GayDemon's Blog: On this page you can find all gay porn posts related to first time gay sex listed in order they where published.
7 Oct 2015
Not long ago, Chandler arrived at Guys In Sweatpants wanting to get his dick sucked. Little did they know he was a total virgin at the time - he'd never slept with anyone at all. Anyway, Lukas Grande joins him for the scene, and takes his raw cock up his cute little ass, bouncing on it and having him slide into him on his side. Chandler literally fucks the cum out of him! Find out what Chandler thought about his first time.
2 Oct 2015
Dillion Anderson returns after his first bareback bottoming video at Guys In Sweatpants, but this time he's doing the topping. In addition, Augustine is a first time bottom on camera and he's a little nervous about it. Dillon gets him nice and loose with his tongue action and then slowly slides his dick bare into Augustine's ready hole. Augustine clutches the sheets as Dillon plows him doggy-style. They change positions and Augustine gets taken from behind on his side until Dillon gives him nice thick load.
19 Sep 2015
Chandler is a 19-year-old, straight lad from Minnesota. He answered an ad to appear on Guys in Sweatpants because the money "was pretty good." But through the interview and initial photoshoot Austin asks him if he can usually cum with a blowjob. Chandler chuckles and says, "I don't know, I haven't really had one." Turns out that he hasn't had one at all ... from anyone -- Chandler is a total virgin. So when Austin asks him what's going through his head Chandler says, "I don't know, just waiting to see what happens I guess."
13 Sep 2015
Neither Thomas nor Jeff have ever had any action on set before. It's their first time and they begin by sucking each other's hard cocks at Straight Fraternity. Thomas then gets his scene partner to lie down on the couch on his front and rubs his stiff dick against a lubed hole. He pushes himself inside and you can see the authenticity of this being his first time on Jeff's face as he enters. He fucks him bareback, then Jeff lies back so Thomas can jack a nice big load out of him.
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21 Apr 2015
Total strangers Augustus and Alex are willing to do anything to get into porn. They arrive on set at Straight Fraternity to find they're paired up for a gay-for-pay duo. Not wanting to turn down the cash they agree to participate, but it looks like the guys actually have fun experimenting! First off the guys trade blowjobs. Augustus gets his cute ass rimmed by Alex, who then slips his dick inside his scene partner and gives him his first ever fucking. They produce two great cumshots by jacking off together to close this really hot scene.
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31 Dec 2014
Brock is an experienced model over at Active Duty, he's straight, but has done enough gay-for-pay scenes to know the ropes, and today he's here to help newbie Dawson cross that invisible gay/straight line. The guys start off side-by-side on the bed and they grope themselves for a bit, then Brock moves his hand over and grasps hold of Dawson's bulge. He moves down and brings Dawson's cock out of his underwear into full view and goes down on it with his mouth.
10 Dec 2014
It's always been a sexual fantasy of mine to be in a gym shower and some hot straight spectacularly gorgeous hunk joins me - he asks me to soap his back - naturally I oblige. He turns around and is sporting a major boner and things just get hotter and hornier from there! Well, it seems someone over at Gay Hoopla have had the same fantasy, as this is the premise for their recent update starring Max Summerfield and Zach Douglas - and I can tell you, it's a raunchy one too - totally got me hooked, right from the get-go!
7 Nov 2014
Brody Lasko is the cute straight newbie over at Broke Straight Boys and this video is gonna be his bottoming debut - yep, it's anal cherry popping time! And the hunky top getting to do the honours is the lucky and sexy Ayden Troy!
16 Jul 2014
Bel Ami Online have a brand new guy joining their ranks ... his name is Adrian Becker and today he's going to be introduced to the joys of bareback sex on camera by the handsome, and very experienced top, Claude Sorel.
Although new to sex on camera, and obviously a little bit intimidated by the whole filming process and the questions posed by Marty during the opening interview ... Adrian is far from shy and quickly settles in and is soon kissing Claude passionately as they lie on the bed next to each other. Once the clothes come off, his uncut cock is sticking straight up and Claude takes that as a sign to go down on it with his experienced mouth! Not content just to suck cock, Claude turns Adrian around and rims the newbies arsehole before plunging his own uncut boner into the twink's virgin hole ... totally condom-free! When he's ready to cum, he pulls out and squirts his sticky cum load all over Adrian's hole ... then rubbing it all around with his still hard cock!
26 Jun 2014
When Byron approached his wife about doing porn it was "no way" if it involved fucking other women, but she was thumbs way up if it Bryon would be sticking his dick in a guy's ass. This 22-year-old married guy has two kids and another on the way and he's got a good job, but he needs some extra cash for all the upcoming expenses -- poor bastard even showed up to this shoot without a coat, that's how bad it is.
Doing porn seemed to be a good way to make some fast cash without having to spend another 15 hours a week away from his family. It's funny how much the world has changed. A few years ago and Byron's wife probably would have freaked out seeing her husband on a gay porn site, and a couple of decades ago they'd probably be heading for divorce court if she found out her husband was fucking guys on the side. But in 2014, Byron's wife happily sends him off to Chaos Men as a second job.
And not only is Bryon having his first sex with a guy, but he's not just sitting back and getting serviced. (He did that already in his second video.) This time around he's doing his first hardcore scene with Glenn, a Chaos Men veteran, and Byron gives head for the first time, fucks Byron's ass, then he rides Glenn and shoots a load with a hard dick up his butt. And somehow is wife is okay with all of that! Like I said, things sure have changed.
22 Nov 2013
Wayne's one of Active Duty's more popular studs, but while he's topped some guys and sucked a little cock, he hasn't gone all the way... until now.
Vic's the one to take Wayne's virginity on camera. Straight boy Vic is willing to let a guy service him, and he's more than willing to do some ass pounding. When Vic slides his rod into Wayne's tight hole, he has to take it easy, but even so, Wayne lets us know getting fucked the first time hurts. But hopefully it hurts so good!
22 Oct 2013
Andrew and Riley are the latest recruits for Active Duty. They both have ripped, muscular bodies, tattoos and are curious about sex with another guy. Andrew has tried before, but bottoming wasn't for him - this time, he goes all the way! It doesn't take long before both their cocks are standing at attention, and after some suck action, Riley tops Andrew but after he decides he can't handle it, Riley decides to bottom for his first time, and takes Andrew's cock like a REAL man!
26 Sep 2013
You may remember Jason, who recently did a solo scene for Active Duty. Well, he's back, only this time he's with Andrew, who's already done a duo. After watching some lesbian porn together, these straight military boys can't wait to get going. Andrew starts sucking Jason's cock, which springs into action. Then Jason tries a little sucking, and that's when Andrew says he's open to try bottoming. That sounds good to Jason, who isn't even done sliding his cock into Andrew's tight hole before Andrew decides this isn't for him, Before Jason knows what's happening, Andrew turns the tables, impaling Jason on his hard dick to take that gay sex virgin's cherry on camera!
13 Sep 2013
Griffin Matthews likes cars and he needs some cash for a new project he wants to start, so while he's nervous about getting boned for the first time, he's enthusiastic about the wad of cash Broke Straight Boys is going to give him. And he looks on the bright side: at least they didn't pair him up with Johnny Forza and his mega dick.
Brandon Beal is 18 years old and he's sporting a comfortable 7-inch cock, a nice size for a guy's first fuck. Brandon has already gotten his ass fucked for Broke Straight Boys so he offers: "It sucks at first. Relax, and it happens. Then you get it over with." So they get down to business, strip out of their clothes and Griffin sucks first and he gets into it, stroking his own stiffy, and even his toes are curling while he's bobbing on his buddy's cock.
After getting some oral, too, Griffin gets down on his hands and knees. Brandon inches his lubed cock inside and barely gets his cock head inside and Griffin shudders and shakes from the shock. But his hole soon loosens up and Brandon is pumping in and out balls deep. And if there's any doubt that he's liking it, look at his dick, it's rock hard. Griffin rolls over and takes more deep fucking on his back, and when he finally blows his load, he almost gives himself a facial. Brandon stands over his freshly-fucked buddy, tells him to open his mouth, and nuts down his throat. "Now swallow," he grunts, and Griffin does.
1 Sep 2013
Kalvin Gold accompanied a buddy of his to Men of Montreal; his friend was doing his first jack-off video. I don't know why guys bring a friend along, I'm not sure if they're afraid they're going to be kidnapped and sold into slavery or what, but bringing a friend along happens more than you think. But after seeing the production studio and that everything was on the level, Kalvin decided that he was interested in stripping and jacking his dick for the cameras.
Men of Montreal had a jam packed schedule and couldn't squeeze another guy in, so they booked Kalvin to come back in two weeks. And this 21-year-old stud was going to try his best to pump out a hotter performance than his buddy. Nothing like a little competition to get the testosterone and cum flowing.
Kalvin is adorably cute with a nice uncut cock. It's not the biggest dick you've ever seen, but it gets hard, has foreskin, and looks like it'd be fun to play with. When asked, Kalvin told Men of Montreal that he hasn't played with another guy "yet." So I guess that means that chances are good we'll be seeing this cutie spraying his load of cum all over another guy. And in his first solo, Kalvin blasted his jizz load all the way up his chest, almost hitting his neck.