I warned him that would happen.... as soon as Mike's oily hands touched me, my cock sprung to life and started stretching the front of my speedo.
Lying face up on the massage table, in the middle of my hotel room wearing nothing but a speedo, I felt exposed. My speedo had no chance of hiding my erection. Mike was wearing a lycra red speedo as well, but he seemed a lot more confident/comfortable than I was feeling.
Mike reassured me that it was just natural and happens to most guys he massages. He did say that he would have to deal with the elephant in the room, otherwise I would never relax. Yes, I was OK if he he pulled my cock out of my speedo. Gently, Mike pulled my cock out the side of my speedo and started jerking me off. Both his hands sliding up and down my shaft felt amazing and he managed to pay a little bit of attention to my balls. It was only a few minutes and my hips were thrusting off the massage table as I approached my first orgasm for the day. This wasn't Mike's first rodeo, he had a towel handy so there wasn't much mess at all.
As I caught my breath Mike said that was better and he could now work his magic.
A little bit of back story for you guys, I've been on a bit of a road trip and I'm getting close to home. Since I was driving past, I decided to have a couple of days on Gold Coast. I grew up spending a lot of time down there so it is a little bit of a jog down memory lane. When I checked in to the hotel, one of the first things I did was check Grindr.
Being a busy touristy place, there were lots of hot guys very close. The first one that got my attention was a guy in a red speedo. Bit of salt and pepper in the hair, well built and fit. He looked familiar I did a quick look around I realised that I follow this guy in Twitter and he is a masseuse. Never met him in person, or chatted to him online, just followed some of his videos. OK, I'll be honest, I've jerked off to some of his massage videos. Once I put two and two together, I shot him a message, he was only one kilometer away.
I unpacked a little bit and my phone was going off with Grindr notifications. Checking my phone there were the usual half dozen messages from blank profiles which I duly blocked, there was one from Mike.
We had a little chat, I mentioned that I follow him on various socials and I was a fan. He knew about my gay websites which was pretty cool. Mike asked if I'd like a massage? I had just driven for six hours in the pouring rain and there was a mess up with my hotel booking, I was going to pour myself a bourbon but a massage sounded even better.
The last time I had a massage was years and years ago, when I had a sporting injury, I hated it. As soon as someone puts their hands on me I get an erection. I told Mike this, he said that was not a problem. He'd be around in ten minutes so I had a quick shower and met him in the lobby.
It was like meeting an old friend, Mike was super nice. Big guy too, I'm over six foot and he was half a foot taller than me and broad shouldered.
Once in my hotel room Mike setup his massage table and asked me if I wanted to go nude or speedo? I chose speedo which he wasn't surprised with. I stripped down to my new Ryke speedo. While I was doing this, Mike stripped down to a classic red speedo. Having watched his videos I expected this, but it was still a little bit of a shock. He told me to get on the table face up and that is where I began telling you guys about this experience.
After the Happy Beginning handjob, I managed to relax and Mike worked his magic. He explained the techniques he was using which was interesting and I went from on my back, to face down and on my back to finish. It was about forty-five minutes and I did feel one hundred times better and much more relaxed.
The massage was ending and I reached out and started rubbing the front of Mike's red speedo. I asked him what I owed him for the massage? As expected, Mike wasn't going to accept cash. The negotiation resulted in him getting to fuck me. The front of his red speedo was getting a little stretched as we negotiated. I jumped up off the table, feeling light as a feather after the massage and told Mike I'd be back in a jiffy. I ducked in to the bathroom, changed my speedo for an AussieBum jockstrap, grabbed a condom and lube from my toiletries bag and returned. Mike was rubbing the front of his speedo. I handed him the condom and lube, then bent over the massage table. Now I felt very exposed with my pucker hole ready to take a pounding.
Mike didn't fuck around, I felt the head of his cock pressing against my opening, once he was lined up, his hands grabbed the sides of my jockstrap and he told me to just relax. Relax seems to be Mike's favourite word.
He took his time.
Slow half strokes to start as he loosened me up. After a few dozen half strokes he started going deeper. And deeper. And really deeper.
If I had been a virgin, this would have been a slow death, I'm not a virgin. I was loving it. After what felt like ages, Mike's pace quickened. Faster, full length thrusts, and I put my hand down the front of my jockstrap and started stroking my cock. Then, Mike kept his monster cock deep inside me with short quick stabs as his thighs slapped against my ass. If someone was in the corridor outside my hotel room, they would have known exactly what was happening.
I came first, technically I already came first so I came second. My orgasm and groans were enough to push Mike over the edge and he buried his cock deep inside me and his whole body shook with his orgasm.
That was a pretty Happy Ending by any measure.
As Mike was leaving he said that tomorrow he has a young gay guy coming over to his place to 'learn' some massage techniques, would I be interested in being the 'dummy'?
Two massages in two days..... I'll let you guys know how it goes.