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All videos in category First Anal Date (58 videos) - page 3

  • This teen brunette chose the right guy for her first anal date,a handsome black stud with athletic body and the most amazing 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.

  • Anything can happen on Halloween and even this shy 18 y.o. chick finally decides to try anal sex with her ever horny boyfriend. She starts it all with a killer blowjob sucking cock good to prepare it for her tight virgin ass hole,then follows with getting anally fingered and taking some great backdoor fucking in various positions. Doggystyle or not – this inexperienced teen cutie enjoys every moment of it with totally new deep and extremely powerful sensations and emotions that make her cum.

  • 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.

  • 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.

  • 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.

  • Andrey never thought staying late at work would surprise him in such an unexpected and extremely depraved way. His beautiful girlfriend decided to bring him dinner to the apartment he was renovating and with no one else around these horny teens just couldn't miss such a great opportunity to get down and dirty and have some anal fun. Wow,this skillful guy can really drill and paint like a pro drilling his girlfriend's tight young ass and painting her pretty face with cum like a true artist.

  • 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 like this special assfucking experience with a beautiful teeny who goes from feeling some pain.

  • Having seen her new ebony boyfriend work out in a gym this teen redhead just couldn't stop thinking about his chiseled muscular body and fantasizing about his big cock. They only went on their third date and she was ready to jump into bed right away cuz she just couldn't wait to feel his big boner inside. Riding that dick made her want more and when she felt it slide into her tight welcoming ass hole the pleasure was greater than the pain of her first ever anal penetration.

  • This guy knew he was getting something special tonight for being able to sit through another two hours of Twilight Saga without going totally nuts. Was it the romantic story,the vampire stuff or something else,but his girlfriend decided she was finally ready for their first anal sex. She didn't even ask him to be gentle taking it backdoor-style like a good slut and moaning of pleasure. Man,after getting his dick sucked like that and fucking a sweet virgin-tight chocolate hole in every position.

  • When these horny teen lovers feel it's time for them to try anal sex for the very first time they don't even need a bed to enjoy some nasty backdoor fucking. They go from erotic shenanigans on a windowsill to some hot petting and finally the lucky guy drives his throbbing cock deep into his girlfriend's tight virgin ass hole. He thought she'd scream of pain, but she is just moaning of pleasure enjoying a new magic feeling of deep anal intercourse and begging for her bf to fuck her welcoming.

  • How can this beautiful 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 never 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

  • 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.

  • This lucky guy brought his beautiful 18 y.o. girlfriend flowers and she was so excited even some sweet anal play seemed like a good idea. They've been dating for months before she finally let him touch and tease her sensitive ass for the very first time and it made her experience something so special she couldn't wait to feel his firm creamy rod penetrate her narrow chocolate hole. Ain't nothing like the anal debut for these horny teens and they love it big time assfucking all day.

  • 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. Ah, what a pleasure it is to be the first one who fuck.

  • 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 at first her debut anal experience soon turns into the most unbelievable erotically satisfying.

  • This beautiful teeny has such a tight agile body and her boyfriend wastes no time joining her in bed after the shower to get his cock sucked good and fuck her in the ass for the first time ever. She never let him do it before, but this time she is so aroused she virtually begs for him to penetrate her narrow chocolate hole after spending some time licking his balls and sucking his rock hard cock. It feels unusual and a bit painful at first, but once she gets used to this new pleasure her orgasm.

  • 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 friend 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.

  • Even with her parents in the adjacent room this teeny was ready to have some fun. The whole situation made her so horny she finally let her boyfriend do whatever he wanted taking some deep throat-fucking and getting her tight butthole penetrated for the very first time. She thought anal sex would be painful at first, but it was all pure pleasure and with the guy teasing her nipples and clit along the way she came so hard she could barely keep herself from screaming.