Description: Alexy gets drilled by Drew, who grips his ankles and spreads his ass wide open

Description: Trent has to score a B or higher to be on the lacrosse team. After failing the midterm

Description: Men.com presents Drill My Hole's "Gay Instinct". ohn Magnum interrogates Kirk Cummings Sharon Stone style in this Basic Instinct parody!

Description: Serving in the military has its occupational hazards but onthis particular army base, sex is targeted as the means by which to get ahead! A stiff dick and a willing ass for any size cock weapon will do just fine for the drill sergeant. Yes Sir!! I am ready Sir!!

Description: Hardcore Drill Instructors are having a great time with their cadets. If there's punishment that's in order for them...the drill instructors love it.. Uncut cocks, sucking, fucking, and three ways with muscle bound military men. Cum get a taste of Basic Training! These hunks are gorgeous!

Description: Horny studs drill each other hard

Description: Hardcore Drill Instructors are having a great time with their cadets. If there's punishment that's in order for them...the drill instructors love it.. Uncut cocks, sucking, fucking, and three ways with muscle bound military men. Cum get a taste of Basic Training! These hunks are gorgeous!

Description: Men.com presents Drill My Hole 's "Caged". Leon Knight is hanging around a local den looking for a real man to fuck him, lucky for him Ricky Sinz is looking for someone to fuck.

Description: Men.com presents Drill My Hole's "Diesel's Way". David Chase asks Diesel Washington if Diesel can fuck him rough..... David may not know what he's asked for!

Description: this very first time i m done it hoped u guys like it i know i m have very nice drill is anyone around in new york like to drill there holes do let me know after see video plz leave the comments and i m make more videos for u guys

Description: I discovered I do enjoy dominating and dicking-down big jacked guy like our new buddy, Angelo. I never thought there would be much of a difference when it came down to actual dick-to-ass penetration, but there is! It would seem that BIG ROCK HARD MUSCLE ASS is harder to drill than other butts.

Description: Men.com presents Drill My Hole's "The Butcher". Nacho Vidal (cameo) in his Men.com directorial debut crafts a gritty and dark tale about a man (Adrian Toledo) who walks down the wrong path at night and eventually succumbs his innermost desires. Also starring Manuel Lopez and Goran.

Description: Men.com presents Drill My Hole's "Training the Rosso Twins". The Rosso twins hire Ricky Sinz to coach them in the boxing ring. When the twins fail to take Ricky seriously, he makes them to pay attention in the best way he knows how.

Description: Men.com presents Drill My Hole's "Paintball". What started as fun and games soon turned into a wild display of Rafael Alencar's fury. Leon Knight did not know what he was getting into when he took a shot at Rafael, from behind. Who would expect to join a Paintball game only to end up naked,...

Description: Men.com presents Drill My Hole's "Housepet". Jessie Colter and Trey Turner have a problem with their housepet Trey Turner. It seems that every time things get a little hot between Jessie and Trey, Kyle doesn't want to be left out and interrupts wanting to play too.

Description: Men.com presents Drill My Hole's "Prison Shower". Rafael Alencar may or may not be one of the first people you would want to meet in the showers on your first day in prison, especially if you have a super tight ass like Johnny Rapid does! Johnny just wants to take a hot shower after a stressful...

Description: Men.com presents Drill My Hole 's "Striker". Adam Killian is a hustler, a bona fide pool shark always looking for the next mark. Matt Cole thinks he's easily going to take Adam's money, in fact he's so sure that he's going to beat Adam he's betting money he doesn't have. Adam beats Matt and when...

Description: Men.com presents Drill My Hole's "Furniture Store Robbery". Gavin Waters and Sebastien Keys are looking for some decent used furniture for their new apartment and appear to have found the right place in Ricky Sinz's store. Gavin and Sebastien find something nice and load it up into the truck...

Description: Men.com presents Drill My Hole's "What A Man Wants". Tony Hunter has just moved to Atlanta, unfortunately he hasn't been able to find a real man and all he wants right now is to get fucked and slapped around a bit. Tony does what every cock hungry bottom does in this situation and heads to a...

Description: Men.com presents Drill My Hole's "Impatient Patient". Sebastian Young is in distress, he's now into hour four of having a never-ending, ****** pressure lowering hard-on. Sebastian absolutely panic stricken, heads to a local clinic - he needs to see a doctor now! Jacob Durham is the receptionist...

Description: Men.com presents Drill My Hole 's "A Slip At The Car Wash". Jessie Colter and friends decide to have a little fun on a hot day by setting up a car wash, free for hot guys of course! Trenton Ducati likes what he sees and leaves the car in Jessie's hands, but unfortunately...

Description: Men.com presents Drill My Hole's "Room Service". Ricky Sinz is looking forward to getting his holiday week started, but after a long day of traveling he's just going to take it easy and order up some room service to his hotel room. Waiter Johnny Rapid arrives at Ricky's room, with food in hand he...

Description: Men.com presents Drill My Hole 's "Turning Tables". Phillip is the hot new director in town always looking to push the edge and the models he works with. Today Phillip has hired Krys and Phenix to do an especially physical scene, Phillip wants to see real aggression and let's his models know...

Description: Men.com presents Drill My Hole's "Prison Bitch". Billy Byron was in the wrong place at the wrong time and now he's being escorted in handcuffs to a holding cell. Billy's in a real bad spot that's about to get worse when he meets his new cell mate Ricky Sinz. Ricky is a hard-core criminal visibly...

Description: Men.com presents Drill My Hole 's "Fix My Case Or Else". Alexsander Freitas is raging mad, he just got news that a key piece of evidence is not being accepted in his case which may put him back in jail. Confused and angry Alexsander races over to his lawyer’s office to confront him about this...

Description: Men.com presents Drill My Hole's "My Bitch". Tyler St. James and Dereck Fox are long-time friends, typically working together a few times a week at least but Tyler hasn't been around lately. During todays session Tyler won't stop talking about the club chick he met who is also the reason that he...

Description: Men.com presents Drill My Hole 's "The Other Guy". Trevor Knight comes home to find his boyfriend Tyler Sweet naked and in their bed. Tyler says that he has been waiting for Trevor which seems a little odd considering he came home early, but Trevor quickly forgets about it after he starts...

Description: Wild and Horny Twinks fucking their tight assholes in bedroom