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All videos in category First Anal Date (58 videos)

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  • The guy was surfing the Internet when he saw an ad of a very hot babe who claimed she loved fucking strangers with her yummy round butt. Of course, the stud decided to check that out and that is why he called the cutie and then placed his big dick at her disposal.

  • 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.

  • When these lovers start caressing each other in order to satisfy their fantasies, it is not possible to stop them. Until that day they talked about anal sex for several times but never risked trying it out. That day the chick finally surrendered to her fucker and placed her anus at his disposal.

  • 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.

  • 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.

  • You can tell you fucked your girlfriend great when her skin turns pink and she almost screams when you make her cum. It took me an hour of restless fucking to satisfy her pussy, but I still wanted more and her pink slit just couldn't take it. That's when I started massaging her sphincter and she finally let me ease my hard dick into her warm tight ass hole. I'll never forget the feeling the first anal penetration gave us and the way her quiet moans of pain turned into loud moans of pleasure.

  • The cutie was doing her homework when her boyfriend paid her a visit. The hottie tried to be very serious and to focus on her homework but nothing worked out because the dude started playing with her pussy and proved he really wanted to fuck her mouth, slit and asshole and to cum on her bottom.

  • 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.

  • He was taking a shower and already stared wiping his body and cock when he remembered that he promised to call his girlfriend right after it. Luckily his phone was lying in the bathroom and he could call her right away, invite her over to his place and fuck her yummy and ex virgin asshole.

  • Cutie thought it would be a usual date but when the dude started kissing and caressing her, she simply could not resist his hands and surrendered to him. The stud thanked the hot babe with a passionate pussy fuck and then with his skilled tongue made her take his cock into her anus.

  • 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 drilling her ass again before she climbs on top of him for some nasty anal riding and another mind-blowin.

  • 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 cutie loves pink colors and is a very gentle babe but that day she found out that hard games can satisfy her much more than usual ones. That day, her boyfriend used his skilled tongue and hands to talk her into stretching her anus and she, finally, gave way to her passion for experiments.

  • 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 blind eye.

  • 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.

  • Cutie and her boyfriend were enjoying a walk in a park but as it was very cold they decided to go to the place of the nasty dude and to continue the night there. Poor chick, she did not expect that she would make her first step into the world of anal pleasures that night.

  • The dude was getting ready for an exam when he realized he was too tired to continue. He called one of his girlfriends who was also preparing for the same exam and offered her to unite their efforts. Sure, they forgot about the exam once they were left alone and focused on studying new sex games.

  • 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 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 definitely not the last one cuz now she knows what she's been missing.

  • 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.

  • 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.