Latest MILF Scenes
Now this is how you run a business meeting! You're the boss, but Sindy Swank thinks she knows what's best for your company, even though it's been in your family for 54 years. You tell her, "We're going to do things the traditional way," but she counters with, "These days, women have the power." Now you've got her exactly where you want her because she's gonna prove it. And how is she gonna prove it? You know how! This 54-year-old divorcee from Virginia bends over and says, "Pull my skirt off," then demands, "Lick my ass, now!" She thinks she's teaching you a lesson in business, but this is exactly what your cock wanted all the time. "Put four fingers in there," she demands. "Put four fingers in my pussy! Fuck me!" So you slide four fingers into her pussy and when she says, "Keep fucking me! Don't stop fucking me!" the truth is you have no intention of stopping. Because soon, it's gonna be your turn. So she gets down on her knees and sucks your cock and balls. By now, she thinks you're coming around to her way of running a company, but in fact, this is what you had in mind all along. She really stuffs her face into your balls, and then you fuck her mouth, pumping, pumping. When she sucks your balls, your rod brushes against her cheek, and if you don't get into her pussy soon, your balls are going to explode. "Best fucking meeting we've ever had in this company," you say as you fuck her on the table, and this time, you mean it. "Oh, yes, you're the best boss I've ever had!" Sindy says as your balls slap against her asshole. Don't you know it. "I'm proud of my cock-sucking skills," Sindy said. "I practice a lot." She has sex four or five times a week and is very assertive. One time, she hosted a swingers party and only men showed up. "It turned into my first gang bang," Sindy said. "But not my last."
Jamie is a hard-driving, bitchy boss, and she's making a lot of demands. This poor guy has a lot of work to do and not much time to do it, but he's distracted by Jamie. You see, she's sitting in the office in a very unprofessional manner. Her legs are crossed, and this poor shlub can see the top of her stockings and her thighs, and Jamie's talking about work, and all he wants her to do is work his cock. "Are you paying attention to me?" Jamie asks. "Have you written down anything that I said?" She takes his notepad to see what he's been writing, and she's shocked. "Wow, 'I wanna pound that ass?' That's what you wrote?" Jamie says, aghast. "'Do you deep throat? I want your ass?' That's what you've been taking notes about the whole time?" Now emboldened, the guy says, "I also wrote, 'I want you to suck my cock right now.'" This kind of stuff can get a guy fired...if his boss is somebody other than Jamie. "You know what I think?" Jamie tells him. "I think you're a very dirty boy. I like dirty boys." Jamie found out about us from a friend she knows online. She has a long list of fetishes and is a very kinky woman. No one really knows how wild her private sex life is. "I like sex multiple times a day," Jamie said. "I can be submissive or bossy depending on my partner of the moment. I'm kind of an exhibitionist. I like men or women getting sexually aroused by watching me. In a video, I can get thousands of people hot." She definitely does that.
Kelly Leigh is a no-nonsense woman, so when she drops the drinks she brought out for her lawn care boys, she makes up for it by dropping to her knees and sucking their cocks. Would most women do this? No. But most women are not Kelly Leigh, who sucks dick like she's making love to it, enjoys being called "a fucking dirty whore" and takes cocks in her ass as casually as most women take it in their pussies. "I want your fucking cock in my ass!" she screams. There's DP action here, too, because Kelly is that kind of woman. A porn star, of course, but one who doesn't do it for the money. She does it for the sex. And if you need proof of that, just watch this video. "I love acting like a slut," Kelly said. "I love getting DP'd and sucking balls and doing all the things that women my age aren't supposed to be doing. Sucking two cocks, getting fucked in my ass, cum facials. I love it all, and the sleazier the better. I feel proud when I hear people say that I'm the sluttiest porn star they've ever seen, but in my mind, I can be even sluttier!" Kelly also said, "I laugh when I see those porn prima donnas who are worried about their hair getting messed up during a scene. It's sex! Your hair's supposed to be flying everywhere. Besides, it's gonna be full of cum soon, anyway. That's the whole idea!"
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!"
In real life, Layla Redd, a 41-year-old divorcee from Maryland, is an educator. An assistant principal in a high school. At least she used to be one. She lost her job. Here, she's a boss at a big company. Unfortunately, times are tough, and she has to fire some of her employees. Unfortunately for Juan, he's one of the ones to go. Fortunately for Juan, he's going to get a goodbye fuck before he leaves. No wonder the unemployment rate is so high! Men are getting fired on purpose so they can fuck their sexy female bosses on the way out! Okay, that's probably not the reason. But if Layla were your boss, it could be the reason. "I'm a swinger," Layla said. "I love having sex with other men and having my boyfriend watch. I dress conservatively because I had to at my old job, so a lot of people would never guess at the real me. They'd never think that I would pose nude and have sex on-camera." Layla has perfect B-cup tits that she covers in those conservative clothes. Not surprisingly, she always wears a bra. That's what keeps her tits so beautiful. Her hobbies are traveling, reading and "being lazy," but she says she likes men who aren't afraid to take chances. In this video, Juan isn't afraid to take a chance. Layla obviously likes that about him. That and his cock. And if you're asking us which came first, her attraction to his cock or her attraction to his risk-taking, well, we just haven't thought it through that deeply. And neither should you.
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.
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.
Dallas Matthews, who's 57 years old, is the boss. Tarzan, who's 29 years old, is her employee. He's brought her the reports she needed, but she tells him, "You're not up to par with our expectations." He needs more experience. "You need to become more aggressive with your clients," she says. And she's going to show him how. By sucking and fucking his cock? Hey, every boss has her own style. Dallas' style includes blonde hair and big tits and a great pussy. "I'm very aggressive when it comes to sex," Dallas said, "but I like a man to be a man. It doesn't matter how tall they are. Sometimes short guys can really strut their stuff. And it doesn't matter how tall you are in bed. It's my legs that are long. If you're spooning, you're just together." Dallas was born and raised in Washington before she moved to Canada and then back to Washington. She's divorced. "I've had quite an interesting life," she said, "I've done quite a bit, everything from construction and house-building to excavation and ranching. Consulting, agriculture, initiating bio-control for the mushroom industry." Dallas likes things that are mushroom-shaped. She works in finance. She was sent our way by 60Plus MILF Madison Milstar. Her boyfriend approves. "This was totally his idea," she said. "Part of me is doing this for him. I'll wink at him. 'That was for you!' I'm being a naughty girl."