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Playboy Plus - Flashback: Fall of '19

Clara, Juniper Hope, Kayla Coyote, Lea Guerlin, Riley Anne & Skye Blue - Flashback: Fall of '19
Released: September 29, 2024

We’re taking you back to Fall 2019 in this week’s Editor’s Choice gallery and video, where we showcase the most popular sets from that time. Get reacquainted with Clara, Juniper Hope, Kayla Coyote, Léa Guerlin, Skye Blue, and Riley Anne. First, spend the afternoon outside picking roses with C lara, an International model from Prague, who first posed for us back in 2016 and has since shot with us again three more times.

Bad Lesbian # 9

Cast: Brenna Sparks, Hadley Mason, Kayla Kayden, Kendra Lynn, Mandy Muse, Olive Glass, Pamela Morrison, Riley Anne

Good girls learn to be Bad Lesbians! Tongues, tribbing and some lovely poses they can't get enough fantastic pussy play! Starring most gorgeous girls of the bizz: Kayla Kayden, Kendra Lynn, Mandy Muse, Brenna Sparks, Hadley Viscara, Olive Glass, Pamela Morrison, Riley Anne!

Playboy Plus - Flashback: Spring of '20

Chloe Rose, Gloria Sol, Kay J, Lorena Hidalgo, Mila Azul & Riley Anne - Flashback: Spring of '20
Released: April 28, 2024

We’re throwing it back four years to some of the most popular pictorials from the spring of 2020 in this week’s Editor’s Choice set. Look back at features from Mila Azul, Chloe Rose, Lorena Hidalgo, Riley Anne, Kay J, and Gloria Sol. First fan-favorite International model, Mila spends the day curling up in bed as the photographer David Merenyi captures her. From there, check out Chloe and Lorena’s playful Playboy Girlfriends feature. The two love to work out and lead a healthy lifestyle on and off set. “I like to meditate, paint, exercise, or go outdoors,” says Chloe of how she spends her free time. “These give me a sense of joy and make me feel good!” Stay tuned for more Editor’s Choice galleries and videos just like this, right here on Playboy Plus.

Met Art X - Riley Anne

Riley Anne - Riley Juice 2
Released: July 2, 2022

Cute blonde Riley Anne throws open her fluffy robe to reveal her sexy body in pretty lingerie. The perky American beauty will captivate you with the flirty sparkle in her big blue eyes as she moves seductively, slipping the straps of her bra from her shoulders and fondling her lovely breasts, her nipples stiff with arousal. She pulls down her panties, revealing the soft bush that adorns her mound of Venus, and slides a finger between her lips to stroke her clit. Sitting on the bed, she rubs her pussy sensuously, her gasps of pleasure growing louder. She moves to the cool tiled floor, masturbating avidly, her breasts jiggling as she drives herself to a delicious orgasm.

Met Art X - Riley Anne

Riley Anne - Lift It Up 2
Released: May 21, 2022

Gorgeous blonde Riley Anne is working out in the sunshine, bending and stretching her sexy body. Feeling the heat, she lifts her crop top and tugs at her bra, exposing her beautiful big breasts, which bounce hypnotically as she jumps rope. She pulls down her tight yoga pants, revealing the soft hair that adorns her mound of Venus, and spins around to flaunt her peachy ass. Turned on by her naughty exhibitionism, the American cutie masturbates in the spa, teasing her hard nipples and thrusting her fingers into her pussy, giving herself an intense orgasm before showering off.

Met Art X - Riley Anne

Riley Anne - Wild Red 2
Released: April 17, 2022

Cute blonde Riley Anne will mesmerize you with her sweet smile and passionate blue eyes as she strolls in the garden in her bikini. She puts on a pair of matching red cowboy boots, then unties her skimpy string bikini top and caresses her lovely breasts until her nipples are hard as diamonds. Sliding her panties down over her sexy bubble butt, the bootylicious American beauty lounges in a hammock, stroking the soft hair that crowns her pussy. She finds a secluded spot among the rocks and trees to masturbate, spreading her luscious lips and rubbing her clit avidly, giving herself an intense orgasm.

Playboy Plus - National Relaxation Day 2021

Mimi Desuka, Natalie Del Real, Nigo, Riley Anne & Sophie Limma - National Relaxation Day 2021
Released: August 15, 2021

Life is about simple pleasures in this week’s Editor’s Choice gallery and video. Celebrate National Relaxation Day with Mimi Desuka, Natalie Del Real, Nigo, Sophie Limma, and Riley Anne. On the set of a chic apartment in Los Angeles, Natalie unwinds at home, telling us about herself. “Somethin g people wouldn’t know about me at first glance is that I’m a mommy and run a nonprofit,” she shares. “We give back to our community the best we can. It’s human to need help.” As for what makes her, ‘her,’ Natalie tells us it’s her sense of humor and carefree outlook on life. “Being weird, funny, and not taking yourself seriously all the time is definitely what everyone needs.” Next, the International model, Sophie Limma, takes in the sunrise as she draws herself a bath in honor of today. “My passion is travel and food,” says the Czech model, who adores her work. “How do I feel about posing nude? Very natural and sexy.” Get to know all these women right here on Playboy Plus.

Playboy Plus - National Friendship Day

Adel Morel, Angel Constance, Ariel, Dorothy Black, Jay Marie, Kayla Coyote, Megan Blake, Riley Anne, Sabrisse & Skye Blue - National Friendship Day
Released: August 1, 2021

We're celebrating National Friendship Day the Playboy way — by highlighting some of our favorite VIP Playboy Girlfriends pictorials. Catch up with Ariel and Dorothy, Sabrisse and Adel, Angel and Kayla, Skye and Riley, and Megan and Jay as we look back on their galleries and videos together. First, Angel and Kayla have a blast on location in Mexico with the photographer, Cassandra Keyes. Washing down their car before they hit the beach, the two get swept away in delight...

Playboy Plus - Riley Anne

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Riley Anne - Reflecting Light
Released: April 6, 2020

Riley Anne stays in and creates her own daytime disco in this pictorial from the photographer, Cassandra Keyes. Beaming, Riley dances to the music as the sunlight creeps in and reflects off the disco balls on our set in Los Angeles. Days like this remind Riley of home. “I was born in Catawba County, NC,” she tells us. “The thing I love about ...

Playboy Plus - Riley Anne

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Riley Anne - Weekend Vibe
Released: February 5, 2020

Making her highly anticipated debut as a Playboy Muse, Riley Anne is effortlessly beautiful in this second pictorial. On set in blue silk pajamas, she poses confidently for the photographer, Cassandra Keyes. Doing one of her favorite things, Riley stays in tonight to relax and unwind. “My idea of a good time is pajamas and Netflix,” she laughs....

Playboy Plus - Riley Anne & Stephanie Manescu

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Riley Anne & Stephanie Manescu - Irresistible Bliss
Released: December 14, 2019

Playboy Plus - Riley Anne

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Riley Anne - Feline Mystique
Released: December 9, 2019

Meet our latest Newcomer, Riley Anne. Though she made her Playboy Plus debut last month in a Playboy Girlfriends feature, she is excited to be in the spotlight for this solo pictorial from the photographer, Cassandra Keyes. Feeling frisky, Riley is all dressed up in leopard-print lingerie and cat ears as she poses seductively. “It’s been a dream come true to work with Playboy,” she gushes. Undressing with confidence, Riley tells us about what female empowerment means to her, and how it plays a role in her life and career...

Lesbian X - Anny Aurora & Riley Anne

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Anny Aurora & Riley Anne - Hot Anal Lesbians
Released: November 30, 2019

Gorgeous blonde duo, Anny Aurora and Riley Anne, are about to dive into lesbian anal play. Beginning with a sexy tease intro, this is unscripted lesbian sex. These stunning all natural lesbians with their epic natural boobs indulge in analingus and intense anal orgasms shared!

Playboy Plus - Skye Blue & Riley Anne

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Skye Blue & Riley Anne - Shower Kisses
Released: November 6, 2019

Met Art X - Riley Anne

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Riley Anne - Blonde Desire 2
Released: October 6, 2019

Stunning blonde Riley Anne walks through the garden in a pretty blue dress and high heels, then goes indoors to share an intimate moment with you. She pulls up her dress to reveal her shaved pussy, then lets the top slip down to expose her perfect breasts. Tweaking her stiff nipples with a naughty smile, she strokes her clit delicately. The American cutie strips naked and kneels with her sexy ass offered invitingly, gasping with pleasure as she masturbates. She rides her fingers breathlessly, then lies back with thighs spread wide as she frigs to an intense orgasm.

Mommy's Girl - Riley Anne & Serene Siren

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Riley Anne & Serene Siren - An Independent Woman
Released: March 30, 2019

A teenage girl, Riley Anne, returns home from school, feeling a bit bummed out. She meets her step-mother, Serene Siren, in the kitchen, and they exchange pleasantries. It's clear from their affectionate interactions that they are close, and Serene can tell something is bothering Riley. Although it takes some probing, it's revealed that Riley has a sexist teacher for home ec, who insisted that the students learn how to cook for their future husbands.

Turning Twistys - Kira Noir & Riley Anne

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Kira Noir & Riley Anne - Turning Gears
Released: March 27, 2019

X-Art - Nikki Peaches & Riley Anne

Nikki Peaches & Riley Anne - Best Fashion Model Friends
Released: March 1, 2019

Well we all know Nikki is one of t he most beautiful blondes in the world. She is also sweet, smart, fun, up for anything and an all around light in our lives. A PEACH! When we matched her up with Riley Anne the perfection was almost too much! The girls were immediately into each other. Some kind of cosmic perfection calling to them to have orgasms. You wouldn't believe me if I said I saw them glowing during the shoot. Well maybe it was just the bright lights! But anyway IT IS HOT and AMAZING! Don't miss this pair that you will only see on X-Art! xoxo Love, Colette PS. Did I mention this video is HOT!

We Live Together - Riley Anne & Scarlett Bloom

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Riley Anne & Scarlett Bloom - Cotton Candy Cuties
Released: March 3, 2019

The gorgeous Scarlett Bloom and Riley Anne have taken their Sapphic selves out for a night at the carnival - full of bright lights, sweet treats, and some playful teasing among the booths and rides. As their hands wander and their lips touch, they can't wait any longer and slide off each other's clothing on the way to their hotel, before sliding their tongues across every soft and wet part of their body. Check out these cotton candy cuties as they moan and giggle away the night…

Cherry Pimps - Riley Anne & Serena Blair

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Riley Anne & Serena Blair - Bubble Bath Babes
Released: November 15, 2018

Serena Blair just loves being in the bath tub playing with bubbles. There is very little that can convince her to get out of the tub. That is; until Riley Anne comes in and joins her. Her kisses and fingers sure do make Serena want to take this to the bedroom and soon both girls are on top of each other thoroughly enjoying each others sweet tasting pussies!

Mommy's Girl - Alexis Fawx & Riley Anne

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Alexis Fawx & Riley Anne - The Nap
Released: September 1, 2018

Stepmother, Alexis Fawx goes into to her step daughter Riley Anne's room to try to wake her up. She's slept in and should really stop sleeping the day away! But Riley refuses to wake up and asks to be left alone to sleep some more. A defeated Alexis leaves the room to let her sleep, but not for too long. Alexis has a plan on how to wake up Riley, a plan that's been proven to always work! Undressing to only her white short shorts, Alexis climbs into Riley's bed kissingher neck and whispering in her ear...

Web Young - Carolina Sweets & Riley Anne

Carolina Sweets & Riley Anne - Picking And Packing
Released: August 31, 2018

Carolina Sweets and Riley Anne have been planning a trip for months. When the day finally arrives for them to leave, Carolina can't decide which outfit she likes best. She goes through four outfits before realizing that she needs to pack more. Riley tells her how great she looks in all of them and should just settle on something, so they can leave...

Met Art X - Riley Anne

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Riley Anne - Cheer Moves
Released: July 31, 2018

Hot and horny all-American beauty Riley Anne is your dream cheerleader, sexy, blonde and drop-dead gorgeous. Under that skimpy red skirt, she wears white G-string panties and she's not too shy to show them off. With her hair in twin pigtails, she takes off her top and reveals her sublime titties, turning around to lift her skirt and expose her perfect ass again, kneeling in little socks and matching red sneakers. She steps out of her skirt and smiles as she wriggles that ass, hooking her thumbs into the waistband to pull down her panties...

Nubile Films - Alexa Grace & Riley Anne

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Alexa Grace & Riley Anne - American Beauties
Released: July 1, 2018

It's an all American celebration as Riley Anne and Alexa Grace don bikinis and enjoy some fun in the sun. As Alexa relaxes on the ground, Riley barbeques some sausages. The gesture is appreciated, but eventually Alexa gets to her feet and lets Riley know with a series of deep kisses that the thing she's hungry for has nothing to do with food. Relieving Riley of her bikini op, Alexa palms her girlfriend's fully breasts...

Met Art X - Riley Anne

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Riley Anne - Hit Level
Released: June 28, 2018

Watch American beauty Riley Anne working out, hitting the bag in boxing gloves, wearing a skimpy top and skintight yoga pants. It's hot, but nowhere near as hot as watching the gorgeous blonde taking off her gym kit and teasing her pussy. Her cute breasts spring out as she rips off her top, then she pulls down her pants, underwear rolling down her thighs, her perfect ass such a dazzling sight...

Met Art X - Riley Anne

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Riley Anne - Right Moves
Released: May 29, 2018

Sweet, sexy Riley Anne looks so hot in her tight see-through dress. The blue-eyed American blonde slips out of her pink panties and exposes her unshaven pussy. She smiles and pulls the dress down to show off her beautiful breasts, which she caresses lovingly. Flaunting her perfect body seductively, she gets on her knees, slipping a hand between her thighs and rubbing her splayed pussy. Rolling over with her legs spread wide, she plays with her pussy intently, gasping with pleasure as she races towards an intense orgasm.

Digital Desire - Riley Anne

Riley Anne - Digital Desire
Released: April 28, 2018

Met Art X - Riley Anne

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Riley Anne - At Your Feet
Released: April 28, 2018

Cute Riley Anne gives herself a little relaxation therapy with a foot spa, looking utterly gorgeous in her high waisted top that exposes so much cleavage. The beautiful blonde is wearing sexy white lace panties with black silk ribbon, and as she enjoys her spa her hands wander over her flat stomach and inside her top to cup her breasts. They slip down her body and into her panties where she enjoys a few strokes between her lips...

Girls Way - Piper Perri & Riley Anne

Piper Perri & Riley Anne - First Date
Released: February 18, 2018

Riley Anne is going on her first date. Her stepsister, Piper Perri, is doing her makeup and helping her get ready. Riley looks super sexy in her one-piece dress and is gonna knock her date's socks off. Piper wishes her good luck as Riley leaves the house. When Riley comes back home Piper can see that something is wrong. Riley tells her that her date was horrible. As Riley goes into her bedroom, Piper is gonna get to the bottom of this: she doesn't want her sister to be sad and is gonna make sure to cheer her up...

Web Young - Kenzie Reeves & Riley Anne

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Kenzie Reeves & Riley Anne - Comforting My Sister
Released: February 16, 2018

Kenzie Reeves is in the living room watching TV when she hears something coming from upstairs. It sounds like her stepsister, Riley Anne, is crying. When she goes upstairs to check up on her, she finds her weeping on her bed. She asks her what's wrong only to find out that Riley's boyfriend broke up with her. Riley explains that they never ended up having sex because she wasn't attracted to him and as a result of this he ended the relationship...

Mommy's Girl - Reagan Foxx & Riley Anne

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Reagan Foxx & Riley Anne - House Arrest
Released: February 10, 2018

Riley Anne is bored out of her mind. She's under house arrest and can't go anywhere. When her girlfriend calls her they start having phone sex. She needs to pass the time, and what better way to do that than to play with her perfect little pussy. What she's not aware of is that her step-mom, Reagan Foxx, just walked into the house and can hear her. Reagan watches her as she walks into the room. Riley has no idea she's there...

Met Art X - Riley Anne

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Riley Anne - Sugar Lips
Released: November 4, 2017

Sensually eating cherries from a bowl, gorgeous Riley Anne’s facial expression and body language says that she has only one thing in mind – sex. The all American, blue eyed blonde takes off her embroidered denim shorts, and her panties swiftly follow, so she can expose her beautiful firm ass and shaved pussy. Sitting on the couch with her legs spread wide, she rolls up her white top and shows off her magnificent, ample breasts. As sexual electricity courses through her perfect body, Riley Anne strums her clit and labia, slowly at first, then feverishly as she gets wetter and starts to feel the onset of an intense orgasm.

Met Art X - Riley Anne

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Riley Anne - Eye Contact
Released: October 13, 2017

Dressed in her sexiest white underwear, stunning Riley Anne browses through a catalog. The bespectacled American beauty smiles at the camera and dispenses with her work in favor of something much more stimulating. She pops her beautiful breasts out of the top of her bra and crawls across her bed with her sweet peach high in the air. As her body undulates sensually, she tugs aside her panties and flashes the plump lips of her shaved pussy. Having kicked off her panties, Riley closes her eyes and gasps with pleasure as her fingers fly up and down the slick slit of her hot pussy, driving her wild with pleasure.

Met Art X - Riley Anne

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Riley Anne - Favorite Exposure
Released: September 20, 2017

Gorgeous Riley Anne looks super sexy as she plays with a camera. Dressed down in a skimpy top, panties, and hold-up stockings, the all American blonde has a sparkle in her beautiful blue eyes that indicates she’s in the mood for some sexual fun. So it comes as no surprise when she quickly slides off the panties to expose her plump-lipped, shaved pussy, and pulls the top off over her head allowing her perfect breasts to pop into view. Lying back on the couch, she moves her hands over her tempting tits, down to her pussy, and, having splayed her labia wide enough to exhibit her sweet, inner pinkness, slips two fingers deep inside her honey hole and starts frigging herself to an inevitable, body shaking orgasm.

When Girls Play - Riley Anne & Serena Blair

Riley Anne & Serena Blair - Bubble Trouble
Released: August 15, 2017

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