Dared to take a risk

By Carl Hollamby

Published on Oct 19, 2020

Gay

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For all intents and purposes Carl was a pretty average gay guy. He was a 22 year old who worked a 9 to 5 office job, having recently graduated from university. He wasn't the most outgoing kind of person and usually enjoyed spending his time playing video games and hanging out with his close friends. What most people didn't know though is that despite being a generally quiet and shy guy, Carl had always had an exhibitionist streak in him. He loved getting his dick out in public or risky places where he might get caught, even more so if he knew he was likely to have an audience.

Carl lived in a house with 3 other guys who were all straight. He'd moved into the house on a whim after graduating university because he didn't want to have to move back to his hometown and live with his parents again. One of the guys Carl lived with, Billy, was his best friend from childhood. The two had always been inseparable growing and though coming out to Billy when they were teenagers was one of the hardest things he'd had to do, their friendship had only grown that much stronger afterward.

The other two guys in the house were Larry and Tom. Carl didn't know them before moving into the house but they were both pretty cool and the four of them all seemed to get along fairly well.

One Friday night, after a particularly stressful week at work Carl found himself alone in his room and feeling desperately horny, having not had much opportunity to jack off during the week. Knowing the other guys in the house had all gone to bed Carl stripped off all his clothes, sat in his own bedroom with his favourite porn playing on his phone and started playing with his dick. It didn't take long for Carl to grow to his full length, but as he had been waiting all week for the chance to have this wank he knew he didn't want it be over too quickly. Since he was feeling particularly horny Carl decided to log on to a cam site and try and find other guys to chat and wank with. He switched on his cam and saw his naked body and hard dick pop up on the screen. He always got a little thrill from seeing his own naked reflection and hard cock staring back at him like that.

He began scrolling through the various guys until he landed on one who struck up a conversation with him.

'Hi, how's your evening going?'

Carl looked at the screen. The other guy did not have his cam switched on so Carl had no clue what he looked like but he wasn't so concerned about that. After all, he was more interested in showing off than anything else.

'I'm good thanks, yourself?'

'Not too bad. Just enjoying the view of that nice dick of yours. You feeling horny?'

Carl replied 'Yeah, been looking forward to this wank all week'

'Stand up, let me see the full view of you'

Carl propped his phone up on his desk and stood up, showing off his hairy chest and legs to the stranger and turning around to give a nice view of his ass too.

'Looking good mate' the stranger typed. 'You enjoy showing off like this?'

'Yeah man, I get a real thrill from it. Honestly love even more when I get the chance to show off someone risky where I might be caught. Makes my dick hard like nothing else does' Carl waved his boner at the cam to emphasise the point.

'Oh really? That's interesting. You live alone?'

'Nah, I live with three straight guys, but I'm pretty sure they're all asleep right now' 'So what if I dared you to go and jack off in your living room right now, where one of them might catch you? Is that the kind of risk that turns you on?'

Carl almost didn't need to say anything in response, his dick visibly throbbed at the thought of jacking off where one of his straight house mates might walk in and see him. He knew it was a risk but he just got too turned on by having this guy dare him to do something so naughty.

'Fuck yes man, that's a hot idea. Should I go down here naked or am I allowed to put clothes on in case I need to cover up quickly?'

'You said you like taking risks so I dare you to go down there naked' the stranger typed.

Secretly this was the response Carl had been hoping for. He knew it was crazy but when he was this turned on the thought of doing things he would never normally do otherwise was just so hot. The fact that this stranger was egging him on and watching the whole thing just heightened the situation even more.

Carl picked up his phone and walked towards his bedroom door. He opened it as quietly as he could and peered out into the hallway. It was dark and there was no sign that any of his house mates might be awake. Carl tiptoed down the corridor, phone still in hand and slowly descended the stairs, his hard dick leading the way. He opened the door to the living room and turned the light on then sat down on the sofa and propped his phone up on the table in front of him so the stranger could see exactly what he was doing.

'Nice view. How's it feel to be jacking off in your living room?' the stranger asked.

'So fucking horny' Carl replied and then began rapidly jerking his cock with his left hand whilst playing with his balls with his right hand.

The conversation fell silent as Carl focussed on his dick and the pleasure it was bringing to him. Though he wished he could see the stranger looking back at him it was still enough for Carl that he had this person watching him jerk off on cam. He could feel the cum start building in his balls and knew that if he kept up this pace it wouldn't be long before he'd be shooting spunk all over his chest.

Carl let a moan escape from his lips and picked up the pace of his stroking even more. He was in a frenzy now, too focussed on his impending orgasm to be fully aware of his surroundings. With one last exhale Carl's body convulsed and he began shooting his load, high up into the air.

'What the fuck dude?!'

Carl immediately jumped up, shocked out of his horny state by the sound of Billy stood in the doorway to the living room.

'Oh shit' Carl exclaimed, whilst quickly grabbing his phone with one hand and trying to cover his dick with the other. Despite his best attempts though it was still obvious what had happened and cum continued to leak out of his dick even as he desperately tried to hide it from Billy.

'I guess living together means it was only a matter of time until one of us caught the other jerking off but I didn't think it would happen like this' Billy smirked, seeming to somewhat enjoy Carl's discomfort.

'I'm sorry man, I thought you were all asleep. I didn't think you'd just walk in on me like that.' Carl stammered, feeling his cheeks burning red as Billy's eyes roamed all over his naked, cum soaked body.

'I just came down to get a drink from the kitchen when I saw the light on in the living room. I guess you were so into it that you didn't hear me.'

'Yeah, I guess not.' Carl didn't know what else to say. In all their years of friendship he and Billy had only seen each other naked a couple of times when getting changed in a locker room and though they made the typical kind of jokes and comments with each other about wanking, they had certainly never seen one another doing it before. Carl could feel the cum on his stomach start to dry as the silence lingered in the air.

'You better go clean up' Billy finally said. 'Don't want the other guys coming down here and catching you too, right?'

Billy flashed a cheeky grin and Carl found himself surprised at how much his best friend was clearly enjoying his humiliation.

'Please don't tell them about this man' Carl pleaded, getting up from the sofa and heading towards the stairs.

'I promise not to tell them. For now at least. Now get to bed you filthy wanker' said Billy with a wink.

Carl raced up the stairs to his bedroom and closed the door behind him. He finally exhaled flopped down on his bed. He realised that despite having shot his load, his dick was still hard. Carl realised that even in spite of his embarrassment, that being caught by his straight best mate had actually been a huge turn on. He quickly laid down on his bed and stroked his cock once more, this time needing no more than a minute before he was shooting his second load of the night, the image of Billy standing in the living room doorway pictured in his mind as he came. Carl reached down and grabbed his boxers up off the floor, attempting to use them to wipe up the cum that coated his stomach and his pubes. He could hear Billy filling up a glass of water in the kitchen and then heading up the stairs to his bedroom in the attic of the house.

Carl looked at his phone and realised that the stranger he had been talking to online was still there and had presumably watched the whole thing.

'Holy shit dude. Did you see him catch me?'

'That was incredible man. The look on your face when you turned round and saw him standing there was fucking priceless!'

'I can't believe how horny it was to be caught fully naked and jacking off like that. And by my best mate of all people.'

'I definitely wanna see you put on more shows like that dude. I can so tell how much you get off on being a filthy little wanker showing off in places where you shouldn't.'

'You're not wrong about that man. Maybe we can keep messaging after today and you can give me some more dares in the future.'

'Oh you bet man. We are gonna have some fun together.'

'I gotta go now but message me when you have more dares for me.'

'Will do. Goodnight dude'

With that Carl logged off and rolled over, drifting off to sleep to all the thoughts of the dares this stranger might make him do.


Upstairs in the attic bedroom Billy's phone screen went dark. He hadn't been able to believe his luck when earlier on that evening he had stumbled across his best mate on this cam site. And not just his best mate, but his best mate naked and fully hard! Carl and Billy had always been close, especially since Carl came out, and the two lads always had banter with each other. Despite this though Billy had never gotten a proper look at Carl's dick and now here it was in front of him on his screen in all it's glory. Billy was mostly straight but always had some curiosity where his best mate was concerned.

Finding out that Carl liked showing off and wanking in naughty places took Billy by surprise, but he couldn't be happier to hear it. He saw an opportunity and decided he couldn't pass it up. The two were always giving each other silly dares like mooning passing cars, sniffing each other's stinky feet, lighting their farts etc. so Billy wanted to see if he could use that to take advantage of Carl.

After daring Carl to go and jack off in the living room, fully naked, Billy knew it was his opportunity. He snuck downstairs on the pretence of getting a drink from the kitchen. A small seed of doubt creeped into his mind but upon seeing the light on in the living room all doubt was gone and Billy knew he was gonna go for it. His timing was perfect and he found himself standing in the doorway just as the first load escaped from Carl's impressively sized cock.

After sending Carl on his way back to his bedroom Billy was so turned on by everything that he had just seen. He felt his dick growing inside his pants and figured that before he got some water from the kitchen that he might just take the opportunity to relieve his own horniness. Unzipping his trousers and quickly pulling his pants down to his ankles Billy sat down in the same spot on the sofa that Carl had just been and furiously started to stroke his cock. The feeling of absolute horniness from seeing his best friend caught and humiliated in his private moment was too much and Billy was rapidly shooting cum high up into the air and onto his chest. He was so horny that the first shot even hit the side of his face.

Not wanting to suffer that same fate as Carl by getting caught, Billy quickly pulled his trousers and pants back up, wiped the cum off his cheek, grabbed his glass of water and headed up to his bedroom.

He got back to his phone just in time to see Carl lying on his bed covered in what he could swear was even more fresh cum.

'That filthy bastard must've just had another wank after I caught him' Billy thought to himself.

He quickly picked up the conversation, not wanting to miss his chance to keep this going. Billy was so happy when Carl agreed that he should keep on giving him dares. Knowing that he would be able to continue watching his best mate show off, and do so without him even realising who it was that was watching him made Billy smile to himself.

'I'm gonna have so much fun' Billy said quietly to himself, before finally drifting of to sleep, excited about what tomorrow would bring.

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