https://www.transhero.com/tags/male-boss/ Wed 03 Jun 2026 11:20:14 +0200 https://www.transhero.com/videos/442394/bossy-babes-office-sex-motivation/
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! ]]> Mon 01 Jun 2026 06:56:56 +0200 https://www.transhero.com/videos/442394/bossy-babes-office-sex-motivation/ https://www.transhero.com/videos/442086/office-drama-tiamarie-bangs-girthmaster-s-huge-dick/
TiaMarie hears around the office that her new boss, Girthmaster, has a HUGE dick! Apparently, his third arm has caused a little drama in the workplace amongst the desperate women who’ve already banged him. Girthmaster just can’t keep it in his pants (it wouldn’t matter anyway; he can’t hide the dickprint in his pants). TiaMarie is skeptical and has to see this with her own eyes and feel with her own pussy what all the commotion is about. ]]> Sat 30 May 2026 07:30:49 +0200 https://www.transhero.com/videos/442086/office-drama-tiamarie-bangs-girthmaster-s-huge-dick/ https://www.transhero.com/videos/449109/unwrapping-santa-s-big-package/
Scott Nails is getting ready for a hectic Christmas. You see, Scott secretly has two wives (younger socialite Violet Myers, and family-focused MILF Cherie Deville) and both are expecting him for the holidays. Today though, he's not fucking either of them. Scott goes to his office holiday party, where he bumps into his on-again off-again tryst, Lily Labeau. Lily knows cheating with a twice-married man is wrong... but Christmas is a time for merriment after all. ]]> Sat 23 May 2026 08:46:42 +0200 https://www.transhero.com/videos/449109/unwrapping-santa-s-big-package/ https://www.transhero.com/videos/446460/office-intrigue-yhivi-vince-and-eddie-s-forbidden-lust/
Yhivi and her husband, Vince Karter, work together and sometimes like to spice up their workday with office sex, and not always with each other. When their new hire, Eddie Jaye, sees Yhivi, he shoots his shot immediately. Yhivi shuts him down, and he goes to Vince for advice, not realizing that he’s her husband. Vince offers the advice, but from there, things get sexually complex between the co-workers. ]]> Thu 14 May 2026 01:01:15 +0200 https://www.transhero.com/videos/446460/office-intrigue-yhivi-vince-and-eddie-s-forbidden-lust/ https://www.transhero.com/videos/121629/office-fun-with-vibrator-boss-and-secretary/
Little Puck has a problem: she's got a vibrator in her pussy at the office, but she misplaced the remote! She asks if her boss, Charles Dera, has seen it, and accidentally cums in front of him. Charles is so intrigued, he tells his sexy secretary, Kitana Montana, to stop sucking him under his desk so he can go after Puck. He checks the bathroom and finds the remote, so he decides to have a little fun! After making Puck cum again in front of her coworkers, he follows her to the bathroom, where she demands the real thing. Her coworkers even get in on the action through a gloryhole while Puck gets fucked in the stall till she's covered in cum! ]]> Mon 16 Mar 2026 04:45:41 +0200 https://www.transhero.com/videos/121629/office-fun-with-vibrator-boss-and-secretary/ https://www.transhero.com/videos/135406/brazzers-blonde-and-redhead-assistants-devoted-to-manuel-ferrara/
Blonde Hayley Davies and redheaded Sinatra Monroe are full service assistants. They are completely dedicated to Manuel Ferrara - no matter the request - in all aspects of life. Work, pleasure, simple tasks, or lifelong planning. Years of dedication have crafted a threesome that is perfectly entwined. There are few boundaries between them, and nothing is off-limits. Except, well, putting pleasure before business! ]]> Sun 15 Mar 2026 08:59:57 +0200 https://www.transhero.com/videos/135406/brazzers-blonde-and-redhead-assistants-devoted-to-manuel-ferrara/ https://www.transhero.com/videos/119442/foreign-exchange-student/
Short-haired stunner Selva Lapiedra is facing discipline at work for cheekily spanking someone’s ass, and so to resolve the issue, the Brazilian beauty does what she does best: she sticks out her big, thong-clad bubble butt and invites her boss (Erik Everhard) to worship it! Next, Selva fills her mouth with Erik’s meaty dick and devours it in a deepthroat blowjob before getting her trimmed pussy fucked in doggy position! Afterwards, the all-natural babe screams in delight as she rides her handsome boss in reverse, her small, perky titties jiggle around with each thrust. Following a sexy side-fuck on the floor, Selva straddles Erik as she kisses her beautiful titties, and then the horny pair enjoy a missionary-style fucking until it’s time for Erik to cum inside her mouth! ]]> Thu 12 Mar 2026 00:06:55 +0200 https://www.transhero.com/videos/119442/foreign-exchange-student/ https://www.transhero.com/videos/343154/hot-weatherman-malik-fucks-boss-bunker-on-air-in-steamy-office-encounter/
Weatherman Malik Delgaty isn't happy when the air conditioning in the studio is busted and his boss, Bunker, just tells him to get to work. The sweaty hunk tries to record his segment, but he just can't take the record-breaking heat and pulls off his clothes! Bunker is mad Malik will get them fined for his on-air nudity, but Malik tells his boss "Suck my dick" ... and Bunker has been waiting for his chance. Malik fucks his boss from behind, then Bunker rides him on his desk chair. The boss bottom cums as the on-air talent fucks him on his desk, then takes a facial. ]]> Mon 09 Mar 2026 19:26:26 +0200 https://www.transhero.com/videos/343154/hot-weatherman-malik-fucks-boss-bunker-on-air-in-steamy-office-encounter/ https://www.transhero.com/videos/187021/reality-kings-big-naturals-boardroom-to-bedroom/
When Juliana Dreams and Ashlyn Peaks catch Mick Blue checking out during the meeting, they get his attention by drawing boobs on the presentation. Then the curvy babes take out their own huge tits and shock Mick by sucking them! The hotties suck his cock, then bring him into a bedroom where they make him watch as they rub their big boobs together and trib. Then it's time for Mick to join in as the business babes use his dick and get fucked! ]]> Mon 02 Mar 2026 15:27:09 +0200 https://www.transhero.com/videos/187021/reality-kings-big-naturals-boardroom-to-bedroom/ https://www.transhero.com/videos/305946/best-of-isis-love/
Isis Love’s favorite things include sucking, fucking and wrapping her beautiful tits around hard cocks. Watch her show off her skills in this fantastic compilation of all Isis’s hottest moments. Get you goon on as she takes you down a perverted memory lane that you can stroke to! ]]> Thu 19 Feb 2026 23:05:26 +0200 https://www.transhero.com/videos/305946/best-of-isis-love/ https://www.transhero.com/videos/174086/crooked-cop-s-risky-alliance-with-crime-boss-unfolds/
After she realizes the rookies aren't going to stop digging, crooked cop Detective Harris (Jennifer White) arranges a clandestine meeting with crime boss Gibbs (Scott Nails) to warn him, but he's not worried about the extra heat kidnapping a cop is going to bring down. Gibbs tells Harris to keep the police's attention focused elsewhere while he gets that last big payout for the two of them to disappear. Harris likes Gibbs nearly as much as she loves money, and soon she's getting her pussy and ass pounded on the hood of her cruiser while the lights flash. Then it's time to put Gibbs' plan into motion... ]]> Mon 16 Feb 2026 22:37:58 +0200 https://www.transhero.com/videos/174086/crooked-cop-s-risky-alliance-with-crime-boss-unfolds/ https://www.transhero.com/videos/236463/too-much-head-by-cici-anders/
It’s Cici Anders' first shift working the bar at the strip club, but she hasn’t mastered the art of pouring the perfect pint. Danny D quickly realizes that Cici’s assets would probably be better put to use up on stage, but not before he gets a private dance to see if she can master those skills. Turns out Cici can really work the pole -Danny’s big dick- leading to some raunchy sex in the VIP room! ]]> Fri 30 Jan 2026 09:12:01 +0200 https://www.transhero.com/videos/236463/too-much-head-by-cici-anders/