Cuck Holiday – Chapter 1
Note: This story partly follows on from my two earlier nifty stories: lads-holiday and work-holiday. Hope you guys enjoy. Let me know what you think at studfish23@yahoo.co.uk or on my twitter @realsub_bristol
So quite a few years have passed since I got back from the work trip out to Ascension Island, where, for two weeks I had been controlled and trained by a succession of military guys on the island. I had taken more dick in those weeks than the rest of my life beforehand combined, and eventually they had turned me over to my work colleague, Toby, to use however he pleased when we got home.
All through that plane trip back I'd been wondering what would await me on the other side. I knew he didn't have a girlfriend, and he'd already dumped loads in both my holes, and also had a lot of pictures and videos of me that he could hold over me. I was going to have no choice but to serve how he wanted. I wanted to serve him though, I wanted to be his helpless obedient bitch.
Once we got back home though and back to the normality of life, things weren't quite like on the island any more. His inhibitions returned a bit. He never told me to come round to his, like I'd kind of imagined he would. There was one evening at work a couple of weeks after the trip when we were alone in the office, and he told me to follow him to the toilet and fucked my throat in a cubicle, but that was it. Nothing after that. Six months after the trip he got another job and we lost touch.
After I realised nothing more was going to happen with Toby, I had returned to dating, hoping I'd find another dom guy who was the perfect match. But my profile descriptions were always too timid and whenever I did come across very dom guys, they always seemed way too aggressive, like they were playing up to a fantasy, rather than just genuinely dominant men. I could never find the right balance. So inevitably I dated a lot of top guys, who were nice guys and fucked me well, but never lasting more than a few months because ultimately they were never the dom I needed.
And all that led me to here. Same Ste, but now 32. I have a boyfriend, Harry, who's 34, and we've been going about a year now, which is one of the longer term of my relationships so far. In fairness, I'd worked hard at the gym to look like a good muscle sub, and when I met Harry, at the gym, he was this tall, handsome guy, bigger build than me, and as I later discovered, he had a big dick and was insanely sexual. Not super dom, but he could turn it on sometimes and he was always mega horny to fuck. Day to day, we're constantly checking out guys together, anywhere we go, and seeing him getting turned on by other guys always means he's going to fuck me harder later, thinking about them. After six months together, we started trying threesomes. Often they were fun, but usually guys were more into one of us than the other so it never felt like an ideal solution. Obviously, it didn't stop us trying though.
Right now we were sitting in the airport ready for our flight out to the Canary Islands. This holiday was much needed. Work had been heavy and Harry had really pushed for this trip. He really wanted sun and relaxation, and we'd talked about having some hot sex and maybe trying some more threesomes. I tend to like more of a mix of culture and food and nice walks on holidays, along with the relaxation and sex, but he promised me we could do all that stuff too out there. So here we were ready to fly out to Gran Canaria. We'd somehow managed to book a huge place, with a big lounge, two bedrooms, sea views. I actually couldn't wait.
In the end, our plane was half an hour late, but otherwise the journey all went to plan. We arrived in Gran Canaria early afternoon, and got a taxi across to the flat that would be our home for the next 10 days. After the last few weeks this did feel like paradise. Hot sun on our faces, glistening blue sea, so many shirtless guys to distract us as we drove across the island, and then getting there to this immaculate flat. As soon as we got in, we did a quick once around the place and soaked in the amazing views, then knocked the air con on, dumped our bags and collapsed on the bed. I think I was asleep in minutes.
I probably woke from the nap half an hour later and Harry was already on grindr and scrolling through an impressive array of defined and bronzed torsos. Over his shoulder I could see he was chatting with a 21 year old student, also on holiday here from the UK. The picture he sent over of his sweet ass in a jockstrap was insane. Felt like I'd never seen such a round ass. I slide my hand underneath the sheets and quickly found how much Harry was into his pictures.
"Have you seen this ass?"
I nodded.
"Sounds like he's horny as well. What do you reckon?"
I shrugged. We had talked about playing with other guys while we were over here, but I maybe wasn't expecting it in the first hour of us arriving.
"I know" he said, seeming to detect my hesitance. "We only just got here".
I raised an eyebrow, waiting for the `but'.
"That ass is insane though. I know you're a bottom, but you must wanna see that in real life as much as I do?"
"Maybe not quite as much as you do... but sure" I said, smiling at him. His sex drive was going to be wild this week, I could tell already.
They chatted a bit longer but I could see Harry increasingly frustrated as he got one word answers and eventually no answers from the guy.
In the meantime another guy had started chatting with him though. He was 27, pretty slim but confident-looking in his photos. When Harry flicked through the photos and saw his ass, he audibly exhaled. It was a picture in a bath, full of bubbles and just his back and these two ridiculous peach shaped ass cheeks rising out of the water. They got chatting and we discovered he was from London but had been living out here the last few months.
Harry was rock hard again chatting to this guy, and they were quickly talking a lot about fucking. Harry had sent him a picture of his rock hard dick, which the guy had loved, and the guy, Josh, had sent back a video of him getting nailed up against a wall by another fat dick. Josh had a sexy arch when he took dick, and he obviously wanted my boyfriend's.
"Is he into threesomes?" I asked.
Harry looked across, almost like he'd forgotten I was lying next to him.
"I'll check"
He messaged some more.
"Yeah, sure, he's up for that" Harry confirmed. "You good if I invite him over? Maybe in like an hour?"
I was always turned on when his dick was this hard, and the guy was really hot, so I nodded. "Sure".
This time the guy didn't disappear and they confirmed plans that he'd be round in an hour. They planned to meet down by the pool, so we could all hang out a bit first. We spent the next hour showering and getting ready and got down to the pool five or ten minutes before he was due to get there.
He saw us almost straight away and headed across. We'd got a couple of loungers and were each sitting up on them facing each other as he came towards us. Harry got up and Josh went straight in for a kiss on the cheek, his right hand on the back of Harry's head and his left hand touching Harry's hip. It lingered intimately and he then sat down on the lounger next to Harry.
"Love these tight things" he said, stroking Harry's short gym shorts high up on his thigh.
"Man" Harry replied, slightly adjusting himself. "Don't get me tenting right away".
Josh finally looked across and caught my eye.
"Hey, I'm Josh" he said, as if Harry might not have told me, and he leaned across and gave me a kiss on the cheek.
"You guys want a drink?" Josh said.
"It's ok, I'll go get them" I said. "Beers?" I asked, and they both nodded.
I thought after I got up, Josh might move across to the other lounger so they could chat, but as I got across to the bar on the far side of the pool and looked back, I saw them laying down together on the one lounger and they seemed to be laughing and flirting a lot.
The pool area was shared by quite a few places around here, but it was a real centre of gay tourists, so it didn't look too out of place to the other people around the pool to see two guys getting a little close on a lounger. For me though I was already feeling horny and slightly jealous watching them. I shook it off though, cos I knew I was going to be getting right in the middle of that too. I got the beers and headed back over.
When I got back, Josh sat up and thanked me, then said he was just going to jump in the pool and do a few lengths, to earn the beer. He walked confidently across and lowered his slim sexy physique into the water. Harry watched him swim up and down, and I did as well.
"He's pretty hot right?"
"Fuck yeah" I replied and downed some beer.
After swimming a good few lengths of front crawl he got out of the pool, the sun reflecting off his dripping body and shiny red speedos. He headed to the showers, which were screened off from the main pool area. He didn't look back at us, but I figure he knew we were watching.
Harry looked at me. "Shall we go join him?"
He didn't even wait for an answer, so I followed him across to the shower area. As we turned behind the screens I saw the red trunks on the ground and that stunning ass facing back at us.
"Hey man, I think you dropped your soap" Harry said with a grin.
Josh turned his head round and his top half, but kept his ass facing out on show. The smile crept onto his face. He bent over, keeping his legs as straight as he could.
"Now where's it gone?"
I could see Harry was fully hard in his trunks, his eyes trained on that arched back and bulging ass facing him.
"I think we might have some spare in our hotel room if you want?"
Josh raised himself back up and turned around, showing us his impressive sized dick, now also fully hard.
"Well that's very kind of you guys. But what about my beer?"
"That's cool, Ste can fetch the beers and I'll start showing you the way"
Harry glanced at me and I could see how horny he was, so I didn't argue. I headed off and saw them both wrap a towel round themselves to vaguely try and hide their massive boners. Carrying the three beers I saw them head into the lift in our building, but didn't get there in time so had to wait for the next one. I was already thinking about where they were going to be up to by the time I got up there.
I got back into the still gleaming flat and dumped the beers on the table, but couldn't see them. I heard noises from the bedroom and went through to find them standing fully naked at the juliet balcony, with the door slid open. Josh was leaning against the railing, facing outwards, and his body pressed up against the glass by the muscular frame of my boyfriend pinning him to it. The tinted glass meant nobody else outside could see beneath their waists, but I guess it was still pretty obvious to anyone looking up. Harry was whispering stuff in his ear and licking and biting his neck while he had one hand on Josh's hip and was grinding slowly at Josh's ass. I couldn't fully tell but I didn't think they were fucking yet. My boyfriend was just teasing this guy and getting him hungry for it.
I went over to join them. Josh turned to me and we started kissing, while Harry kept on what he was doing.
"Your boyfriend doesn't mess around does he?" Josh said to me.
I smiled. "He knows what he wants and he gets it" I replied.
"Mmm. I guess he must really want my ass then"
Harry leant back to admire the bubbly ass, lifted his right hand and gave it a hard smack.
"Fuck yeah I wanna get inside this".
Josh took my hand and put it on his own hard dick, and looked at me.
"You wanna taste this while your boyfriend is focused on my ass?"
I nodded and dropped down to my knees. Josh pushed back enough to give me space to get on my knees in front of him. When Harry started to press against his ass again, Josh's dick pushed into my mouth and throat. Over many years I'd taken a lot of throatfucking training from guys and Josh was a good size but not massive, so I could take it fine, even though he was pushing deep in my throat as Harry ground into him.
I started to play with my rock hard dick, still in my swim shorts, but Josh lifted up my arms so my fingers were at his nipples.
"Play with these baby, it makes me so horny, while your boyfriend is warming up my ass. Get me wet for him"
I played around with them, varying softer and harder til I figured out from his moans how he liked it. My own dick was so hard and I really wanted to touch it, but I knew Josh wanted his nipples playing with.
Harry backed off and went to the bathroom – as I expected to fetch the lube.
While he was away, Josh pulled his dick out a bit, and put one hand each side of my face, gently pushing his dick in and out of my mouth.
"Boy, you're such a good cocksucker. You're making my dick feel so good down there".
He stroked my face gently and rubbed his foot against my tented swim shorts.
"I love that you're so horny, but not touching yourself. You're just all focused on making me feel good. Keep playing with those nipples. You're making me so wet for your boyfriends big dick".
Harry came back and started rubbing the lube into Josh's ass.
"You said you're good with raw right?"
"Definitely man. I'm on prep, so all good".
"Fuck, I'm gonna fill you so full of my seed"
"Mmm"
"My boy making you feel good?"
"Fuck yeah, he's so good at this. Properly relaxing me ready to take your dick hard. Love that you've trained him to get bottoms warmed up for you. Especially as I'm gonna be getting your dick instead of him".
Harry just laughed but didn't reply. My face burned a little bit as his words sank in, but I kept on sucking and playing with his nipples.
From where I was kneeling, I could see snatches of Harry lining up his dick with Josh's ass and starting to play with pushing the tip inside. Josh was moaning even more and I went harder on the nipples, which seemed to work for him.
"Ok, I need your dick now" Josh said, firmly. He gently pushed Harry backwards and pulled his dick out my mouth, then walked across to the bed and get on all fours, with his arched back curving up to his hot ass open wide ready for Harry. Harry walked straight across, lined up his dick and pushed the head inside.
I went round onto the bed and started kissing Josh, covering up his moans as Harry gradually slid fully inside him and started gently fucking. I could tell from how desperately Josh was kissing me that he was crazy horny taking Harry's dick. As Harry picked up pace and his thrusts got stronger, it was pushing Josh harder down into the bed, and made it difficult for me to keep kissing him. I looked up at Harry who was deep into a happy headspace fucking ass, so I stepped back from the bed to give them space for a bit. I went and sat on a chair at the side of the room and finally slid down my swim shorts and jerked myself, watching them fuck. After a bit they switched position so Josh was on his back on the bed and Harry could reach down so they could kiss and fuck together. They got so into it, and the passion between them was crazy, kissing wildly, grabbing each other, moaning, telling each other how fucking hot it was. Then Josh begging for my boyfriends seed and getting it, slammed hard inside him, while he jerked his own dick and shot a load all over his chest just as Harry was orgasming too.
After the last spasms of orgasm and jizz from Harry, he slowly pulled out and collapsed on the bed next to Josh. I watched for a few moments as they lay in each other's arms, letting their breath catch up, stroking each other's bodies and smiling at each other. It was like I wasn't in the room for a few seconds.
After a couple of minutes Josh sat up and looked over at me.
"Shit, you didn't cum yet" he said. "Looks like you enjoyed the show though" he said, smiling at my still hard dick.
I walked across to the bed, jerking my dick, wanting to feel them both.
"I don't want any on me though" Josh said. "We're both done already. Maybe just shoot it on yourself". Josh lay back in Harry's arms and they both watched me.
I couldn't think the best position to cum and keep it on myself, so I knelt back on the floor, and leaned backwards.
"Come on, cum for us baby" Harry said, the two of them smiling at the view of me from up on the bed. It tipped me over the edge, and four shots of cum shot out from my dick and across my chest. I stayed there with my eyes closed, feeling the orgasm through my body and letting my breath catch up again. When I opened my eyes, they'd stopped looking at me and laid back in bed together, starting to nap.
I crawled into bed on the other side of Josh, and turned to face them, resting an arm on Josh's side as I started to nap too.
We slept for an hour or so, before gradually all waking up again. Josh said he needed to get off. He gathered his bits, but we made plans to catch up again the next evening. In the various threesomes we'd had before we had never met up with the same guy more than once, so this would be a first. But, it had definitely seemed like a hot dynamic, even if he maybe seemed more into Harry than me. I was up for giving it a go though. What could go wrong.
Thanks for reading this far. If you liked it, or if you have your own ideas for what you want to happen next, i'd love to hear. My email address is studfish23@yahoo.co.uk and my twitter is @realsub_bristol