File: pup-22-07-27-jenny-oops-office-girl-1.mp4
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Happy new week, everyone!
We're starting a bit late ourselves this week, but we plan to catch up and better late than never anyway, right?
And even better is when we have brand new goodies from all-natural Jenny Oops, which we have today!
This is another fantastic video entry from Jenny from behind-the-scenes in a sexy "Office Girl" outfit, complete with glasses and everything.

File: pup-22-07-29-georgie-darby-pool-floaties-3.mp4
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Happy Friday, everyone!
It's weekend time and we're dropping one more amazing new video from our lovely latest addition to PinupFiles, the awesome all-natural Georgie Darby!
Georgie is beautiful and has some of the best natural big boobs we have ever seen, with absolutely perfect nipples, and when she's got them in a tiny bikini like this, and in the pool splashing around on a hot summer day?
Well, that's exactly what we need on a hot summer day.

File: Big Tits Compilation.mp4
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These babes with Double Ds get you off.

File: Chloe Surreal - Director's Fun.mp4
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Chloe Surreal may seem like a dream, but her body, her face, and her 32G tits are very, very real. The half Korean, half Irish, nymphet showed up at Mr. Director's house in lacy, green lingerie that could not contain her x-rated curves. She did such a good job describing her super sloppy blow jobs that Mr. Director had to experience it for himself. True to her word, Chloe drooled all over his hard cock as she stroked him hard and worked his head.

Then she let him slip right in her tight little pussy. Her unreal tits jumped with each thrust. When he fucked her from behind, she rubbed her little asshole and looked back up at him with a smirk. She let him throat fuck her and titty fuck her. Then she rode him hard while he squeezed her perfect tits and tried not to cum. Soon she dropped to her knees, got his cock coated in spit, and begged for him to cover her face in cum.

File: Chloe Surreal - He Works Out My Titties.mp4
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Big titty Chloe is sent to stay some time with her stepgrandpa Tommy, with the purpose of learning to be more active. Tommy doesn't even have a TV which means it's time for Chloe to workout. Tommy coaches her through it, but by the way he touches her she could tell things were gonna take a naughty turn. Her suspicions are confirmed when Tommy whips out his big fat cock for her to suck!

File: mxxx.22.08.09.cristina.miller.mp4
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Hot MILF Christina Miller is at home reading a book when her tall, dark-haired lover, Jimmy Budd, walks in and presents her with a bouquet of flowers. Flattered, Christina spreads her long, slender legs and invites Jimmy to eat out her bald pussy. Jimmy worships Christina's beautiful big boobs, then the stunning babe gets on her knees to give his hard dick a blowjob. The amorous couple fuck in missionary on the floor, before Christina hops on top to ride Jimmy cowgirl-style. After some sexy spooning, the handsome stud bangs Christina doggystyle until he creampies her!

File: plib.22.08.09.lasirena69.double.vaginal.degenerate s.mp4
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Intimidatingly seductive LaSirena is the warden of a fantasy sex-reform program. All subjects have been submitted for not properly performing their duties as men - not fulfilling the needs of their wives, girlfriends, partners. And they're here to be reformed by the facility, and LaSirena's curves, in order to graduate and return back into the world. Failure to adhere to the agreed terms results in a personal visit from the queen herself. And three participants have been lined up. Chosen to be physically examined and remind them of what awaits them in the future. Testing each of them by hand, LaSirena teases, grinds, sucks and fucks until they're merely playthings under her gaze. Since two of them in particular are not up to her standards, she brings them to her office for more drastic measures. The two men are told to take off her uniform piece by piece, worshipping every one of her soft, juicy curves. Tear open holes in the bodysuit to suck on her tits, grip her ass, and massage oil all over her body. All in an attempt to build them back up into eager stunt cocks ready to serve their purpose - proving themselves in a climactic double vaginal test!

File: Jessica Starling - Flip-Flop Thief.mp4
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It is only natural for roomies to borrow stuff from each other. They sometimes ask for permission. However, it is more often that they take it without saying anything. Jessica Starling knows missing things while sharing a home is normal. However, it is a bit weird that her flip-flops are the ones always missing. It is even weirder that she found her missing flip-flops in her roommate's room. Jessica confronts Donte Inferno about the missing flip-flops. The bearded lad tries to deny it, but he eventually admits he has a thing for feet. Now that Donte's secret foot fetish is out in the open, he asks Jessica if he can smell her flip-flops. Jessica can't help but feel naughty as she watches Donte enjoy the smell of her feet...

She lets her lucky roommate shower her dirty feet with kisses. Jessica then gives Donte a footjob while he enjoys the smell of her flip-flops. The naughty blonde puts the flip-flops on Donte's cock before giving it a sloppy blowjob. Donte returns the pleasure by eating out Jessica's wet pussy with all his might. Jessica sucks her long toes with red nail polish while enjoying the intense sensation of Donte's cock inside her pussy. Her big tits bounce hard while the hairy lad fucks her in missionary until he cums on her feet. Cumming once is not enough for the horny lad. He keeps fucking the busty blonde in doggystyle, soles-up cowgirl, and reverse cowgirl until he feels like he is about to cum again. Donte pulls his cock out of Jessica's pussy and lets out his warm and sticky cream all over her sexy feet. He then puts his cock between Jessica's dirty soles and slides it until he feels satisfied. Donte promises not to steal Jessica's flip-flops anymore. He will just ask to smell Jessica's feet whenever he feels the urge.

File: Natasha Nice - Family Getaway.mp4
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Andrew Light and his stepmom Natasha Nice are excitedly trying to decide where to go for vacation. With Natasha being at work all the time and Andrew studying hard at college, they haven't had much time to spend together for the past couple of years, so they're looking forward to going on a trip just the two of them. The only question is: where on EARTH will they decide to go?

As they chat, Andrew can't help but sneak glances at Natasha's gorgeous breasts, especially since her nipples are perky and barely hidden by her top. On that note, Natasha comments on how Andrew's room is ALWAYS the chilliest in the house. This makes Natasha think of a place they could vacation to- what about skiing in the Alps? Andrew is a bit flustered, so he suggests that maybe they go somewhere warmer instead...

Natasha loves the idea and suggests they go somewhere that has a beach. She talks about taking out her favorite bikini, which makes Andrew even more flustered than before as he can't help but imagine Natasha's rockin' body rocking a skimpy bikini. Instead, Andrew suggests that maybe they do something more athletic, like hiking or rock climbing. Now it's Natasha's turn to get aroused and embarrassed, as she imagines Andrew's muscular body as he hikes up mountains and scales rocky walls. Natasha suggests somewhere where they could do some dancing instead, but they BOTH quickly realize how intimate THAT would be.

Natasha and Andrew agree that they do seem to be running into a lot of distracting temptations, and wonder if they should cancel the trip. But they then realize that if they're both adults, there's nothing wrong with making their vacation a sexy one. With nothing holding them back anymore, they kiss deeply and run their hands over each other's bodies. They have playful, energetic sex, giving them a taste of what's to come on their upcoming family getaway.

File: Vanessa Cage gets fucked by her husband's old-time bully.mp4
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Who doesn't love to go back to memory lane and see your old friends at a reunion? Well, Vanessa Cage's husband is one of those who had a bully and doesn't want to see him again. But Vanessa wants this beef to end and she will sacrifice her wet pussy for her husband.