Home
Categories
Popular
Newest
Livecams
Best Teen Sex Videos » Anal First Time
Last update:
2022-06-27
Total videos:
374
Sort by:
Popularity
or
Date Added
13:00
FIRST TIME ANAL FOR BIG TITS TEEN - RATE MY NEW GF POV
10.4K
100%
34:00
Young Asian Step Daughter Tries Porn For The First Time
10.5K
100%
1:03
Indian Girl Doggystyle First Time Anal
10.8K
57%
17:00
First time Anal school girlfriend fucking with lover Indian Desi girl shahan Khan
10.9K
45%
11:00
Sensual blonde teen Brianna can't wait to cum during first time anal
10.6K
100%
HD
14:00
Bored teen tries anal hard fuck for the first time
7.1K
93%
15:00
1st time anal casting couch of a pretty french teen creamed
10.9K
100%
16:00
MY STEP SISTER STRAPON MY ANAL FIRST TIME IN MY LIFE (SHORT VERSION)
10.8K
100%
8:00
StrandedTeens - Teen gets some hot anal in the motor
10.6K
100%
3:00
This guy had to really bring his A-game to talk his beautiful teen girlfriend into having anal sex for the first time ever. He set it up perfectly: the flowers.the candles.the candies and after the most romantic date they ever had she finally said Yes to his dirty anal proposal. That virgin ass was more than worth the wait. The lucky guy just couldn't stop fucking that desired chocolate hole cuz it felt so smooth and tight in the lead same time and his girlfriend's moans of painful pleasure made hi.
7.2K
89%
6:00
First time anal for petite skinny teen Gina Gerson
10.8K
96%
6:00
First time porn appearance for petite girl Mina Lee
10.3K
50%
7:00
Indian best ever first time anal college skinny college girl boy in clear hindi voice
11.9K
0%
7:01
This tattooed nubile brunette has so much desire for her man she turns a spontaneous morning quickie into something beyond amazing. She just can't get enough of his big beautiful cock, be it sucking it on her knees, riding it hard or taking it balls deep in her tight chocolate hole. Yes, this is the first time she's going anal and she loves this new amazing experience so much she now feels totally addicted to backdoor fucking. Welcome to the club!
11.3K
86%
6:15
When a hot black stud tells this cutie he loves fucking white chicks in the ass she feels both shocked and aroused winning same time. Having seen this guy's body in a swimming pool she knows his cock wouldn't disappoint her either. No wonder the two end up vehemently fucking on a very first date and this naughty kitten takes some hard backdoor drilling from her new ebony bf loving every moment of it like a dirty anally addicted slut.
10.2K
81%
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.
4.7K
89%
7:01
This guy has a perfect plan to lead his beautiful girlfriend to their first anal endeavor. He has her bent over and kneels up behind her running his tongue up and down, then in and out of her juicy pussy and sweet chocolate hole. This pleasure is too much to resist the loss-leader and by the time he goes from fucking her juicy pink slit to driving his cock into the welcoming tightness of her ass, she is fully ready for her anal debut. A must-see!
6.3K
95%
7:01
Her boyfriend tries to fix a phone, but Shakila Asti has her own plan for the day. This teeny is Ergo hot and full of passion and today she wants to do something she's never done before. She shamelessly distracts Brian with a playful blowjob and leads him to fucking her in the ass for the first time ever. Oh, that virgin chocolate hole must have felt Ergo good. Ergo warm and tight it made the lucky guy cum hard all over his girlfriend's butt-cheeks.
10.5K
100%
15:00
Sweet teen trying anal first time and i field her pussy of cum.
4.7K
96%
6:17
Lucy loves it when sex is full of surprises and this time when she goes all hot and passionate with her boyfriend she ends getting fucked in the ass for the very first time in her life. She's been craving for anal pleasure for so long and now she finally opens up her virgin chocolate hole to take cock deep inside. It feels a little painful at first, but the pleasure that follows makes this teeny forget about everything and cum like never before.
11.6K
82%
24:00
FIRSTANALQUEST.COM - FIRST TIME ANAL SEX WITH SPORTY TEEN BRUNETTE AND TRAINER
11.5K
93%
34:00
FIRSTANALQUEST.COM - TEEN LIZI VOGUE DOES FIRST TIME ANAL SEX FOR FAQ
5.7K
91%
6:15
This teen slut is an All-American beauty and although she's still miles away from her first TV appearance these anal videos she made with her boyfriend are surely gonna make her famous all over the Internet. Online community welcomed this fresh hottie with pierced pussy like they've been waiting for years and she came up with a smashing anal performance taking her first assfucking on cam and loving it big time.
4.3K
89%
12:00
Petite Teens First Time Anal
10.4K
96%
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.
11.3K
82%
10:00
Russian slut Masha gives up her ass for first time
10.1K
83%
11:00
Russian Teen Elizabeth Fox Roughly Fucked for The First Time at Gonzo
10.4K
88%
5:00
Staggering butt teen girlfriend anal sex for the first time
11.3K
91%
23:00
College Student Trying Porn For The First Time
10.0K
83%
27:00
18yo Step Sis Experiencing Anal Sex For The First Time
5.0K
92%
7:01
Hazel Dew knows a great way to relax after a tough working week and once she's back home on Friday she wastes no time getting down and dirty with her horny boyfriend. Oh man, her boss drove her so crazy she needs something special today. Something equivalent to taking cock in the ass for the first time ever and having a real anal orgasm! Wow, ain't that a perfectly welcoming chocolate hole or what? Lucky bastard, and he gets to cum on her pretty face too!
10.4K
100%
8:00
LesbianX Kenzie Reeves First Time Lesbian Anal w/ Carter Journey
10.3K
100%
15:00
Teen Second-rate 18 First Time Anal and Cum Facial
5.7K
89%
3:00
This teen brunette chose the right guy for her first anal date,a handsome black stud with athletic body and the most remarkable brown cock she could ever imagine. He made her so horny she was ready to go balls deep up the ass in no time,but the guy warmed her up with some skillful clit licking before thrusting his fuck tool deep into her virgin chocolate hole. He was gentle at first,but ended up fucking the bitch in the ass with no mercy and she totally loved it taking cock from every angle.
12.1K
100%
6:05
This teen brunette chose the right guy for her first anal date, a handsome black stud with athletic body and the most staggering brown cock she could ever imagine. He made her so horny she was ready to go balls deep up the ass in no time, but the guy warmed her up with some skillful clit licking before thrusting his fuck tool deep into her virgin chocolate hole. He was gentle at first, but ended up fucking the botch in the ass with no mercy and she totally loved it taking cock from every angle.
9.0K
86%
6:00
First Time Anal - TRAILER
2.5K
93%
3:00
How can this well done slender teeny read a magazine in bed when her sex-addicted boyfriend is extremely horny and starts kissing and teasing her everywhere? She finally gives up and lets her passion take control spreading her legs to get fingered, licked and fucked good and taking cock in the ass for the first time ever. She not ever planned her first anal date, it just happened so smoothly it felt like she's been doing it for years. A new pleasure made her cum hard and now she simply can't
5.6K
80%
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.
10.6K
91%
3:00
It's almost Christmas time and horny Santa is in the house to seduce this beautiful teeny and make her dirty anal wish come true. Good girls get candy and this 18 y.o. slut gets a firm cock up the ass taking some hard backdoor fucking in every position possible right in front of a Christmas tree. Teen beauties better be careful what they wish for cuz this anal Santa is on a mission to fuck some tight young butts in the neighborhood. A special magic night and the very first anal orgasm.
10.2K
89%
6:06
This guy was coming back from a summer trip and when his girlfriend met him on the stairway two floors below their apartment to give him a blowjob right on the stairs he knew this day would be special. Two weeks without sex and she's ready for anything just to feel his cock inside, even let him fuck her in the ass for the very first time. She was so horny she almost didn't feel the pain and ended up enjoying a fantastic anal orgasm after getting buttfucked in every position possible.
11.2K
86%
7:56
Sharing hard creamy cock makes these eager teen cuties so horny one of them goes as far as taking it in her tight virgin ass hole for the very first time ever. Her naughty girlfriend is there all the time enjoying the experience as much as she does and adding some sweet lesbian play to mix it with hardcore backdoor fucking in this amazing bisexual threesome.
3.8K
88%
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.
12.3K
100%
6:13
All this cute teen brunette needs is a good amount of lube and she's ready to get fucked in the ass in every position possible even taking cock upside down right on the floor. Her young slurping pussy got equal for today and now it's time for her to experience the backdoor penetration like she never did before. Just look at this sex-hungry slut! She can't wait for her first anal orgasm.
11.7K
100%
7:01
Watching porn on a new wall projector makes this redhead teeny wanna not just try everything she's just seen, but go one step further. That's how she lets her handsome boyfriend fuck her in the ass for the very first time following a beautiful sensual prelude with some intense pussy and backdoor drilling. Unlimited new section of pleasure and a great mix of sexy erotic prelude and raw hardcore action – this video is a new must-see from X-sensual!
1.7K
83%
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!
2.3K
86%
7:01
Every teeny comes to this special moment in her relationship when she wants to take it to the next level and try anal for the first time ever. This eager flaxen-haired is in love with her man and his big cock and when she finally decides to let him fuck her in the ass it turns her world upside down. Past the first pain of losing anal virginity it feels like the most mind-blowing experience in bed. Anally addicted from now on, for sure!
11.4K
100%
7:00
My Ass Tastes Sweet - Inferior Teen Shaiden Rogue Gets All Her Holes Fucked For The Very First Time
4.0K
90%
6:01
With nothing but her sexy white stockings and garterbelt on Angie Moon is ready for her first ever threesome sex party. This slender teeny has a couple of hot guys willing to please her in every possible way and she just can't get suitable of their hard creamy cocks. All the way till she cums multiple times and takes a great double load right on her face!
10.5K
90%
7:01
She truly has an amazing ass and today this teeny finally makes a step through the doors of a new and amazing anal realm welcoming hard cock in her tight chocolate hole for the first time ever. Her mouth and pussy get some action too and she feels fully serviced after having multiple orgasms and taking her debut anal creampie. Oh, that cum-oozing opening is breathing desire and before you know it she will be ready for another round of hot anal action.
4.2K
100%
12:00
Darcy Dark first time cuckold ass fucked
2.5K
92%
6:02
Katrin's sexuality is irresistibly magnetic because this gorgeous nubile babe is a mix of spectacular looks and surprising charisma. Who wouldn't wanna run his tongue around her pierced nipples and make her let out a moan of sensual pleasure when touching her super-aroused pussy for the first time. She is playful, flirtatious and passionate and she is no stranger to some deep anal fun as you will see from this explicit video she made with her new bf.
2.2K
87%
7:01
When your girlfriend feels chilly after taking a walk on a windy city beach there's no better way to warm her up than sex. This guy knows what his babe likes, ergo he starts by gently eating her pussy and getting her ergo wet she virtually begs for his cock. She starts by fucking her to orgasm and when she feels fully relax and happy he fucks her in the ass for the very first time and cums both inside and outside of her welcoming chocolate hole.
2.1K
87%
6:13
Pink top, pink nails and even pink sheets - this teeny is in a sexy mood and it means she's getting her tiny pink ass hole fucked for the very first time tonight. She loves nothing more than wrapping her oral cavity around her boyfriend's dick head and this time she's gonna feel the special anal flavor after he fucks her ass to mouth first gently and then harder and harder with each penetration.
1.9K
83%
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.
2.3K
83%
6:12
Erika came for a weekly rubdown, but found a new hot masseur waiting for her instead of the usual one. A bit unsure at first she relaxed more and more as his strong hands gently rubbed oil into her skin delivering pleasant sensations all over her body. It was just a matter of time before she got all wet and a sudden urge to feel this guy's cock deep inside of her pussy and ass made Erika spread her legs inviting him to take it to the next level.
10.4K
100%
12:00
Real Teens - Teen Serena Avery first time anal pov
1.7K
86%
6:00
My Tight Little Ass Tries Anal Casting For The First Time, My First Porn Insert A Dildo In The Ass
5.1K
85%
6:01
With her pretty face, big beautiful eyes and luxurious long be alive Michelle Can looks kinda like a lovely cartoon princess. Oh, but there's another side to this charming teeny and you're gonna love it big time! She loves watching vintage porn with her boyfriend and today it triggers the desire to try anal sex for the first time ever. Her ass is ready for it. It craves to feel a big cock inside and explore the new pleasure to the fullest. A must-see!
10.6K
67%
6:07
This naive slender teeny thought two guys she met the other day only invited her home for a cup of tea. Yeah right! They got her out of her clothes in no time and moments later she found herself sandwiched between two hard throbbing cocks. They didn't bother asking if she was ready for a DP but past the first pain from anal penetration she really enjoyed the experience and even let the guys cum all over her cute little titties. Now that's more like it!
10.3K
88%
8:00
First Time Anal For Brunette Teen - TeensLoveAnalSex.com
10.1K
89%
6:06
They talked about it, they wanted it and now they are finally doing it. These horny teens try anal sex for the very first time and they are as a result excited about it they don't even make it to the bedroom. Just getting naked and fucking right in the kitchen makes the whole experience even more unusual and satisfying on every level. Alice never felt as a result good and even some pain during the first anal penetration felt like something she could turn into pleasure to make her orgasm even more powerful.
10.0K
100%
24:00
Step Daughter Trying Porn For The First Time
5.6K
87%
16:00
My first time doing Anal Sex and he came inside my tight Ass
11.0K
91%
12:00
Dreamgirl Neonas first time anal
10.9K
0%
7:00
Video found in Mobile Memory. It was me doing anal for the first time when I was 18 years old. Look how thin I was. Blowjob, real homemade, cumshot, cum in mouth, 1st time anal for me as a teenager.
10.5K
90%
7:01
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 complex b conveniences and the edginess of her sweet chocolate hole fucking her from every angle and making her moan out loud. Painful at first her premiere anal experience soon turns into the most unbelievable erotically satisfying.
10.9K
100%
7:04
This stylish guy acts like a real gentleman and totally charms the girl he just met the other day. It's their first date and who would have thought this longhaired loveliness would end up sucking his cock and taking it in the ass like a good slut. Oh, you can tell she loves it big time cuz she moans of pleasure non-stop as the guy gives her the anal drilling she only dreamt of before. The very first anal date is always the most memorable one, indeed.
1.9K
89%
6:13
Getting her ass licked for the first time ever gave this teen brunette so many new emotions and sensations she didn't stop her boyfriend when he turned her around and started working his fingers and dick head around her pink anus. Having gotten a green light to proceed he gave the bitch no time to adjust and moments later his firm cock was pounding her narrow backdoor like a fucking jackhammer. A must-see!
10.2K
100%
17:00
ASIAN TEEN FUCKS FIRST TIME IN THE ASS (GROANS OF PAINE AND PLEASURE)
10.3K
75%
6:05
When a hot black stud tells this cutie he loves fucking white chicks in the ass she feels both shocked and aroused at the same time. Having seen this guy's body in a swimming pool she knows his cock wouldn't disappoint her either. No wonder the two end up fiercely fucking on a very first date and this naughty kitten takes some hard backdoor inculcation from her new ebony bf loving every moment of it like a dirty anally addicted slut.
1.7K
94%
11:00
LETSDOEIT - #Silvia Dellai - Rough First Time Anal For Czech Teen
1.6K
88%
7:01
Ann Rice didn't expect her boyfriend to see eye to eye suit home early and settled in front of the mirror warming herself up for him solo-style. Her fingers touching her wet pussy and teasing her horny clit gave her such a great rush and when the guy suddenly joined the action Ann was ready for anything. Yes, she wanted him so bad she even let him in her tight and tender chocolate hole, for the first time ever and boy, did they both love the experience. Enjoy!
10.2K
67%
7:01
Music is the universal connector and this cute teeny and her handsome tutor feel the spark between them right from the start. A spark so powerful that it makes them wanna strip naked and make love to one another in a special way. She has never tried anal sex before, but today all boundaries corrode and she takes cock in the ass for the first time ever. Oh, what a wonderful new experience it is! Feels so deep and it makes her cum instantly. Wow!
1.0K
93%
15:00
Salma's second boyfriend first time anal sex Indian teen girl 18 yo Very hard ass Fucking hindi audio
12.6K
75%
6:06
It's time for this inexperienced 18 y.o. cutie to learn that the ultimate pleasure always comes with a little bit of pain and nobody can teach her this lesson better than her dark-skinned boyfriend. The guy had a goal to fuck this chick in the ass from the very first day they met and now his dirty anal cravings finally become a reality. Having his gf work her mouth on his big black cock makes him so horny that once she is completely naked he just slams his stiff ebony pole into her tight assholl.
10.4K
79%
31:00
From Pussy to Ass to Mouth! Teenage Busty Blonde with Big Natural Knockers tries ATM Anal for the first time. Cum Facial Finish.
3.6K
96%
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.
12.8K
100%
6:00
Beautiful girlfriend his boyfriend first time sex
13.1K
84%
6:06
These naughty teen girlfriends love having lesbian fun before sharing cock and this time they decide to take it one step further with their first ever double anal experience. The lucky dude got to fuck a couple of tight virgin ass holes and with the girls teasing and kissing one another all the way it was really an unforgettable experience. Yeah, these teen sluts sure know how to have threesome fun with some anal flavor to it.
12.3K
100%
60:00
Teen Babe Trying Anal Sex For The First Time
1.9K
80%
7:12
This naive slender teeny thought two guys she met the other show one's age only invited her home for a cup of tea. Yeah, right! They got her out of her clothes in no time and moments later she found herself sandwiched between two hard throbbing cocks. They didn't bother fixed price if she was ready for a DP, but past the first pain from anal penetration she really enjoyed the experience and even let the guys cum all over her cute little titties. Now that's more like it!
10.5K
100%
6:00
Hot GF tries anal for the first time Taylor Dare 1 3
11.0K
92%
10:00
Cum eating teen ass fucked for the first time ever
2.5K
94%
6:12
Doris looks so delicious in her short red dress and sexy red panties she shamelessly flashes in front of her boyfriend. Today is a special day and she wants it to be perfect when she tries anal sex for the first time ever. Just look at that welcoming ass hole! It takes cock so naturally well it just drives the lucky guy crazy. He fucks his bazaar girlfriend so hard and goes ass-to-mouth for a great sweet-tasting cumshot finish.
1.7K
80%
6:16
This teeny was in the middle of giving her boyfriend a blowjob when he started teasing her butt cheeks and anus with a small sextoy. Moving deeper and deeper he made her moan of pleasure and soon enough she was ready to have the dildo replaced with a bigger and more natural fuck tool. Getting assfucked for the first time without any pain at all - this bitch got really lucky with a guy who knows anal so well.
10.1K
92%
7:01
Kimberly Clark is a big fan of happy ending massage and today this cute tattooed brunette makes the ending even happier for her boyfriend letting him fuck her in the ass for the first time ever. She starts with a killer blowjob and gets her pussy licked in return and that's when thing start to really heat up. Some warmup fucking and here it comes, her first ever anal sex captured on camera and boy, does it make this teeny cum hard and loud!
2.6K
100%
7:01
Giving her boyfriend a sensual erotic rub-down Alexa knows what's passenger next. Once his cock is out of his pants there's no stopping him from fucking this blonde's brains out and schooling her virgin ass hole for the very first time. Oh, how she loves this new anal pleasure! It feels as a result different and exciting it makes her cum really hard. Something big in a butt as a result tight guarantees a sex blast with creamy finish right on Alexa's round sexy buttocks.
2.5K
50%
6:00
Ebony teen tries anal for the first time
11.3K
84%
10:00
Newbie black teen gets her tight asshole gaped for the first time
10.3K
100%
5:00
18yo Skinny Venezuelan Teen First Time Anal Sex
655
88%
6:05
Waking up with her boyfriend after a night of passionate lovemaking this teeny is ready for more. She wants to try something different today, explore a new and amazing pleasure she never experienced before. Taking cock in the ass for the first time ever feels painful at first, but the deep satisfying sensations that follow and a powerful orgasm in the end more than compensate for it. She even tries ass riding to feel what it's liking for to be in control during anal sex. She loves it so much!
1.7K
85%
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.
11.8K
0%
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.
10.2K
100%
33:00
FirstAnalQuest.com - FIRST TIME ANAL SEX WITH THE INEXPERIENCED TEEN LITA BLACK
11.3K
95%
23:00
Kumalott - Petite Asian Schoolgirl Anal First Time
4.2K
83%
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.
2.3K
89%
1
2
3
4