A Straight Jock's Hole

Clayton was relishing in the new world he was existing in after getting fingered by his housemate Mo.

Mo had opened up something inside of him - literally his hole, Clayton smirked to himself. But also he felt a lot more open-minded about things now. He felt less inhibited about exploring the new and exciting world of his sexuality.

Maybe I'm a straight guy who likes playing with his hole, or maybe I'm a bit bicurious. Who cares? He thought. It was the first time he had thought about the idea that he may land somewhere on the spectrum of queer sexualities.

He had been hesitant at first, thinking that queerness was something for other people - those who were more comfortable and defined with who they were, who wore their pride on their sleeves. He had always liked women so had never questioned whether there was anything else out there for him, or anything within himself that may have been untapped.

But the session with Mo had clearly unmined a hidden treasure, that had lain dormant like a volcano ready to erupt any moment given the right conditions. And for sure the eruption had been mighty once Mo had pressed his buttons in the right way.

So Clayton had thrown caution to the wind and dove in. At first he had been coy, asking Mo to finger him with subtle hints and suggestions every few days, but soon it became a regular occurrence between the two housemates. They scheduled sessions with each other where Clayton would clean himself out and Mo would lay down some towels, prepare the lube and then finger Clayton's hole, massaging his prostate until his housemate spurted ropes of hot cum onto his stomach, rewarded with a pleasurable orgasm and then cuddle next to each other.

*****

Mo was loving the sessions with Clayton as much as his housemate, being able to have fun with a guy and see him writhing with pleasure was as much a turn on for him as it was getting pleasured himself, but the regular sessions were beginning to make him wonder if Clayton really was straight. He knew many guys who liked playing with their holes, that wasn't the issue. It was more that Clayton's requests for fingering were getting more regular, and he seemed less and less to bring women over to have fun with. Plus curling up with him to cuddle post-coitus was a strange quirk for someone who professed to prefer the fairer sex.

Mo had been happy to let this play out, but a dreaded intrusive thought had crept into his mind: what were they to each other? It wasn't a question he usually thought about when he was fucking guys casually and then moving on to the next person. A casual romancer, he wasn't one for emotional attachment, happy to fuck and go, not letting the hookups become anything more than that.

But now he thought about it more regularly, as if living with the guy he was messing around forced him to face this question. He cursed himself, thinking about the proverb 'Don't shit where you eat' but realising it was now too late for that sentiment. Maybe in all this, he'd been too focussed on how Clayton was discovering something new, that he had failed to notice that something in himself had been developing too. Some hidden feeling for straight ol' Clayton...

He shook his head, putting it out of his mind for the time being.

*****

Clayton's curiosity soon got the better of him. He was enjoying getting fingered regularly by Mo, but he wanted more. He wanted to see if there was anything else he could explore with his hole. So, he looked online at sex toys, finding an endless plethora of dildos, vibrators and other anal toys that came in all shapes and sizes.

What a wonderful diverse world of sex toys he never knew about and remained unexplored to him!

After wracking his brain about what to get, he chose what seemed like a medium-sized, fairly flexible and relatively cheap dildo. He kept it in the shopping cart for what felt like ages, deciding on whether to buy it or not, and checking to make sure the packaging was going to be discreet. He didn't want anyone to know what he was ordering. As much as Mo was open-minded, Clayton wanted it to remain a secret.

He eventually said 'fuck it' and bought the toy. As soon as it arrived, he locked himself in his room and tested it out, making sure to lube up as much as possible.

The first few tries had been awkward and he had been unsure of himself, but he soon got into a rhythm and knew how to get comfortable. The pleasure from the toy hitting his prostate was out of this world. He loved the feeling of being full and getting fucked by something big until he came.

Soon after, he alternated his days between fucking himself with the toy and getting fingered by Mo every few days. He didn't care that he was becoming a horny little bottom. He wanted it all!

*****

Then one day, as the housemates were nude taking part in one of their regular fingering sessions, Clayton was in a particularly randy mood. He was laying on his back on Mo's bed, legs in the air by his head, ass up as Mo had four of his fingers in his hole. He was already blushing and writhing with pleasure.

A question slipped out of Clayton's mouth before he was able to process whether he should voice it or not.

'Will you fuck me?' he begged.

Mo had to double-take, not believing what he had heard. Due to all of the loud moaning, maybe he had misheard his housemate.

'What did you say?' he asked.

Clayton took some time to reply. As if reconsidering his request the second time. But, he caved and spoke again, this time in a smaller voice, but more definite: 'Please, will you fuck me?'

Mo had heard right, and he was sure what his housemate was asking this time.

'Are you sure?' Mo wanted to make sure it was what Clayton actually wanted. 'This is a big step.' This would change everything. Fingering was one thing, fucking was taking it to somewhere completely different.

'Yes,' Clayton whispered, blushing. 'I want to go all the way.'

'Alright,' Mo withdrew his fingers from his housemate's hole. His heart was beating. 'I've wanted to do this for a long time,' he smirked, allowing himself to be honest with Clayton. If Clayton was going to talk about his deepest desires, he might as well speak on his own wishes too.

'Really?' Clayton asked as Mo lubed up his hole.

'Of course, seeing you walk around in your underwear all the time. You don't know how much I've fantasied about fucking that straight hole of yours. But, I wanted to be respectful,' Mo admitted.

'Wow,' Clayton was dumbfounded. 'And now we're here, doing this.'

'Wow indeed,' Mo smiled, pushing some lube inside Clayton so he was ready to take his cock.

'Ughh, I want you inside me, and...'

'And?'

'Well... you don't need to be respectful when you fuck me. I want it hard,' Clayton was a mixture of horny and coy, wanting to tell Mo his deepest urges, but not wanting to scare him off.

'Fuck, that's got me so hard,' Mo shook his head, grabbing his erection and slapping it off Clayton's butt.

'Alright, I can't wait any longer,' Mo positioned himself in front of Clayton's ass. He stroked the head of cock by Clayton's hole, pressing into it.

Clayton could feel the pressure. The cock was so hard.

'Ready?'

'Yeah,' Clayton whispered. He couldn't believe this was going to happen. He was going to bottom for a guy.

Mo pressed inside, pushing the head of his cock into Clayton's hole. The rectum was slick from the lube, and it had already loosened up from the fingering beforehand.

'Ah, ah, go slow,' Clayton panicked and tightened up, feeling a bit of pain.

'It's alright, just breathe. You've taken my fingers, this is just a bit bigger,' Mo gave a slight fib. In fact his cock was a lot more wide in girth than his fingers.

Clayton inhaled and exhaled, allowing himself to calm down. He'd taken Mo's fingers many times, and he used the dildo on his hole too. But already Mo's cock felt much bigger.

'Ok?'

'Mmm hmmm,' Clayton nodded.

Mo continued, moving again inside Clayton. The head was enveloped by Clayton's hole. He moaned seeing the cock head disappear. He slowly pushed in further. 'Fuck, that's so hot,' Mo said, his brows furrowed in pleasure.

Clayton moaned, feeling the wide cock enter him, pressing against the walls of his hole, stretching him out. He breathed in and out, making sure not to panic. He felt the pain, but knew it would soon pass light the other times he had taken the fingers or dildo.

Mo moved further in, seeing his shaft disappear inch by inch. He looked from the hole up to Clayton's face, which was twisted in pain and pleasure. A shocked expression of experiencing new sensations before. He had to admit, his straight housemate looked so damn cute as he was fucking him. He wanted to give him a big, wet kiss right now

'You doing ok?'

Clayton just moaned and nodded in reply. He was concentrating deeply on the cock in his hole. He felt every inch of the long shaft moving inside him. He looked down to his hole and saw with surprise that Mo had bottomed out, his dick had disappeared inside him all the way to the balls. With a delight of pleasure, his own cock jumped, becoming hard. He couldn't believe he had a whole guy's cock inside him, let alone Mo's fat, long dick.

'Oh, fuck,' he whimpered as the cock pressed against his prostate.

Mo smiled at the achievement. 'You took it all, man. Well done,' he patted Clayton on the chest. 'I'm going to pull out and pull back in again, but just relax and breathe,' Mo told him as he did so, slowly sliding out and then plowing back in again.

Clayton was red in the face at the pressure, but did as Mo told him, breathing through the slight pain.

Mo watched as his housemate took his dick. He pulled out all the way to his cock head, the hole becoming loose, and then pressed right back in again, sliding his dick in all the way to the balls so he felt his stomach too Clayton's. 'So fucking hot,' he said. He could feel his cock head hitting the prostate.

Clayton took it like a champ, the pain slowly turning to pleasure as he let go - let go of his inhibitions, of his worries, of his tight muscles - until his whole body relaxed and loosened up so his hole was even more open than before. The contracted hole welcomed the big cock that entered it and Clayton could feel waves of pleasure from the walls of his rectum and from the prostate.

'Oh fuck, Mo, that feels amazing,' he whimpered, reaching up to grasp Mo's large muscular arms and chest.

'You like that?' Mo smiled, loving the transformation in his housemate from straight man in pain taking his dick to open-minded bottom in blissful pleasure, loving the hard cock that was fucking his hole.

'I love it,' Clayton's eyes half closed as he tossed his head, his body moving up and down the bed as Mo moved into a steady rhythm of fucking him.

Mo gradually picked up the pace, going deeper and more rapid in his thrusts. He had remembered Clayton's wishes for a hard fuck. The movements grew in intensity as he tested just how far he could push his housemate.

He had to admit, Clayton's hole was one of the best he'd ever fucked. Maybe it was was because he'd never been fucked before, or maybe it was becasue he gribbed his dick with his hole. Whatever it was, he loved being inside him and feeling the insides of his hole caressing his shaft.

He thrust even faster, wanting to feel more of the hole.

Clayton did something unexpected. He reached up his hands and wrapped it around the back of Mo's neck and held his head there, right in front of him. Gazing up, he relished in the pleasure of taking his housemate's big dick and moaned a simple, 'Oh, Mo.'

And that was enough to set Mo off. The cuteness of his housemate moaning his name while he took his dick deep inside him was such a turn-on that he pushed him over the edge and he felt the orgasm deep within him.

'I'm cumming,' he shouted, feeling the cum flow down his shaft as he thrust one last time, shooting the cum deep inside Clayton's hole.

He gripped Clayton's legs, needing something to hold onto and the pleasure reached its peak and he fired ropes of cum in housemate. He groaned in orgasmic pleasure as he emptied his balls.

Clayton felt the cum inside him as the pressure of Mo's hard erection hit his prostate, sending waves of pleasure through him. He was driven wild by Mo being in him and also cumming inside him. It pushed in over the edge too, and his hard cock started spurting cum over his stomach. He moaned as his legs shaked from the pure bliss of the orgasm traveling from his anus to his cock and then all over his body.

The two men collapsed onto the bed, completely spent and out of breath. They had never felt orgasms so intense before. It took them a few minutes to recover.

'That was so fucking hot,' Mo look over at Clayton.

Clayton opened his eyes and returned the look. 'Yeah, I loved it. Never felt anything like that,' he said, feeling a bit of cum dripping out of his hole and onto the towel on the bed. 'You came in me.'

'Hope that was ok?' Mo asked, suddenly worried.

'No, it's so hot, something of you still being inside me after you pulled out. I love that,' Clayton said, smiling.

Mo looked at him in wonder. 'That was really sweet,' he thought.

He didn't know if it was just the post-coitus high or the romantic words Clayton was speaking, but before he could think about it he heard himself ask: 'So... what are we to each other?'

It was so unlike him to speak with candor on his feelings, not really being the emotional type, but the question had been on his mind, and the whole situation seemed like it begged the question.

Clayton looked away, suddenly becoming evasive, not wanting to tackle the topic. 'Ummm... I dunno, just friends messing about, I guess,' he shrugged, acting nonchalant.

'Fuck,' Mo thought, wide-eyed, not getting the answer he'd thought. Everything had seemed like it had been leading up to something, something more than just sex, than casual fuck sessions, than two mates messing about. He'd for once in his life let himself be vulnerable and speak on his feelings, thinking that they'd become more than friends, only to be rejected. Now he wished he hadn't asked the question at all.

'Why?' Clayton asked, pulling him out of his thoughts.

'No reason, that was what I was thinking too,' Mo lied, getting up and strolling towards the bathroom to clean up.

'Thanks for the session,' Clayton said.

'Sure thing,' Mo called over his shoulder as he continued to walk away. But he wasn't sure about anything anymore. It was all messy, and his thoughts were in chaos.