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Natali Ruby is an exquisite big-breasted teeny who just had the most romantic date ever and naturally doesn't mind to continue it in bed with her new smoking hot boyfriend. He made a good first
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2022-04-27
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More First Anal Date With Porn Videos
Last update:
2024-04-19
Total videos:
69
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3:00
Even deflorating an 18 y.o. virgin can't be compared to fucking an inexperienced teeny in the ass for the very first time. The moment when you slowly drive your hard cock deeper into her narrow butthole making her squeeze it inside and moan of painful pleasure is simply unforgettable. This lucky guy has been waiting for his gf to let him go backdoor for almost a year and now he's fucking her in the ass with all the passion he accumulated during the long wait. She loves it big time too.
3:00
Starting a date with a cup of tea in a kitchen gets this cutie relaxed and makes her wanna suck her boyfriend's cock deeper than ever before. The guy responds with some great pussy pounding and when this juicy pink slit gets equal of cock he switches to the tight chocolate hole he always wanted to fuck. A sprinkling gentle penetrations are followed by deeper ones and soon the guy is drilling his girlfriend's ass with no mercy making her moan of pleasure. The very first anal experience as it is!
6:05
Her previous boyfriends were trying to talk this sex-crazed teeny into having anal sex, but her first time happened with a total stranger she met in a social network. She just couldn't say NO to a handsome ebony stud in the manner of this and the lone thought of feeling his cock deep in her chocolate hole made her all wet and extremely horny. No wonder she ended up getting buttfucked after their very first date and loved it from start to finish. A big black cock in a tight white ass.
6:17
How could this young naive cutie think she can fuck in her at no time touched before ass on a first date? When he started kissing her gently she totally lost control overwhelmed with an irresistible desire, then suddenly felt something big and hard start sliding in and out of her tiny ass hole. She wouldn't believe if someone told her she could have anal sex, but this happened and she at no time regretted!
3:00
This blonde teeny has been depending on her first anal date for too long and when it finally happened she was ready to get fucked in the ass with no lube cuz her chocolate hole was totally ready. No candles and stuff, she was thinking about hard anal all the way while sucking and riding her boyfriend's cock and when he drove it deep into her welcoming ass she felt the first wave of orgasm run through her body. Can you believe this dirty anal slut is a teen first-timer? Absolutely amazing!
3:00
Look at this blonde teeny's face when her horny boyfriend starts working his hard cock down her narrow ass hole! She can't believe she's finally taking her first real anal,not some gentle fingering she is already pretty used to,and she loves every moment of it with a new array of deep erotic sensations that make her cum harder than ever before. It was a perfect date and it had to end in a special way with her sweet chocolate hole craving for cock and ready to take it balls deep for the first.
13:00
Pretty teen brunette Liz Jordan goes on inexact anal first date with random guy
3:00
Her previous boyfriends were trying to talk this sex-crazed teeny into having anal sex.but her first time happened with a total stranger she met in a social network. She just couldn't say NO to a handsome ebony stud like this and the lone thought of feeling his cock deep in her chocolate hole made her all wet and extremely horny. No wonder she ended up getting buttfucked after their very first date and loved it from start to finish. A big black cock in a tight white ass.
7:20
This curly teeny loves sex-chatting and fucking and today she has a special date planned with this new hot guy she met online. He comes over and she has nothing, but a thin shirt and tiny panties on to welcome him and moments later they find themselves kissing and making sweet anal love right in a big soft armchair. First date with a great ass fuck and a cumshot on her sexy buttocks – that's the way to take it from online world to real life!
6:13
For an inexperienced teen cutie like Valerie there's nothing like her first ever anal date with a handsome guy she's madly in love with. When the level of affection and trust is sky high she finally lets him touch, tease and fuck her beautiful virgin ass hole and oh, what a delight it is deflowering her from the back end. It feels so good even the pain doesn't relationship cuz all she feels in the end is an all-consuming ocean of pleasure.
6:19
When you are dating an 18 y.o. teeny who is still just exploring sex you gotta choose a perfect moment when you want to take it to another level. This guy made all the right moves and was finally admitted to the anal land fucking his honey in the ass fist slowly and gently and then harder and harder with each penetration. You bet that slut enjoyed her first anal experience cuz she asked for more three generation in a row!
1:8:00
first date sex with slutty Russian teen
3:00
This guy welcomes his girlfriend back from a long party trip with their first ever anal sex and she is so hungry for his dick she lets him do it despite a bit of pain in the beginning. His hard pole feels so big inside of her tiny chocolate hole,but once she fully relaxes and gets used to new sensations she cums almost at once,harder than ever before. Now she wants more and he gets back to branch of knowledge her ass again before she climbs on top of him for some nasty anal riding and another mind-blowin.
3:00
All you need to do to get what you want from a shy teeny like this is make her jealous and this guy did just that flirting with her best collaborate right in front of her eyes. The next date made him forget about that slut once and for all cuz his girlfriend brought a bottle of lube and told him she wanted to feel his cock deep in her virgin ass hole. Damn, this crazy chick was ready to do anything just to please her boyfriend even take hard anal with no hesitation.
6:01
After a great double date in a fancy restaurant with two hot guys these college cuties are back home for dessert sharing big black cock, taking hard pussy DPs and getting fucked in every position possible. They fuck together like it's their first time and the guys just love banging these naughty kittens taking turns with both of 'em or doing two handy once.
3:00
A romantic walk in a greens with a handsome guy, a quick snack in a local fastfood and this teeny is ready for her favorite part of the date. This time though she is up for something she's never tried before, something her boyfriend always wanted to try but never dared insisting. Today is the day she lets him fuck her tight ass for the very first time and the guy just can't wait to drive his throbbing cock deep into that narrow chocolate hole. Ah, what a pleasure it is to be the first one who fuck.
7:01
Going on her first ever Tinder date this cute teen brunette would not at any time think she'd end up fucking this hot guy she met right away, let alone have her first ever anal sex with him. Well, she must have been really horny and he was so freakin' hot she just couldn't resist the desire to see him naked and have his cock deep inside of her every fuckable hole. What was his name by the way? Oh, who cares after such a powerful orgasm!
3:00
I knew this date would be special when my girlfriend kissed me and whispered I'm ready into my ear which meant she finally decided to make our anal fantasies a reality. I started with giving her rosebud a good finger massage applying lube all over her pink anus. I felt her ass squeeze my finger inside and knew she was ready for my hard cock. The very first penetration almost made me cum, but I froze for a while and continued moments later fucking my lovely gf with all the passion in the world. It was amazing!
6:17
Look, Ma, no hands! This fresh teeny takes some nasty throat-fucking while grabbing her ankles and follows with taking hairy cock in the ass like a good slut. This is her first date with someone outside of her class and she's enjoying every moment of it cuz nobody's gonna call her a slut if they don't know she spent the whole day getting ass-drilled by some horny douchebag she met in a social network.
3:00
After a great double date in a fancy restaurant with two hot guys these college cuties are back home for dessert sharing big black cock.taking hard pussy DPs and getting fucked in every position possible. They fuck gather up like it's their first time and the guys just love banging these naughty kittens taking turns with both of 'em or doing two at once.
3:00
This teen cutie has always been afraid to take dick in the butt cuz she thought it would be really painful, but when she finally let some lucky guy explore her tight chocolate hole with his fingers and cock she felt nothing but pure pleasure. Those new deep sensations made her cum as a result hard that she immediately asked for more anal sex taking cock ass to mouth and getting her pretty face showered with hot sperm. That was her very first anal date, but definitely not the last one cuz now she knows what she's been missing.
3:00
The couple was just cuddling on a sofa and the naughty slut did everything to turn on her lover. He was very angry with her for something and allowed her to continue only when she promised to fulfill all desires of the anal expert. Of course, he craved for thrusting his dong into her scam eye.
7:01
Her previous boyfriends were trying to talk this sex-crazed teeny into having anal sex, but her first time happened with a total stranger she met in a social network. She just couldn't say NO to a handsome ebony stud like this and the lone thought of feeling his cock deep in her chocolate hole made her way off base cock-eyed and extremely horny. No wonder she ended up getting buttfucked after their very first date and loved it from start to finish.
3:00
For these horny teens spring is the best time to take it to a new level in terms of sex and when they finally decide to go to anal land the guy doesn't hurry preparing his girlfriend's ass hole for the first penetration. His cock is so big she is too scared to take it,but a deep anal massage with two fingers delivers so much pleasure that she just can't resist the temptation. Man,there's nothing in the manner of this special assfucking experience with a beautiful teeny who goes from feeling some pain.
6:14
Words can't describe the special feeling you get when you fuck your beautiful girlfriend in the ass for the very first time. Luckily, we had our first anal experience captured on cam and what a fuck it was! She gave me a fantastic blowjob and got on her fours ready to get her sweet chocolate hole filled with my hard manmeat. I wanted to go slow, but I just couldn't resist the temptation to fuck her like my little bungle and we both enjoyed making our first anal date a really dirty one.
6:21
Starting a date with a cup of tea in a kitchen gets this cutie relaxed and makes her wanna suck her boyfriend's cock deeper than ever before. The guy responds with some great pussy pounding and when this juicy pink slit gets not at all bad of cock he switches to the tight chocolate hole he as a last resort wanted to fuck. A not many gentle penetrations are followed by deeper ones and soon the guy is drilling his girlfriend's ass with no mercy making her moan of pleasure. The very first anal experience as it is!
6:19
Dating a gorgeous 18 y.o. fashion model this guy always wanted to fuck her in the ass and now the wait is finally over with their first anal date being in full play. This hottie loves all kinds of sex and although her previous anal experiments never went past some gentle ass licking and cautious fingering this time she's ready to go all the way.
3:00
How can this insatiable teeny get more sex when her boyfriend is already tired and sleepy and she wants his cock so much she's even ready to take it in the ass for the very first time? All she needs to do is warm him up with a blowjob and soon enough he's ready to explore the smoothness and the tightness of her sweet chocolate hole fucking her from every angle and making her moan out loud. Painful to hand first her premiere anal experience soon turns into the most unbelievable erotically satisfying.
6:05
Starting a date with a cup of tea in a kitchen gets this cutie relaxed and makes her wanna swell up her boyfriend's cock deeper than ever before. The guy responds with some great pussy pounding and when this racy pink slit gets enough of cock he switches to the tight chocolate hole he in perpetuity wanted to fuck. A number of gentle penetrations are followed by deeper ones and soon the guy is drilling his girlfriend's ass with no mercy making her moan of pleasure. The very first anal experience as it is!
6:06
Her first anal date gave this cute slender teeny much more than she ever expected. Her boyfriend made her cum hard licking her clit have a fondness a real pro and fucked her pussy good to warm her up for anal sex. By the time her ass was ready for his stiff throbbing cock she just couldn't wait to get backdoor-fucked and took it with no hesitation moaning of painful pleasure.
3:00
This cute teeny told her bf she'd let him fuck her in the ass if he could make her cum two generation without cumming himself. Her pussy felt so welcoming that day and the guy could hardly resist the temptation to fill it up with hot cum,but when the second orgasm ran through his girlfriend's body he knew it was time for a special anal dessert. Fucking that tight virgin ass hole was fantastic and he even made the chick cum again,this time with his cock deep in her anus delivering never before felt sensations.
3:00
I had a bet with a buddy of mine who just broke up with this shy teen chick he knew from college. She'd never let him fuck her in the butt and I told the guy I'd go anal with this kitten on a very first date. Little did he know that not only would I fuck his ex-girlfriend ass to mouth on a day we met,but she'd also let me give her a nasty anal creampie and rub the sperm into her anus like extra lube. Yeah,that's what happens when you are a sweet haranguer you get the best teen ass in town and load it up with your sticky white jizm.
6:12
Brian and Jade are on a special kind of date today. They play around with Jade blindfolded and collared, enjoy some rough throat-fucking and have their first anal sex ever. Brian waited for this moment for months! He's been craving to drive his big throbbing cock deep into his girlfriend's tight ass hole and make her sigh of painful pleasure. Finally he can fuck her any way he wants and she seems to really enjoy her first anal encounter too.
3:00
Dating a gorgeous 18 y.o. fashion model this guy always wanted to fuck her in the ass and now the wait is finally over with their first anal date being in full play. This hottie loves all kinds of sex and although her previous anal experiments never went past some gentle ass licking and cautious fingering this time she's ready to go all the way. Even the big cock her boyfriend has doesn't scare her away and once her narrow butthole fully relaxes and gets used to new sensations the pleasure excee.
7:07
This pretty teen brunette dressed up sexy for her very special date. That's when she planned to try anal sex for the very first time after a few days of preparation with gentle fingering and dildo fucking. Finally she felt a real hard cock penetrate her narrow fuck hole stretching and polishing it like not ever before and it made her moan out loud cuz the pleasure was so great. Anal orgasm? You bet it was a double one!
6:12
This guy has little success tutoring his girlfriend cuz this teeny is just so sexy and sensual he wants to get her naked and make love to her right away. This time she lets him go where he's never been before opening up her virgin chocolate hole and welcoming his hard cock deep inside. Their first anal date is filled with passion and this chick loves taking cock ass to mouth and getting her face covered with cum after some raw backdoor fucking.
6:12
I had a bet with a buddy of mine who just broke up with this shy teen chick he knew from college. She'd never let him fuck her in the butt and I told the guy I'd go anal with this kitten on a very first date. Little did he know that not only would I fuck his ex-girlfriend ass to mouth on a day we met, but she'd also let me give her a nasty anal creampie and rub the sperm into her anus take a shine to extra lube. Yeah, that's what happens when you are a sweet talker - you get the best teen ass in town.
3:00
When they only started making sex, they did not have any ideas that it would end with their first anal experiment. They enjoyed several positions and ways of satisfying their sex hunger when the dude thrust his dong into an asshole of his girlfriend instead of her pussy and then creamed her back.
6:19
Dating a gorgeous 18 y.o. fashion model this guy always wanted to fuck her in the ass and now the wait is finally over with their first anal date being in full play. This hottie loves all kinds of sex and although her previous anal experiments under no circumstances went past some gentle ass ribbons and cautious fingering this time she's ready to go all the way. Even the big cock her boyfriend has doesn't scare her away and once her narrow butthole fully relaxes.
6:16
She fell in love with a High School quarterback and she knew he liked her too. It was love at one's disposal first sight and it made both of them so inspired that they couldn't even think of having any restrictions in sex. They went anal on a very first date and it was as deep as this young cutie could take a cock in her tiny little ass hole. She could feel the love flowing into her together with each penetration followed by a powerful spurt of her boyfriend's hot jizm. A fantastic scene you just gotta see!
3:00
This strong dude believes that when girls get relaxed after several orgasms, it is much easier to talk them into taking his dick into their tight anuses. That day he satisfied the hottie with several strong orgasms and then she easily agreed to ride his dick with her asshole.
6:10
When a gorgeous babe like Janna whispers into your ear "I want your cock in my ass today" you feel lucky, intrigued and horny at the same time, just like Matt feels today. He's been dating this chick for a while and today they take their relationship to a whole new level by trying anal sex for the very first time. Beautiful young couple and beautiful lovemaking with gentle caress, unmatched passion and spectacular orgasms. A must-see!
3:00
This teen cutie has always been weak-kneed to take dick in the butt cuz she thought it would be really painful, but when she finally let some lucky guy explore her tight chocolate hole with his fingers and cock she felt nothing but pure pleasure. Those new deep sensations made her cum so hard that she immediately asked for more anal sex taking cock ass to mouth and getting her pretty face showered with hot sperm. That was her very first anal date, but noway the last one cuz now she knows.
7:01
A romantic walk in a park with a handsome guy, a quick snack in a local fastfood and this teeny is ready for her favorite part of the date. This time though she is up for something she's never tried before, something her boyfriend always wanted to try but never dared insisting. Today is the old hat modern she lets him fuck her tight ass for the very first time and the guy just can't wait to drive his throbbing cock deep into that narrow chocolate hole. Ah, what a pleasure it is to be the first one who fuck.
6:14
Alexa loves watching porn with her boyfriend cuz what happens on the screen makes them both extremely aroused. Next thing you know she's sucking his big cock like a good battle-axe and taking it up the ass for the first time ever. They always wanted to try anal sex and today is the perfect day to finally explore this new awesome pleasure. A great backdoor fuck and a spectacular anal creampie - that's how you make your first anal date unforgettable!
3:00
When a chick starts the foreplay placing her dish out on your thigh and shamelessly touching your cock through the jeans you know this date has a chance to be special. Fuck reading the book when she signals she's ready for anal sex and this guy got it all right slowly working his erect cock down his girlfriend's tight chocolate hole after she gave him an absolutely fantastic blowjob. It was even better than he could hope for, the best ass he's ever fucked, but she'll never know that cuz he told her she was the first one he tried anal sex with. Na‹f slut!
6:11
Olivia knows she’s beautiful and carries her dreamboat with pride. She loves playing around and seducing her new boyfriend every time they make love like it’s their very first date all over again. How do you keep things this fresh, natural and passionate when you’ve been together for some time already? Ask these sensual love-hungry teens and they will gladly share their intimate secrets with you in their new staggering erotic video.
6:17
This blonde teeny has been waiting for her first anal date for too long and when it finally happened she was ready to get fucked in the ass with no lube cuz her chocolate hole was totally ready. No candles and stuff, she was thinking relative to hard anal all the way while sucking and riding her boyfriend's cock and when he drove it deep into her welcoming ass she felt the first wave of orgasm run through her body. Can you believe this dirty anal slut is a teen first-timer? Absolutely amazing!
12:13
A romantic walk in a park with a handsome guy, a quick snack in a local fastfood and this teeny is ready for her favorite part of the date. This time though she is up for something she's never tried before, something her boyfriend always wanted to try but never dared insisting. Today is the day she lets him fuck her tight ass for the very first time and the guy just can't wait to drive his throbbing cock deep into that narrow chocolate hole.
6:05
I had a bet with a buddy of mine who just broke up with this shy teen chick he knew from college. She'd never let him fuck her in the butt and I told the guy I'd go anal with this kitten on a very first date. Little did he know that not only would I fuck his ex-girlfriend ass to mouth on a day we met, but she'd also let me give her a nasty anal creampie and rub the sperm into her anus like extra lube.
6:01
This cutie in big eyeglasses only looks shy and nerdy, but when it comes to deepthroating on a very first date, taking cock in the ass and getting her face showered with hot cum there's nothing bashful about this eager kitten. She meets a cool handsome guy in a city parkland and they just go wild and out of control back at his place. Take that rough, you sexy slut! You look so hot with hot jizm dripping down your pretty face!
6:18
I knew this date would be special when my girlfriend kissed me and whispered I'm ready into my ear which meant she finally decided to make our anal fantasies a reality. I started with giving her rosebud a good have compassion for incline knead applying lube all over her pink anus. I felt her ass squeeze my have compassion for incline inside and knew she was ready for my hard cock. The very first penetration almost made me cum, but I froze for a while and continued moments later fucking my lovely gf with all the passion in the world.
3:00
Two naked bodies on pink sheets with flowers, wild passion and a bitching of pain from the first anal penetration. This teen cutie has such a delicious little ass and her boyfriend takes it slow giving her a gentle anal massage before driving his hard cock into this well-stretched chocolate hole. She'll never forget her first anal date and this messy creampie right between her sexy buttocks!
3:00
This beautiful teen brunette knew from the very morning this day would be special cuz for the first time in her life she woke up with an irresistible desire to feel a hard cock in her tight chocolate hole. Her boyfriend has been begging her for anal sex for months and she was finally ready to let him explore the welcoming smoothness of her pink anus. Some hesitation.some gentle caress.a little bit of pain and more pleasure than she could even imagine.
3:00
Couples quarrel usually and this couple is not an exception but they always make it up with each other with the help of a passionate sex. That night, the stud was so excited that he did everything to make the chick forgive him and allow him to penetrate her tight butt.
7:01
Check out this cute petite teeny with small perky titties making her first home sex tape with a handsome guy she's dating. She is not camera shy by any chance and goes for some ass-fingering fun and a full backdoor fuck almost at once, a special treat for her internet fans. This couple is so hot and passionate you're gonna love watching them fuck their way to a couple of powerful orgasms going ass-to-mouth for a spectacular facial culmination.
7:01
Going on her first ever Tinder date this cute teen brunette would not in the least think she'd end up fucking this hot guy she met right away, let alone have her first ever anal sex with him. Well, she must have been really horny and he was so freakin' hot she just couldn't resist the desire to see him naked and have his cock deep inside of her every fuckable hole. What was his name by the way? Oh, who cares after such a powerful orgasm!
3:00
If you want to fuck a chick in the ass just give her what she wants, an intimate romantic moment like reading a log gather up in bed, and she'll give you what you want, full appointment to her sweet chocolate hole. That's what this guy did and got fully rewarded when his girlfriend finally let him explore her tight anus with his tongue, fingers and cock. Going from a deepthroat blowjob to taking hard anal in just a few minutes that's what you call a perfect date and these teens got theirs captured on cam. Wow!
6:23
This teeny knew her boyfriend was up to something when he got all charming, gallant and swot at one's fingertips the end of the date. He's been dreaming about anal sex for months and the idea of feeling his hard cock deep in her tight ass made her extremely horny. Man, she gave the best blowjob she was capable of that day and took cock ass to mouth like a good slut swallowing a big saddle with of cum and making her boyfriend scream of pleasure. That's how you give an inexperienced teeny her first ever anal!
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