My MILF Boss Pornstar Pictures

Thank you for visiting our pornstar preview picture page for My MILF Boss. In total, we have 50 pictures from My MILF Boss with more being added all the time. If you are looking for milf pornstars, then you'll find them here at www.MyMILFBoss.com.

We have 50 Milf Pictures for My MILF Boss.
Displaying Pictures 1 - 40.
My MILF Boss Nicky Ferrari
There's nothing quite as sexy as a stunning Spanish MILF! Nicky Ferrari fumbles through her English but with big tits like those, nothing gets lost in translation! Tony starts flirting with Nicky Ferrari, touching her boobs and unzipping his fly and whipping out his cock for Nicky to suck off. He fingerbangs that shaved ...

My MILF Boss Avona Dominica
After finding his boss's missing reports, Romeo Price gets rewarded with a blowjob from his hot MILF boss, Avona Dominica! Only this blond cougar has a special gift - she can fuckin' squirt like there's no tomorrow! She unzips Romeo's fly and gorges on his cock, lapping up his nuts and polishing off his cock-head before ...

My MILF Boss Sabrina Sanchez
Desperate hire, Dick Delaware will do anything to land a job, including fucking his busty MILF boss! After Sabrina Sanchez yanks down her top and shows off her huge tits, Dick gets the message and unsheathes his fat weiner for her to snack on. After drilling her face, he parts her long longs and laps up that mature cunt ...

My MILF Boss Raquel Devine 2
Dick Delaware arrives at Raquel Devine's offices for a job interview. Quickly impressing her and turning her own with his gravely, deep voice, Raquel throws off her business ensemble and gets on her knees. Dick quickly unzips his trousers and Raquel marvels at the thickness of his cock. She sucks him off right and good ...

My MILF Boss Nikita Von James
Heaven-sent blond goddess, Nikita Von James may look super hot on the inside but she's really a bossy bitch! After chewing out her employee, Billy Glide, Nikita uses her power position and easily seduces him into some hardcore fucking! Nikita needs to use both hands to jerk Billy off while tickling his cock-head with her ...

My MILF Boss Abbey Brooks
Goofy grease monkey, Ralph Long has just finished putting the final touches on Abbey Brooks' hot Ferrari, but she still needs a little work done under her hood. As Ralph is thumbing through some papers, Abbey opens up her low-cut top and unleashes her giant, mouth-watering tits. Ralph immediately latches on and sucks on ...

My MILF Boss Layla Rivera
Wondering why her construction crew is spending all of her money, Layla Rivera confronts her foreman, Scott Lyons about her budget. At her house, as he's going over the details, Layla is suddenly drawn to Scott's cock, stroking it above his pants. He takes his hard hat off as Layla lets loose her hot tits from the confines ...

My MILF Boss Alura Jenson
Smoking-hot realtor, Alura Jenson is trying to flip a property but the repairs aren't nearly done! She makes a split second decision with her sub-contractor to seduce and fuck him so he'll get the house ready in time. Alura takes an aggressive approach and climbs on Christian's lap as he undoes her purple lace bra and ...

My MILF Boss Leena Sky
Smoking-hot cougar, Leena Sky catches one of her office peons, Sonny Hicks photocopying his dick! As punishment, she grabs him by the cock and walks him into her personal office to reprimand. Sitting on her desk, Leena spreads her legs and watches as Sonny dips his head in between her thighs and licks her twat and fingers ...

My MILF Boss Ashley Fires
Joey Brass has been trying to impress his boss for months so he can score the promotion that's looming. He knows he's got the skills, but she doesn't seem to notice him. He wants to be sure he's got this in the bag, so he goes to see her one afternoon in her office to make his case. Ashley Fires just found out her husband ...

My MILF Boss Alana Evans
Stacked blond Alana Evans looks completely sensational in her slutty office outfit. She leans over the desk, facing stud Romeo Price, who gets an amazing view of her impressive cleavage. Her skirt rides up at the back, showing off her ass then Alana sits in front of the stud on the desk, showing off her panties, which ...

My MILF Boss Jocalyn Stone
Daniel Hunter is doing his job as the gardener for wealthy wife Jocelyn Stone when she invites him into the house. At first he is worried because he thinks that she is going to sack him - but all she wants to do is suck his dick! Jocelyn has got a voluptuous figure, with a great pair of full breasts and a big ass that ...

My MILF Boss Dallas Diamondz
Dallas Diamondz is having trouble finding a reason to keep Levi on as an employee. She knows he's almost always in late, and never seems to get his work done on time, so she calls him into her office. She remembers the reason she hired him right away, he's easy on the eyes and knows how to flirt just the right way to get ...

My MILF Boss Shay Fox
Young stud Bruce Venture is drinking his coffee out in the parking lot, slacking off, when his busty MILF boss Shay Fox rolls past. She gives him an arch look and orders him to report to her office. Bruce was expecting to get a good drilling down, but instead it's him who does the drilling! Slutty Shay spreads her legs ...

My MILF Boss Amanda Blow
Often it's the strictest and most dominant businesswomen who turn out to be the wildest and most submissive in the bedroom! Stud Billy Glide is aggressively seduced by all natural blond MILF Amanda Blow, who strips right in front of the stud and kneels on the sofa, sticking out her ass and pussy for a tonguing. Billy knows ...

My MILF Boss Holly Halston
Fuck, I love bitchy, smoking-hot MILF bosses. Holly Halston is ticked off at her dumb-ass employee, Levi Cash for not closing an easy sale, so she investigates to see what he's up to in his cubicle. She overhears him chatting away to his buddy about how much of a bitch he thinks Holly is and that she's probably on her ...

My MILF Boss Tara Holiday
Realtor career bitch, Tara Holiday takes her big-dicked lackey, John Strange in one of her properties to do some quick appraisals. As he's snapping photos of the place, his smoking-hot boss, Tara suddenly rips apart her blouse like a porno supergirl, exposing her huge titties! At a loss for words, John does what he's told ...

My MILF Boss Sienna West
There's nothing hotter than having a gorgeous MILF be your boss, especially when said MILF happens to be Sienna West. This naughty hottie is going to blow your mind and make you want to blow your load in no time flat. Will Powers wasn't expecting to get to have sex with his hot MILF boss so this was the best surprise in ...

My MILF Boss Isis Love
Wouldn't it be nice to get a new job as an assistant for a smokin' hot MILF who loves to flaunt her big ass cannons? Well, Damien Parks was lucky enough to get that exact opportunity, but the loser almost messed it up! He started slacking off in his first few weeks of work, and when his boss Isis Love found out, she was ...

My MILF Boss Sky Taylor
Big titted MILF Sky Taylor is an aggressive minx who won't take no for an answer. Stud Chris Johnson knows better than to challenge her commands, so when she perches on the edge of her own desk, hitching up her short skirt and revealing her panties, he knows that he had better perform his oral duties well! Chris pulls ...

My MILF Boss Angela Attison
Blond cougar Angela Attison is despised by most of her employees, despite her model quality good looks and enormous fake boobs. She's a real bitch of a boss, consistently criticizing her employees and making life generally difficult. When she walks in to the office and sees stud John Strong making a mess of the filing ...

My MILF Boss Stephanie Wylde
Big titty brunette MILF Stephanie Wylde is a cock hungry cougar who preys on her employees. She won't let them get away with any kind of insubordination - and she won't let them get out of her office without pleasuring her tight pussy, either! As her employee Chris Stokes sits on the chair in front of her executive desk, ...

My MILF Boss Maya Devine
When your boss is a hot MILF with big tits like Maya Devine, it's pretty tough to turn down the invitation to fuck the shit out of her. Our boy McLovin whips out his massive caramel colored rod for this cock-fiend whore to blow. Maya has got some serious cock-sucking skills to go along with her thirst for the dick. Her ...

My MILF Boss Claudia Valentine
Nothing makes you want to go to work more than having a hot MILF for a boss. When he comes late to work she makes him pay by stripping off his pants and grabbing his long dong in her mouth. He can't wait to let her boss him around and tell him what he can do to her. The cock sucking whore can easily deep throat his entire ...

My MILF Boss Camryn Cross
There is no doubt that sexy MILF Camryn is running the show. She is a stunner with her long blonde hair and her curvaceous body, all dressed up nicely in her smart black suit. Scott is called into the office where he soon finds himself being put to work by his horny boss. He licks her pussy on the desk before she strips ...

My MILF Boss Hunter Bryce
Brunette MILF Hunter Bryce is a mature woman who knows what she wants. She's joined by one of her younger male employees, and she takes great delight in giving him orders. She strips and orders him to eat out her pussy from behind, and she drops to her knees to suck his hard cock. She gives him a sloppy and wet blow job, ...

My MILF Boss Raquel Devine
Raquel Devine is a hardworking businesswoman who is in the mood for some fun, so she calls in one of her underlings and decides to find out for herself whether he has a big dick or not. She ends up working her tongue up and down Chris Johnson's dick, loving the way it feels against her mouth. She is great at giving a blowjob, ...

My MILF Boss Dylan Ryder
Female bosses can really be hard asses when it comes to male subordinates. Dylan Ryder is no exception, as she really lays into this guy for having an accent and getting complaints about his job performance. After listening to his excuses, she offers him a deal; if he wants to keep his job, he needs to take out that cock ...

My MILF Boss Carrie Ann
A stern boss summons one of her workers to her office to chastise him for not being productive. She wants to let him go, but he begs for his job, offering to do anything. She decides to give him another chance, but he's going to have to work for it. This sexy MILF pushes him back in his seat to suck his hard cock. She ...

My MILF Boss Brandi Edwards
Now this is one stunning milf! Beautiful and busty blond Brandi Edwards is disappointed with the performance of her employee, porn star Talon. She calls him into her office, intending on giving him a good dressing down. However, when the attractive stud walks into the room, she finds herself overwhelmed with lust. She ...

My MILF Boss Veronica Rayne
Your boss spends a lot of time in her office with the door closed acting busy but we all know she doesn't have that much to do. Does she sit there with her feet on her desk all day? Of course not! Just like Veronica Rayne she strips off her tight bra to play with those big titties and gets her gash worked into a sweet ...

My MILF Boss Sandra Romain
Sandra Romain looks so damn sexy in her bright red business suit but it isn't the clothing that makes her a MILF Boss worth lusting after -- it's those shiny red shoes! Even after she peels off her outfit and her underwear she lives those high heels on to keep reminding you that she is the one in charge around here! Don't ...

My MILF Boss Kayla Quinn
Kayla Quinn was a wild girl for a lot of years before she settled down and became a MILF Boss. You can tell by the ink on her shoulder that this chick spent a lot of time on her back servicing men as she climbed her way to the top of the corporate heap one twat pumping interlude at a time! Now she hides her tattoos under ...

My MILF Boss Heidi Brooks
That sexy white headband was all the rage at her country club this spring but rich bitch Heidi Brooks is not like some slutty tennis instructor sucking off guys in the locker-room before they head out on the golf course -- ok well, actually she is exactly like them! The only difference is she tries to keep her whore activities ...

My MILF Boss Ava Devine
Ava Devine is the perfect MILF Boss not only because of her huge tits and sexy dimples but because she really knows how to get the whole job done. From sucking cock in the jawbreaker position with the head of your dick pressed against the inside of her cheek to tearing up and drizzling her eye makeup all over her pretty ...

My MILF Boss Miss Ann
Miss Ann is a thirty-something sweetheart who spent her teen years getting attention from all the popular boys. As she aged she thought she would have a hard time keeping studs interested until she met Andrew Andretti. He is the kind of guy who knows that hot veteran whores have years of experience satisfying men and know ...

My MILF Boss Lena Ramone
When Andrew applied for this job he had no idea what position he was going to be placed in. He figured he might be a clerk or a stock worker but he never thought he would be offered female cowgirl, doggystyle or full frontal facial as starting positions by a boss as hot as Lena Ramone! It just goes to show you, if you ...

My MILF Boss Kendra Secrets
Kendra Secrets is not your typical employer. For one thing, she only hires men... and for another, all the men she hires are young guys in good shape with a big bulge in their jeans. If you fit that description you should definitely send her your resume and ask for an interview because whether she hires you full time or ...

My MILF Boss Heidi Maine
In the United States women can't be the hungry whores they wish they were once they become bosses because they have to worry about sexual harassment suits. If you go over the border and get a foreign fuck like Heidi Maine to hire you instead then you can bet she will be kneeling between your legs with your bone slamming ...

My MILF Boss Allesandra
Nick East isn't the kind of guy who takes a job working for someone else. He normally runs his own show, but when Allesandra needed some temporary help he agreed to give her a hand so long as it was done on his terms. He gets to fuck her as hard as he can every morning before his work day starts and her big tits serve ...

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