! She was waiting all day for some good dick and it was exactly what I needed late night. I put in that MajorWork and gave her a big creampie dripping out of her tight pussy lips. Don't miss this hot BG scene with 33 minutes of MajorWork..Salute!
Hyley Winters - Luau Laid: Hawaii Turns My Stepmom Into a Freeuse Slut
Released: July 22, 2025
Hyley is a busy and successful lawyer who’s fully focused on her career. She struggles to thrive in a male-dominated world, as everyone sees her as the pretty lady in the office. This forces her to work twice as hard, neglecting both her well-being and her relationship with Austin, her beloved stepson. Austin is fully supportive of his stepmom’s career and tries to spend as much time with her as possible, even if it means following her around and asking about her daily struggles. Worried about ignoring Austin so much, Hyley decides to take her stepson on a nice vacation. Yet, work never stops for a busy woman like her, so she is constantly answering calls and venting about her busy life. Austin doesn’t really mind, as he is happy to spend time with her. Plus, nothing brings him closer to his stepmom than listening to her problems while he gets to use her like a fuck toy.
Alex Blake, Natalia Starr, Sara St Clair, Liz Jordan, Hyley Winters, Gia Dibella, Isabel Love, Krystal Sparks, Lady Gang, Ellie Tay, Lucy Foxxx, Ophelia Purr & Ava Marina - No Horse Needed, They Just Want to Ride Your Dick
Released: May 23, 2025
Riding a dick takes skill, but these cowgirls are way above the challenge. Their craving for a hard cock guides their moves, so every time they insert a dick inside their pussy, they know they're going to use their hips and their legs in any way they need to until they're covered in cum. Their favorite position? Reverse cowgirl. If you can't tell by their moans, for them, no feeling is better than rubbing a cock against their pussy, over and over.
Hyley Winters & Krystal Sparks - I'm Close to My Stepson Because We Fuck - Let's Try It Together
Released: April 10, 2025
My dear stepson Jayden and I spent the weekend at Hyley and Sage's estate. Despite the hard work, it was a great experience, yet there were small details I kept noticing between Hyley and her stepson. They kept touching and kissing each other as if their presence was enough to turn them on. I kept wishing Jayden and I had the same connection, so I asked Hyley for advice. That night, she started sucking her stepson's cock after dinner and asked me to do the same with Jayden. I tried it and noticed his dick was already hard for me. Besides, it tasted amazing, especially when I started savoring his cum. I tried to stop, knowing that was wrong, but Hyley convinced me to keep going, and I really wanted to. My pussy was so wet I had no choice. As I kept licking and jerking off Jayden's dick, I couldn't resist kissing Sage's cock too! I thought I would be in trouble, but they were into it. Hyley even undressed me and licked my pussy. We both took turns getting fucked by both guys and got to feel the pleasure of riding two cocks. I've never felt so good before, and I will make sure Jayden and I come back all the time.
Sarah Jessie & Hyley Winters - Swiss Milk to Seal the Deal
Released: March 10, 2025
In a luxurious trip to the Swiss Alps, stepsisters Hyley and Sarah enjoy their stay in a fancy chalet they booked with a fake card. They believed their operation had been seamless, their deceptive tranquility was abruptly shattered by the unexpected arrival of Quinton, the rightful owner of the chalet. The guy was onto the naughty scammers, so he resolved to take immediate action and contact the local authorities to stop this deceitful duo for good.
Hyley Winters - Blonde Fucktoy Gets Her Pussy Used and Dominated
Released: November 28, 2024
We are joined by gorgeous blonde cumslut Hyley Winters as she gets dominated and fucked hard by big dick until she gets blasted and covered in cum.
Cast: Barbie Feels, Bunny Madison, Hyley Winters, Kitana Montana
Happy wife, happy life! Director Sid Knox presents 4 new tales of swinging sex fantasies in "Horny Hotwife 5", where the wives put their hall passes to good use and satisfy their husbands. Bunny Madison hops on her personal trainer's dick. Hyler Winters gets off on bad behavior when an escaped criminal hides out in her home. Kitana Montana convinces hubby to let her work out a deal with their mooching roommate. Finally, MILF Barbie Feels indulges on Mother's Day.
Hyley Winters - Ass Fucking Piggy Boy's Mistress
Released: September 28, 2024
Hyley Winters is having some studs (Goldey & Jaxson Briggs) over but wants to be sure her house is clean so she sends over her best little piggy boy (Christian Mae) cuckold to clean up before they get there. When she arrives pig boy is still cleaning her kitchen so she tells him he better finish cleaning before he comes to the other room to watch her get get royally fucked. Listening to them get right to fucking his Mistress pig boy gets back to work not wanting to miss much of the show.
Hyley Winters - Racist Lady Gets Fucked by a Big Black Dick
Released: September 25, 2024
Hyley is a beautiful milf with too many opinions about black people. The bigoted blonde loves writing shitty stuff about them in her personal blog, adding demeaning comments for anyone to see. One day, she gets a visit from Isiah, a handsome black stud who’s familiar with her writing and wants her to be reasonable. At first, Hyley treats him like a delivery guy or mailman trying to give her a package, but Isiah barges into her place and tries to set her straight. Seeing that there’s no reasoning with her, he resorts to his secret weapon: his big fat b black dick!
Hyley Winters & Dylan Moore - “Who’s the Hottest?” Dick Sucking Contest!
Released: September 13, 2024
Dylan is a hot piece of ass, and she’s here to make it clear to her stepmom, Hyley, that she’s the hottest, most alluring woman in the household. She practices sucking cock using a dildo, and Hyley finds her little game amusing at best. The girls attempt to get Hyley’s husband, Tommy, to settle the score for them, but he’s busy grilling away for Labor Day. That means they’ll need to turn their attention to Hyley’s stepson, Juan.
Hyley Winters & Kelly Caprice - Pervy Girlfriends Crave Younger Cock!
Released: September 1, 2024
Hyley’s getting divorced, so her best friend Kelly invites her to stay with her and her stepson Austin. Hyley’s so grateful and on her first day, she tells Austin that one of the reasons she needed to move was to bring dudes home without her future ex-husband lurking around. Austin doesn’t want random strangers coming in and out of his house, so he volunteers to give Hyley what she desperately needs: cock. She quickly drops to her knees and pulls out his massive cock, just seeing it makes her mouth water.
Hyley Winters - Girlfriend Gets Surprised With Gifts And A Spa Day
Released: August 1, 2024
After surprising Hyley with a self-care package, her loving boyfriend Jaxson gets rewarded for his thoughtfulness with intense and passionate sex
Hyley Winters - Resident Evil: Ashley Graham (A Porn Parody)
Released: June 28, 2024
Guess what? Guess what? Resident Evil at VR Conk is back! Damn, you guys love these games, don't you? And since the RE universe is brimming with sexy babes that make the best female characters in our cosplay VR porn movies, we'd be stupid not to keep making them! So, which one of them are we tackling this time? Ladies and gents, meet Ashley Graham from Resident Evil 4!
Cast: Capri Cavanni, Demi Hawks, Hyley Winters, Leana Lovings, Maya Woulfe, Mia Molotov
From Elegant Angel and director Sid Knox comes Teach Me 7, a dazzling collection of four new lesbian scenes. In this erotically charged celebration of older/younger lesbian lovers, confidently mature Sapphics take curious young girls under their wings to teach them the sexual pleasures that only another woman can give. Starring Ryan Reid and Capri Cavanna, Hyley Winters and Mia Molotov, Serene Siren and Leana Lovings, and Maya Woulfe and Demi Hawks.
Katie Morgan, Mckenzie Lee, Cassie Del Isla, Kiki Klout, Hyley Winters, Mellanie Monroe, Charli Phoenix, XWife Karen - Best Ass Eaters Compilation
Released: October 27, 2023
What’s up, MYLF lovers? We know you guys are true connoisseurs of all things raunchy and that you agree that eating ass is a true art. That’s why we have created this stunning collection featuring Hyley Winters, Katie Morgan, Mckenzie Lee, and Kiki Klout getting rimmed in the nastiest scenarios possible. Sit back and enjoy watching these gorgeous milfs’ buttholes getting licked and savored.
Hyley Winters - Watch And Follow
Released: October 9, 2023
All Hyley wants to do is see Ike’s hard cock. So she tempts him to get hard and commands him based on what she wants to watch. Standing feet away from Hyley, Ike complies as she shows him what to do using her big dildo as an example!
Anal.Antics.4.XXX.DVDRip.x264-CiCXXX
Cast: Emma Hix, Hyley Winters, Kendra Cole, Rory Knox
Talented filmmaker Chris Streams focuses on gorgeous performers and exciting, kinky acts in the luxuriously lensed ~~Anal Antics 4.~ Performing her first new scene for Evil Angel in nearly two years, superstar stunner Emma Hix shows the beauty and personality that have made her a fan favorite. Slender, blonde Emma wears black lingerie, fishnet stockings and thigh-high boots. She strips and spreads her holes on the staircase, flaunting an impeccably fit body with a comely ass.
Hyley Winters - Stay, Would You?
Released: July 31, 2023
After Ike helps his neighbor Hyley move a mattress she invites him to stay over saying that she’s been feeling lonely and would love some company. Ike stays and quickly learns that this lonely mylf is dying to get his cock in her juicy pussy!
Riley Reign & Hyley Winters - Keep It On Lock
Released: June 19, 2023
Gorgeous sorority sisters, Riley Reign and Hyley Winters are letting go and giving into their wildest fantasies. Pussy licking has never been this nasty! These dripping wet sister are about to cum like never before! Do not miss these babes in action!
Hyley Winters - Anal & A2M BJ Antics
Released: May 22, 2023
Glamorous, young platinum blonde Hyley Winters looks sexy in refined lingerie, showing off her perky, natural tits and trim body. The scene starts with a hot tease session. Next, the sweet babe welcomes porn pro Seth Gamble with a sloppy blowjob. Hyley slurps his stiff shaft eagerly, and then bends over so he can pound her wet cunt. She moans when Seth slides his meat into her sphincter, fondling her clit through a furious anal reaming. The wild sodomy session serves up dirty talk, lewd rectal gaping and messy, ass-to-mouth cocksucking. When Seth's had his way with her, Hyley drops to her knees and opens her mouth for his hot load. The creamy cum facial climaxes with Hyley staring into the camera coated in hot sperm!
Hyley Winters & Maria Kazi - The Gift Of Giving
Released: May 10, 2023
It's Mothers Day, and both David and Maria want to please their stepmom, Hyley, by giving her the best gift ever. Their stepmom is super pervy, so Maria offers her stepmom her very first lesbian experience. Hyley cant believe she's getting her pussy eaten by her own stepdaughter, but she wouldn't have her first time any other way. David gets to have just as much fun and gets his dick sucked after giving Hyley a massage. But the fun doesn't end there, and Hyley tells them what she really wants is something they can do together. So Hyley, Maria, and David get right down to it and have an intense threesome - This is a Mothers Day Hyley won't soon forget!
Hyley Winters - Stepmoms Tight Pussy Is Running The Show - S7:E5
Released: March 31, 2023
Hyley Winters is dressed sexy as hell. She beckons for her stepson Nathan Bronson to come to the bedroom with her. When Nathan follows, Hyley tells him that she wants him to fuck her. Even as Nathan tries to decline, Hyley is already peeling her clothes off.
Hyley Winters & Maria Kazi - I Would Never Leave You
Released: March 23, 2023
After having a nightmare Maria tells her stepdaddy Kyle about it and how she’s scared he might leave her and her mom for his secretary. Kyle assures her that he would never do that, so Maria decides to show him all the naughty things she could do to show him how much he means to her, starting with sucking his huge dick!
Hyley Winters - I Do Like It Rough
Released: March 11, 2023
She loves giving blowjobs, she loves rough sex and she loves showing off her naughtiest skills. Gorgeous blonde Hyley will put on her best show as she gets thoroughly fucked by lucky stud Ike!
Hyley Winters - She Loves Her Face Fucked
Released: January 30, 2023
Hot blonde mylf Hyley visits lucky stud Ike with the purpose of sucking some cock. She confesses she loves having her face fucked so Ike whips his dick out and gets to work!
Hyley Winters - Teens Swing with Couples
Released: December 12, 2022
Hyley and her husband are enjoying a card game with friends but that's not the only reason they're there. Hyley approaches Mia about swinging and it doesn't take long for her and her man to agree.
Cast: Harley Haze, Tiffany Fox, Hyley Winters, Lola Sinn
Chances for a successful matrimony increase when youre married and cheating. The stress of keeping a marriage afloat is lessened when she takes lovers while hes balls deep in random pussy. Watch happily married people keep their unions strong by fucking beautiful strangers.
Hyley Winters - Porn Dude Casting
Released: June 17, 2022
Hyley Winters told me that blowjobs are very empowering to women. Watch her empower the hell out of herself during a recent visit to the PornDudeCasting couch!
Hyley Winters - Hyley's Husband Lets Her Play While Away
Released: June 1, 2022
When pretty blonde wife Hyley and her new boyfriend Nathan woke up in bed this morning Nathan was very impressed on how hard she rode his cock as well as sucked it too and asked where her husband was to thank him. She let him him know he was off to work so Nathan thought it would be a good idea to head out. But Hyley let him know her husband requested he stay and play with her some more and that he would be eternally grateful knowing his wife got her pink pussy stretched and fucked hard and deep again and he would come home from work to Hyley with cum filled panties.
Diana Grace, Mona Azar & Hyley Winters - DP'd For The First Time
Released: May 2, 2022
Down and dirty party girl Mona Azar got caught up in a hot, sweaty, sleazy afterparty with her friends, hosted by two mysterious men (Ricky Johnson and Isiah Maxwell). While the party crowd is horny and DTF, she can’t help but want what she can’t have – the two guys sitting off to the corner, fully clothed. When they leave the debaucherous scene, Mona follows them to a bedroom where they’re ready and waiting to fill all her holes and give her the DP she's always dreamed of.
Cast: Harley Haze, Audrey Madison, Hyley Winters, Charlie Valentine
These beautiful hotwives are too insatiable to be satisfied by one man. That's why theyre married with boyfriends. Watch Hyley Winters, Audrey Madison, Charlie Valentine, and Harley Haze get their fill of extramarital cock while their loving husbands remain loyal.
Hyley Winters - Hyley Winters Begs For A Facial LIVE
Released: March 29, 2022
Hyley Winters will be grabbing your attention showing off her tight little body in her sheer red lingerie. She hopes you like her boots too! They match her bra and panties with the lace detail and she wants to leave only them while you admire her pussy that she gladly spreads open so you can see how wet she is. She imagines your cock in her face fucking her mouth and gets those desires fulfilled by James Bang when he bends her over and fucks her balls deep with that big cock of his. Hyley loves feeling every inch and grinds right back on James when he slows the pace. She wants fucked and fucked hard. You better satisfy her wish. Archive from 3-10-2022 5pm LIVE show!
Cast: Alex Coal, Crystal Rush, Freya Parker, Silvia Saige, Hyley Winters, London River, Jamie Michelle, Lily Larimar
Diana Grace & Hyley Winters - This I Gotta See!
Released: March 14, 2022
It's a slow day at the massage parlor. Hyley Winters and Diana Grace, two masseuses, chat about recent positive reviews, which leads to a playful competition between them about who has the best massage techniques. Hyley insists that she can do massages blindfolded and Diana decides to challenge her on that claim. Hyley is a bit taken aback but agrees to give Diana a massage to prove herself, getting creative as she takes the belt from a bathrobe to blindfold herself.
Hyley Winters - Horny Hyley
Released: December 31, 2021
Hyley Winters loves sucking dick. She gets sloppy with her blowjobs and likes to see how far she can take a dick down her throat. Hyley works her hands to make sure she gives the ultimate pleasure to John Strong's cock.
Manuel.Opens.Their.Asses.9.XXX.DVDRip.x264-CiCXXX
Cast: Lily Lou, Vanessa Sky, Jesse Pony, Hyley Winters
Blonde greyhound Hyley Winters has an anal reckoning with Manuel Ferrara.
Lily Lou and Manuel Ferrara put on a hardcore submissive masterclass.
Foul-mouthed Vanessa Sky's perfect cheeks shine when she's folded and fucked.
Jesse Pony displays her loving limberness to the always sex-starved Manuel Ferrara.
Hyley Winters - Hyley Winters: Hardcore Anal & Rimming
Released: December 18, 2021
Blonde temptress Hyley Winters wears glamorous lingerie and heels, teasing and showing off her trim body. The perky cutie chats with director/stud Mick Blue as she sits on the couch, stripping and masturbating for the veteran pornographer. As a show of approval, Mick helps out, probing her rectum with various sex toys. When the young girl is fully warmed up, Mick whips out his big cock and crams it up her ass! Hyley howls through a furious anal fuck, talking dirty and fingering her clit...
Hyley Winters - Pleading With The Coach
Released: December 16, 2021
Soccer mom Hyley Winters pays a visit to her daughter’s coach Quinton James to convince him to keep little Maddie on the team. When she gets upset, she pleads with Quinton and offers to do anything to change his mind. Turns out Coach Quinton will demand a tight fucking from her in order to seal the deal!
Hyley Winters - Cooking With Paris
Released: December 3, 2021
Looking for the best recipe for the hottest and most incredible sex? Hyley Winters and Brock Cooper have your back! Following a patented state-of-the-art cooking process, Hlyey and Brock serve up some dishes you won’t want to miss.
Vanessa Sky - Anal Queen Vanessa Sky Gets A Very Intense Anal Pounding
Lily Lou - Lily Lou Anal Penetration
Hyley Winters - Hyley Winters Has Her Ass Opened
Jesse Pony - Manuel Rides Jesse Pony Into Anal Submission
Vanessa Sky seems genuinely proud of her black choker with the word “SLUT” adorned on it. By the end of the scene we realize it’s with good merit. The black-haired beauty is a total submissive throughout the bout with Manuel Ferrara. She comes down a stairway where Ferrara awaits, camera in hand. He immediately commands her to present her ample backside for a round of POV spank. Sky says “I want you treat me like a little fucking whore”. No problem for Ferrara as he has the big brown-eyed darling feast on his meat.
Hyley Winters - Have A Peek
Released: November 17, 2021
How many men dream of a blonde in skintight jeans? Hyley is out on the town looking tempting, but stripped to pink lingerie in her hotel room she seems absolutely sinful.
Katie Kush & Hyley Winters - Directing The Dick
Released: October 19, 2021
David Lee has had just about enough of being ordered out of every room in the house when his roommates Hyley Winters and Katie Kush are filming their sexy videos for social media. But when they catch him jacking it in the staircase, the girls decide that boner is too nice to waste. They direct David in just how to use it as they make him fuck them while the hotties eat each other's pussies, then they swap his cum!
Braylin Bailey & Hyley Winters - Case # 7906164 - Blondes In Stolen Bikinis
Released: October 13, 2021
Security officer Mike Mancini brings blonde suspects Braylin Bailey and Hyley Winters to the backroom for some questioning. They deny the accusations so Officer Mancini submits them to a strip search in which he finds them wearing stolen bikinis. Once completely naked, they’re instructed to bend over the desk so that Officer Mancini can perform a deep cavity search. Braylin is worried about getting in trouble, so Hyley makes a deal with Officer Mancini, if they both comply with his every naughty command, they’ll get to go free without further repercussions.
Hyley Winters - Blonde Hottie Hyley Winters Will Be Cumming For You LIVE
Released: October 8, 2021
Long legs for days Hyley Winters loves how you check her out while she runs her hands all up and down her nylon covered legs. She bets you would love to feel her feet on your cock... or better yet her mouth getting all sloppy on that dick! Hyley gets her spit everywhere as she masturbates and sucks on her own toes. She may need some help. She can not do everything you ask without a little help. Join her on the rug. She will crawl right up on you and put her pussy in your face or twerk her ass just right for you. Indulge in this horny beauty; she just wants to cum over and over for you. Archive from 9-24-2021 5pm LIVE show!
Hyley Winters - Stepsister Wont Get Lost
Released: October 8, 2021
Hyley Winters has never been shy about her desire for her stepbrother, Codey Steele, but lately she has revved up her come ons. Today, she simply cannot believe that Codey has gotten himself a snack without asking her first. Hyley insists that Codey can ask her to do anything at all. In that spirit, she offers him a drink or a napkin, whatever he wants. Before Codey can say much, Hyley has gone off and grabbed a drink from the fridge. She delivers the goods and makes a point of leaning over Codey for a napkin so she can press her boobs to his face. Codey has had enough, so he tries to leave, but Hyley wants to stay with him. Finally, Codey reaches his breaking point. He tells Hyley that he is going to the bathroom and asks sarcastically if she's going to hold his dick for him while he pees. To Codey's dismay, Hyley is agreeable to that, but Codey is not. It's not easy, but he manages to close himself into the bathroom with Hyley on the other side of the door...
Angel Youngs, Hyley Winters & Skye Blue - Sexy employees, Angel Youngs, Skye Blue, & Hyley Winters, tag-team the boss to get ahead in the company - VR
Released: July 30, 2021
A Scene from Office series
Skye Blue takes advantage of her boss knowing he's a perv. She sucks him off to get a head in the company. She brings in her friends and co-workers Angel Youngs and Hyley Winters to help them move up in the company as well. The boss has no problem giving them what they want as long as these sexy, gorgeous babes continue to fuck the shit out of him until he explodes all over them.
