The massages keep on going Pt 2

Still trying to discern what James meant by his passing comment I had all these thoughts running through my head, does he want me to just massage him or is he trying to get me to thumb his arsehole like I did Carly’s? Is he gay and is he trying to give me a hint? Still unsure of what was happening it dawned on me, with all the thoughts running through my head not one of them was how do I get out of this situation.

Was I turned on by James? Could I massage his arse and enjoy myself as much as I did Carly’s? Unsure of anything but the fact that I had a naked man enjoying having my hands on him I decided to see just where James wanted this to go. Much like I did with Carly I let my hands got to work on James’s arse deeply massaging with each pass letting my thumb sweep closer and closer to James’s arsehole.

At this point I was madly trying to pick up on if James was enjoying himself, but he never broke the conversation, there were no clues to if he was either comfortable or uncomfortable with where I was headed. The only thing I did know was that I was getting turned on. I could feel the unmistakable feeling of my cock started to swell in my pants each passing sweep of James’s arse was making me harder. Then I got the confirmation of where this was headed, I noticed James’s balls start to tighten and the muscle between his arsehole and balls was starting to clench. I knew what that meant.

Seeing this ignited an almost identical feeling to seeing Carly’s pussy getting all wet. It didn’t matter that I had never touched another man like this before my hands knew what to do. I made my massage sweeps closer to James’s arse, this time the outer edge of my thumb brushed ever so gently passed his balls, I had no doubts no insecurities I knew what I was doing and I knew what James’s body needed. James responded by slightly spreading his thighs, a subtle move but enough to open up more of his balls and arsehole to me.

Our conversation only changed direction when I took one hand away from massaging James arse and cupped his balls. “Mmmmmm this is even better than Carly said it would be” I now had James’s body under my total control and the power was intoxicating. With one hand cupping James’s balls the thumb on my other hand started circling towards his arse. I took the moment to run some oil down his arse watching it dribble down his arsehole over his balls and into my hand that was cupping his balls. This sensation had an immediate affect. James was now lifting his hips up off the table. As he raised his arse I could see his cock getting harder and harder, it was no longer squashed under the weight of his body laying on it. “That feel good does it” I asked James, but before he could answer I took my thumb and slowly started teasing his arsehole.

Once again the deep moan of somebody under my control further aroused me. Working my thumb in and out of James’s arse was amazing, he couldn’t fully relax to my thumb pushing inside him but the gentle force I was using against his resistance was driving him crazy. I took my other hand and grabbed hold of his cock.

James was now up on his knees, arse in the air and looking back at me. I made deep eye contact as I began pressing my thumb forward inside his arsehole pushing it up against his prostate. Stroking his cock as I was pulsing my thumb, I could feel he was trying as hard as he could not to cum, he was clenching every muscle he could to try to resist the urge to cum. I started pushing my thumb harder against his resistance and I started taking longer strokes of his cock until I got what I wanted. James was cumming I could feel it through my thumb in his arse and through the pulses up and down the length of his cock, it was like nothing id felt before and it was exhilarating.

As I slowly released my thumb from James arse he took a moment to compose himself with some long deep breathes. As James began to sit up I moved in closer to him, I was still turned on and hard as a rock. James reached out towards me. In that moment I started pulling my pants away and took James’s shoulder and pushed him to his knees. James was now looking up at me I had my cock in hand ready to push it inside his mouth, still high on the power of pleasuring James I brought my hand behind his head and watched as James opened his mouth to take my cock.

James’s throat took my cock in one gulp, he grabbed my arse to push my cock deeper down his throat, he was gagging but refused to pull back off of my cock, the noise of him fighting the urge to breath as he prioritised taking my cock down his throat gave me the twitches of a man about to cum. At this moment James loosened his grip on me and allowed my cock to pulse wave after wave of cum down his throat.

Standing over James I was totally content, James looked up at me and clearing the last remains of cum from his lips said “Im not sure what I thought today was going to be but that is so much more than I had hoped for”

Taking a moment myself I replied, “James I think you just unearthed a completely new side of me”