Videos from I fucked the boss

Huge titted mature Elektra gets her both holes drilled

Fri 13 Mar 2026 13:10:27 +0200

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.

Amazing black Diamond showing her riding skills on white shaft

Wed 11 Mar 2026 06:08:55 +0200

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!"

Lauren Taylor deals with her boss in a quick fuck

Thu 05 Mar 2026 22:24:27 +0200

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.

Severance pay: Layla's muff

Tue 03 Mar 2026 22:43:22 +0200

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.

Miss Deb showing off her mature tits & banging skills

Fri 27 Feb 2026 06:08:12 +0200

Thanks for picking me up and bringing me home, 54-year-old Deb says to Tony at the start of this scene. "Would you like to come in for a while?"

Work that boss's butt!

Tue 24 Feb 2026 14:55:26 +0200

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.

Big-titted stripper Victoria gets big cock

Tue 24 Feb 2026 13:53:39 +0200

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.

Lustful boss gets licked & banged in the office

Sun 22 Feb 2026 08:54:44 +0200

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.

Old company owner lady fucks her new co-worker

Fri 20 Feb 2026 01:03:53 +0200

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.

40 yo Gina Rome fucks hard at the local bar

Thu 19 Feb 2026 00:58:14 +0200

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."

Make Americans fuck woman politicians' assholes again

Sun 15 Feb 2026 18:20:44 +0200

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.

Put it in the bushy hole!

Sun 15 Feb 2026 00:26:26 +0200

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.