The Duncan/Clay Crossover

For the higher tiers monthly story at the end of 2024, we ended up with Duncan and Clay tying for a one-off story, so I decided to do our first character crossover.

When Clay heads to London for a work meeting and Duncan heads there for a conference, they end up staying in the same hotel, but surely they'd never meet . . . right?

For anyone who wants to understand character background and canon, you need to have read The Conservative Teacher Chapter 5 and GYOB Submission Part 5.

I hope you guys enjoy this, and if you do, please give it a heart and comment!

Duncan

When the Headmaster had first told Duncan that he’d like him to attend a conference on English Literature Curriculum, Duncan had been less than enthused at the idea of another conference, but by the time those two days came around, he was more than a little relieved to be leaving the school.

The weeks of tension with Matt were starting to take their toll and Duncan had begun to feel like he was in a constant state of either anger or arousal. He couldn’t cope with it, and he welcomed the escape to London. After all, how bad could it be? He’d arrive on the Wednesday morning, participate in a two-day workshop, followed by a thank you dinner and then he’d head back Friday morning.

The train ride to London early on the Wednesday morning was a little jarring from his usual routine of a quiet coffee in his cottage, an hour or two in the gym and then a nice hot shower before heading into school.

Duncan had been pleasantly surprised when he arrived at the conference to find two friends from university who had also been sent by their respective schools, and they immediately found a table together.

By lunchtime on the Thursday, Duncan was feeling significantly lighter than he had for weeks, and he was actually feeling happy and relaxed. Sure, Matt crept into his brain on a regular basis, but he refused to let him ruin his trip.

“You’re coming to the meal later, right?” Rosie, one of his university friends, asked as they returned to their seats after a coffee break.

Duncan nodded. “Absolutely. I may even treat myself to a glass of wine.”

The three of them laughed and returned to their seats, eagerly awaiting a night of catching up and free food and wine.

Clay

As I stepped under the hot jets of the shower, I couldn’t deny that this trip had come at the right time. Despite my jetlag, I was grateful for the last-minute meeting in London. After all the weirdness with Lewis, I needed an escape and a couple of days in one of my favourite cities felt like the universe’s way of giving me a break.

I’d hoped that I’d be able to tie in the trip with a visit to Paris to see Karl’s mom but apparently, she was in Italy somewhere on a work trip of her own.

There went my chance of sex for the first time in months.

Not that I was convinced that sex with her would do much for me these days. The memories from that damn obstacle course flooded my brain and I tried to ignore my dick as I washed up and left the shower, wrapping a towel around my waist.

I still couldn’t believe that Lewis had fingered my ass whilst I’d jerked off. Despite how insane I knew the whole scenario was with one of my stepson’s friends, I couldn’t deny how incredible it had felt, nor how much I wanted more.

Lewis had told me that he’d send me an outfit for work, and he’d meet me for lunch, but I’d ended up having to fly to London, so instead, he’d come over after I’d finished packing my suitcase, and said he needed to repack it for me. When I’d arrived in London, I discovered that he’d removed all of my bikini briefs and replaced them with either thongs or a pair of silk briefs.

Even as I dried myself off, I knew that I’d be wearing the silk briefs that day. The black silk had felt incredible in my hands, and I couldn’t wait to get them on. They’d be a nice naughty secret under my suit pants during the meetings and when I got back to the hotel, I could play with my hole and jerk my brains out.

As I took in my thick muscular build in the mirror, I was tempted to ignore the briefs and just jerk off there and then, but I didn’t have time, so I yanked on the silk briefs, moaning as the material rubbed against my balls.

“This is going to be an interesting day.”

Duncan

Once the conference had finished, everyone was given directions to a nearby restaurant that had been reserved for conference attendees for the evening.

Thankfully, for Duncan, it was just down the road for his hotel, and he arrived with Rosie and Phil and immediately ordered a glass of wine.

“So, do we have to do anything else now, or can we just get wrecked?” Phil asked with a grin as they toasted their glasses.

“I’m taking the view that without instruction, we can do as we please,” Rosie said.

Duncan had no wish to argue with that approach and gratefully took a sip of his red wine. He had thoroughly enjoyed the conference, mostly because he got to see Rosie and Phil, but with the conference now over, he had to face the idea of returning to the school the following morning, and having to see Matt and his handsome, untrustworthy face.

Sure, Matt had admitted that he wanted him, and that did so many wonderful things to Duncan’s insides, but he just didn’t trust him. Were those feelings real? Or was he trying to set him up again? And then there was Louis to deal with.

“How about we treat this like a proper university night?” Duncan said suddenly. “I’m getting shots.”

Clay

Whether I killed him or thanked him was still open for discussion, but Lewis definitely needed a talking to. My entire day of meetings had been a constant struggle. Every movement made the silk briefs brush against my balls or my dick or my ass and I was fairly certain that the front of them must be soaked with how much my cock had been aching for release.

When the last meeting finished, it was already late, and I politely declined drinks with the excuse of an early flight and some additional work to get done.

But before I left the office, I headed straight for the restroom.

As soon as I’d locked the door behind me, my hands flew to my belt buckle, desperate to get my pants down so I could inspect the state of the damn silk briefs. Unsurprisingly, as my pants dropped to my knees, I was met with the sight of my semi-erect dick pushing against the silk, and a huge sticky wet spot that covered nearly an entire side of the briefs.

“Fuck,” I groaned as I tried to reposition my dick on the other side, my hands immediately sticky with precum.

With my pants back up, I checked the time and saw that it had just gone nine. Not wanting to delay any further, I headed outside and jumped in the first taxi I saw to head back to the hotel.

Duncan

For someone who rarely drank alcohol, Duncan had thoroughly outdone himself.

After arriving at the bar just after six, he’d done more glasses of wine and more shots than he could count. It was just after nine and he could barely string a sentence together.

“We should probably call it a night,” Phil said with a nod of concern in Duncan’s direction. “I think you’ve probably had enough.”

Rosie laughed. “I think he’s right. Let’s get you back to your hotel.”

Duncan wanted to object but he couldn’t think of the right words to use. He had the most wonderful buzz and for the first time in a long time, his mind was quiet.

Rosie and Phil got Duncan outside the restaurant and the cold air immediately smashed through some of his drunken buzz.

“I think I can get back on my own from here,” Duncan chuckled.

Rosie and Phil exchanged another look, but Duncan spotted it and waved them off.

“Honestly, I can get myself down the street to the hotel. You guys head off and we’ll get a date in the diary for dinner when I can see my phone screen.”

They both laughed and said their goodbyes before heading off to catch a train.

Duncan stumbled down the busy London street towards his hotel and fished his phone out of his pocket. Without even thinking about what he was doing, he hit “call” on Matt’s number.

“Hey, you’ve reached Matt. I’m not around at the mo but leave me a message.”

Just hearing Matt’s voice made Duncan’s cock start to harden in the confines of his boxer shorts.

“Matt, it’s Saint Duncan. You remember me, right? The guy you keep fucking around who just wants to suck your cock. Thought you should know that I’m fine. Just fine. I’m heading to my hotel right now and I’m gonna get naked . . . yeah, you heard me . . . naked. I’m gonna get naked and I’m gonna jerk off thinking about what could have happened between us if you weren’t forever lying and screwing around with me. Have a fun night, Mr Owen.”

Duncan ended the call and shoved his phone in his pocket.

“That’ll teach him,” he said as he reached the hotel, ready to head back to room 212 and do exactly what he’d said he’d do.  

Clay

The taxi ride was excruciating. The vibrations for the engine and the never-ending traffic meant that my dick was diamond hard the entire time, and when it pulled up outside the hotel just before ten, I was in such a frenzied state that I wasn’t even sure that I’d make it to my room before I came.

I jammed my finger against the call button for the elevator, holding my bag in front of my crotch so that no one noticed how hard I was inside my suit pants and those ridiculous briefs.

When the elevator doors opened, I did a quick check the make sure there were no cameras and when I was confident that there weren’t, I hit the button for my floor and grabbed my cock through my suit pants.

“Oh fuck,” I hissed through clenched teeth.

I couldn’t help myself as I started to stroke my cock through my pants, but it wasn’t enough. I needed to feel that teasing silk.

Dropping my bag on the floor, I yanked down the zipper on my fly and slid my hand inside, moaning as my hand connected with the damp silk that felt like a second skin on my dick.

It was at that moment that the elevator doors slid open, and I quickly removed my hand and grabbed my bag before heading for my room.

Duncan

As soon as he’d entered his hotel room, Duncan had weakly pushed his door closed before dropping his bag and pulling off his suit jacket. His shirt, tie and shoes quickly followed suit before he wrestled with his belt and stumbled around the room in his boxers as he tried to kick off his trousers.

With his trousers eventually gone, Duncan fell backwards on to the bed and struggled to get his boxers down, his hard cock slapping against his stomach as it cleared his waistband.

“Oh god,” Duncan groaned as he finally took his dick in his hand, the memory of Matt’s hand doing the same as he’d kissed him making Duncan’s toes curl.

He started to jerk his uncut cock at speed, his muscular thighs spread whilst his free hand fondled his heavy balls.

How he wished Matt was there so that he could finally get him naked and have his way with him.

Duncan knew that he wouldn’t last long, but he didn’t care. Whenever he did this thinking about Matt, it was always over too fast.

Clay

As I reached the door of 213, I couldn’t resist undoing my belt and my pants, letting them slide down a little over my silk covered ass.

I knew it was risky, but I was past caring. My hand quickly found my dick again and I dropped my bag on the floor.

What would Lewis think if he knew I was jerking off in the hotel corridor wearing the silk briefs he’d bought me? He’d probably just as horny as I was doing it.

I growled as my dick pushed its way above the waistband, the head glistening with precum.

“Oh fuck,” I moaned as my suit pants dropped to my ankles, my thick furry thighs on show.

I groped my ass with my free hand, the tug of the silk making every muscle in my body tense.

“Ah, yeah,” I panted as I sped up, my wrist twisting every time I got to the head, making my knees tremble.

I was so fucking close that I knew that I was going to cum right there in the hallway, but as my balls tightened up, I heard the sound of the elevator ding.

Panicked, I went to run down the corridor, but I forgot about the suit pants around my ankles and fell against the door for 212 and was shocked and confused to find that I fell straight through it.

As I landed heavily on all fours inside the door, I looked up to see a handsome naked guy with his dick in hand, who gasped as his dick exploded and shot cum all over his chest and stomach.

Without being able to stop myself, my own dick followed suit, and I hissed through my teeth as I began to unload the biggest cum shot all over the carpet of some random guy’s hotel room.

Duncan

It was just as Duncan imagined Matt sucking his dick that his orgasm had smashed into him, but he was stunned that that coincided with his door banging open and an incredibly sexy guy in his forties fell into his room, hard dick on show and trousers around his ankles, looking flushed and just as surprised as Duncan felt.

Duncan was too drunk and too horny to stop the load that burst from his dick, rocked his body, and coated his chest and stomach, so he just stroked himself through it.

But most surprising of all was when Duncan turned to the man in his doorway, and found him also cumming, but all over the floor instead.

When the guy stopped unloading, he quickly jumped to his feet and tucked his thick cock back inside a pair of silky briefs before stumbling around and pulling up his suit trousers.

“I am so sorry,” he said in an American accent. “I didn’t realise this door was open, and I didn’t mean to interrupt . . . I mean I didn’t . . .”

Duncan, the post orgasm high ruined, grabbed the sheets and quickly covered himself, mortified that a random stranger had seen him naked, not to mention blowing his load.

“Please just go!” Duncan said, his voice whimper.

The man looked at the pool of cum on the carpet at his feet. “But I should probably clean up the . . .”

“No need,” Duncan said quickly. “Honestly, please just leave. Let’s just forget this.”

The man hesitated a moment before stepping back into the hall and closing the door.

Duncan lay there, panting for breath, as he heard the door in the room next to his unlock and someone enter and close it.

“Oh god, he’s staying next door,” Duncan whispered.

He wasn’t sure he’d ever recover from such humiliation, and the same could be said of the hunky American next door.