Getting Caught On Purpose By Best Mate On Vacation

I can never sleep on vacation. And there's one simple reason for that: I always share a room with my best friend, and I'm always hoping that after the lights go out, something interesting will happen. Ever since I'd learnt to wank, I've wanted to wank with him. And, well, sharing a room (and sometimes a bed) on holiday always seemed like the most likely possibility for that to happen. We go on holiday together every year, and always share a room. And I am always super horny. 

In the mornings I always pretend I can't wake up yet, so he'll have to shower first. Then, as soon as he's closed the bathroom door, I start stroking, listening carefully to the sound of the water running in the shower to make sure I cum, hide the evidence, and cover up before he comes back into the bedroom. (There's no way I could make it through the vacation without masturbating, and that's much better than a quick jack off in the bathroom! I want to get naked, pull back the sheets, spread my legs, and enjoy the comfort of the bed as I wank and the feeling of my hot cum shooting all over my chest as I orgasm.) Sometimes at night I'm still so horny that I just have to wait for him to fall asleep and then pull back the sheets and stroke.

Over the years, we've got comfortable sleeping in just our underwear. More recently, I've noticed him slipping his underwear back on in the mornings, so I know he's been sleeping naked, even when we share a bed. Naturally, I followed his example. But nothing has ever happened between us. Until, that is, I decided to see if I could make something happen...

We'd been out for the night. Cocktails on the beach before dinner. A bottle of wine with dinner. Then shots in a club after that. So by the time we got back to the hotel I was feeling very disinhibited. I was also feeling extremely horny. 

My friend immediately told me to make us a mojito while he went for a quick shower. The drinks were quickly made, and I lay back on the couch to wait, lightly rubbing my cock through my jeans. That felt good. All the rooms in that hotel were suites, so I knew I'd have plenty of warning before he made it back as far as the lounge. So I could safely unbutton my jeans and stroke for a few minutes. That felt even better, freeing my cock from the tight jeans and giving it some proper attention. 

Then the idea hit me. Why not just let my friend catch me? Instead of hoping that one day I might catch him, just let him catch me, and if he wasn't into it, I could just blame the fact that I'd had too much to drink. I pulled my jeans and boxer briefs all the way down to my ankles to make sure it would be impossible to quickly cover up quickly when he came back. He would "accidentally" get a good view of my rock hard cock and my hand wrapped around it stroking. The thought was making me moan quietly. 

I heard the bathroom door open down the hall and my heart started racing. There still might be time to quickly pull up my jeans and chicken out. But I'd wanted this chance for years. And my cock felt too good to let go. I wasn't going to chicken out. Instead I started to stroke harder, and moan louder. With my other hand I pulled up my shirt enough to play with my nipple. 

"Hope those mojito's are ready!," I heard him call as he turned the door handle. The couch was directly opposite the door, so there was no chance to hide now. No chance He wouldn't see. My heart was pounding and I could feel my hands shaking as I continued to stroke my hard shaft and fondle my nipple. 

Fear, horniness, panic, and excitement all combined as the door opened. I had closed my eyes to at least pretend not to realize he was coming into the room, and let out a moan of pleasure and thrust my hips as my best friend entered, letting him see me stroke and letting him assume I was lost in masturbatory bliss. 

"Fuck that looks fun!" he exclaimed, and I opened my eyes and looked up. He was wearing only a towel round his waist, and his dick was clearly getting very hard very quickly. 

"Oh! Sorry!," I said quickly, slowing down my stroke (but not stopping). 

"Nothing to be sorry about. That's a great idea for what to do next." By this stage, he had dropped the towel and grabbed his cock to start stroking. "Can I join you on the couch?" 

"Yeah, sure," I replied, "but grab the drinks and bring them with you."

I sat up and pulled off my shirt and my jeans from round my ankles. If he was naked, then I might as well be too. He handed me one of the mojitos and sat beside me on the couch, legs spread, our thighs touching. We both resumed stroking, and playing with our balls and nipples, moaning softly with the pleasure. Soon the wet sounds of precum lubricating the sliding back and forth of our foreskins over our cock heads was added to our moans. Without even thinking, I wiped my thumb across my dick to catch the extra precum that was about to drip out, and then licked it away. "Yum," said my friend, raising his eye brows. "Mind if I....?" and with that he slid the tips of his fingers across my cock head and then licked my precum off them, moaning even more. I was amazed. But even more turned on. 

In my amazement I stopped stroking, and was staring at him. But he smiled, wiped some of his own precum onto his finger, and raised it to my lips. I eagerly took his finger into my mouth and licked off his precum as I resumed my stroking. Then he bent his head over and kissed me lightly, and then deeply. Our strokes sped up. Here I was, sitting next to my best mate, both naked, hard af, and stroking, with each others tongues in our mouths. Never in my wildest dreams had I thought this could ever really happen. 

He broke away from the kiss to whisper in my ear: "let's take this out onto the balcony." It was late, and the balcony was quite shielded from view from most directions, but the thrill of the increased risk made my cock throb. Still stroking, we made our way out and clambered onto one of the sunloungers. The kiss resumed, but this time he took my cock in his hand and I took his. For the next ten minutes we lay on the balcony stroking each other's dicks. But, hot as it was, it wasn't all that comfortable. "We need to be more comfortable to make sure we enjoy this cum as much as we can," he said, and led me back inside. This time we bypassed the couch, and went to the bedroom, where we continued to jack each other's rock hard cocks and where our moans could be much less indiscrete. 

"I can't take this much longer — I'm going to cum soon," I whimpered. "Then make sure you cum on me," he replied. With his other hand he grabbed my balls, and then started to press behind them. I could feel the jizz pulsing through my body. My moans got louder, and he kissed me deeply as my cock began to pulse and I began to shoot my hot cum all over his chest.

I rolled over, spent. But determined to give him at least as good an orgasm as he gave me. "Come here and let me make you cum." "Mmmmmm," he growled, wiping his fingers through my cum on his chest, and then licking it up. "Use the rest of your cum as lube for my cock," he said. So I did. 

I had never felt anything quite so wonderful as my best mate's cock pulsing in my hand as we kissed one another with his mouth full of my cum. "Press behind my balls while you make me cum," he whispered. So I did, trying to do what he had done to me. "Fuck yeah! Here it comes!," he grunted, and clambered on top of me to shoot his full load of hot cum all over my body. I kept stroking him all the way through his orgasm until he begged me to stop. Eventually we fell asleep, covered in each other's cum.