Latest 'First Time Anal' updates from Pornstar Scenes

Jewelz Blu in 'Obsessive Anal Thoughts'

Jewelz Blu - Obsessive Anal Thoughts

Jewelz Blu's recurring dreams of anal sex have led her to seeking a therapist, Scott Nails. With Jewelz's erotic dreams causing her to wake up feeling horny with a wet pussy, Doctor Scott explains that she's more than likely grown tired of regular sex and wants to experiment. Jewelz is shy if not embarrassed by the idea, but Scott assures his patient there's nothing to be ashamed of – it's human nature. He tells her to close her eyes and recite her latest dream to him. But fantasy and reality collide as Scott's touch allows Jewelz to remember her dreams more clearly, with the blue-haired babe coming to the realization that Scott is the mystery man fucking her in the ass in her fantasies…and now he's going to be the one who does it in real life too!

Lacey Jayne in 'Big Anal Dreams'

Lacey Jayne - Big Anal Dreams

Curvaceous, tattooed babe Lacey Jane is ready for her first anal experience and Brazzers is here to provide! After teasing the camera for a while, in sexy lingerie, Lacey gets acquainted with Manuel Ferrara's big dick. Manuel gives Lacey a hard ass fucking that she's sure to remember for a long time!

Scarlit Scandal in 'Love In Porn - Part 2 : Scarlit's First Anal'

Scarlit Scandal - Love In Porn - Part 2 : Scarlit's First Anal

It's finally time for Scarlit Scandal's first anal! After plenty of buildup in a sex filled weekend getaway, Scarlit wanted her loyal fans to see every genuine reaction as her tight asshole was filled - every moan, gasp, and pleading whisper for more. Husband Chris warms her up first before Scarlit is wet and aching for that taboo pleasure. Not only does the strappy outfit show off Scarlit's tight body, it has plenty of handholds and bindings to give Chris the leverage to give Scarlit exactly what she's begging for. The only question is; Are you ready to see her ass take a cock for the very first time?

SlimThick Vic in 'Backstage Pass To Slim Thick's Ass'

SlimThick Vic - Backstage Pass To Slim Thick's Ass

SlimThick Vic is used to getting her pussy fucked, but with the help of Mick Blue, she's ready for her first anal! This blonde bombshell enjoys getting her pussy played with before Mick fingers and fucks her ass. Needing Mick in another hole, SlimThick Vic sucks his cock before letting him pound her tight ass, giving her multiple squirting orgasms, before letting him cum on her face!

Sara Retali in 'Hotdogging Her Ass'

Sara Retali - Hotdogging Her Ass

Sara Retali is a lounging ass up scrolling her feed when her boyfriend shows up, eager for her ass. Looking so juicy, he can't help but jiggle and shake it a bunch. Danny D peeks into the room and gets an eyeful that causes his bulge to swell. Sara's man's phone rings and distracts him from her booty, leaving her high and dry. That's when Danny dives in face first. He knows just how to treat a bootyful queen like Sara, and he gets to work worshipping her butt, as it deserves. Sara turns over and is delighted to realizes it's Danny, even with her boyfriend in the other room. Danny plays a little game of hotdogging before he slips his massive cock between her cheeks. Sara's boyfriend returns and Danny jumps out of Sara and over the couch to avoid getting caught. Turns out this guy's going to leave his soaking wet woman and make her wait for the cock. That's no problem for Sara, she's got other plans to get off, and Danny is happy to help.

Bella Rolland in 'Speak Now Or Forever Hold Your Peace'

Bella Rolland - Speak Now Or Forever Hold Your Peace

SPEAK NOW OR FOREVER HOLD YOUR PEACE
Bride-To-Be Confronted By Brother Of Groom Who Seeks Payback

Natasha (Bella Rolland) is in the passenger seat of a car being driven by Jay (Jessy Jones). Natasha is wearing a wedding gown and looking excited but nervous. Jay is wearing a suit and looks a bit tense, gripping the steering wheel a bit tight. Jay, her fiance's brother, is driving Natasha back to her house since she needs to pick up her grandmother's necklace for the wedding.

Jay soon pulls up to the house. Natasha tells Jay to keep the car running since she'll only be a minute, then climbs out of the car and hurries to the house as best she can in her gown. As Natasha goes into the house, Jay sees that she accidentally left her phone behind in the car. When her fiance calls, Jay declines the call, something snapping in him. He steps out of the car to follow Natasha.

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In the house, Natasha is retrieving her grandmother's necklace when she's startled by Jay showing up behind her. Jay helps put on Natasha's necklace, revealing that they were once boyfriend and girlfriend before Natasha got with Jay's brother. The whole act of him putting on the necklace seems increasingly possessive and threatening as Natasha begins to get nervous.

Finally, Jay's jealous rage erupts as he rips the back of Natasha's dress where the zipper is and they have an angry confrontation. Natasha wants Jay to bring her back to the wedding but he refuses. He vents more about how much he resents Natasha and Gavin's relationship and how it should've been HIM she's marrying.

Natasha has had enough and declares that she's leaving. However, Jay insists that he's going to make her married family life complete hell unless she has sex with him to give him closure. Natasha is still stunned by everything but reluctantly agrees so that Jay doesn't ruin her entire future with the family.

It was supposed to be the happiest day of Natasha's life, but Jay's going to make sure it's FAR from happy...

Arietta Adams in 'Corrupting Her Innocence'

Arietta Adams - Corrupting Her Innocence

CORRUPTING HER INNOCENCE
Man Manipulates And Conditions Teen Babysitter To Have His Way With Her

SCENE OPENS to Rosie (Arietta Adams) arriving for an ordinary day of babysitting. The father of the children, Jack Harris (John Strong), greets her as warmly as always. When Rosie brings up having forgotten her laptop to do her homework, Jack easily offers her his laptop to use before leaving for work.

But when Rosie later checks the laptop, she is shocked to see an erotic video plastered on the screen. Surely Jack didn't mean for her to find THAT?!

As time passes, there are more hints that something is amiss, although Rosie can't quite put her finger on it. When she starts having trouble with her boyfriend, Jack seems too eager to give her advice... and he's so sexual and blunt about it! Even though it startles her, Jack always manages to convince her that there's really nothing wrong with them being so free with their discussions... They're both adults, after all.

Desperate to keep her boyfriend, she follows Jack's bedroom advice, although it makes things worse. In fact, her boyfriend breaks up with her! When she confronts Jack about it, he gets her to open up about her private life again. Was she ALWAYS this free with her private life? Or has Jack been getting into her head, slowly and surely, each time she showed up to babysit?

The answer soon becomes apparent when Jack drives home that the reason why the boyfriend left had to be because she was boring in bed. Well, in THAT case, HE can have sex with her and teach her what guys REALLY want...

Rosie doesn't want to be alone forever, does she?

Lola Fae in 'Gaping Training TBD'

Lola Fae - Gaping Training TBD

GAPING TRAINING
SUGAR DADDY MAKES HIS TEEN GIRLFRIEND TRAIN FOR ANAL SEX

A teen, Tracy (Lola Fae), walks uncomfortably outdoors towards her sugar daddy boyfriend (Bill Bailey)'s house. Her movements are slow and careful, although once she arrives and is greeted by the older man, he's pleased to see that she's wearing the butt plug, just like he asked. He even removes it to get a good look at the little gape while Tracy squeaks and blushed. He knows it's uncomfortable, especially since it's Tracy's first time, but she wants Daddy's dick, right? Then she has to keep up with the training...

Back at home, while having dinner with her actual father, Tracy's father shows concern for how awkwardly she's holding herself. She tries to insist that there's nothing to worry about and encourages them to just have a nice meal.

That's when her sugar daddy sends a text, demanding to see her pussy. No, better yet, he wants her to send him pictures of her fingering herself under the table. Although she's nervous about being caught, there's a certain thrill there as well as she does what he asks, then sends the picture. Although her real dad almost catches her, she just barely escapes his notice.

Tracy, eager to please her boyfriend, continues to wear butt plugs in her everyday life, even in public. While she's at work as a waitress, she tries her best to concentrate, almost getting caught by a coworker for looking so uncomfortable. Fortunately, she's able to get away from the situation by pretending she has cramps. It's perfect timing since her daddy messages her, demanding to see how she's progressing. She excuses herself and rushes to the bathroom. Once she's there, she takes pictures of her gape and sends them to her daddy.

Finally, her sugar daddy declares that she's ready for the wicked evening he has in store for her.


Karma Rx in 'The Prodigal Slut Returns'

Karma Rx - The Prodigal Slut Returns

Karma Rx is visiting her sister for the first time in a year and is eager to meet her husband, Markus Dupree. What becomes abundantly clear to Karma, though, is that Markus – seemingly prim and proper – is wildly attracted to her, a fact crystalized when she catches him masturbating to sneaky pictures he snapped of her ass. It turns out that Karma likes what she sees in her new brother-in-law, and despite having to go to extreme lengths to avoid getting caught by her hawkish, conservative sister, Karma eagerly gives up her ass to make that oh-so-important perfect first impression.

Adriana Chechik in 'A Study In Gaping'

Adriana Chechik - A Study In Gaping

A STUDY IN GAPING
STUDENT SUBMITS TO INVASIVE ASSHOLE GAPING FROM HER OBSESSED PROFESSOR

SCENE OPENS on a professor's lush, old-fashioned-looking university office. Professor Claremont (Mick Blue) stands at an ornate window, looking out lost in thought onto the university campus. On the visitors couch across the room, his teacher's assistant Annabelle (Adriana Chechik) sits, waiting and fidgeting in the awkward silence. The ticking decorative clock on his desk is the only sound for several seconds. Finally, Annabelle breaks the silence -- 'umm, you were saying, professor?' Professor Claremont snaps out of his reverie and turns to face her. Ah, yes, sorry, he apologizes. His thoughts had whisked him away to unknown places, he says playfully. The professor appears eccentric but charming, like a man from another era. Annabelle seems used to his odd behavior, even a bit enamored by it. He says that they've done enough for the day and dismisses her. But as she's leaving, he calls her back to get her thoughts on a new biology project he's working on. He trusts her like he trusted her sister, who he taught years ago. Annabelle is flattered, but tries to act nonchalant about it. He continues, saying that the project would be controversial but of great interest to him on both a professional and personal level. She asks him to go on, but before he does, he moves to sit beside her on the couch and switches to a very serious tone. He insists that she swears she not tell anybody what he's about to tell her. He repeats that it's quite controversial, and it could jeopardize his career if anybody were to find out about his interest in the subject. Annabelle looks a bit taken aback, but promises that she won't tell anybody. 'Marvellous!' he says, switching back to a lighthearted tone. He pats her knee with his hand innocently. 'Now then, tell me - what do you know about 'gaping'?'

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Annabelle tries to recoil a bit from her professor without being obvious about it, moving away from the couch to the desk to make some distance between them. Gaping, she asks incredulously, you mean like the sex thing? Yes, precisely, he answers. He explains that he finds it fascinating... from an anatomical point of view, of course. He remarks that so much of human sexuality is driven by a lust for external body parts -- breasts, legs, butts. But those who are interested in gaping want to see the beauty of the insides. He says that it's remarkable, doesn't she agree? Annabelle looks quite weirded out, tells the professor that she's not the right person for this, and moves to leave. But the professor stops her, grabbing her roughly by the throat. Realizing immediately that he has gone too far, he releases her and apologizes. Annabelle gets her bag and is leaving, but something stops her. Despite her hesitance, something has...intrigued her. The professor regards Annabelle for a moment and then, opening up a desk drawer, slowly and silently removes a magazine and sets it on the desk. Annabelle tentatively looks at the magazine, which is filled with dozens of gaping photos. The professor moves behind her. 'Isn't it beautiful?' he whispers in her ear. Annabelle looks scared, but also a little turned-on. He asks her if she trusts him. Reluctantly she admits that she does trust him and she wants to be a part of something important. The professor is pleased to hear that and reminds Annabelle how her sister trusting him proved very beneficial for her. What they're about to do will change the world, the professor says. Annabelle is ready, and asks the professor what she has to do. In response, the professor silently unbuttons the first few buttons of her blouse before sitting back down on the couch. Annabelle takes the hint and unbuttons the rest of her blouse, taking it off as the professor watches.

As she turns to him and begins removing her pants, revealing her perfect ass, he breaks the silence, saying that as soon as he heard about the phenomenon of gaping, he was intrigued. He's since researched thousands of videos on gaping, but none of the videos get it right. That's where Annabelle comes in. Together, she and the professor are going to make it perfect. He leads her over to his desk, where she gets on all fours, sticking her ass up in the air. Slowly, methodically, he slips her panties off. He caresses her ass approvingly, complimenting her on her beautiful asshole. The professor gets to work, lubing up Annabelle's butthole. This is the first step in creating a beautiful gape, he continues. Sliding his thumb in her lubed up ass, she moans in pleasure. The professor begins to get to work in earnest, and his invasive study doesn't stop with just his thumb. With the implements he has at the ready to probe and penetrate her (previously) tight asshole, Annabelle's faith in her professor is about to be stretched to its absolute limits.

Kendra Spade in 'The Anal Virgin'

Kendra Spade - The Anal Virgin

THE ANAL VIRGIN
INNOCENT TEEN OBSESSED WITH HAVING ANAL SEX WITH STEP-BROTHER

SCENE opens early one morning. Jennifer, an 18-year-old girl, slowly wakes up to the sound of slapping coming from down the hall. Confused, she gets out of bed and goes to her doorway. Her step-brother, Jason's room is on the other end of the hall and his door is ajar. The sounds are coming from inside. Nervously, she tip-toes over and peeks inside, seeing her brother, sitting on his bed, with his back to the door, and his laptop open. He is watching a hardcore anal sex movie and feverishly masturbating. Jennifer doesn't know what to do. She watches transfixed as he pumps his cock and dirty talks to the movie, saying how much he likes and wants to fuck anal virgins. Embarrassed, Jennifer slips back to her room and gets into bed. She doesn't know how to feel. She crawls under her covers and lays there in silence, biting her lip. Her thighs squeeze together, and, in an under the cover shot, we see her slide her hand between them and start to touch herself.

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Jennifer walks home from school, staring wide-eyed into space. She can't stop thinking about what she saw. She walks up her driveway briskly, enters the house, goes straight to her room, locks her door, and starts masturbating again. This time, she positions herself by a mirror, so she can get down on all fours and see how her asshole reacts when she touches herself.

Cut to several days later. Jennifer has snuck into Jason's room to watch the same movie she caught him with. She stares transfixed at the girls in the movie being plowed from behind. You can see how turned on she is getting.

Cut to several days later. Jennifer is masturbating again. She keeps hearing her brother's dirty talk as she rubs her pussy and starts touching her asshole too. It's so tight. She needs something to loosen it up. She pauses and goes over to her dresser where she examines a few different bottles before settling on a tub of petroleum jelly. This should work. She goes back to bed and uses the jelly to slowly get up to two fingers inside her ass. As she works herself up, she begins to repeat the same dirty talk she heard her brother saying ... except, in her version, she is the anal virgin that he desires. She fingers herself (first her butt and then both holes) until she cums down her legs.

That night, Jason comes home from a class he's been taking at the community college. He walks right past where his sister is sitting in the living room, ignoring her as usual. The step-siblings have never had a very close relationship. Jennifer hears him go into his room, put down his things, and start the shower. Their parents are out for the evening and she knows that tonight is her only chance to make something happen. She sneaks to his room, strips out of her clothes and gets onto his bed, her ass arched out in the direction of his bathroom. She hears the shower stop and closes her eyes nervously.

Jason walks out of his bathroom in a towel and is horrified to see his younger step-sister in such a compromising position on his bed. 'WHAT THE FUCK ARE YOU DOING?!' He yells, trying to cover her up. Not knowing exactly how to react, Jennifer tries to repeat some of the dialogue she heard the girls saying in the porno movie. Her brother is grossed out and tells her to stop, asking where she heard shit like that. She's only 18-years-old. They're family! This is inappropriate! Jennifer sits on her butt and confesses that she saw him masturbating the other morning. She saw what he was watching. Jason is offended that he spied on her. He is a grown man. He's allowed to watch porn. She tells him that she can't stop thinking about what she saw. Awkwardly, Jason explains to her that it was just a movie. He sits down beside her, trying to act like a good older brother. 'Guys watch porn because it's a fantasy ... it's not real. It's just meant to help you get off,' he says, trying to comfort her. 'You shouldn't think too much about it or be offended.' She stares down at the bulge in his towel. 'I saw how big your dick was,' she whispers, looking back up at him with doe eyes. He awkwardly covers himself and gets back off the bed. 'That's gross,' he tells her. 'I don't want to hear you talking about my dick. You're my step-sister!' She keeps pushing, telling him about all the things she's been doing the last few days since she caught him. She tells him that she masturbated at school, at home, that she worked up to two fingers in her ass, and that she has been stretching herself out. 'That's what you're supposed to do, right?' She asks. 'Stretch yourself out for a big cock to fill you up?' Jason turns away, adjusting himself. He tries to hide the erection forming and she can see he is getting excited. She crawls over to him on the bed and begs to become his anal virgin. She knows that this is his ultimate fantasy, based on everything she heard him say. He tries to get her to stop talking like that, but she is persistent, reiterating that no one has ever fucked her ass before and that she wants him to take her anal virginity. Finally, it gets to a point where Jason can't handle it anymore and he gives in, throwing her down on all fours, licking her asshole till it is wet, and then shoving his dick inside of her. BGA Sex Scene. At first, Jennifer reacts realistically to it being her first time, with a mix of pain and pleasure, but eagerly encourages her step-brother to keep going. He ends up pulling out and cumming on her ass.

After they are done, the mood dramatically changes in the room. Reality has hit. Jason nervously tries to clean his sister up and make her swear not to tell anyone. He feels very guilty and worried about their parents. They really shouldn't have done that. It's pretty gross, if you think about it. Jennifer assures him that she won't tell anyone, slowly deflated by the realization that her step-brother feels more regret than satisfaction after fucking her. He tells her to get out of his room, so he can clean himself up. She probably should too. She smells like ass. Man, this was such a stupid thing for them to do. With an awkward look on her face, she limps out of the room and slams the door.

Noemie Bilas in 'Good Girls Don't Do Anal'

Noemie Bilas - Good Girls Don't Do Anal

GOOD GIRLS DON'T DO ANAL
18-YEAR-OLD RELUCTANTLY GIVES HER ANAL VIRGINITY TO HORNY BOYFRIEND

SCENE OPENS as Rick, a college student, is watching TV one afternoon at his girlfriend parents' house. Gina, who recently turned 18, is housesitting for her folks and casually enters the room with a snack for her boyfriend. She is madly in love with him ... and her parents approve too. Even though they are a few years apart, Rick has always been accepted as part of the family. Now, with them away for the whole week, it's the perfect opportunity for the couple to play house and Gina is soaking up every minute of it. She sits beside her man, snuggles up, and watches while he eats. After a few minutes of small talk, a look comes over Rick. 'Hey, do you want to do something else?' He asks coyly. Before Gina can respond, he pulls her onto her lap and starts to kiss her. She smiles and kisses him back, unbuttoning his shirt. The young couple tear each other's clothes off as they make out. After a few intense minutes of foreplay, Rick flips Gina onto all fours to mount her. The camera focuses on her reaction, as she eagerly waits for her boyfriend to enter. He kisses down her back and leans back to penetrate, when suddenly, her expression changes. 'WAIT!' She yells, and Rick pulls out and sits back. 'What?' he asks, a sly smirk on his face. Looking irritated, she stands up and starts gathering her things in silence. 'What?!' he asks again. 'Like I told you last time, Rick!' she says sternly. 'You keep trying to put it in the wrong hole!'

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The next morning. Gina steps out of the shower, wrapping a towel around her body. She goes to the vanity and starts brushing her teeth when she begins to hear sounds coming from her room. She left her boyfriend resting in there. Spitting out her toothpaste, she struts back into her room to find her boyfriend watching porn on her laptop. 'Rick!' she interrupts. 'What are you doing? It's 10am!' He acts aloof and she walks over to the screen, peering down to see what it is he's watching. It's an anal sex scene. 'That's disgusting!' she says. Rick slowly pulls off her towel, cooing 'This is what I always do in the morning, babe. I thought you wanted to play house this week? I'm just trying to keep it real!' He charms her onto the bed and, trying to hide her smile, she sits down. 'I don't know why you need to watch that stuff when you have me right here,' she says quietly. Rick looks her right in the eye. 'Because I'm a dude and that's what we do.' Awkwardly, she kisses him and asks that he not watch it at her house. Leaning in close, he whispers that he wouldn't have to if she just let him try it once. The camera lingers on Gina's conflicted face.

One day later. Gina is cooking in the kitchen when Rick comes home from class. He drops his backpack and jokingly says 'honey, I'm home!' before running in to kiss her. She seems very happy to be playing house and asks him to help her finish dinner. While they cook together, she asks about his day and reiterates how fun it's been this week to live together. Now that she is 18, they should start to talk about doing it for real. Rick appeases her, agreeing to everything, as his hands start to run down her waist and around her ass. The more she talks, the more distracted he gets, kissing her neck and start to rub himself up against her backside. At first, she finds it cute but soon gets frustrated at how focused her boyfriend is on her butt. She stops him and demands respect. How many times does she have to tell him: good girls don't have anal sex. This time, Rick reacts differently. Rather than brush it off or make light of it, he looks genuinely angry. Blowing up at her, he tells her that he doesn't understand why she's such a prude. They've been together for three years. He has always been a gentleman. All his friend's girlfriends give it up no problem. Why is she holding him back from trying something he's always wanted to try? Does she want to push him away? There are plenty of girls at his school who'd been willing to help him out! Gina is dumbstruck by her boyfriend's reaction. She asks him if that's an ultimatum and, shaking his head, he tells her that he can't do it any longer. He's breaking up with her. He storms out of the house, grabbing his bag on the way out, and leaves the girl to crumble into tears in the kitchen.

One day later. Gina sits, heartbroken, on her bed. She opens her laptop and finds the last page viewed on her browser: the anal sex scene her boyfriend had been watching. She stares at it coldly, pressing play and watching in silence as her room fills with sounds of anal orgasms.

Two days later. Gina opens the door to let Rick inside. It's been three days since he stormed out of her parent's house and she is beside herself. She has texted him and asked to talk to him. Taking his hand, she leads him back to her bedroom and sits him down on the bed. He isn't sure how to react.

She takes a long deep breath before breaking into a speech, something she clearly spent the last few days preparing. She tells him that she loves him, that he is her best friend, and that she wants to spend the rest of her life with him. She knows how much he wants to try anal and, after thinking it over, she will agree to try it for him. But only once and ONLY if he promises to leave it alone afterwards. Rick's face lights up. He asks if she is sure. Looking at him coldly, she tells him yes. She'll do it ... for him. This descends into the BGA scene. It takes a long time to get the first successful anal penetration and Gina resigns herself to the 'painal' feelings that come with having anal sex for the first time. Rick eagerly talks her through it, every step of the way, taking great pleasure in the experience. The more she loosens up, the more he enjoys it. Overall, the sex scene should accurately portray a first-time anal experience with hyper-realism in terms of reactions.

After he has pulled out and cum on her ass, Rick happily curls up beside his girlfriend in bed. He kisses her and tells her how much he loves her. He thanks her profusely for letting them try this together. Overwhelmed by the experience but happy her boyfriend is back, Gina grimaces and tells him she loves him too. As they rest, Rick whispers softly in her ear that, next time, they should try it with one of his friends. Her eyes pop open, as she realizes what she's gotten herself into!

Samantha Rone in 'Making The List: Georgia's First Anal Scene'

Samantha Rone - Making The List: Georgia's First Anal Scene

Samantha Rone is soaking in the tub and Georgia Jones is training at the gym when their cell phones send them a notification. The new casting list is up on Girlsway. The sexy models hurry to their laptops to check their stats and each one submits a model request to work with the other. Georgia can't wait so she calls Samantha over to help her practice doing anal. Samantha comes over for their anal playdate with a purse full of sex toys. They rip each other's clothes off and Samantha warms up Georgia asshole. She starts slowly with one little finger, then inserts the bulbous tip of a butt plug and gradually pushes it all the way in. Samantha licks her pussy while her ass is being stretched by the blue protruding object. The friction of her tongue is making Georgia cum repeatedly in her mouth. Samantha leans forward on her knees letting Georgia plug her ass. She fingers her hole and rubs out an orgasm, then she climbs underneath and licks the cum from her pussy again. Samantha puts on the harness of a huge purple strapon and Georgia gets down on all fours. She bravely takes it deeper and deeper as Samantha gently feeds the strapon into her ass. Georgia rubs her wet pussy and takes it like a champ until her clit explodes. Then Georgia licks out Samantha and tribs her blonde friend till she lets out a powerful cum!

Serena Blair in 'Serena Loves Bree'

Serena Blair - Serena Loves Bree

Hi Guys! My name is Serena Blair and I would love to fulfill one of my darkest fantasies today. You see, I have an anal fantasy. I've never had anal sex with a girl before and I'm really ready to pop that cherry. I don't want to give myself to just anyone, I want someone who is just gorgeous, beautiful big eyes, lustrous hair and natural tits like me! I want her to be more experienced than I am, so she can show me all the things she knows with her asshole and I can learn and do it with mine. Maybe we will start off with the smaller toys and work our way up to the bigger butt plugs ... I'm so excited to perform this fantasy today, I'm sure you guys will go crazy over it! Come and watch me play!

Samantha Rone in 'Detention Part One: French Profanity'

Samantha Rone - Detention Part One: French Profanity

Apparently I've been a bad girl in school and it landed me in detention with Ms Dana Vespoli. So what If I pointed out the obvious! I mean, French class is not only boring, but meaningless, I mean, it's not as if I'm going to go to France and tell someone I know how to say what an apple is...I mean give me a break! So, because I opened up my big mouth, I'm here, being punished after class. Well, on the upside, our principal Ms DeArmond has great taste in woman; she must've fucked the hell out of her to land this job. I can't help my imagination running wild, dreaming of Dana DeArmond and Madame Dana Vespoli semi naked licking each other's faces, but my day dreaming only makes me get into more trouble with Ms Vespoli, ordering me to sit down and finish my homework. Looking at the time go by doesn't help either, the ticking of the dial seems too surreal. Music and clouds of smoke embrace my thoughts, clouding what I cannot perceive as reality or hallucination. I see Dana with a huge ruler, ready to punish me for being a bad girl, asking me if I want her to lick my ass. Where will my mind wander you ask? Watch today and find out!

Karla Kush in 'Lessons in Anal Part Two: My New Virginity'

Karla Kush - Lessons in Anal Part Two: My New Virginity

This is really hard for me to admit, especially with myself, but I'm a little ashamed of some of the sexual choices I've made in my life. Not that I'm a slut or anything, but I think I could've done a lot better with the choices I made.People can just feel my sexual tension and I can't say no to fulfill my sexual needs. But now I've come to a crossroad where things are just boring. I needed help and really bad, but I also needed advice from someone who has way more experience than I do. I really needed someone who I could trust, who wouldn't judge me, and who better than my Stepmom, Cherie.I step into her room, where we talk over my experiences, but the more questions she asks, the more I become horny and want her to touch me. At first, my mom seemed reluctant, but I persuaded her with a kiss, then another one. She was all over me like sweet cherry pie. I give her exactly what she needs. I know this experience will be epic.While showing me how to finger her asshole, I keep rubbing her pussy slowly and I continue to finger her until she cums. Now it's my turn. I'm so excited being this is my first time doing anal. She licks my asshole and puts in one finger. The feeling is exhilarating. While she fingers me, I keep playing with myself. Mommy says I'm ready for more than one finger. Now there are two. Before I know it, I have an intense orgasm! She shows me her anal toy where I'm practicing on her. Mommy is telling me I am doing such a great job and wants me to make her cum again! She takes out a pink glass dildo for me. I place my legs over my head and I'm ready. She slowly makes circles around my asshole with the dildo I don't know how it's going to feel and the excitement is overbearing. My ass it so tight. Before I know it, it was all in! Cherie promises me that tomorrow, bigger and better things will be coming. I can't wait to be an expert!

All your favorite pornstars
Tara Morgan in 'Tara Loves Bree'

Tara Morgan - Tara Loves Bree

Hi Guys, My name is Tara Morgan.I crave attention on camera. I also crave sex. But what I crave the most is to have my biggest fantasy come a reality. I want to lose my anal virginity to a special girl called Bree Daniels. I want her to do it to herself, so I could watch and learn. And once I've paid close enough attention, do it to myself just as good. After she shows me how she gets off, I'm going to have her put anal beads in my ass! I want to start with small anal beads, then work my way up to a bigger size once I'm all loosened up. And at the end, have a double-sided dildo so we can fuck each other! I like the sound of that, don't you?Tara Morgan

Jenna Sativa in 'I'm New To This'

Jenna Sativa - I'm New To This

Dear Diary,I'm a curious girl. It's been a lot of fun discovering the world of sex lately, ever since puberty I've been fascinated with all the different types of porn out there. Almost everything turns me on. That is, so far. I'm not looking for stuff that's crazy, but I've always wondered what it's like when girls try anal. So, like any budding teen I typed it into Google, after making sure my parents aren't going to hear me. Right away I found the hottest video of Lola Foxx and Remy LaCroix! They have got to be some of the hottest girls in porn. When Remy put that toy in Lola's butt it was almost like I could feel it myself! Hoping and dreaming of a toy in my ass has made me prepared for this, but how would I do it? I looked around a bit and commented on the video, and before I knew it I had a reply from this hot woman, ready to show me how it's done.When we fired up our webcams to get to work on our butts Veronica made me feel really comfortable! Her expertise was exactly what I was looking for, but by the time I was getting close to my orgasm I experienced some feelings that I didn't know were possible! All the muscles that are all bound around my cute little butt start throbbing and pushing against my pussy. It was heaven. Hope you enjoy watching!Jenna Sativa

Abigail Mac in 'Natasha Loves Abigail'

Abigail Mac - Natasha Loves Abigail

I don't know if you guys know this about me but, I've never had anal sex with a girl before. I'd want it to be with the classiest girl in the business, Abigail Mac. I want her, to just do anything that she wants to do to me. I could picture us totally being together, all over each other. Smacking my ass, rubbing my pussy, she would take whatever she wanted to take and, she would just stick it in my ass. I would scream and, she would lick me just to get my attention off of it. She would give me a toy to play with myself so, I would keep going and going. She would sit down, so I could lick her as well. Eating her pussy from the inside and out and then, she'd fuck my ass again. That would be nice ;)

Cherie DeVille in 'Lena Loves Cherie'

Cherie DeVille - Lena Loves Cherie

Hi, I'm Lena Nicole. I'm really excited about having my first girl-girl-anal scene. I really want to have sex with Cherie DeVille, I think she's super sexy and fun, and she's so experienced. And I feel she could really show me the ropes and break me in good. What I kind of imagine and envision in my mind is us both getting dressed up really sexy and getting some toys, maybe oiling each other up. So, I imagine her kind of taking charge of me and me being a little more submissive. Her tongue in my ass and getting it nice and wet and warmed up and ready. I want to fuck her really hard but I would let her fuck me first. I just imagine her giving it to me so good, eating my pussy, while mmm I get my asshole penetrated. I just imagine it would be really really hot and I'm really excited for that, hopefully happening...

Carter Cruise in 'Carter Loves Sammie'

Carter Cruise - Carter Loves Sammie

Hey, this is Carter Cruise, and I want to tell you guys about a Fantasy of mine. I know you've seen me on the site before, actually a couple times, but you've never seen me with a really new girl, a really inexperienced girl who has no idea what she's doing. I like little chicks. They make me feel more powerful and dominant. So I'm excited today to work with Sammie Daniels because I've never seen a girl that small before. She's never done anal before, so I'll start off slow and nice to get her warmed up, but I think I can pull and animal out of her. That's my specialty. I'll start with myself, show her what feels good, to see how much I like it. Then, I'll start by kissing her neck, because I know that always relaxes girls. I'll work my way down her body to her little pussy, which I'm gonna lick until she cums. Then she'll be ready for some anal play. Start with my tongue, just to loosen it up and get it wet to get her comfortable with anal since she's never done it before. Then maybe, if she's feeling it I'll stick in my little finger. I also brought a special toy just for the occasion. It's small and pink so I think she'll like it. It feels fucking incredible. I'm gonna give this girl her first anal orgasm, and you guys are gonna watch it.

Phoenix Marie in 'Ana Loves Phoenix'

Phoenix Marie - Ana Loves Phoenix

Hi, my name is Ana Foxxx, and I really want to tell you about this fantasy I've been having. I really want to try anal sex with a girl, and I've never done it before. I really want my first time to be with somebody pretty experienced, and maybe you guys have heard of her? Phoenix Marie? I really like the idea that she's really experienced, and I really want her to dominate me. I know Phoenix can be pretty aggressive but I hope she'll be gentle with me. I'm really excited just to see where it goes, and I want to just play with her! In my fantasy, it starts off with Phoenix showing me how much she can take, and I know she's really experienced so I'm going to study really hard, and learn a lot from her. And then, it's going to be my turn, and maybe she'll start with a tongue, or a finger. But I brought some toys with me, and I'm not really scared to let her use them. I bet you guys are really excited to watch me get my little butthole stretched out by Phoenix. I hope you guys really enjoy this, I'm doing it just for you.

Abigail Mac in 'Abigail Loves Anikka'

Abigail Mac - Abigail Loves Anikka

Hey everyone, it's Abigail Mac. I want to tell you about this fantasy that I've been having. It's with one of my good friends, she's super super sexy. Her name is Anikka Albrite. Just thinking about her just makes me tingle and um, it's something I've never done before. It's something that I never had experienced or even tried. It's Anal. And, I mean I've never done anal before, but I feel like with her, and all of her experiences with it and her amazing round ass it would just be perfect. I mean I keep have these thoughts of her just touching me, and you know playing with my pussy and playing with my ass and she licks it and sticks her tongue deep in there and just makes me go crazy! I'm nervous, I don't know if I can even take anything in there but I don't know I kind of want to. I know I want to with her. I'm just so attracted to her. I can just see just her shoving that toy in me, and just me wanting it and wanting it more. I think it'd be so hot. I think it would feel really really good. I don't know though I mean would you guys want to see that?

Halle Von in 'Alex Loves Halle'

Halle Von - Alex Loves Halle

Hi, My name is Alex Chance and I have this crazy fantasy. Something I've really always wanted to do is lose my girl/girl anal virginity. I've played with girls multiple times. I have dominated them, and they've dominated me, but the one thing I've never done is have a little small girl (Halle Von) dominate me. Secretly, I really want her to throw me down and lick my ass, and just violate me. I want her to start off by licking my asshole. I have these really pretty bejeweled butt plugs that just feel so nice in my ass, and I would just love for her to shove them in there. And, there's another pretty glass toy that feels really good in my pussy, and I've never had it in my ass before, and I think this girl would be the perfect one just to shove it up there. After she makes me cum, I want her to force me to make her cum. I want her to make me her little sex slave. I'll lick her asshole, I'll finger it. I'll make her cum any way she likes. I just wanna make her happy. I can't wait to see how this is going to feel. It's a completely new experience for me. I've never been dominated by a little girl. It's a very surreal thing and I can't wait for you to watch my fantasy.


Halle Von in 'Dakota Loves Halle'

Halle Von - Dakota Loves Halle

I'm Halle Von, and I have this huge fantasy about having my anal virginity taken by my best friend Dakota (James).......And the only reason that I'm willing to try this is because I trust her.......I know she hasn't done it before either so, it could be really hot. I'm not sure how you're supposed to start it out, but I'm guessing I just start licking her asshole........Then Maybe I can start sticking a few of my fingers in once they're lubed up.......I also bought these really cute toys that I think she'll really enjoy. I know I'm gonna have to be very gentle since it's her first time so I'm probably gonna end up taking it really slow.......That's my fantasy of having my first time anal with my best friend Halle.......Dakota's my best friend so I know that I can trust her. And that's my fantasy, wont that be hot?

Carter Cruise in 'Staci Loves Carter'

Carter Cruise - Staci Loves Carter

I (Staci Carr) love sex but there's one thing I've never tried, and I've been curious about it. I've had this fantasy for as long as I can remember. But I don't want to give it to just anyone. If I'm going to get my ass cherry popped I want it to be by a beautiful woman. I can imagine her (Carter Cruise) now. Tight firm tanned body, blonde hair and the most gorgeous blue eyes. As we kiss she looks deep into my eyes as if to tell me she can wait no longer. She wants all of me. So I let her take me by the hand and lead me into the living room where she slowly and carefully take off all my clothes until I'm standing before her completely and fully naked. Then circling slowly, she bends me over so I'm kneeling, and my ass is fully vulnerable. She positions herself behind me, pushing against my cheeks, her fingers sliding to grip each side of my hips. There are no words to describe this moment. I can feel her heart beat as is pulsates through her pussy against my bare and trembling ass. Mmmm I can feel my hole vibrating just thinking about her tongue and fingers crawling inside of me, finally letting her fuck me like no one has ever fucked me before. Do you think we can make this fantasy happen?

Sara Luvv in 'Remy Loves Sara'

Sara Luvv - Remy Loves Sara

So, I'm here today because I have this fantasy of like a sweet young looking innocent girl with a huge, huge strap on just givin' it to me. I feel like I'd have to teach her a little bit first. I think that my friend Sara's going to come by with her toys......So, I'm gonna come over today with some nice toys. I'm a little nervous I've never tried anal beforeShe's pretty new, so I wanna show her how I like it first......But what am I gonna say, I mean it's Remy. I can't say no to her, she's so cute......I think I want to take a little toy and just show her what I like, I want to bend her over, look at her cute little butt, lick it just how I like it, so she knows what to do when it's her turn.....She's gonna show me exactly what she likes, how she likes to feel a strap on go into her ass, easing it in. .....But mostly just like slow and sensual. I want her to feel good, making sure it's really wet. Then, hopefully after I show her what I like, she'll know what to do to me.I just hope I do alright.

Lola Foxx in 'Lola Loves Adriana'

Lola Foxx - Lola Loves Adriana

I've kind of had this fantasy for a while. I've never tried anal. I've never had my asshole licked before! And, I have this idea of a long legged tan brunette, taking me by the hand into the bedroom and taking my clothes off, kissing me hard on the mouth, pulling my hair, maybe spanking me a little. And she's such an anal pro she can already tell exactly what I want without me even telling her. And she'll lick me first. Then, at first I'll resist but, then I'll like it. Then she wets her finger and puts it inside my ass and then, maybe a second one. And then, after that then maybe she'll put a toy in my ass. I'd really love to know what a real anal orgasm feels like, and she'll show me, 'cause she'll be experienced and she'll know exactly what I need. And then, after it's all done, I can do it to her. I can show her everything she taught me that day. I can lick her asshole and slip my wet fingers inside of her tight hole. That would be pretty hot, wouldn't it?