https://www.thepornstar.com/sites/ifuckedtheboss/ Thu 30 Apr 2026 01:20:10 +0200 https://www.thepornstar.com/videos/427266/big-titted-stripper-victoria-gets-huge-cock/
This real-life 53-year-old Texas stripper tips a huge-cocked hired hand by offering up her big jugs and shaved, pierced pussy. This busty old broad deserves a big cock, which is why we gave her one. "I was hoping to have the real porn stud experience," Victoria said. "I loved when he fucked my tits and came all over my face." Hey, Victoria, isn't 53 a little old to be a stripper? "Don't ask me," she said. "Ask the guys who cum in their pants when I give them a lapdance." We'll take her word for it. ]]> Wed 04 Mar 2026 16:48:53 +0200 https://www.thepornstar.com/videos/427266/big-titted-stripper-victoria-gets-huge-cock/ https://www.thepornstar.com/videos/180720/gorgeous-dallas-matthews-bangs-with-her-29-yo-boss/
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." ]]> Thu 26 Dec 2024 21:44:35 +0200 https://www.thepornstar.com/videos/180720/gorgeous-dallas-matthews-bangs-with-her-29-yo-boss/ https://www.thepornstar.com/videos/184445/alesia-pleasure-assfucked-hardly-bcs-her-hubby-can-t-do-it/
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. ]]> Wed 11 Dec 2024 22:21:44 +0200 https://www.thepornstar.com/videos/184445/alesia-pleasure-assfucked-hardly-bcs-her-hubby-can-t-do-it/ https://www.thepornstar.com/videos/182611/amazing-black-diamond-showing-her-riding-skills-on-white-shaft/
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!" ]]> Mon 25 Nov 2024 22:01:56 +0200 https://www.thepornstar.com/videos/182611/amazing-black-diamond-showing-her-riding-skills-on-white-shaft/ https://www.thepornstar.com/videos/187020/lustful-boss-gets-licked-banged-in-the-office/
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. ]]> Wed 20 Nov 2024 23:07:37 +0200 https://www.thepornstar.com/videos/187020/lustful-boss-gets-licked-banged-in-the-office/ https://www.thepornstar.com/videos/178564/chanel-makes-the-gardener-s-cock-grow/
I'm a lady in the boardroom, a slut in the bedroom, said 50-year-old Chanel Carrera. "Isn't that what men want?" Here, Chanel is a slut in her backyard garden and in the bedroom, which is definitely what we want. We don't know how Chanel makes things grow in the garden, but she definitely can make our cocks grow in the bedroom or anywhere else. Chanel was born in New York City, lives in Boston, Massachusetts and has our favorite marital status: divorced. That's code for horny as fucking hell. She lists one of her hobbies as "going to swingers' parties in which I'm the centerpiece." But she says this is the most exciting thing she's ever done. "Being 50 and still being able to turn men on and have them want to look at my pictures is the most exciting thing I could have ever imagined," she said. "Do you see how wet my pussy is? That's because the whole time, I couldn't stop thinking about all you horny guys at home looking at me while you have your cocks in your hands, stroking them and getting harder." She must be clairvoyant. ]]> Thu 07 Nov 2024 21:04:55 +0200 https://www.thepornstar.com/videos/178564/chanel-makes-the-gardener-s-cock-grow/ https://www.thepornstar.com/videos/152792/work-that-boss-s-ass/
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. ]]> Sun 03 Nov 2024 14:31:36 +0200 https://www.thepornstar.com/videos/152792/work-that-boss-s-ass/ https://www.thepornstar.com/videos/63443/make-americans-fuck-female-politicians-assholes-again/
Supposedly, people are tired of politicians who keep doing things the same old way and expect anything to change. But 50-year-old Elektra Lamour is not one of those politicians. She's an outsider, a woman who wants to do things a new way, her way. So when the guy who's applying for the job as her campaign manager shows up at her office, Elektra tells him that she wants to have a more hands-on, one-on-one approach to working with people and getting votes. She wants to attract the blue-collar workers. Or did she say boob-collar workers? Either way, the guy gets the hint, and before long, he's having some one-on-one time with Elektra's big tits, hairy pussy and tight asshole. He fucks her in the ass right there on the office desk and then he cums on her hairy pussy, making a real mess of it. Elektra is married. She's a mother and grandmother. She's been fucking on-camera for nearly 20 years, and she's been an escort, too. She's fucked such stars as Nina Hartley and Ron Jeremy. She loves watching porn almost as much as she loves making it. And she doesn't have to worry about making porn great again because it already is great. At least at 50PlusMILFs.com. ]]> Fri 04 Oct 2024 19:26:22 +0200 https://www.thepornstar.com/videos/63443/make-americans-fuck-female-politicians-assholes-again/ https://www.thepornstar.com/videos/238002/boss-giving-you-a-hard-time-fuck-her/
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!" ]]> Mon 08 Jul 2024 08:17:19 +0200 https://www.thepornstar.com/videos/238002/boss-giving-you-a-hard-time-fuck-her/ https://www.thepornstar.com/videos/226523/old-company-owner-lady-fucks-her-new-co-worker/
There are good bosses and there are bad bosses. Jewel is one of the good ones. After saddling her new employee with a tough assignment that has him stressed out and working late, she has him back to her office for what she calls "a little de-stressing session." And what does that involve? Hey, it's Jewel! You know exactly what that involves. Tit-sucking. Cock-sucking. Deep fucking on Jewel's desk and office couch. But if a man really needs to de-stress-if he really needs to take a load off, so to speak-he needs to shoot his load deep in a GILF's pussy. And that pussy belongs to Jewel. ]]> Mon 08 Jul 2024 06:44:15 +0200 https://www.thepornstar.com/videos/226523/old-company-owner-lady-fucks-her-new-co-worker/ https://www.thepornstar.com/videos/203646/the-lawn-boys-double-penetration-kelly-leigh/
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!" ]]> Mon 08 Jul 2024 02:36:15 +0200 https://www.thepornstar.com/videos/203646/the-lawn-boys-double-penetration-kelly-leigh/ https://www.thepornstar.com/videos/197363/big-boobed-stacie-starr-has-hardcore-sex-desires/
In real life, 41-year-old newcomer 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? ]]> Sun 07 Jul 2024 01:30:23 +0200 https://www.thepornstar.com/videos/197363/big-boobed-stacie-starr-has-hardcore-sex-desires/