These hot bossy business babes have their own management style - and it works! Whether they're looking to motivate unproductive employees or to help unwind from the daily office grind, a little bit of sex can go a long way to send everyone home with a smile on their faces. Check out this compilation featuring some of the sexiest bosses you've ever laid eyes on!
Bank Manager Deen has been trying forever to get a piece of Madison Ivy's sweet ass. But nothing he tries will bring her any closer to fucking him. Until being tied up in the vault during a random robbery gets Madison's pussy so wet, she can barely handle it. Once the robber clears out, she begs Deen to play the bad boy and stuff her tight box with dick.
Danny's always relied on an old trick to help him when he gets nervous, picturing people naked. But when he's being interviewed for a job by the sexy Blake Rose, imagining her without clothes only makes things worse. Once he starts picturing her huge tits, there's no way to focus on the questions. He pushes through, and finds that fucking the boss's ass is the best way to ace the interview.
Blake Rose is willing to do pretty much whatever it takes to sell this one property. When a masseur shows up to view the house, she quickly realizes the best way to unload the house is to climb on his table. As Criss's expert hands stroke the curves of her body, she quickly warms to his touch and finds herself craving a more intimate sensation. Blake leaves her leggings on at first, but as the horniness builds in her peachy pussy, she begs Criss to rip her stockings off and thrust his cock as deep as it will go.
Kirsten Price runs a successful dating service that matches up shy lonely guys with horny sluts who need some cock. Keiran gets matched up with Alektra, but he's so shy that she can hardly get him to talk to her! Since her reputation is on the line, Kirsten decides to take a more hands on approach by pulling out his big fat cock for her and Alektra to share! They start out by sucking his dick and eating each others wet pussies, but pretty soon, Keiran's fucking both of them in their tight assholes! That's one more happy cock, thanks to dating coach Kirsten and her lovely assistant Alektra!
Sonny has just been hired to fix the office security cameras, and he notices the busty Lisa Ann on his monitors right away. He can't resist spying on her luscious bod as she walks around the office, and when Ava catches him the babes decide that the perfect payback is to strip Sonny down and treat him like a piece of meat.
The sexual tension between corporate go-getters Manuel and Isis Love is so thick you can feel it. At a staff meeting, they go a little too far with the insults, and are assigned remedial training in trust building. During one exercise, a blindfolded Manuel wanders right over and feels up Isis's big tits. Good thing this boardroom has such a large table, as these passionate fuckers need all the room they can get to lay down a truly epic fuck.
To rise to the top of the corporate world, Rachel Starr has been neglecting her conscience for way too long. But that time has come to an end. He's back with a vengeance, to teach her a bunch of boring lessons about respecting her fellow man. If she wants to shut him up, she's going to have to shake her bubble butt and work his cock well enough to make him speechless with desire.
Pitching to a cool brand like Ox Deodorant is a dream for advertising whiz Summer Brielle. The smell makes you think of everything good in life: fast cars, big tits, and wet pussy. Summer knows nothing sells products quite like sex, and Ox gives her the perfect chance to charm the pants off her firm's biggest client.
Diamond Foxxx is used to pushing hard to get what she wants. When a guy walks onto her used car lot, this Milf pops out her cleavage, and immediately goes to work selling him on the idea of one of her sweet rides. To catch Xander's attention, Diamond jumped right into an SUV and spread her legs wide to show him how much room there was for fucking in the back. And to really get a feel for the smooth handling, she had him drive deep into the desert and give her his fat cock right in the trunk.
Alektra Blue and Keiran Lee have worked together for a while now, and they've been flirting since day one. It's a little awkward, but the fact is, neither one has the guts to make the first move! One day the sexual tension is just too much to handle, and the horny coworkers leap over Alektra's desk to tear each other's clothes off. Keiran sucks and fondles Alektra's big titties, and then she sucks his fat cock down to the base. Keiran pounds that busty slut in her pretty little pink pussy before sliding his big dick balls deep in her tight asshole. Keiran and Alektra have an intense anal fuck session, Alektra rubbing her clit while Keiran's big dick slides in and out of her ass. She takes a big load of his jizz all over her pretty face, and then Keiran goes back in to fuck her ass some more until she cums hard one more time! What a gentleman!
Asa Akira has a reputation in the office for being rough on her new assistants. As soon as Tyler sits down in her office, she starts riding him hard with requests and demands. The whole time, all he can think of is where he might know her from. When it finally comes to him, he's shocked to recognize the dancer from his bro's wedding standing in front of him, daring him to fuck her silly.
Christy Mack and her coworker Mick have been gunning for the same promotion, and it's making things in the office super hostile! Christy's certain her perky huge tits have convinced the boss he needs a slut like her around to satisfy his every need. First, though, she's going to have to knock her rival Mick out of the running, with every sexy strategy she can think of.
Holly Halston has had it up to here with the new CEO's attitude. He couldn't stop staring at her huge fake tits, and thinks he should be able to have his way with any woman in the company. No way. It's time for this Milf to crack down and show Clover who's really got the power here. She makes him tongue her clit and play with her sweet pussy, before fucking her in that tight ass.
If your interns don't have any respect for the merchandise, then it's up to you as the boss to drill it into them. Danny could hear Brooklyn Chase giggling at his top-of-the-line lingerie from across the room. But when he ripped off that slut's clothing, all she had on her huge tits and ass were a cheapo bra and panties. Danny grabbed some of his high-class designs to try on those wicked 34DD boobs, then he bent Brooklyn over his desk to bang a little respect into her.
A heat wave has brought the whole city to its knees. No one wants to go to work, because it's impossible to sit at your desk and keep your clothes on. Alektra Blue's coworkers have never seen the raging nympho side of her the heat is bringing out. They watch dumb-founded as she sits at her desk masturbating in a frenzy of lust. If only they knew in her head she could feel the cool relief of the sprinkler system hosing her down, and the naughty fun of playing with the boss's fat cock.
The last place you'd expect to get hit on is on set of a PSA against sexual harassment. So imagine dude's surprise when his lusty co-star Sandee Westgate decides she just has to have a piece of his dick. Jared doesn't complain when Sandee throws his fat cock between her big tits, and even less when she bends over the desk and dares him to fuck her.
Joslyn James is a little too used to guys at the office behaving inappropriately towards her. She'd have to be blind not to have noticed the IT guy Bill checking out her perfect feet all week long. He's leaning in so hard to check out her creamy soles, painted toe-nails, and graceful arches, he's practically drooling into her high heels. Check out what happens once she lets him know that its okay to stare, so long as he pounds her pussy and lets her foot-wank that big cock.
Alyssa is busy working late, sorting out some files for her boss, who also happens to be her new husband. Her ex Chad suspects that she was fucking her boss the whole time they were together, but when he confronts her about it, he discovers that she's actually just a super submissive slut! He has her start by sucking his dick, then he tears a hole in her pantyhose to get at her wet pussy. He fucks her big tits, and after a good spanking, decides that it's time to give her a nice hard fucking!
Bonnie Rotten's boss Keiran Lee keeps calling her into his office for dressing too slutty, but she's not fooled. Bonnie knows the real reason he's calling her in there is because he wants to fuck her. So she strips out of her work outfit and has Keiran eat her wet little pussy until she's ready to deepthroat his fat cock. Once her pussy is nice and wet, she spreads her legs and fucks Keiran hard until she squirts all over his big dick! Bonnie cums over and over, squirting like a geyser, and then takes a massive load to the face.
It's almost quitting time at work, and David's mind is starting to wander. There's a busty blonde named Katerina across the office with some incredible cleavage that he just can't take his eyes off of, and he keeps finding himself imagining those big tits. It must be his lucky day, though, because as soon as everyone else leaves the office, Katerina walks up to him and pulls out those luscious titties for him to worship. She gets on her knees and starts to blow him, then he wraps those gorgeous jugs around his dick for a nice titty fuck. Her big titties bounce around as he fucks her, and then he cums in her mouth! But what if it was all just another daydream?
Romi Rain rules over her office with an iron fist. When an employee is caught slacking, she makes an example out of them. But when Danny D complains to management, she's told to make her employees like her or else she'll be fired! The first thing the busty boss tries is an apology, but her employees aren't buying it, so she uses the one tool that never lets her down: her big tits! She whips out those beautiful boobs of hers, shakes them around, and then pulls out Danny's fat cock too. She sucks and fucks that big dick like a real slut to prove once and for all that she's the best kind of team player!
Keiran is super psyched about a new promotion he got at work, but he also got a mysterious invitation to his boss's house that's making him a little nervous. Lucky for Keiran, it turns out that his boss, Lezley Zen, is a busty babe who likes to fuck anyone she promotes into management! She orders him to whip out his big cock, and when she likes what she sees, she starts sucking that dick with passion. Lezley strips down to some black lingerie and garters that show off her gorgeous tan-lined body and then hops up on Keiran's fat cock for a nice hard fucking! Guess that's just one of the perks of management!
Kacey Jordan is a big time CEO with too much stress, not enough time, and one really big mouth. Her masseur Jordan Ash is just trying to do his job and help her to relax, but she keeps snapping at him and it's driving him up the wall! To get a little peace and quiet, he pulls out his fat cock, puts it in her big mouth, and fucks her pretty face! Kacey loves big dicks, so she lets him finger, lick, and fuck her tight little pussy until she cums hard. Maybe after he's blown his load all over her pretty face she'll finally be able to relax a little!
When Johnny Sins's boss, busty blonde babe Alena Croft, called him into her office for a little chat, he was expecting the worst. All the office sluts had been complaining that Johnny hadn't been hitting on them enough, and they were so horny that they all seriously needed some dick! Since Alena knows that Johnny's a little shy, she calls in Summer Brielle to help get his juices flowing. Always ready to be a team player, Johnny worships their big tits, jug fucks them, and then eats their pretty little pussies until they're dripping wet! After that, he fucks both those sexy sluts to prove that he has what it takes to be the office stud!
Busty Latina Jasmine Caro has had a crush on her boss Preston Parker for a while now, but he's always so wrapped up in his work that he never seems to notice her advances! But when she accidentally tears her shirt up while playing with her tight little pussy, she finally figures out a way to get his attention: by waiting for him in his office wearing nothing but a few sticky notes! Preston finally gets the message, and licks her big tits and tasty Latina pussy until she's wet enough to fuck. After he's fucked her all over his office, he blows his load all over her face and tits.
Leigh Darby is Danny D's busty boss, and she's a real hard case. When she fires her assistant for spilling a drink, there's a new job opening at the office, and both Danny and his coworker Chris want the position. Chris shows off his winning attitude and personal qualifications, and just when it seems like he's going to get the job, Danny pulls out his own biggest qualification for any position: his huge cock! She sucks and strokes that massive willie of his while he sucks on her beautiful big tits. Once her pussy is dripping wet, she strips down to nothing but some sexy stockings and garters so she can ride Danny's big dick to a nice load of cum!
Tommy Gunn has been seeing the office slut back in the glory hole room for some time now. But it wasn't until his buddy Marcus asked her out and got rejected that he realized the woman who had been blowing him this whole time was none other than Kagney Linn Karter, the busty blonde who sat behind him every day! The next time he had an appointment in the glory hole room, Marcus went over and confronted her face to face, so he could finally get a chance to suck on those big tits of hers. She sucked and fucked his fat cock, wrapping it up in her pretty lips and amazing big tits before finally taking his whole shaft balls deep in her tight little pussy. Kagney moaned and shook with pleasure as Tommy worked that pretty pink twat and then took a nice big load of cum to the face. Now that's one hell of an office perk!
Alison Tyler has been away from home at a conference, and all the stress is starting to get to her. Ready to unwind for the evening, she orders herself a nice massage, but when Keiran Lee knocks on her door with his oils at the ready, she's more than a little surprised! To alleviate her tensions, Keiran offers her his best massage, the ZZ Special. It starts off with a nice oily rubdown of Alison's big juicy tits and nice round bubble butt, and once she's nice and horny, he starts rubbing her beautiful little pussy. She passionately deepthroats his fat cock, and then Keiran fucks that busty slut until all her stress is nothing but a distant memory!
James Deen and his ex wife Shyla Stylez both work at the same office, and sometimes things get a little tense, particularly now that she's started dating their boss. The whole time they were together, Shyla never once let him fuck her in the ass, so when James overhears the two talking about anal in the office one day, that's the last straw! As soon as the boss leaves, James heads in there, tears the skirt of that juicy booty of hers, and fucks her pretty face. Then, he fucks that busty slut hard and deep in her tight little asshole. Divorce can be nasty business, but it helps when both parties can come--and cum--together!
