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Pillow Talk: Part 5

Pillow Talk: Part 5

The salacious rumors floating around the office are threatening to destroy the budding romance between new employee, Connor Maguire, and Jessie Colter. In the finale of Pillow Talk, Connor shows up unexpectedly at Jessie

Categories: American, Riding, On The Sofa, Missionary, DoggyStyle, Cum Jerking Off, Cum Getting Fucked, Jocks, Large Dick, Muscular, Cut, Trimmed, Fucking, Brown Hair, Pornstar, Anal


Models: Connor Maguire, Jessie Colter


Site: My Gay Boss

Added: 2014-03-21



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Pillow Talk: Part 5 5


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Pillow Talk: Part 4

Pillow Talk: Part 4

In part four of Pillow Talk, Jacob Durham feigns interest in buying Connor Maguire

Categories: Other Location, Fuck Standing Up, Missionary, DoggyStyle, Cum Jerking Off, Cum Getting Fucked, Ass Play, Jocks, Large Dick, Muscular, Cut, Trimmed, Fucking, Brown Hair, Rimming, Kissing, Facial, Pornstar, Anal


Models: Connor Maguire, Jacob Durham


Site: My Gay Boss

Added: 2014-03-11



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Pillow Talk: Part 4 2
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Pillow Talk: Part 3

Pillow Talk: Part 3

While working late with Jacob Durham, Ray Han gets Lance

Categories: Other Location, Fuck Standing Up, Missionary, Licking & Biting, Flip Flop, DoggyStyle, Cum Jerking Off, Cum Getting Fucked, Ass Play, Jocks, Uncut, Muscular, Trimmed, Fucking, Rimming, Kissing, Pornstar, Anal


Models: Jacob Durham, Ray Han


Site: My Gay Boss

Added: 2014-03-01



Pillow Talk: Part 3 1
Pillow Talk: Part 3 2
Pillow Talk: Part 3 3
Pillow Talk: Part 3 4
Pillow Talk: Part 3 5


Pillow Talk: Part 2

Pillow Talk: Part 2

In part two of Pillow Talk, Lance Luciano and his assistant Ray Han leave a few stains on the hotel sheets during a business trip. Lance tongues Ray

Categories: Riding, In The Bedroom, Foreskin Play, DoggyStyle, Cum Jerking Off, Jocks, Large Dick, Uncut, Muscular, Trimmed, Fucking, Latino, Black Hair, Rimming, Kissing, Pornstar, Anal


Models: Ray Han, Lance Luciano


Site: My Gay Boss

Added: 2014-02-19



Pillow Talk: Part 2 1
Pillow Talk: Part 2 2
Pillow Talk: Part 2 3
Pillow Talk: Part 2 4
Pillow Talk: Part 2 5


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Pillow Talk: Part 1

Pillow Talk: Part 1

The employees of Sir Velvet Press spend as much time spreading gossip as they do publishing and Jessie Colter knows this all too well. He reminds his boss, Lance Luciano, to keep his mouth shut about their little tryst and insists this is the last time they're fucking. He doesn't want any office gossip spoiling his budding romance with the new guy, Connor Maguire. Lance promises to keep his lips sealed and also makes sure their last fuck is a good one. Jessie hungrily sucks down Lance

Categories: American, Riding, Missionary, In The Bedroom, Hard Fuck, DoggyStyle, Cum Jerking Off, Cum Getting Fucked, Jocks, Large Dick, Uncut, Muscular, Trimmed, Fucking, Brown Hair, Deep Throat, Rimming, Kissing, Pornstar, Anal


Models: Lance Luciano, Jessie Colter


Site: My Gay Boss

Added: 2014-02-09



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Sharing Cock With The Boss

Sharing Cock With The Boss

Dominic might be a little pissed at his lover and employee Christopher, but that's soon forgotten when a morning fuck is on offer! The guys share their hard dicks in a mutual sucking, but soon Dominic is slamming that hole! Things switch though, and Christopher gets that hot muscled ass for his meat to ram before fucking the cum out of his lover and tasting the mess!

Categories: American, Passionate Fuck, Missionary, Love Fuck, In The Bedroom, Flip Flop, DoggyStyle, Cum Jerking Off, Cum Getting Fucked, Ball Play, Cum Eating, Ass Play, Jocks, Short Hair, Large Dick, Uncut, Muscular, Cut, Trimmed, Fucking, Brown Hair, Blond Hair, Deep Throat, Rimming, Kissing, Masturbation, Pornstar, Anal


Models: Christopher Daniels, Dominic Pacifico


Site: My Gay Boss

Added: 2013-09-04



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The Boss Gets Some Muscle Ass

The Boss Gets Some Muscle...

He should be working, but gorgeous blond hunk Christopher has taken a break to deal with the solid cock in his pants. Of course, when his boss Casey interrupts him the big man can't resist the inches on offer and soon gobbles that big dick for his assistant! He wants more than that though, and Christopher is more than willing to assist by offering up his ass for an amazing fuck!

Categories: American, Huge Load, Fuck Standing Up, Riding, Passionate Fuck, Missionary, In The Bedroom, DoggyStyle, Cum Jerking Off, Cum Eating, Ass Play, Jocks, Short Hair, Average Dick, Large Dick, Shaved Head, Muscular, Cut, Trimmed, Fucking, Brown Hair, Blond Hair, Deep Throat, Rimming, Kissing, Masturbation, Anal


Models: Christopher Daniels, Casey Williams


Site: My Gay Boss

Added: 2013-07-31



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David Likes His Men Manly!

David Likes His Men Manly!

Joe is a real man, and David definitely gets off on that. As soon as he makes a move Joe is all over the dude, with both hauling out their dicks and sucking each other off! Of course, real men can take a fucking in the ass, and Joe loves the feel of that big dick inside him, riding it with his own massive cock rock hard the whole time! Check out the hot loads he gets all over him, and the tasty cum eating ending too!

Categories: American, Other Location, Huge Load, Fuck Standing Up, Riding, Passionate Fuck, Missionary, DoggyStyle, Cum Jerking Off, Cum Getting Fucked, Cum Being Jerked Off, Cum Eating, Ass Play, Jocks, Short Hair, Large Dick, Shaved Head, Muscular, Cut, Trimmed, Fucking, Brown Hair, Deep Throat, Rimming, Kissing, Masturbation, Hairy, Anal


Models: Joe Parker, David Chase


Site: My Gay Boss

Added: 2013-05-29



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Colleague Butt Banging!

Colleague Butt Banging!

Brian and Shay know what they want, and they want each other! After a day at the office, Brian is need of some daddy dick, and Shay has a juicy cock to give him. The daddies kick it off with some real horny cock sucking, with Brian deep throating those fat inches, then it's time for the anal as he bends over and gets a mean and hard from Shay all over the bedroom!

Categories: American, Fuck Standing Up, Passionate Fuck, In The Bedroom, Hard Fuck, DoggyStyle, Cum Jerking Off, Daddies, Large Dick, Shaved Head, Muscular, Cut, Trimmed, Fucking, Brown Hair, Deep Throat, Masturbation, Hairy, Anal


Models: Brian Davilla, Shay Michaels


Site: My Gay Boss

Added: 2013-04-24



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Duncan Gets Fucked In The Office

Duncan Gets Fucked In The...

While everyone else is out to lunch, Duncan and Jason enjoy their own special afternoon tradition! Jason's hard cock and swinging balls are quickly out for Duncan to suck on, and the hunky top is more than willing to give the same while licking out the boys hole and preparing it for his dick. Duncan gets a great fuck on the desk, and on the floor too before being splashed with both loads!

Categories: American, Other Location, Passionate Fuck, Missionary, DoggyStyle, Cum Jerking Off, Cum Getting Fucked, Ass Play, Young Men, Jocks, Short Hair, Average Dick, Muscular, Cut, Trimmed, Fucking, Brown Hair, Deep Throat, Rimming, Kissing, Masturbation, Anal


Models: Duncan Black, Jason Sparks


Site: My Gay Boss

Added: 2013-03-20



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