CocksureMen

There are 544 posts for CocksureMen, the oldest from November 11, 2008.

Cocksure Men: Massage 101

Massage 101 at Cocksure Men
Kevin is turning into Cocksure Men’s resident sex dummy. He was John Magnum’s star pupil in “Bottoming 101” and now he’s enrolled in “Massage 101” hosted by Tyler Saint. Kevin lays down on the massage table and Tyler begins working on his smooth back, explaining everything he’s doing along the way. His hands meander down and find their way to Kevin’s bubble butt, and then further on down to his toned legs. So far, everything’s been pretty professional, but Tyler can’t resist Kevin’s tight hole any longer and he dives in for a taste. Tyler regains his composure and Kevin flips over. He goes back to work on Kevin’s chiseled chest, arms, legs and feet before once again giving into temptation and wrapping his mouth around Kevin’s hard-on. Now it’s time for Kevin to show that it’s not just his cock that’s been at attention through the whole lesson. Tyler lays down and Kevin works his way through the routine, pouring over Tyler’s meaty muscles. He does a fine job but quickly cuts to the end of the lesson, sucking Tyler’s massive dick. After that Kevin decides to improvise. He has Tyler flip onto his stomach and begins to fuck Tyler’s sweet hole. This kid is a prodigy! The for final exam Kevin sits on Tyler’s face and explodes onto Tyler’s chest. This causes Tyler to pop mere seconds later.

29 Mar 10 By redmonkey 3 Comments

Cocksure Men: Tristan Jaxx and Conner Habib

Tristan Jaxx and Conner Habib at Cocksure Men
Damn, this ended up being a hot photo shoot featuring hairy hunks Tristan Jaxx and Conner Habib is going fantastic. Both guys look great in their cowboy hats, and so do the photos. The shoot wraps up and the guys are told to grab a shower. They have other plans, and start to grab each others dicks instead. We just keep the cameras rolling and let the guys have their fun. Tristan Jaxx deep throats Conner down to his balls leaving Conner speechless. By the time the guys are done eating ass, the condoms and lube arrive and Tristan is more than ready to spread for Conner’s thick, uncut cock. Conner drills Tristan’s beautiful butt all over the place… on a fence, on the ground and on a hay bale. Both guys unleash truly amazing cum shots. Dang, this one just made our day.

25 Mar 10 By redmonkey 1 Comment

Cocksure Men: Gay Coach 4

Gay Coach 4 Bo Dean and Eli Hunter at Cocksure Men
Bo Dean’s earning quite the reputation as ‘the Gay Coach’ and all his students want a piece of the action. Bo offers Eli Hunter a fighting chance to get back on the team. Eli takes advantage of the opportunity and really showcases his talents. Impressed, Bo lets Eli know he’s earned his spot back on the roster. That’s not enough for Eli however. He let’s Bo know what he really wants: Bo’s cock inside him! Young Eli has Bo’s thick dick rock hard in moments. After eating some ass, Eli is ready for that ram-rod deep inside him. He hops on Bo’s cock and tries to prove to Bo he’s his best student yet. After getting his ass reamed out Eli shoots a huge load and Bo responds by giving Eli a mouthful of his warm cum.

22 Mar 10 By redmonkey 8 Comments

Cocksure Men: Fucking on the Job

Fucking on the Job at Cocksure Men
In these tough times, Cocksure Men decided to help a couple of their models out by offering them a job to paint the studio for some extra cash. They couldn’t even get one damn corner of the room taped off before Nick has his cock out! Boys will be boys, we guess. At least they hired one professional painter, Carlo, who just shakes his head and does his best to ignore them. If Vinnie and Nick put 5% of the energy they use to suck cock and eat ass, the room would practically paint itself. Nick, as always, is a beast in bed. Vinnie’s thick cock has him writhing around in pure ecstasy. If fact, the action gets so hot that now Carlo isn’t even working anymore! Well, the room may not get painted, but Nick certainly does. First Vinnie splatters his back and ass, then Nick pops onto his stomach, and finally Carlo sprays all over his furry chest. Break time is over boys, back to work!

07 Mar 10 By redmonkey 1 Comment

Cocksure Men: Bottoming 101

Professor John Magnum teaches Bottoming 101
Have you ever wanted to be a porn star?
Have you ever wanted to know just how the guys learn to perform and make it seem so effortless and hot? Join Professor John Magnum as he grabs the unsuspecting intern Kevin for “Bottoming 101,” an authoritative “How To” for anyone who wants to learn how to take a pounding from the professor.
Starting with a single finger and working through a series of progressively larger toys, Kevin gets his ass penetrated and stretched until it’s ready for “the real thing.” Once Professor Magnum thinks Kevin is ready, he shucks his pants and lets Kevin have it like only an experienced professional can. From the expressions on Kevin’s face it’s clear that he appreciates the quality of service he’s ‘receiving’. While riding John, Kevin cannot hold back any longer and he cums a HUGE load all over John’s chest. Exhausted, Kevin retreats back to work and John cranks out a load of his own.

01 Mar 10 By redmonkey 4 Comments

Cocksure Men: Chad Manning Solo with Toy

Chad Manning and his Toy
Chad Manning has been on our site a number of times before (as Brad), always to our members delight. He’s back and looking better than ever. Sporting a beard and mohawk, Chad is in the best shape of his career. His tone and tanned body glistens with sweat has he works his huge cock. As a bonus, he also works his tight hole with a monster green dildo. Pumping his ass with one hand, and pumping his cock with the other, Chad convulses wildly in an intense orgasm. Chad, you’re welcome back anytime!

27 Feb 10 By redmonkey 2 Comments

Cocksure Men: Coby Mitchell and Damian Rios

Coby and Damian are engaged on Cocksure Men
Get out your safety glasses and beakers, cause the chemistry between Colby Mitchell and Damian Ross is volatile! They were recently engaged and want to show you that real life couples do it better. Cocksure Men’s new director, Jasun Mark, has these fiances start out by telling us the story of how they met and got together. Just watching these guys kiss and undress each other is enough to scorch your screen. Words can’t begin the describe the intensity once our hotties take it a bit further. Sexy? Yes. Passionate? Yes! Unbefuckinglievable?…YES!

24 Feb 10 By redmonkey Write a comment!

Cocksure Men: Kevin Lane

Kevin at Cocksure Men
“WTF!? How did he do that?” That’s what you’re going to be saying after watching red head Kevin do some crazy Cirque de Soleil shit. Now that he’s done showing off his gymnast moves, it’s time to see bedroom moves. Kevin slowly strips, teasing you before revealing his powerful physique. He’s quite an impressive specimen. That ass and cock of his are impressive too. Kevin works through his bedroom routine perfectly and nails the ending, leaving him drenched in his warm cum.

17 Feb 10 By redmonkey 3 Comments

Cocksure Men: Boyfriends

Boyfriends Dean Phoenix and Tucker Scott at Cocksure Men
Boyfriends Dean Phoenix and Tucker Scott let you in for a peek at what normally happens behind closed doors. The foreplay is passionate and playful, with both guys taking their time pouring over each others’ hot bodies. Tucker is a masterful cock-sucker and gets Dean’s cock throbbing hard and ready to fuck. Our furry bottom jumps on top and bounces up and down on Dean’s swollen dick. He soon finds himself on his back, on his side…whatever Dean wants Tucker is more than happy to give him. So happy in fact he shoots a load all over Dean’s stomach and chest. Dean follows suit unleashing a gusher of his own. Not a bad way to end your day.

15 Feb 10 By redmonkey 4 Comments

Cocksure Men: Bo Dean & Kelly Taylor

Bo Dean & Kelly Taylor at Cocksure Men
Kelly Taylor is the latest bottom we have for superstar top Bo Dean. Don’t let Kelly’s innocent schoolboy appearance fool you. He’s done this before a time or two and takes Bo’s massive member down his throat and in his tight hole with ease. Bo does not take it easy on Kelly, and Kelly wouldn’t have it any other way. The feeling of Bo’s big dick in his ass sends Kelly into orgasm while still bobbing up and down on his cock. Bo pulls out and jerks a load out onto Kelly’s smooth skin and both men collapse into each other’s arms.

12 Feb 10 By redmonkey 5 Comments

Cocksure Men: Gay Coach 3

Gay Coach 3 at Cocksure Men
Kyler Wes and Jake Steel’s workout session becomes a cock sucking session. The two young jocks are having plenty of fun on their own when they’re caught—literally—with their pants down by coach Jason Adonis. Instead of reporting them, Coach Adonis wants a piece of the action and jumps in. The three athletes get down to some hot action right there in the gym and before long, the coach has shown both younger men how it’s done. Both students get fucked by the coach but it’s the blue-eyed Kyler who ends up wearing the coach’s load on his tight abs.

04 Feb 10 By redmonkey 3 Comments

Cocksure Men: Tyler Saint & Shane Frost

Tyler & Shane at Cocksure Men
It’s a hot, lazy summer day. Tyler Saint and Shane Frost are spending their afternoon hiding away in a private place, spending some quality time kissing in the shade. Tyler is just the kind of older hunk that Shane likes… big and muscular, strong and forceful but still passionate and gentle. Picking up the younger man and carrying him to a more comfortable place, Tyler sets Shane down and gets to work on his tight young ass and gives him a rim job that has him ready to get fucked by Tyler’s massive dick. Shane blows his load all over Tyler’s muscular chest and then sits his just-fucked hole down on Tyler’s face while Tyler blows a load of his own.

01 Feb 10 By redmonkey 4 Comments

Cocksure Men: Tyler & Zach have some FleshJack fun

Tyler and Zach play with FleshJacks at Cocksure Men
Tyler is just hanging out watching some porn when his good buddy Zach drops in with some Fleshjacks. Tyler takes the ‘mouth’ and Zach grabs the ‘ass’. They get right to it and each guys slips their cock deep inside their toy. Both guys concur, the Fleshjacks feel amazing. After lending each other a helping hand and finding a variety of ways to fuck their new toys, the hunks bust a nut onto their own hard stomachs.

29 Jan 10 By redmonkey 2 Comments

Cocksure Men: Hard Trainer

Hard Trainer at Cocksure Men
John Magnum is really pushing Colby hard at the gym. One look at John and the results of his intense workout are obvious, so Colby grits his teeth and punches out set after set. With every rep, the testosterone level gets higher and higher, and both men start to sport erections beneath their gym shorts. Seeing this, John decides Colby’s legs have had enough, and it’s time his cock had a workout. He swallows Colby’s thick dick and then spins around and sits on Colby’s face. Colby buries his tongue deep inside John’s ass before the muscled studs move into some hot 69 action. Colby raises his ass up, and John slides his monster in his hole. This was not the workout Colby had in mind when he signed up John to be his trainer, but he is definitely not complaining. John fucks the cum out of Colby, and then splatters Colby’s beard with his own. This workout isn’t over yet though. John immediately orders Colby to grad the dumbbells to bang out another set of lunges. Now that’s a hard trainer!

23 Jan 10 By redmonkey 3 Comments

Cocksure Men: Lance and Riley

Lance and Riley at Cocksure Men
Jump in the Cocksure time-machine with us. We’re traveling back to Lance Bennett’s early days, before he became the stud we’ve cum to love. Riley Owens is on hand and eager to fuck Lance’s tight little hole. After many attempts and about 100 OMG’s—Riley’s pink torpedo fails to hit it’s target. Lance’s hole is safe for now. Cocksure Men keeps the camera’s rolling and watch the guys suck and jerk each other to a juicy, cum-filled ending.

21 Jan 10 By redmonkey 1 Comment