Theme:
Layout:

Best porn of First Time Anal

Total Videos: 1160
Stefanos and Aiden are running a test to determine the best raw material for an Upper Floor servant. Is it an experienced pervy anal MILF, who's a hardcore bottom with years of BDSM experience? Or is it an eager know-nothing teen with huge tits, a can do attitude, and dick sucking skills to spare? London River is the pervy MILF, tied to a vibrator, with clamps all over her body. Amilia Onyx is the horny teen. The rules are explained to both of them, and the guests roar with laughter as all hell breaks loose. London's made to hold the trays while Amilia's set loose on a gigantic cock. Trays are dropped, the teen trainee tries desperately to pick up the slack and hold them, while drooling all over a massive dick. And London is shocked with the zapper and the cattle prod repeatedly. All the pain gets London's tight pussy wet with anticipation, and Aiden can't help but slip her fist in there and make her beg to cum. Stefanos ups-the-ante by placing heavy chains all over her exhausted outstretched arms and tells her to cum, but only with her arms extended like a well-disciplined slut. She is rewarded with dick in her hungry, freshly fisted hole, while Amilia is made to lick her pussy and take a spanking. The crowd goes wild, fucking on all the couches and caning their subs, and the room is alight with blow jobs and swinging couples. Sebastian Keys and Rain DeGrey have a long overdue first play date. They start by wrestling to determine who's on top. Sebastian is victorious, leaving a slutty Rain begging for her pussy to be flogged. She sucks his cock and crawls around the floor licking his boots. She does such a good job Sebastian rewards her with a fat load of cum on her pretty face, leaving her panting on the floor. Aiden has decided it's time for Amilia to take some dick and ties her her legs spread with tight rope. Stefanos interrogates her while she gets slammed with the biggest hard dick she's ever seen. That milky jiggly ass bouncing on cock impresses the guests and they come over to cheer her on while River gets a test of her own. All she has to do is beg for permission to cum and hold her orgasms, but it's a bit difficult for this hot MILF babe when she's tied up on sybian with Stefanos stepping on her worn, red pussy. Aiden tries everything, flogging, cock sucking, humiliation, but the thing that finally gets London to behave is the promise of licking Aiden's pussy. Screaming and sweating on the machine, she is rewarded with her Governess' perfect cunt on her face. Amilia finally gets the picture herself, and delivers a perfect recitation of the House Rules, after facing the cattle prod and the cheers of several instructive house members. Her wild orgasm with London swallowing all her toes like a foot whore is worth all the suffering. Stay tuned for Part Two of this evening, coming soon.

Stefanos and Aiden are running a test to determine the best raw material for an Upper Floor servant. Is it an experienced pervy anal MILF, who's a hardcore bottom with years of BDSM experience? Or is it an eager know-nothing teen with huge tits, a can do attitude, and dick sucking skills to spare? London River is the pervy MILF, tied to a vibrator, with clamps all over her body. Amilia Onyx is the horny teen. The rules are explained to both of them, and the guests roar with laughter as all hell breaks loose. London's made to hold the trays while Amilia's set loose on a gigantic cock. Trays are dropped, the teen trainee tries desperately to pick up the slack and hold them, while drooling all over a massive dick. And London is shocked with the zapper and the cattle prod repeatedly. All the pain gets London's tight pussy wet with anticipation, and Aiden can't help but slip her fist in there and make her beg to cum. Stefanos ups-the-ante by placing heavy chains all over her exhausted outstretched arms and tells her to cum, but only with her arms extended like a well-disciplined slut. She is rewarded with dick in her hungry, freshly fisted hole, while Amilia is made to lick her pussy and take a spanking. The crowd goes wild, fucking on all the couches and caning their subs, and the room is alight with blow jobs and swinging couples. Sebastian Keys and Rain DeGrey have a long overdue first play date. They start by wrestling to determine who's on top. Sebastian is victorious, leaving a slutty Rain begging for her pussy to be flogged. She sucks his cock and crawls around the floor licking his boots. She does such a good job Sebastian rewards her with a fat load of cum on her pretty face, leaving her panting on the floor. Aiden has decided it's time for Amilia to take some dick and ties her her legs spread with tight rope. Stefanos interrogates her while she gets slammed with the biggest hard dick she's ever seen. That milky jiggly ass bouncing on cock impresses the guests and they come over to cheer her on while River gets a test of her own. All she has to do is beg for permission to cum and hold her orgasms, but it's a bit difficult for this hot MILF babe when she's tied up on sybian with Stefanos stepping on her worn, red pussy. Aiden tries everything, flogging, cock sucking, humiliation, but the thing that finally gets London to behave is the promise of licking Aiden's pussy. Screaming and sweating on the machine, she is rewarded with her Governess' perfect cunt on her face. Amilia finally gets the picture herself, and delivers a perfect recitation of the House Rules, after facing the cattle prod and the cheers of several instructive house members. Her wild orgasm with London swallowing all her toes like a foot whore is worth all the suffering. Stay tuned for Part Two of this evening, coming soon.

4 years ago 6805 4:00
When Mr. Pete gets fired for fucking his boss's daughter, Jane Wilde, he makes bold moves to win Jane's love through hard anal sex. Includes anal, breath play, bondage, nipple clamps, flogging. After some hot sex in the garden with the gardener, Mr Pete, Jane tells him they are going to run away together one day and then she disappears back into the house. Little does Pete know Janes mother found out what they did and she fires his ass on the spot. With nothing to loose Pete begs Jane to run away with him now but she wants nothing to do with him. Uhoh. After taking extreme measures to win Janes affection Mr Pete tells Jane she needs to get fucked in the ass. She is through with this relationship and tries to get away but Mr Pete is not done playing with her yet so he ties her up in doggie position, puts a ballgag in her mouth and gets down in it! First he grabs her by the ponytail and fucks her pussy good but its not long before he needs to get some of that tight little ass. Mr Petes big hard cock fills Jane right up and she loves it! Next things get wild with breath play when Janes head is covered with a plastic bag. Her breathing is a bit labored as Mr Pete plays with her small perky tits and fingers her pussy until she squirts. He tears a hole in the bag and stuffs his thick dick down Janes throat for some deep throat action. Now that Mr Pete has sweet slutty Jane all worked up its time for some serious fucking. With tight nipple clamps on her tits he pounds her pussy out sending her to heaven. He pulls on her sensitive nipples making her orgasms more intense and then he fucks her ass so good it brings out the Wild Anal Seductress that Jane Wilde really is. She can’t get enough of his hard cock in her ass. He vibes her pussy with the hitachi making her squirm and moan and finger bangs her until she squirts again! And then holding her by the neck for better traction Mr Pete stretches her ass out with his pounding cock until he shoots his load all over her.

When Mr. Pete gets fired for fucking his boss's daughter, Jane Wilde, he makes bold moves to win Jane's love through hard anal sex. Includes anal, breath play, bondage, nipple clamps, flogging. After some hot sex in the garden with the gardener, Mr Pete, Jane tells him they are going to run away together one day and then she disappears back into the house. Little does Pete know Janes mother found out what they did and she fires his ass on the spot. With nothing to loose Pete begs Jane to run away with him now but she wants nothing to do with him. Uhoh. After taking extreme measures to win Janes affection Mr Pete tells Jane she needs to get fucked in the ass. She is through with this relationship and tries to get away but Mr Pete is not done playing with her yet so he ties her up in doggie position, puts a ballgag in her mouth and gets down in it! First he grabs her by the ponytail and fucks her pussy good but its not long before he needs to get some of that tight little ass. Mr Petes big hard cock fills Jane right up and she loves it! Next things get wild with breath play when Janes head is covered with a plastic bag. Her breathing is a bit labored as Mr Pete plays with her small perky tits and fingers her pussy until she squirts. He tears a hole in the bag and stuffs his thick dick down Janes throat for some deep throat action. Now that Mr Pete has sweet slutty Jane all worked up its time for some serious fucking. With tight nipple clamps on her tits he pounds her pussy out sending her to heaven. He pulls on her sensitive nipples making her orgasms more intense and then he fucks her ass so good it brings out the Wild Anal Seductress that Jane Wilde really is. She can’t get enough of his hard cock in her ass. He vibes her pussy with the hitachi making her squirm and moan and finger bangs her until she squirts again! And then holding her by the neck for better traction Mr Pete stretches her ass out with his pounding cock until he shoots his load all over her.

4 years ago 811 4:00
THE AURA DOLL WOMAN AGREES TO HAVE THREESOME SEX WITH MAN AND SILICONE LOVE DOLL SCENE opens on the outdoor patio of a quiet caf\u00e9. Becca (Whitney Wright), a mild-mannered college student, sits quietly reading when her friend arrives with a pair of coffees. Putting her book aside, they hug and sit down to catch up, sipping their beverages and small talking about life and their plans for the next semester. Becca's phone suddenly buzzes. It's a notification from a dating site she's subscribed to, telling her she's got a new match. Becca looks embarrassed, but her friend encourages her to swipe and check out the man's profile. After all, she did say she wanted to get out more after her breakup, right? Becca nods. The man is handsome, older, and has messaged her, asking if she would be interested in a threesome with him and his girlfriend. The thought of this makes Becca blush but her friend encourages her to write back. 'That app is vetted, I use it all the time!' she says. 'What's the worst that's going to happen? You have a funny story to tell?' Becca bites her lip and asks for reassurance. Should she should really write him back? The friend nods. 'Totally,' she says, sipping her coffee as the camera pans down Becca's unsure face to the profile she is staring at. CUT TO TITLE PLATE Becca stands in the bathroom mirror, in her bra and panties. She is staring at herself, trying to psych herself up for her date when her phone buzzes again. The man she met on the app, Robert, has texted her directly. 'We can't wait to meet you tonight!' She bites her lip before turning back to stare at herself in the mirror. A slight smirk crosses her face. She's excited. Cut to Robert's house. Becca knocks and nervously straightens herself out, when Robert (Tommy Pistol) opens the door. He is calm and inviting, exclaiming how breathtakingly beautiful she is and extending his hand to lead her inside. The living room has been set up with candles and wine, which he offers, and she accepts. They small talk for a few minutes, mostly about how nervous and excited they both are. It's their first time doing this. Becca is very charmed by the mild-mannered man and even allows herself to get closer to him, as they both start to gear up for their hookup together. But someone is missing. She casually asks Robert where his girlfriend is. 'Oh, she's just in the next room,' he says confidently. 'We were putting the finishing touches on dinner. Would you like to meet her?' Becca nods and they stand up to walk in the other room, where a full dinner has been laid out on a nicely decorated dining table. A woman sits frozen at the end of the table, her back to Becca. Robert starts to rant about the lovely meal they have prepared and how excited his girlfriend, Harper, is about their night together while Becca stares at the woman's backside. A chill runs down her spine. Why isn't the woman moving? She slowly turns to look at the man whose hand is now grazing her back. 'Robert....?' She begins to say when, nervously, the man pulls Becca into the room fully to introduce Harper. A silicone love doll, dressed neatly in a party dress, has been propped up in a chair waiting for them. Becca's eyes go wide, and her mouth drops open in shock, as she backs away from the table and the man's grasp. 'What is wrong with you?' She gasps, grabbing her bag while he chases after her. Robert pleads with her to stop, to listen to him, to listen to them. Yes, it is an unconventional relationship, but his love for Harper goes far beyond just a toy. Since his actual wife died years ago, she has been his only true source of comfort. The only woman who wouldn't reject him. It was her attention and affection that helped him gain the confidence to start dating again. To try the app. It was her loyalty that made him feel like a whole person again. Couldn't she please just try to be understanding? She seemed so open-minded while they were chatting. Harper isn't just a doll, she is a real woman, just one made of silicone. If she would only stay and try it, she might even enjoy the experience. As Robert rambles on, Becca backs up to the door, her mind racing. She is able to stammer 'No thank you. I'm not interested. Please don't contact me again!' before running off into the night. That night, as Becca lies in bed, she dreams that Harper is lying beside her. In her dream, she begins to caress and kiss the silicone woman's body as the camera cuts back and forth between her fantasy and her tossing in her bed. Finally, she opens her eyes to find herself alone and breathing heavily. The next day, Becca sits beside her bed, distracted. She keeps picking up the phone but there has been no contact from Robert. She stares at his profile longingly, wishing she could see Harper's face too. Later that evening, Becca lays on her bed, looking at her laptop. She searches 'silicone woman' and pulls up a website called AuraDolls.com. Scrolling through it, she discovers the Harper model and stares at it. She can't help but be turned on by the thought of being with her. She knows what she needs to do. She closes the laptop and, grabbing her purse, leaves the apartment. Robert sits in his bedroom, quietly reading beside Harper, when he hears someone slam the front door and run up his stairs. Nervously, he gets out of bed to confront them when Becca appears in his bedroom doorway. She is frazzled and full of adrenaline. 'Becca! How did you get in here?' He asks, confused. She walks up and kisses him boldly on the mouth. 'I let myself in, I hope you don't mind.' She whispers. It's the first time a real woman has kissed him in years and Robert melts at her touch. She looks at the doll sitting in the bed. 'I want to try it,' she whispers in his ear. Robert starts to tear up, as he looks at the two women in his bedroom. He takes Becca's hand and pulls back the cover to his bed to invite her in. Tentatively, Becca begins to caress Harper's face, asking Robert if she can kiss Harper. Robert hops onto the bed and puts his arm around Harper, telling Becca that she's very affectionate. Becca climbs up onto the bed and moves towards Harper. She confesses to Robert that she's very nervous, but he reassures her, telling her that there's nothing to be nervous about. Becca can treat her like a real person. Becca delicately kisses Harper's soft lips before turning her attention to Robert and kissing him. Soon the two pull away from each other and slowly peel the negligee off of Harper's chest. Robert leads Becca in caressing Harper's full breasts as Becca gasps. Robert takes off Becca's shirt as she lays down next to Harper. Slipping off the rest of Becca's clothes, Robert trails kisses down her thighs, lightly tonguing her clit before spreading Harper's legs and licking her pussy. Alternating between Harper and Becca, Robert eats both of them out hungrily. Becca may have been hesitant at first, but now that she's gotten to know Harper, can she ever live without the Aura Doll again?

THE AURA DOLL WOMAN AGREES TO HAVE THREESOME SEX WITH MAN AND SILICONE LOVE DOLL SCENE opens on the outdoor patio of a quiet caf\u00e9. Becca (Whitney Wright), a mild-mannered college student, sits quietly reading when her friend arrives with a pair of coffees. Putting her book aside, they hug and sit down to catch up, sipping their beverages and small talking about life and their plans for the next semester. Becca's phone suddenly buzzes. It's a notification from a dating site she's subscribed to, telling her she's got a new match. Becca looks embarrassed, but her friend encourages her to swipe and check out the man's profile. After all, she did say she wanted to get out more after her breakup, right? Becca nods. The man is handsome, older, and has messaged her, asking if she would be interested in a threesome with him and his girlfriend. The thought of this makes Becca blush but her friend encourages her to write back. 'That app is vetted, I use it all the time!' she says. 'What's the worst that's going to happen? You have a funny story to tell?' Becca bites her lip and asks for reassurance. Should she should really write him back? The friend nods. 'Totally,' she says, sipping her coffee as the camera pans down Becca's unsure face to the profile she is staring at. CUT TO TITLE PLATE Becca stands in the bathroom mirror, in her bra and panties. She is staring at herself, trying to psych herself up for her date when her phone buzzes again. The man she met on the app, Robert, has texted her directly. 'We can't wait to meet you tonight!' She bites her lip before turning back to stare at herself in the mirror. A slight smirk crosses her face. She's excited. Cut to Robert's house. Becca knocks and nervously straightens herself out, when Robert (Tommy Pistol) opens the door. He is calm and inviting, exclaiming how breathtakingly beautiful she is and extending his hand to lead her inside. The living room has been set up with candles and wine, which he offers, and she accepts. They small talk for a few minutes, mostly about how nervous and excited they both are. It's their first time doing this. Becca is very charmed by the mild-mannered man and even allows herself to get closer to him, as they both start to gear up for their hookup together. But someone is missing. She casually asks Robert where his girlfriend is. 'Oh, she's just in the next room,' he says confidently. 'We were putting the finishing touches on dinner. Would you like to meet her?' Becca nods and they stand up to walk in the other room, where a full dinner has been laid out on a nicely decorated dining table. A woman sits frozen at the end of the table, her back to Becca. Robert starts to rant about the lovely meal they have prepared and how excited his girlfriend, Harper, is about their night together while Becca stares at the woman's backside. A chill runs down her spine. Why isn't the woman moving? She slowly turns to look at the man whose hand is now grazing her back. 'Robert....?' She begins to say when, nervously, the man pulls Becca into the room fully to introduce Harper. A silicone love doll, dressed neatly in a party dress, has been propped up in a chair waiting for them. Becca's eyes go wide, and her mouth drops open in shock, as she backs away from the table and the man's grasp. 'What is wrong with you?' She gasps, grabbing her bag while he chases after her. Robert pleads with her to stop, to listen to him, to listen to them. Yes, it is an unconventional relationship, but his love for Harper goes far beyond just a toy. Since his actual wife died years ago, she has been his only true source of comfort. The only woman who wouldn't reject him. It was her attention and affection that helped him gain the confidence to start dating again. To try the app. It was her loyalty that made him feel like a whole person again. Couldn't she please just try to be understanding? She seemed so open-minded while they were chatting. Harper isn't just a doll, she is a real woman, just one made of silicone. If she would only stay and try it, she might even enjoy the experience. As Robert rambles on, Becca backs up to the door, her mind racing. She is able to stammer 'No thank you. I'm not interested. Please don't contact me again!' before running off into the night. That night, as Becca lies in bed, she dreams that Harper is lying beside her. In her dream, she begins to caress and kiss the silicone woman's body as the camera cuts back and forth between her fantasy and her tossing in her bed. Finally, she opens her eyes to find herself alone and breathing heavily. The next day, Becca sits beside her bed, distracted. She keeps picking up the phone but there has been no contact from Robert. She stares at his profile longingly, wishing she could see Harper's face too. Later that evening, Becca lays on her bed, looking at her laptop. She searches 'silicone woman' and pulls up a website called AuraDolls.com. Scrolling through it, she discovers the Harper model and stares at it. She can't help but be turned on by the thought of being with her. She knows what she needs to do. She closes the laptop and, grabbing her purse, leaves the apartment. Robert sits in his bedroom, quietly reading beside Harper, when he hears someone slam the front door and run up his stairs. Nervously, he gets out of bed to confront them when Becca appears in his bedroom doorway. She is frazzled and full of adrenaline. 'Becca! How did you get in here?' He asks, confused. She walks up and kisses him boldly on the mouth. 'I let myself in, I hope you don't mind.' She whispers. It's the first time a real woman has kissed him in years and Robert melts at her touch. She looks at the doll sitting in the bed. 'I want to try it,' she whispers in his ear. Robert starts to tear up, as he looks at the two women in his bedroom. He takes Becca's hand and pulls back the cover to his bed to invite her in. Tentatively, Becca begins to caress Harper's face, asking Robert if she can kiss Harper. Robert hops onto the bed and puts his arm around Harper, telling Becca that she's very affectionate. Becca climbs up onto the bed and moves towards Harper. She confesses to Robert that she's very nervous, but he reassures her, telling her that there's nothing to be nervous about. Becca can treat her like a real person. Becca delicately kisses Harper's soft lips before turning her attention to Robert and kissing him. Soon the two pull away from each other and slowly peel the negligee off of Harper's chest. Robert leads Becca in caressing Harper's full breasts as Becca gasps. Robert takes off Becca's shirt as she lays down next to Harper. Slipping off the rest of Becca's clothes, Robert trails kisses down her thighs, lightly tonguing her clit before spreading Harper's legs and licking her pussy. Alternating between Harper and Becca, Robert eats both of them out hungrily. Becca may have been hesitant at first, but now that she's gotten to know Harper, can she ever live without the Aura Doll again?

4 years ago 9587 6:15