Mature ladies with great experience

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Fantasy Factory 1: Parent Teacher Orientation


Teen student Kenna James has been chronically skipping school all year. Just when she thinks she's in the clear to skip today, she finds her stepmom Alexis Fawx on the sofa beside school counsellor Ms. Maverick (Brett Rossi). Alexis wants to know why Kenna isn't at school. Kenna fakes being sick but no one buys her story. They won't let up trying to understand why a bright girl with a bright future is missing school and getting bad grades. Ms. Maverick asks Kenna if the problem could be her relationship with her mother. Kenna says Alexis is her step mother, but the distinction offends Alexis who changed Kenna's diapers and watched her take her first steps. Ms. Maverick thinks she understands Kenna's problem. Kenna needs to feel comfortable with coming out as lesbian to her stepmom. Alexis objects to Ms. Maverick's assumption, Kenna was raised to treat sex as a private matter. With encouragement from the counsellor, Kenna admits her involvement with her classmate Uma. Alexis is angry over her daughter's revelation, but not because she's gay! Uma is a little slut making her skip school and throw away her life. Alexis blurts out that she's the one who taught Kenna to love women in the first place. Ms. Maverick is horrified that Ms. Fawx had sex with her step daughter. Even though Kenna was eighteen when it happened, it's her duty to report it to social services. Alexis tells Ms. Maverick to contact her lawyers if she has anything more to say, but Kenna tries to calm the women. Brett suggests they demonstrate their loving relationship to make sure Kenna's in a safe environment. She tells them to kiss. Given the ultimatum, Alexis leans in to kiss Kenna, 'Let's show Ms. Maverick what a good little girl you can be for Mommy.' Suddenly, Brett calls out to stop the scene. Alexis and Kenna abruptly deactivate in a slump on the sofa, and Fantasy Factory technician Serena Blair rushes in wearing a lab coat. Brett complains that she specifically does not want Mommy talk, just Mom. And now, her fantasy is ruined! Serena fixes the glitch on her computer pad and offers Brett a free subscription to Girlsway to make up for the oversight. When Brett asks why Alexis and Kenna passed out, Serena explains they're androids, virtually indistinguishable from humans. Brett takes a liking to Serena and wants to know if she's an android. Serena is human, therefore not available for consumption. The technician retreats into the lab to resume Brett's fantasy program. The androids are revived, and this time Alexis delivers her line correctly, 'Let's show Ms. Maverick what a good little girl you can be for Mom.' Kenna and Alexis kiss, while Brett spreads her legs and pulls aside her panties. She rubs her pussy and requests they take off their tops. Brett wants to see more healthiness between mother and daughter. They comply, lest Brett will call the social services. Brett escalates her fantasy, making the lesbots get naked and play with each other's boobs. Programmed to believe that Brett's evaluating their ability to make each other orgasm properly, Alexis suctions her mouth to Kenna's clit while the teen twitches and moans. Brett takes off her clothes and orders Kenna to make her step mother cum. Kenna objects, but Brett warns it's mandatory and social services will be notified unless they do a good job. Brett makes out with Alexis while Kenna flicks the lesbian MILF's clit till she cums in her mouth. Next, Brett requests a licking. She lies back on the sofa and presses Alexis' head onto her pussy. Meanwhile Alexis grinds her pussy onto Kenna's face. Brett tells Kenna to eat her pussy, but Alexis defends her daughter's honor, until Ms. Maverick threatens to call social services. Kenna doesn't mind, she thinks Brett is weird but hot. The teen starts to lick her pussy. Alexis rides Brett's face while Kenna makes Brett cum. Then Brett makes Kenna cum on her face, while Alexis tribs Ms. Maverick, hurtling her hips till she cums on Brett's pussy. What will Brett order next at the Fantasy Factory? Click to find out!
Kenna James, Alexis Fawx, Brett Rossi
Blonde, Big Tits, Girl on Girl, Threesome, Natural Tits, Fingering, College
Pics: 60
Name: 87194.zip
Resolution: 1280x1920
Size: 68 Mb
Format: jpg

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[mixon7]

Handsy Daughter


Bailey Brooke is in her room calling out for her stepmom, Cory Chase. Cory is busy reading a book and is deliberately ignoring her hoping she leaves her alone. When she runs into Cory's rooms and jumps on her bed, she asks her if she heard her calling. Cory rolls her eyes and puts her book down, asking her what she wants. When Bailey seems excited so when she points to her chest, Cory isn't sure why Bailey is so excited about her shirt. But Bailey is talking about how big her tits have gotten, even suggesting that they're now bigger than her stepmoms. Cory mocks her saying that yes, her breasts have grown but there's no way they're bigger than hers. Bailey's father even got Cory implants so they better be bigger than Bailey's! When Bailey tries to pull down Cory's shirt, Cory asks her what she thinks she's doing. She manages to her shirt off as Bailey pulls her down as well. The girls compare their tits as Bailey keeps insisting that her tits are bigger. Bailey now shows up her ass and asks Cory to show her hers. Cory has had enough of this little competition but Bailey manages to flip her over so she can see it. Bailey wants to make sure she's growing in properly and wants to compare all their body parts. Bailey pushes her down and looks at her pussy. She starts playing with her pussy and Cory pulls back telling her that that feels good and that they shouldn't be doing this. By the time Bailey is eating her out, it feels so good she just doesn't want her to stop!
Bailey Brooke, Cory Chase
Blonde, Brunette, Big Tits, Girl on Girl, Member Fantasy, Masturbation, Natural Tits
Pics: 80
Name: 95159.zip
Resolution: 1280x1920
Size: 19 Mb
Format: jpg

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[mixon7]

Glamour - Jade Nile


Britney Amber walks into the massage parlor looking frustrated. She just got into a fight with her stupid husband and really needs to unwind. Britney exhales loudly showing she's visibly stressed. Jade Nile, the masseuse, states that she can service her immediately if she likes. She asks her to follow her to the massage area so they can begin. Jade asks Britney to take off her clothes but before Jade can turn around, Britney is getting naked as she vents. Jade is taken aback at how forward Britney is and how comfortable she is stripping in front of her. She explains how her husband is a complete asshole and that she's always been curious what it would be like to be with a woman. She asks Jade if she's ever been with a woman. Jade giggles and admits that she has had some...experiences. Britney retorts that she's always curious about girls but never took the plunge. She kissed a girl in college but that's the extent of her experience. When Britney asks Jade to tell her about her lesbian experiences, she tries to ignore the question. Britney asks Jade if she's making her uncomfortable. Jade smiles, saying she just wants to keep things professional. Jade oils up her hands and starts massaging her back as Britney continues to vent. She talks about how her husband never picks up after himself and how she always has to clean up after him. Jade massages her lower back as Britney tells that it feels really good. When Jade hands gets close to Britney's ass, Britney tells her to go lower. When Jade starts massaging her there, Britney starts moaning telling her that it feels amazing.Jade asks Britney to turn around and lie on her back. She starts massaging her tits as Britney moans louder making it obvious to both of them that she's really turned on. Britney takes her hand and puts it on her pussy saying that her husband doesn't even pay attention to her anymore. Jade tells her that normally she doesn't do that here as her salon is strictly professional, but she does want to make Britney feel good. And she knows just the spot, she says as she begins to massage Britney's pussy. Britney moans loudly, loving it. Pretty soon, Britney's pussy is soaking wet and Jade is on all fours, her face deep in it, ready to do anything it takes to make her client forget all about her marital problems.
Jade Nile
Kissing, Pussy Licking, Big Tits, Blonde, Brunette, Tattoo, Tribbing
Pics: 40
Name: 96546.zip
Resolution: 1920x1280
Size: 7 Mb
Format: jpg

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French Anal MILF Maids - Joanna Angel


Master Steve arrived home late as sexy French maid Joanna was finishing up her first day on the job, making his bedroom spotless. He had worried she wouldn't know exactly what to do, but she has lots of experience as a maid. Lucky for Steve, she's also an expert in dusty pants and was happy to tend to them with her feather duster! He enjoyed the way it felt and turned the tables on Joanna, teasing her tits with feathers. It turned into fun little games like 'guess the finger' and 'catch my dick with your ass.' I don't think anyone else has this much fun (or anal) at work!
Joanna Angel, Steve Holmes
Girl/Boy, Punk Porn, Joanna Angel, Anal, Tattoo/Piercing, Ink Queens, Ass
Pics: 65
Name: 93293.zip
Resolution: 1280x1920
Size: 21 Mb
Format: jpg

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Glamour - April O'Neil


Previously on Mommy's Girl, Nina Elle had Jelena Jensen over for more than just a chat about her lesbian step-daughter April. Nina came home to find a pile of DVDs that her husband left out, and found April has become a pornstar, even though her parents don't know!. As it turns out Jelena isn't as upset, and shows Nina that she should just keep her mouth shut, and her pussy wide open for her curious lesbian fingers and tongue.As Jelena comes home to find April studying, she confronts April about the porno she's made, and April can't deny her sordid past. April takes the time to explain herself, why she was in the maid's outfit, and why she was having lesbian sex. It can't be the same as straight porn, it's not like she did it for just anyone... girlsway's a swanky company to work for after all. Jelena isn't too upset about it, we can tell she's fighting reality but, she is sure that if she threatens to tell her father, step-daughter April O'Neil will open her legs for mommy's afternoon snack.Jelena in all seriousness can't help her hunger for the teenage step-daughter. April is excited by the thought of lesbian sex with her older step-mom, but reluctant because they've known one another for so long. April is about to unleash Jelena's inner kitten, and see a side of her she's never met. As April peels off Mommy's dress she gets a strong whiff of Jelena's horny wet pussy and can't help but take her clitoris into her warm mouth to get mommy to forget about her bad choices. Will this be the end? or will mommy need a sweet taste of her stepdaughter's sopping wet pussy?
April ONeil
Brunette, Big Tits, Natural Tits, College, MILF & Mature, Tattoos, Older / Younger
Pics: 53
Name: 63207.zip
Resolution: 1920x1280
Size: 67 Mb
Format: jpg

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Glamour - Cherie DeVille & Alli Rae


Being a stepmother with a teenage daughter in the house can be difficult, especially when you're trying to win their trust. But in this case, Cherie DeVille needs to consult her friend regarding her stepdaughter Alli Rae; you see, Allie's father never spoke to her about sex and Cherie feels obliged as the mother figure to have this talk. Cherie notices Alli outside sunbathing, so she undresses and puts on her bikini to join her step daughter and find the courage to have 'the talk'.Observing Alli from afar, Cherie smiles, proud that she has such a beautiful stepdaughter whom she's grown so close to. Allie welcomes her mother to join her beside the pool. Cherie was careful choosing her words not to scare Alli and ruin her whole plan. Alli admitted she was very comfortable talking to Cherie and confided in her that she had a crush on a girl but was scared telling her dad afraid of his disapproval.Cherie reassured Alli that there was nothing to be afraid of and liking girls was perfectly normal. Now that Cherie felt she gained her daughter's trust, she manipulates her, by removing Alli's bikini top, insisting there was nothing wrong seeing her daughter's breasts.Cherie wanted to know more about this girl Alli was interested in, but Alli knew very little about the birds and the bees. Cherie saw this as a great opportunity to show everything Alli needed to know. Alli was scared the neighbors would catch them but Cherie was insistent that everything was going to be alright. How can it not be with Cherie Deville teaching her all she needs know?! Watch today and Enjoy!
Cherie DeVille, Alli Rae
Outdoors, Blonde, Big Tits, Masturbation, Natural Tits, Rim Job, Fingering
Pics: 49
Name: 59998.zip
Resolution: 1920x1280
Size: 45 Mb
Format: jpg

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Glamour - Kayla Kayden


Innocent Alexis Monroe recently hitchhiked from small town Pennsylvania to Las Vegas where Madame Richelle Ryan plucked her off the strip and groomed her to work as a companion. After one hot lesbian training session with Richelle, Alexis isn't sure she's ready to service clients yet. But that's where the dolled up ladies are heading, to meet the ridiculously rich Kayla Kayden for a lesbian threesome. Kayla warmly welcomes Richelle and Alexis into her luxurious home and promptly begins to fawn over her brand new sex toy. The bombshell client asks Richelle for permission to play with Alexis' big boobs. She pulls them out of her dress and devours her nipples before kissing her deeply on the mouth. Then Kayla undresses Alexis and removes her sexy heels. She puts one dainty foot in her mouth and rubs her pussy into a frenzy with the other. Alexis lets it happen, although she finds her client's fetishes strange. Kayla takes off her top unleashing her huge pair of boulders. Alexis suckles them while Richelle strips naked. Kayla gets super excited when she hears it's Alexis' first time on the job. Kayla grabs a mouthful of tits and smacks their round asses in celebration. She asks Alexis to lick her armpit while she masturbates her pussy. Then she reciprocates on Alexis' armpit. Then Alexis leans back against Richelle while Kayla laps at her pussy, loosening her up till she cums in her mouth. Kayla asks if she can lick Alexis' asshole next, but Alexis hasn't had that done before. Richelle talks her into it, and once she acquiesces, Alexis can't believe how good Kayla's tongue feels in her booty. Kayla lies down on her tummy and takes an ass licking from Alexis in return. Richelle touches Kayla's quivering pussy at the same time and makes her cum. Kayla takes a turn with Richelle, feasting on her MILF ass and pussy alongside Alexis. The lesbian companions doubleteam the client's hairless pussy, rubbing one out with their manicured fingers. Then Kayla licks another cum out of Alexis' pussy before Alexis sits on Richelle's face while Kayla gorges on the MILF's pussy. Alexis tribs Richelle's pussy while Kayla rides Richelle's face, ending in a three way orgasm!
Kayla Kayden
Blonde, Brunette, Big Tits, Girl on Girl, Hardcore, Threesome, Rim Job
Pics: 70
Name: 87123.zip
Resolution: 1920x1280
Size: 81 Mb
Format: jpg

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[mixon7]

Valory Fleur - Vol. 2 - Set 1


Welcome to Monday everyone, we have more amazing huge tits on tap for you today  as as always here at PinupFiles, those big tits are attached to a really hot and sexy babe!  This time around it is a gal we have not featured in some time and who was way overdue for an encore -- yes, the lovely red-headed 34G Valory Fleur is here, with her damn near perfect pair of big boobs ready to blow your mind once again in a very worthy encore performance.  

 

Valory is looking seriously sensuous in this hot pink bra and panties combination and posing on the stairs gives her statuesque frame the attention it deserves as we get all kinds of amazing angles of this gorgeous babe and her incredible boobs.   And those nipples!  Don't even get us started on those equally impressive nips of hers that are absolutely begging for attention of their own.  Enjoy this fabulous followup from this illustrious bust-rious babe!
Valory Fleur
MILF
Pics: 30
Name: valory-fleur-vol-2-set-1_1280.zip
Resolution: 1280x855
Size: 4 Mb
Format: jpg

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Maggie Green - Vol. 23 - Set 1


We just heard from our dear friend 36DDD Maggie Green who let us know that she was hanging out with one of our other fantastic model/photographers 36F Jelena Jensen and both of them got their bra sizes remeasured and refitted and there's been a bit of a change for both gals! This is what Maggie had to say (and we quote) "I can say that Jelena is actually a 32F. I was out at her house in June and she took me to get measured at Nordstroms, I discovered that I am actually a 34G!! Who knew that I was wearing the wrong bra size all of these years! Now I'm wearing the right size and it feels so much better and has helped my back too!" So there you have it. From here on out, we'll have to refer to her as 34G Maggie Green. We always had a feeling that Maggie was bigger than a triple-D, especially a couple years ago when she was at her biggest and fullest, which is when this set was taken and all we can say is "DAMN! Look at those boobs!!!!" ;-) Maggie is truly at her finest in this one, with her incredible boobs looking as big and firm as ever.
Maggie Green
MILF
Pics: 30
Name: maggie-green-vol-23-set-1_1280.zip
Resolution: 1280x826
Size: 7 Mb
Format: jpg

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Jana Defi - Vol. 6 - Set 2


Very few women can strike a pose or make your eyeballs pop out of your head with a single glance, but 32G Jana Defi is one of those rare gals who can do that and more. The incomparable Jana returns today in another tremendously sexy and elegant new photo set, this being number two in her Volume 6 photo shoot. Jana has such an amazing body and figure that you simply have to keep looking just to believe what you are seeing, and this new set of previously unpublished shots is another great testament to her stunning beauty.
Jana Defi
MILF
Pics: 31
Name: jana-defi-vol-6-set-2_1280.zip
Resolution: 1280x836
Size: 3 Mb
Format: jpg

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