Theme:
Layout:

Best porn of First Time Orgasm

Total Videos: 395
Chloe Amour is getting ready for a fun night out when she gets a call from the babysitter telling her that she has to cancel. Chloe pleads with the babysitter to keep the appointment, telling her that she ALWAYS cancels on them. Unfortunately, Chloe isn't successful and hangs up. She then calls her wife, Anny Aurora, and laments that the babysitter's cancelled AGAIN. She keeps giving the babysitter second chances as a favor to the girl's mom, but enough is enough -- she was really looking forward to going out that night. Instead, it'll be another quiet night in for them.There is a knock on the back door, which confuses Chloe as she goes to answer it. She's surprised to see Anny standing there -- not only because she never uses the back door but because she's wearing skimpy clothing! When Chloe opens the door, Anny playfully insists that she's the babysitter. Chloe is confused at first but then realizes that they're roleplaying, so is quick to play along when Anny asks if her wife is home... Chloe tells her that she's not and that they have a little bit of time for some fun. They continue flirting as they move to the couch, insisting that they should hurry before the wife comes home and catches them... Chloe remarks that she's never had sex with a babysitter before, which Anny says there's always a first time!Chloe is captivated by her beautiful wife acting like a horny teenager. Chloe kisses Anny's breasts, which gets them hot and heavy, leading to them both being naked and flushed. The sexual tension intensifies as they remain in character while eating each other's pussies out and tribbing to orgasmic bliss, truly making the most of their quiet night in.

Chloe Amour is getting ready for a fun night out when she gets a call from the babysitter telling her that she has to cancel. Chloe pleads with the babysitter to keep the appointment, telling her that she ALWAYS cancels on them. Unfortunately, Chloe isn't successful and hangs up. She then calls her wife, Anny Aurora, and laments that the babysitter's cancelled AGAIN. She keeps giving the babysitter second chances as a favor to the girl's mom, but enough is enough -- she was really looking forward to going out that night. Instead, it'll be another quiet night in for them.There is a knock on the back door, which confuses Chloe as she goes to answer it. She's surprised to see Anny standing there -- not only because she never uses the back door but because she's wearing skimpy clothing! When Chloe opens the door, Anny playfully insists that she's the babysitter. Chloe is confused at first but then realizes that they're roleplaying, so is quick to play along when Anny asks if her wife is home... Chloe tells her that she's not and that they have a little bit of time for some fun. They continue flirting as they move to the couch, insisting that they should hurry before the wife comes home and catches them... Chloe remarks that she's never had sex with a babysitter before, which Anny says there's always a first time!Chloe is captivated by her beautiful wife acting like a horny teenager. Chloe kisses Anny's breasts, which gets them hot and heavy, leading to them both being naked and flushed. The sexual tension intensifies as they remain in character while eating each other's pussies out and tribbing to orgasmic bliss, truly making the most of their quiet night in.

4 years ago 828 6:15
Some women are born to please. They live simply to do serve at the pleasure of strong and forceful men. Lilith Luxe is just that sort of girl. She is a female sex slave that wants nothing more than to please her male dom's and handlers. The Pope wastes no time and quickly lashes his captive slut to some severe metal bondage with leather belts and straps. With her neck choked into an erect position with a metal posture collar, The Pope meticulously shaves all the hair off of Lilith's head with an electric razor. She whimpers in shame as the beautiful hair that she covets is stripped from her precious head. With her scalp raw and sensitive from the shaving, The Pope then drips hot wax all over it which makes Lilith cry out from the searing pain. With nasty clover clamps and heavy weights dangling from her cunt lips, The Pope jams a hitachi onto her greedy pussy and coerces the first of many multiple, unwilling orgasms from her whore hole. She cries from the pain and humiliation of the experience, but her wet pussy doesn't lie; she loves the attention and the validation. Next Lilith is strapped to a sybian with her legs and arms pulled straight down and bound with heavy metal chains. The Pope slowly and carefully adorns her all natural and athletic body with a thousand clothespins that he links together into one giant zipper. He weights the free end of the zipper with a heavy bowling ball and shoves the other end into Lilith's whimpering mouth. The only thing keeping this predicament bondage from ripping the zipper off of her taut and tender skin is the grip of her teeth. But as the sybian gets cranked to full blast, her clench loosens more and more as she fights to keep from orgasming. When she can't hold it in for a second longer The Pope ends her orgasm denial and allows her to cum. As soon as she lets the pleasure take hold, her grip on the bowling ball releases and the zipper is torn from her body. She screams from the intense pain and relishes the ecstasy that her swollen and sensitive clit delivers to every corner of her body. But this only makes her hungry for more. The Pope tosses her onto her back and binds her legs wide open with leather belts. He tenderizes her body with a heavy leather flogger and her chest begins to shine bright red from the abuse of the impact play. The Pope then uses a speculum to spread her tight pink pussy open so he can examine the inner regions of her soul. He prods her cervix with a blunt stick which instantly takes Lilith to a dark place. She is completely vulnerable and exposed to his malicious clinical examination for her cunt. The lack of control causes her to weep and beg her sadistic master to end her torment. But her cries for mercy only enrage The Popes blackened heart and he continues to torment his captive slut. As her body spasms and fights against the inescapable bondage, The Pope shoves a vibrator onto Lilith's pussy and rips one last mind numbing orgasm from her unwilling cunt. The Pope laughs, walks away, and leaves Lilith to rot in his dungeon.

Some women are born to please. They live simply to do serve at the pleasure of strong and forceful men. Lilith Luxe is just that sort of girl. She is a female sex slave that wants nothing more than to please her male dom's and handlers. The Pope wastes no time and quickly lashes his captive slut to some severe metal bondage with leather belts and straps. With her neck choked into an erect position with a metal posture collar, The Pope meticulously shaves all the hair off of Lilith's head with an electric razor. She whimpers in shame as the beautiful hair that she covets is stripped from her precious head. With her scalp raw and sensitive from the shaving, The Pope then drips hot wax all over it which makes Lilith cry out from the searing pain. With nasty clover clamps and heavy weights dangling from her cunt lips, The Pope jams a hitachi onto her greedy pussy and coerces the first of many multiple, unwilling orgasms from her whore hole. She cries from the pain and humiliation of the experience, but her wet pussy doesn't lie; she loves the attention and the validation. Next Lilith is strapped to a sybian with her legs and arms pulled straight down and bound with heavy metal chains. The Pope slowly and carefully adorns her all natural and athletic body with a thousand clothespins that he links together into one giant zipper. He weights the free end of the zipper with a heavy bowling ball and shoves the other end into Lilith's whimpering mouth. The only thing keeping this predicament bondage from ripping the zipper off of her taut and tender skin is the grip of her teeth. But as the sybian gets cranked to full blast, her clench loosens more and more as she fights to keep from orgasming. When she can't hold it in for a second longer The Pope ends her orgasm denial and allows her to cum. As soon as she lets the pleasure take hold, her grip on the bowling ball releases and the zipper is torn from her body. She screams from the intense pain and relishes the ecstasy that her swollen and sensitive clit delivers to every corner of her body. But this only makes her hungry for more. The Pope tosses her onto her back and binds her legs wide open with leather belts. He tenderizes her body with a heavy leather flogger and her chest begins to shine bright red from the abuse of the impact play. The Pope then uses a speculum to spread her tight pink pussy open so he can examine the inner regions of her soul. He prods her cervix with a blunt stick which instantly takes Lilith to a dark place. She is completely vulnerable and exposed to his malicious clinical examination for her cunt. The lack of control causes her to weep and beg her sadistic master to end her torment. But her cries for mercy only enrage The Popes blackened heart and he continues to torment his captive slut. As her body spasms and fights against the inescapable bondage, The Pope shoves a vibrator onto Lilith's pussy and rips one last mind numbing orgasm from her unwilling cunt. The Pope laughs, walks away, and leaves Lilith to rot in his dungeon.

4 years ago 6015 4:00
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 6921 4:00
Penny Pax has found herself in a precarious situation. She's in sexy lingerie, tied to a wooden column, unable to escape. She is the epitome of a damsel in distress, and with those big blues eyes, she definitely sells the part. The Pope enters and begins to inspect her body, slowly rubbing his hand across her exposed flesh, making sure to caress her big tits and sweet, slutty pussy. He slowly rips her clothes away, then shoves her panties in her mouth. The pain first comes by way of the flogger. After some impact play, her pussy is devastated with non stop orgasms. The nest scene begins and Penny is flying in a side suspension with one leg high in the air. The Pope enters with his crop and goes to town on her pussy and tits, before moving to her sensitive feet. This slut is so turned on by what is happening that her mouth opens as soon as she sees the cock. The Pope fucks Penny's mouth until the dildo is soaked with her spit, and then he moves to her pussy. The orgasms pour out of her and once she has enough of the cock, he finger fucks her into more orgasms. In the final scene Penny is on a table and sprawled out like a meal at dinner time. She is completely helpless and unable to stop what is about to happen to her. Penny is subjected to more flogging before The Pope initiates the most powerful onslaught of imposed orgasms she has ever experienced. She thrashes around trying to escape, but to no avail, as the orgasms keep coming, again, and again, and again.

Penny Pax has found herself in a precarious situation. She's in sexy lingerie, tied to a wooden column, unable to escape. She is the epitome of a damsel in distress, and with those big blues eyes, she definitely sells the part. The Pope enters and begins to inspect her body, slowly rubbing his hand across her exposed flesh, making sure to caress her big tits and sweet, slutty pussy. He slowly rips her clothes away, then shoves her panties in her mouth. The pain first comes by way of the flogger. After some impact play, her pussy is devastated with non stop orgasms. The nest scene begins and Penny is flying in a side suspension with one leg high in the air. The Pope enters with his crop and goes to town on her pussy and tits, before moving to her sensitive feet. This slut is so turned on by what is happening that her mouth opens as soon as she sees the cock. The Pope fucks Penny's mouth until the dildo is soaked with her spit, and then he moves to her pussy. The orgasms pour out of her and once she has enough of the cock, he finger fucks her into more orgasms. In the final scene Penny is on a table and sprawled out like a meal at dinner time. She is completely helpless and unable to stop what is about to happen to her. Penny is subjected to more flogging before The Pope initiates the most powerful onslaught of imposed orgasms she has ever experienced. She thrashes around trying to escape, but to no avail, as the orgasms keep coming, again, and again, and again.

4 years ago 13432 4:00
After having romps with both her step-brother, Nathan, AND step-sister, Kenna, Carolina Sweets arrives at a massage parlor to greet her step-mother, Dee Williams. Dee is thrilled to see her step-daughter, though her excitement fades as Carolina gently confronts her about what's been going on within the family. To help take the edge off the uncomfortable conversation, they climb onto the massage table, prepared to rub each other's worries away.As they take turns massaging each other throughout, Dee is troubled as she tries to formulate her thoughts, though finally admits that her husband hasn't done anything wrong... No, this is about HER coming into her own since starting her new business. Being around and massaging so many naked women has made Dee realize that maybe she loves -- and always have loved -- women! Has Carolina ever been with a woman??Before Carolina can respond, Kenna James, Dee's step-daughter from a previous marriage, arrives at the parlor. Although Dee is thrilled to see BOTH her step-daughters, the uncomfortable conversation continues. However, Kenna isn't mad at all that Dee thinks she might like women. Wouldn't it be better to know once and for all rather than wonder about it?Dee is appalled at the thought of having sex with her step-daughters, though she quickly learns that they've been busy that day with Eric and Nathan, too! Finally, as Carolina and Kenna team up to give her a sensual massage, Dee gives into temptation.Dee is blown away when Carolina and Kenna give her a first-time lesbian experience that she will never forget! She's putty in their hands as they all take turns eating out each other's sweet pussies. As she's brought to the brink of orgasm, her husband is the furthest thing from her mind! Will Carolina and Kenna's plan to save the family backfire?

After having romps with both her step-brother, Nathan, AND step-sister, Kenna, Carolina Sweets arrives at a massage parlor to greet her step-mother, Dee Williams. Dee is thrilled to see her step-daughter, though her excitement fades as Carolina gently confronts her about what's been going on within the family. To help take the edge off the uncomfortable conversation, they climb onto the massage table, prepared to rub each other's worries away.As they take turns massaging each other throughout, Dee is troubled as she tries to formulate her thoughts, though finally admits that her husband hasn't done anything wrong... No, this is about HER coming into her own since starting her new business. Being around and massaging so many naked women has made Dee realize that maybe she loves -- and always have loved -- women! Has Carolina ever been with a woman??Before Carolina can respond, Kenna James, Dee's step-daughter from a previous marriage, arrives at the parlor. Although Dee is thrilled to see BOTH her step-daughters, the uncomfortable conversation continues. However, Kenna isn't mad at all that Dee thinks she might like women. Wouldn't it be better to know once and for all rather than wonder about it?Dee is appalled at the thought of having sex with her step-daughters, though she quickly learns that they've been busy that day with Eric and Nathan, too! Finally, as Carolina and Kenna team up to give her a sensual massage, Dee gives into temptation.Dee is blown away when Carolina and Kenna give her a first-time lesbian experience that she will never forget! She's putty in their hands as they all take turns eating out each other's sweet pussies. As she's brought to the brink of orgasm, her husband is the furthest thing from her mind! Will Carolina and Kenna's plan to save the family backfire?

4 years ago 5261 6:14
Blonde, giant tits, big booty, and completely submissive; London River is the kind of wanton whore that can never be satisfied. If she isn't whimpering on the floor licking the boots of sadistic male dom she can't be happy. Her giddy excitement at the prospect of being fucked and bound with inescapable rope bondage and brutal sex makes her flustered and unable to answer the questions her male handler presents to her. But as soon as a massive cock is shoved into her mouth she warms up suddenly feels satiated and comfortable. Her taskmaster works over her massive boobs and thighs with a heavy single tailed whip. She flinches and yelps as each smack from the impact play shakes her entire body. She begs to cum as she made to pull metal clover clamps off her erect and perky nipples. But the male dom loves to deny his submissive female sex slaves their depraved desire to have multiple orgasms and tells his hungry whore,

Blonde, giant tits, big booty, and completely submissive; London River is the kind of wanton whore that can never be satisfied. If she isn't whimpering on the floor licking the boots of sadistic male dom she can't be happy. Her giddy excitement at the prospect of being fucked and bound with inescapable rope bondage and brutal sex makes her flustered and unable to answer the questions her male handler presents to her. But as soon as a massive cock is shoved into her mouth she warms up suddenly feels satiated and comfortable. Her taskmaster works over her massive boobs and thighs with a heavy single tailed whip. She flinches and yelps as each smack from the impact play shakes her entire body. She begs to cum as she made to pull metal clover clamps off her erect and perky nipples. But the male dom loves to deny his submissive female sex slaves their depraved desire to have multiple orgasms and tells his hungry whore, "no." Next she gets tied in a full suspension that leaves her hungry whore holes vulnerable and exposed to the terror of sadistic hands. While being choked and throttled, a huge dick thrusts in and out of her teeny pink pussy. Gasping for air and lost in subspace, she quivers from the first of her many orgasms. She is then immediately tied on her hands and knees with her perfect ass pointed straight up in the air. The entire back side of body gets abused and devastated with wooden cane that leaves long and thick welts on her ass and thighs that glow bright red. As she weeps and begs for mercy from the corporal punishment, she gets fucked ruthlessly from behind. Tired and broken, she is then tied with her feet behind her head and her arms trapped behind her back. She finds herself completely helpless, vulnerable, and exposed. The sadistic dom wastes no time and begins to fuck the shit out of her once again. She cums again and again until she has no idea where she is or what she is doing. And in this helpless state she gets showered by a massive load of jizz that drips and pools all over her used up body.

4 years ago 660 4:00