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First Time

Jamie Sanders discusses his "First Time" ...

Jamie Sanders discusses his "First Time" in this incredible new scene. lovely boy's Jasper Robinson and Jamie Sanders are cuddling on the couch when 1 thing leads to anotherSmooth. twink Jamie Sanders can't wait to get on his knees and worship Jasper's
01:43
126082 views 2016-02-15

100% Twinks Derrick Porter and Sencer Kev...

100% Twinks Derrick Porter and Sencer Keve have just met for the first time and now they are ready to go at it like a couple of gay bunnies in heat. Sencer may be twink, but he's a boyfriend who knows how to please, licking Derrick's nipples and working h
05:15
40049 views 2016-10-22

This pizza dude is carrying around a big ...

This pizza dude is carrying around a big pepperoni, but little did he know the enormous spicy sausage he was about to get! Watch as this pizza dude goes bottom for the first time to take a little extra meat!
03:03
18289 views 2014-12-01

Ace and Blake are hanging out for the fir...

Ace and Blake are hanging out for the first time when things get interesting. These boys have a hot sexual chemistry that bounces off the screen. Passion heats up when the boys make out and Ace grinds his growing bulge into Knightly's. The eager redhead c
05:17
8924 views 2014-10-27

Kyle Ross tells the story about his first...

Kyle Ross tells the story about his first time fucking a bf who happened to be his straight buddy. During a sleepover, Kyle slips his hand down to Tanner Sharp's schlong. When Kyle notices his friend's growing bulge he moves things to the next level and p
06:10
6259 views 2014-06-14

First time gay sex with sweet straights l...

First time gay sex with sweet straights lover in this sex tape !
02:00
4009 views 2014-04-07

Woody Fox is the latest top only major po...

Woody Fox is the latest top only major porn star to get fucked on film for the first time! Paul Walker takes it slow with deep, sensual thrusts deep into Woody's virgin hole.
01:33
3943 views 2014-07-24

Derrick Porter sits with our camera crew ...

Derrick Porter sits with our camera crew and recalls his first time. Dare we say, he was in the ninth grade. This boy's sexual appetite was raging as were his young teen hormones. "We were just watching straight porn and before you knew it". Derrick tel
01:18
3693 views 2014-04-30

Smooth, sweet twink Jordan Thomas discuss...

Smooth, sweet twink Jordan Thomas discusses and reenacts his first time in this extremely hot new bare scene. Jordan and jizz slut Jamie Sanders are both studying when one thing leads to another and Jordan is swallowing Jamie's rock hard bf pole. Jamie
03:16
3596 views 2014-09-04

Dallas tells a sincere story about his fi...

Dallas tells a sincere story about his first time with an mature dude, what going through his mind and what sensations the blondie teen was having during this hot, passionate experience. Aiden drills this Grindr's connected booty and teenie Dallas submiss
03:10
3544 views 2019-08-27

Topher Di Maggio is one of the hottest to...

Topher Di Maggio is one of the hottest tops in gay porn history. Watch him get fucked in the ass for the first time in the latest scene from MEN.COM's new site, TopToBottom.com. Topher is such an insatiable top that he also fucks the stud who takes his vi
00:32
3492 views 2016-05-29

Top only porn star Charlie Harding is fin...

Top only porn star Charlie Harding is finally getting fucked in the ass on camera! Hunky Colby Jansen puts his dick deep inside Charlie's tight ass in a classic new scene from MEN.COM's TopToBottom.com!
00:44
3215 views 2015-01-26

Jessie Montgomery talks about his first t...

Jessie Montgomery talks about his first time. When daddy is away the horny young boys will play. Aiden Summers makes Jessie's first time memorable with his thick schlong, hard body and unprotected BF mounting. Jessie gets nailed deep, hard and bare by mus
02:41
2929 views 2015-07-25

Keine Sorgen didn't get enough of Max Car...

Keine Sorgen didn't get enough of Max Carter the first time around during his live show, so he interrupts the ripped blonde's workout with intent to get screwed. The muscle man is more than pleased with his visitor and happily loses his shorts for a good
04:47
2908 views 2015-04-17

Blond hottie Scotty Clarke discusses his ...

Blond hottie Scotty Clarke discusses his first time, and recreates all the amazing experience with hot twink Anderson Lovell. The 2 boys go back to Anderson's apartment after a tape and the real fun starts. After a hot and steamy make out session Anders
01:52
2629 views 2014-03-27

Rod Daily dishes to Mike De Marko that he...

Rod Daily dishes to Mike De Marko that he's been having really hot IM conversations with a girl he found online. Funny thing, Mike met someone really dirty the same way. At a convenient moment when the rest of the office is out for lunch it is discovered
01:30
2557 views 2014-08-24

Little Tommy twink had never been with an...

Little Tommy twink had never been with another lover before, but after offering to pay him some enormous bucks, he agreed to spread fat his wings and his ass to try some hardcore first time gay sex. This first timer took to chugging dong and getting reame
03:00
2370 views 2014-08-25

As suggested by the title, Johnny Rapid i...

As suggested by the title, Johnny Rapid is a naive young man looking for advice from an older friend. Billy Santoro is there to help especially when helping involves fucking a tight young ass!
01:01
2279 views 2016-08-31

Luke Allen remembers his first time with ...

Luke Allen remembers his first time with a bf and Aiden Summers helps him recreate the excitement of the moment with his huge rod. Luke hungrily blows his first cock then Aiden pops his tight and tender young cherry. LIke recalls the pleasure, but mo
03:03
2278 views 2015-11-20

Straight guy tries gay sex and lick dick ...

Straight guy tries gay sex and lick dick for first time !
02:00
2256 views 2014-11-06

This is the teaser trailer for the upcomi...

This is the teaser trailer for the upcoming scene: Top to Bottom Part 3
00:37
2251 views 2014-05-03

3 Frat Boys Experiencing Anal Pleasures F...

3 Frat Boys Experiencing Anal Pleasures For The First Time
02:00
2199 views 2016-09-13

Blond bf next door Nicholas Reed talks ab...

Blond bf next door Nicholas Reed talks about his first time and reenacts the giant event with the adorable teenie Ian Levine. The two boys start with some kissing after their soccer game but then Ian just can not resist blowing on Nicholas' long smooth ma
03:36
2190 views 2016-08-14

Most boys learn the first time after a di...

Most boys learn the first time after a discipline session from Jeff Sterne. Unfortunately for Mikey Woods, he was called in for another hard lesson. Not only is Mikey subjected to relentless hand swats and leather paddle lashes, but he is stuffed with Ste
02:42
2186 views 2014-09-19

Chase teenie reenacts Levi Madison's firs...

Chase teenie reenacts Levi Madison's first time with his hung stepbrother. The brothers are playing with each others cocks and the next thing you know Levi is blowing his fat Italian sausage. The brothers slurp each others juicy hard rods and hormones sta
02:43
2181 views 2017-10-27

A candid scene with Joshua Parker and Cha...

A candid scene with Joshua Parker and Chase young meeting for the first time and answering some 'probing' questions from our cameraman. Turns out they get it on better than they get along when Chase's butt is introduced to Chase's chunky dick.
02:54
2168 views 2014-06-12

Max Carter remembers his first time when ...

Max Carter remembers his first time when he was in high school. This blond bombshell recalls picking up the stud "everyone knew was gay" in school for more than dressing advice. After he joins his newly found gay pal, the two get into swallowing and soon
01:14
2164 views 2015-06-14

Get to know hot new Helix teenie Seth And...

Get to know hot new Helix teenie Seth Andrews as he discusses his first time having sex and recreates the cherry popping event with wholesome beauty Aiden Summers. Seth starts off on his first gay adventure by giving Aiden road head but the real fun begin
02:41
2120 views 2018-10-13

No! It's not their first time! These stud...

No! It's not their first time! These studs rocks their ass!
02:00
2087 views 2014-03-27

The handsome and sincere Evan Parker talk...

The handsome and sincere Evan Parker talks about his first time with a lover. Watch the sensual sucking and lust filled fucking that follows. Starring: Evan Parker, Max Carter
02:41
2051 views 2014-08-03

Leo and Dion are 2 straight males who had...

Leo and Dion are 2 straight males who had never met before we offered these rookie men huge time pay to have some massive time gay sex! These two gay first timers were a little unsure of themselves at first, but once the gigantic, hard dicks were out of t
03:03
2051 views 2015-05-26

Max Carter bottoms for the first time on ...

Max Carter bottoms for the first time on screen, and it just happens to be a humongous 1. Swapping saliva in the kitchen, Max pulls out Eric's chunky dick and knows just what he's in for. He gets stripped and sucked by Blaine before Eric's bone penetrates
02:43
2042 views 2015-09-06

2 twinks cuddle up on the couch for the f...

2 twinks cuddle up on the couch for the first time on camera
02:00
2042 views 2017-02-25

MEN.COM's popular series where well known...

MEN.COM's popular series where well known top only performers get fucked adds Colby Jansen to the list of hot guys who've gone before him. Tommy Defendi pounds Colby hard with his huge 9" cock!
00:50
2028 views 2015-01-06

Christian Collins takes a walk down memor...

Christian Collins takes a walk down memory lane. real life memory lane and gets personal with his first time. "I feel like I knew what I was doing but I had no idea". This hard bodied young tells the most intimate details of his first encounter with a g
01:35
2013 views 2015-10-09

Tanner Sharp talks about his first time w...

Tanner Sharp talks about his first time with his "best friend" in the whole world. Sharp chats of his "obsession" and how this night was different with the particularly charming friend. one hand job leads to another and before you know it the 2 are poundi
02:42
1962 views 2014-12-29

Tony Paradise built his porn reputation o...

Tony Paradise built his porn reputation on being a macho "top only" performer. Top to Bottom (Part 1) goes to show that it takes a real man to "take it like a man". For the first time ever, Tony bends over and takes a hard dick (all the way) in his butc
01:00
1953 views 2015-03-15

Jose and Micky are rock hard and fully at...

Jose and Micky are rock hard and fully at attention for this military-themed thumping, as first timer Mickey gets his first taste of meaty penis from hung Jose Manuel in this His First Gay Sex scene that has these fellas being the best that they can be!
03:02
1951 views 2015-07-08

Southern bf, Chase twink talks about his ...

Southern bf, Chase twink talks about his first time with his bud that took place outdoors after throwing around a ball. Tanner Sharp is his teen sex partner and proves to be a hot and memorable fuck. Down on all fours Tanner sticks his butt out and Chase
03:33
1944 views 2019-05-06

New MEN.COM exclusive model Jack Radley g...

New MEN.COM exclusive model Jack Radley gets caught jerkign off to Colby Jansens smutty magazines. Jack has never been with a guy before, but Colby uses the situation to get his dick in Jack's tight hole!
01:01
1928 views 2015-03-09

First time that twink get fuck on sex tap...

First time that twink get fuck on sex tape by that tatooed Dilf
02:00
1927 views 2014-03-27

Tall euro twink rubs himself on camera fo...

Tall euro twink rubs himself on camera for the first time
02:00
1908 views 2016-05-04

Leon's girl has been cheating on him with...

Leon's girl has been cheating on him with his best friend. He forgets about his gf quickly as Manny plows through his forest of jungle thickets, and down the canal of his Amazon for the first time.
03:00
1893 views 2014-10-06

Connor and Bradley indulge in some oral s...

Connor and Bradley indulge in some oral satisfaction before 1 of these boys takes a cock up the ass for the first time. Who is it going to be and are they going to be a convert to the rod?
05:01
1886 views 2014-08-13

Smooth twinks play for the camera for the...

Smooth twinks play for the camera for their first times ever
02:00
1882 views 2015-05-07

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02:00
1866 views 2014-04-04

Although it is his first time in the stud...

Although it is his first time in the studio, Kodi is no shrinking violet. Watch as he takes his cock in 1 hand, all the while, flirting with the camera!
02:31
1861 views 2017-01-14

Deer in the headlights doesn't even come ...

Deer in the headlights doesn't even come close to the confusion on these two lads faces when asked why they're here. Why, they're here so make some money, and we're here to watch their first time gay experience! Tune in here if you want to watch this hot
03:00
1859 views 2014-03-27

Ross introduces Liam into the wonderful w...

Ross introduces Liam into the wonderful world of handjobs. See how well Liam does at wanking another dude off for the first time! To see if he loves Ross' ministrations, watch for yourself!
02:31
1837 views 2014-10-01

Mikky and Tommy were a little strapped fo...

Mikky and Tommy were a little strapped for coin so we asked them if they would be willing to try some hardcore gay anal in exchange for some serious cash. They balked at first, but as the saying goes, money talks and these first time gay men lick rod!
03:03
1832 views 2014-10-11

Helix Exclusive and boisterous new boy Ja...

Helix Exclusive and boisterous new boy Jacob Dixon goes Live at the Studio to show off his impressive twink penis for the first time. Watch the University of Maryland student charm his way through audience questions while rubbing off all 9-inches of his f
01:03
1827 views 2014-03-27

Gay rookie Luke came to us with his fanta...

Gay rookie Luke came to us with his fantasy of being plowed by his favorite hung man porn star, so we obliged him by bringing over Parker and his massive schlong hammer to break in this gay first timer with some hardcore homo behind pounding!
03:01
1815 views 2017-01-12

Brandon Bangs gets his booty screwed on c...

Brandon Bangs gets his booty screwed on cam for the first time
02:02
1804 views 2015-10-27

Bubble behind young experiences his first...

Bubble behind young experiences his first time filming porn
02:00
1798 views 2014-08-31

two beautifull straight males try gay sex...

two beautifull straight males try gay sex for the first time
02:00
1796 views 2014-11-10

Rex has a thing for talking straight stud...

Rex has a thing for talking straight studs into trying out gay sex for the first time. Today his target is Alex, a college student and recent transplant from New York. Using his personal training expertise, Rex sets the hook. From there, his salesmanship
03:02
1778 views 2015-10-25

Being his first time in front of the came...

Being his first time in front of the camera, adorable red head teenie, Alan is a little nervous. Fortunately, Kain has a little more experience and is more than willing to show him the ropes. First he makes the lovely, freckled newcomer feel comfortable b
02:34
1762 views 2015-06-29

charming twink get his ass pounded raw fo...

charming twink get his ass pounded raw for the first time
02:00
1759 views 2014-07-14

MEN.COM's acclaimed porn drama reaches it...

MEN.COM's acclaimed porn drama reaches its conclusion when the chemistry between Paddy O'Brian & Paul Walker becomes too intense to ignore. Paul is fucked for the first time by real life best friend Paddy O'Brian!
01:10
1753 views 2015-06-15

Bisexual males' first time 3some with a p...

Bisexual males' first time 3some with a pretty lady
02:00
1750 views 2014-06-13

Bleach-blonde young and his lover do porn...

Bleach-blonde young and his lover do porn for the first time
02:00
1749 views 2015-10-30

Colby Keller's favorite sex toy is the ti...

Colby Keller's favorite sex toy is the time machine that so far made it possible for him get his rocks off in the future and in the 1950's. Colby is looking for the ultimate experience so he decided to travel back to the Roman era to experience a hot org
01:08
1724 views 2016-03-13

First time 3some with a chick for two gay...

First time 3some with a chick for two gays men
02:00
1719 views 2016-07-23

two boyfriends fuck on film for the first...

two boyfriends fuck on film for the first time
02:00
1710 views 2015-08-16

In this update Robert jerks off his massi...

In this update Robert jerks off his massive dick the first time he comes to Broke Straight Boys
02:31
1707 views 2015-04-03

sweet black lover Gets hammered In The bo...

sweet black lover Gets hammered In The booty For The First Time!
02:00
1705 views 2016-09-18

Today, Mitch and Kodi go at it. The boys ...

Today, Mitch and Kodi go at it. The boys trade oral skills before 1 of them gets sexed for the first time. Is Mitch or Kodi one of the most aggressive tops BSB has ever seen? Watch this extra hot update and find out for yourself!
02:31
1701 views 2014-03-27

This tape is Paul Canon's first time ever...

This tape is Paul Canon's first time ever having a lover fuck him in the butt. The dude who will own Paul's cherry is Brandon Beal (always good to see him back in our studio).
02:31
1696 views 2015-08-09

Jacob is a quiet achiever with lots to of...

Jacob is a quiet achiever with lots to offer in this extra hot solo exhibition. Watch as Jacob does a little self pleasuring while in the presence of a camera for the first time!
05:01
1694 views 2014-10-23

two gays include a pretty broad in threes...

two gays include a pretty broad in threesome for the first time
02:00
1693 views 2015-11-23

Hot lover loves some rod with a charming ...

Hot lover loves some rod with a charming dragon bf in here !
02:00
1690 views 2014-04-28

Although it is his first time in the stud...

Although it is his first time in the studio, Kodi is no shrinking violet. Watch as he takes his penis in one hand, all the while, flirting with the camera!
02:31
1690 views 2017-08-28

Uh oh, somebody has gotten in trouble wit...

Uh oh, somebody has gotten in trouble with the law and his punishment is some hardcore first time gay sex. After being probed with a monstrous nightstick, it was time for the offender to get into a all-male cock-sucking fudge packing threesome of guy-gasm
03:00
1683 views 2014-04-28

Liam Corolla mounts his first man, lucky ...

Liam Corolla mounts his first man, lucky Kodi. What else does Liam do for the first time? Will Liam decide boys are just as much fun as whores? Watch and decide for yourself!
05:00
1683 views 2014-11-02

Toned teen filmed for the first time taki...

Toned teen filmed for the first time taking it up the ass
02:00
1682 views 2014-04-20

Twinks experiencing masturbation & anal f...

Twinks experiencing masturbation & anal fun four the first time
02:00
1673 views 2015-10-26

First time straight lover masturbating fo...

First time straight lover masturbating for money in this movie
02:00
1671 views 2014-06-13

Connor tastes dick for the first time, he...

Connor tastes dick for the first time, helped along by Darren's instructions. See how he does at shooting practice and decide for yourself if Connor will be back for more?
02:31
1667 views 2014-07-27

Hot guy masturbating on couch and cum all...

Hot guy masturbating on couch and cum all over himself !
02:00
1666 views 2014-04-06

Ayden and Skyler are here to lick off eac...

Ayden and Skyler are here to lick off each other for the first time.
05:01
1666 views 2016-08-10

Kevin shows off his gigantic stiff dong f...

Kevin shows off his gigantic stiff dong for the camera, jerking himself to a cumming on sex tape for the first time!
03:00
1659 views 2015-11-14

Cliff is a blast from the past that has a...

Cliff is a blast from the past that has a schlong so massive, that even the usually super confident Chad is nervous about tackling it. Does Cliffs schlong prove to be too much for Chad? Watch as Chad gags for the first time on a meat!
02:31
1650 views 2014-11-12

horny frat boys have hot sex on camera fo...

horny frat boys have hot sex on camera for the first time
02:00
1650 views 2015-12-20

Connor tastes rod for the first time, hel...

Connor tastes rod for the first time, helped along by Darren's instructions. See how he does at shooting practice and decide for yourself if Connor will be back for more?
05:00
1648 views 2014-06-30

Ross introduces Liam into the wonderful w...

Ross introduces Liam into the wonderful world of handjobs. See how well Liam does at wanking another guy off for the first time! To see if he likes Ross' ministrations, watch for yourself!
02:31
1643 views 2015-03-13

lovely horny teen strokes his horny dick ...

lovely horny teen strokes his horny dick for the first time
02:00
1641 views 2014-07-27

This wasn't Mark's first gay shoot, but i...

This wasn't Mark's first gay shoot, but it was the first time that this teenie was going to take it at both ends from dicks this huge! We may have thrown some extra money at him to take the double-dicking, but when you watch the scene you can tell he woul
03:00
1629 views 2018-05-10

Cliff is a blast from the past that has a...

Cliff is a blast from the past that has a rod so monstrous, that even the usually super confident Chad is nervous about tackling it. Does Cliffs rod prove to be too much for Chad? Watch as Chad gags for the first time on a dick!
02:31
1622 views 2015-09-26

Anthony and Denver meet for the first tim...

Anthony and Denver meet for the first time. Denver gives Anthony the type of fuck only a good bottom boy can appreciate.
02:31
1622 views 2015-11-25

Word of mouth says that our attractive ce...

Word of mouth says that our attractive centerfold makes a monstrous bang, but only with his sluts. To be sure we tempt this big dude with a tight man twat to bang. spunk and find out how large an explosion our glitter honey gets out of this first time fai
03:00
1622 views 2016-09-07

Nice looking latino fuck his old friend f...

Nice looking latino fuck his old friend for the first time
02:00
1619 views 2016-02-05

Uncut young ejaculates a load of cum on t...

Uncut young ejaculates a load of cum on tape for the first time
02:00
1618 views 2015-11-05

Anthony teams up for the first time with ...

Anthony teams up for the first time with new found friend Darrian and encounters 20 years cougar Latino bottom Danillo on his way to a fashion modeling class. Danillo is single and soon gets His First big dick!
03:01
1617 views 2016-04-09

Jesse's girl doesn't give him blowjobs an...

Jesse's girl doesn't give him blowjobs anymore so when Dylan started telling the story about the first time he got a oral sex from another man it got Jesse's blood pumping down south. He tried to resist Dylans offers to 'help out' but he couldn't res
03:01
1614 views 2016-10-22

When we bring new models like Adrian Rive...

When we bring new models like Adrian Rivers and Shawn Allen to the Studio for the first time we like to prepare a screen test to make sure we are only serving our Members "top quality" Helix. These 2 smooth boys put their young cock and warm teen grav
00:41
1604 views 2016-06-06

Kiko and Dominik are a couple of struggli...

Kiko and Dominik are a couple of struggling DJ's who are about to turn more than just tables. With the offer of some serious cash to have first time gay sex right then and there, these gay virgins waste no time in getting their chunky schlongs into each o
03:00
1593 views 2014-11-09

Lorenzo is selling newspaper subscription...

Lorenzo is selling newspaper subscriptions door to door, but the only thing Johnny wants to subscribe to is Lorenzo's backdoor! It's his first time to saddle up to the one eyed pony, but Johnny doesn't have a pony. He's got a stallion! Spread it wide Lore
03:00
1585 views 2014-09-08

Ross introduces Liam into the wonderful w...

Ross introduces Liam into the wonderful world of handjobs. See how well Liam does at wanking another man off for the first time! To see if he enjoys Ross' ministrations, watch for yourself!
05:00
1584 views 2016-05-02

Connor tastes dick for the first time, he...

Connor tastes dick for the first time, helped along by Darren's instructions. See how he does at shooting practice and decide for yourself if Connor will be back for more?
02:31
1583 views 2015-12-24

Colin and Seth trade oral skills before C...

Colin and Seth trade oral skills before Colin does something for the first time. Find out what Colin gave Seth as a parting gift!
05:00
1581 views 2015-12-27