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Natasha, a 45-year-old divorcee from Southern California, is the customer service rep who services one of her employees. Natasha knows how to look professional, but she also knows how to work her pussy. We can imagine her as the ball-busting boss, but then it's easy to imagine her as the ball-sucking boss, too. Clearly, Natasha came to work dressed to fuck. And fortunately, someone took her up on it. When this video starts, Natasha is being a bitchy boss, and that might be a turn-off to some but not to one of her workers, who's sitting there fantasizing about her. Her bitchiness breaks him out of his fantasy, and he's thinking, "Fuck, I'm in trouble." She says she's noticed him watching her. He confesses. What else is he supposed to do? Damned if you do, damned if you don't, right? Natasha gets off on getting it doggie-style, rubbing a vibrator against her clit, fucking a long-haired guy with a cane, eating pussy, tattoos and men in uniform. She likes wearing short shorts, tight-fitting jeans and fuck-me pumps in public. "When guys think about their dream girl, they think about a tall, blonde fuck doll," Natasha said. "That's me!"
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It's another day at the office for 54-year-old Persia Monir. She's typing away, tits bulging above her tight blouse. She's called to the boss's office for some dictation, but when she gets there, the boss is playing golf, and not very well. So she gives him some pointers on putting. Turns out the boss isn't very good at putting, but he is good at putting his cock in Persia's mouth and pussy. Make that hairy pussy. Very hairy pussy. The hairiest we've ever featured. Anyway, back to Persia's golf lesson. The discussion comes around to Persia's tits, which she says get in the way when she golfs. Meanwhile, the boss is getting a hard-on, and Persia has noticed. She's noticed because his cock is pressing against her ass. Before long, his cock is pressing against her tonsils then it's pressing against the inside of her pussy. Persia became a stripper when she was 34 years old (she told us she started stripping to support her golf habit; when Persia is playing regularly, she's a scratch golfer). She loves fucking on-camera. "I think I look better now than I did when I was 18," she said. "I'm not going to be old and wrinkled. I refuse. What's the point? And I've always worked out, too. Swam, tried to eat right." She fucks a lot, too. It keeps a woman feeling young.
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In real life, 41-year-old Stacie is divorced. But here, she's a wife whose husband has completely fucked up a home-improvement project. Stacie has hired an electrician to fix the bad wiring job her hubby did on the new chandelier, but things aren't going smoothly. Carlos tells her that it's going to be a six- or seven-hour job. Does he plan on wiring the entire town? "I told my husband he doesn't know what he's doing," Stacie tells him. But she knows what she's doing when she strokes his leg. "You're a very attractive man. My husband neglects me." What a dope, neglecting a hot, big-titted number like Stacie. Carlos makes the right move. He compliments her. As we all know, women love hearing compliments from their porno electricians when their porno husbands have been ignoring them. "It looks like you have a very nice cock," she says. It looks like no work is going to get done today, unless you count the job Stacie is working on. That's the blow job. As you're about to find out, Stacie is a screamer and a dirty talker, and she goes fucking wild when she's getting fucked. She tit-fucks Carlos' cock. "I love your dick between my tits," she says, and we've never seen a woman enjoy sucking cock as much as Stacie does. Then Carlos rips open her pantyhose so he can stuff his cock inside her pussy. He fucks her while her big tits wobble, and when he's finished fucking her, he cums inside her pussy, and Stacie spreads her legs wide so we can watch it seep out. "Oh, look at that sweet fuckin' cum!" Stacie says. As for that wiring job, by the end of this scene, Stacie decides she'd rather have a plumber.
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Here's Alesia pulling the oldest cougar trick in the book: picking up a contractor and getting him to her house under the guise of wanting him to do some repair work when in reality... "I need work done on myself, not the house," Alesia tells Sergio. "I want you to fuck me in every hole I have." Now, sure, times are tough, and Sergio could use the money, but he'll worry about the rent later. For now, he has been personally invited to fuck a horny, sexy MILF in her mouth, pussy and asshole, and that's not an offer that comes along every day. So, fuck work, and fuck Alesia! Alesia is 45 years old and from Pennsylvania. She told us that the first time she had sex was "in a car with a guy I had been with for a month. He went anal without telling me!" Well, this time, we gave her plenty of notice, and Alesia dressed for the occasion in a sexy dress and pantyhose that the stud rips open to get at her pussy and plump ass. Now, that might sound primitive, but, hey, she's the one who picked up the guy under false pretenses, and, as you're about to see, Alesia isn't complaining about her ruined hose. She's getting everything she wants.
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Jarrod has a problem. He's been called into the office of his boss's wife, and even though she's a hot, tight-bodied MILF, and even though he's had his eyes on her ever since he started working at the company, he's in trouble. "I hate to have these kinds of conversations, but I had to have you in here," Diamond says. "You're just not producing like you used to. I'm probably going to have to let you go." But Jarrod is going to get one last chance to prove his worth, and it doesn't involve working. It involves eating Diamond's pussy and working it over with his cock. By the time this video is over (and Diamond has cum about 20 times), he has not only earned his place in the company, he's earned his place in Diamond's tight, juicy, pink cunt. Diamond said it's important for you to grip your dick tight while you're jacking to this video "because then you'll know what it feels like to be in my mouth or pussy. I've been told I have the tightest pussy ever, and when I suck cock, I suck extra hard so you can feel the pressure around your dick. So, c'mon! Tighten that grip around your cock and work it hard. Stroke that big thing!" We didn't need to be told, but thanks, Diamond.
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Lauren Taylor is a 56-year-old mother of two. She has a son, and if you think it's easy growing up as the son of a hot mom, think again. "He had to beat his friends up, and then he got kicked out of the group," Lauren recalled. "A couple of them were very blatant. I had a pool, and I'd catch a group of boys watching me swim and lay out. Or they'd come into my bedroom. You know, they'd walk towards that part of the house and just wander in. It was pretty obvious." Lauren's son's friends were walking around with lumps in their pants "and telling me when they were gonna turn 18. It was pretty funny. And I'd say, 'No, you're still my son's friends, so that's not going to happen.'" Lauren's son's friends never got any. But they're over 18 now, which means they can legally view 50PlusMILFs.com. And maybe they're sitting at their computers right now, watching the hot mom from their childhood getting ass-fucked on-camera. In this scene, Lauren is a boss who catches her employee, Tony, using a remote-controlled camera to shoot upskirt videos under her desk. But she doesn't fire him. She has him fuck her mouth, pussy and ass right there in the office. So, to recap: Lauren's son's friends got nothing. Her employees get it all.
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Rita Daniels, one of our favorite GILFs ever, is the busty boss who catches her young employee, 24-year-old Rocky, talking about her on the phone. He thinks he can say whatever he wants because he's speaking Spanish and he doesn't think Rita understands. But she does, especially when he tells whoever he's talking to that his boss has big tits and he wants to fuck her. Put it this way: No matter what language you're speaking, if you say, "My boss has big tits and I want to fuck her," and the boss you're referring to is Rita Daniels, she'll understand. Rita is fluent in multiple languages of fuck talk. Anyway, before long, lucky Rocky is playing with Rita's big tits and eating her hairy pussy (it's usually shaved; not this time). Then she's sucking his dick, one of the things she does best (the horny-as-hell look on her face when she's downing dick is one of the best things about Rita) and sitting on his cock and then taking his cock in her tight asshole. And then he's cumming on her face. Nobody-and we mean nobody-looks better than Rita with cum dripping down her face. Rita is a mother and a grandmother. If her kids only knew! Actually, they do.
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When this video opens, you might say to yourself, "What the fuck? What are those two chicks, who obviously aren't 40-something, doing in my video?" But then 44-year-old Gina shows up, and everything starts to click. She's wearing a tight leopard-skin mini, a skin-hugging top and fuck-me pumps. Turns out she's the boss of this eating and drinking establishment, and she's pissed off. Levi, the hired help, is late for his shift again. "You have to respect me and do whatever I tell you to do," Gina tells Levi. "I think you look hot," he says. "Is that respectful?" "Maybe," Gina says, and then she loosens up in a hurry. He fingers her hairy pussy and feeds his cock into her mouth. At the end, he shoots his load into her wide-open mouth. Gina is not the typical mature woman who suddenly discovers sex when she turns 40. A star of well over 200 fuck films since she was in her 20s, Gina says, "I'm easy. I just want hot, steamy sex." Gina isn't into any fetishes. She doesn't want you to tell her that she's a bad girl, and she has no desire to fuck you with a strap-on. "I love to suck cock and I love getting fucked hard and long," she said. "I've been horny for as long as I can remember, and I don't think that will ever change. It's just me."
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