Cute responsible babysitter Kiara Cole was not expecting nor happy her boyfriend Lucky showed up unannounced at her work and was worried he would get her fired. After checking on the kids, Kiara announces the coast is clear and that she was flattered he came to visit her. Kiara now turned on, lets Lucky know he only has ten minutes to get in her hot tight pink pussy and make her come! Lucky now gets his lucky break as Kiara sucks his throbbing cock all the way down her throat, rides his meat, balls deep and strokes out every ounce of cum cream that was marinating into her mouth and then kicks him out! - INTERACTIVE TOY READY! Featuring: Kiara Cole, Lucky Fate. (Video duration: 37 min of video)

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Welcome back to Monday and a fresh new week, everyone! We're keeping at it with the new & refreshed updates, this time around a long overdue remastered classic featuring amazing new and improved footage of one of the true legends of the game, Tessa Fowler! We will just leave tit (it) to Tessa and your eyeballs to sort it out from here, but suffice to say this one is da sh*t! And be sure to also check out all things Tessa at her very own exclusive solo site, TessaFowler.Com! (Video duration: 24:03)

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Jason is back in town and he must have brought the damp weather with him, because Xxlayna has never been wetter. She outlasted all the other girls at this party, and now she's going to show him how much stamina she has stored up. BLACKED RAW video starring Xxlayna Marie and Jason Luv. (Video duration: 33:52)

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Melanie has a sexy slumber party with Danny. She takes his big dick in her wet pussy and takes a load all over her face. Featuring: Danny Mountain, Melanie Marie. (Video duration: 40 minutes)

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This is a preview of exclusive Karups Hometown Amateurs video Reyna Goes Wild starring Reyna Belle.

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Slutty brunette Kama Oxi steps into the shower and lathers herself up as she starts feeling horny. This gorgeous girl sits on the edge of the bathtub and rubs her pussy, moaning with pleasure as she slips a finger into her dripping wet hole! Her shy neighbour, Josh is downstairs when he notices dripping water from the apartment above and knocks on Kama's door. She quickly gets dressed to answer and joins Josh in his apartment to assess the damage. While Josh tries to sort out the issue, Kama comes onto him and sucks his cock right there in his kitchen! This filthy babe is gagging for dick and gets fucked on his desk, moving between her pussy and mouth and finally gets slammed in doggystyle before she takes his spunk which drips off her tongue. PornWorld video featuring Kama Oxi and Josh. (Video duration: 51:25)

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Blonde and curvy, Angel Rivas is waiting in the kitchen for us today in Private Specials, Kick Ass Kitchen Vol.2, and although she already has her favourite sex toy in her ass, she's hoping to replace it with something bigger! Alberto Blanco's cock will do, and that's exactly what this busty cougar gets today on Private as she licks her lips and devours his meat with a POV deepthroat blowjob before going on to enjoy a hot gonzo fuck that has her big tits bouncing and her ass rammed hard and deep until a juicy facial cumshot!

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Happy May Day, everyone! We're rolling out more 25th anniversary tributes this month and beyond, this time of another truly legendary model who helped enormously in making us what we are today: The astonishing, all-natural, everyone's-fave Tessa Fowler! Tessa has been a stalwart feature here at PinupFiles, as well as at her exclusive site TessaFowler.Com, and we cannot stress enough how instrumental she has been to the pages of PinupFiles and our brand. In many ways, she is the ultimate PinupFiles model! Sexy, sweet, funny, stunning and AMAZING huge natural boobs. :) This is an awesome selfie-shot video that Tessa did for us back when she very first started working with us, and it was positively begging for a remaster, so here it is! Thank you, Tessa, for everything. (Video duration: 15:08)

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Dream Mom Sucks College Kid's Cock Dry Milfy video starring Alexis Malone and Alex Jones. (Video duration: 37:37)

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Penelope stays the night over her friend Katie's house. Although it's girls' night, Penelope's plan is to get closer to Conor, Katie's well-hung stepbrother. Katie tells her friend to cool down and take a cold shower, so Penelope goes to the bathroom only to find Conor taking a bath. Determined to seduce him, she gets naked and starts masturbating loudly in the other room until Conor finds her. Penelope gets exactly what she wants after Conor pulls up his big dick for her to savor. Yet, Penelope never gets enough, so she tells her friend Katie she wants more the next day. Katie understands her friend's desperation for dick, so he brings Conor in and makes him fuck her friend, helping her friend out through the whole sesh. After all, that's what friends are for! TeamSkeet video starring Penelope Kay and Katie Kinz.

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