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.

  • 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.

  • 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 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.

  • 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 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.

  • 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 chick just finished washing the dishes when her boyfriend realized he wanted to thank her to a tasty dinner with sex. He talked the chick to take his dick into her throat and pussy for a start and then he thrust his sausage into her anus before the slut realized he was fucking her butt.

  • 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.

  • 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.

  • 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!

  • 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.

  • 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.

  • 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.

  • 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.

  • 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 talker you get the best teen ass in town and load it up with your sticky white jizm.

  • 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 at the same time and his girlfriend's moans of painful pleasure made hi.

  • 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.

  • This guy always thought his pretty teen girlfriend was too shy to have anal sex.but as it turned out she was the one asking for him to go backdoor. She was just so happy after a great date she didn't even want to do it in bed – she started sucking his cock right in the kitchen and after some hard pussy drilling warmed her up enough she told the shocked guy she wanted him to fuck her in the ass. What a moment! That virgin chocolate hole felt so smooth and tight and doing it right on the kitchen.