In hindsight what Ben wanted to do to me was obvious, but at the time I had no idea. He introduced a couple of rules in the following few days; he told me that I was only to wear my shorts and teeshirt, no underpants or boxers and that I was not allowed to come. This confused me, especially when at every chance when we were alone Ben would have his hands on me, standing close and breathing on me, his hands in my shorts squeezing my bum and cupping my balls, stroking me, making my cock hard. And then he would stop. I still got my reward though and twice a day I would get him off, each time regardless of how we started, I would take him in my mouth and take his come there. It was late on Thursday and the rain and low clouds had made the place seem very gloomy. We were in the barn and it was virtually dark. Ben had me stand and watch him strip off before he lay back on the bales. His cock was hard already and at his request I moved straight in on him. He was at highly excited state right away, a theme that I had noticed in the last few days. I liked the fact that I was getting him so excited and I certainly liked getting his load so quickly! The way he lay meant that I was at him side on, his fat cock stretching my lips as usual as I worked my face up and down on him. I was very relaxed with him in my mouth now and I only gagged when it pushed in too deep, but even that was pretty much under control of my movements. I had quickly learned how to relax in time to get any gag reflex under control as well. I had my hand on his balls as I blew him and found myself wriggling about as his moans turned me on. I could feel my hard on brushing around inside my shorts, I wondered (or hoped) that the contact might be enough to make me come, I really needed to! Ben was grunting and his hips were starting to rise of the bale and I was getting ready to swallow him when he slowed down. I felt him relax and I thought I should stop when to my delight I felt his hand on my back. “Keep going, Harry,” he told me and I did not need asking twice. I sucked him back into my mouth as his hand slid down my back and into my shorts. It slid over my cheek and dropped down to the side. I trembled as his finger tips tickled my tight balls. I shifted my weight around so that my cock bounced off his fingers, but to my frustration he paid it no attention. I was surprised instead to feel his warm finger tips kneading my bum cheeks, pawing and pulling the nearest one towards him. As a big man, his hands and fingers were the same and as he let go off my cheek I felt my bum close around the tips of his fingers. He pulled them free rhythmically and spread me once again then letting go and doing the same. This gave me a new sensation to think about and as I sucked him I moved my knees and hips so that I got his fingers running over my skin more. Like a lot of things in the last few weeks this was some kind of autopilot and it was not until one of his digits made contact with my hole there that I came to a frozen standstill. “Keep going,” he told me again softly and with a familiar mix of nerves and anticipation I licked his cock, placing a hand around his base to try and stabilise me a bit. “That’s it,” he soothed and as I sucked him I concentrated on feeling his fingers; I could feel a finger nudging my balls and tip along my crack, either side of the one on my hole which was now starting to move a little more. Warmth was beginning to build as our dry skin worked a little friction and with pressure building as well, it struck me that his finger was going to enter me. “Ben,” I cried out lamely as I felt pain. I looked up to him, but his eyes were shut, his finger nudging me harder. I felt tears gathering, “it hurts,” I pleaded. “Shhh,” came his reply and he stopped the pressure for a moment, “Come on,” he said, “keep going…” His hand slipped out of my shorts as I lowered back onto his cock, hard and hot in my mouth. I saw his hand at his face out the corner of my eye and heard him squelching a finger in his mouth. When his hand came back to my bum, his finger deftly pressed straight onto my hole and its wetness felt soothing to my entrance. Now things were different and his pressing on me felt more stimulating. He pressed in time to me bobbing on his cock which I was now enthusiastically back into! His hands moved away again and came back wet again and I knew what was coming soon. Now though I was starting to look forward to it, and my cock twitched with each push. When his finger touched this time, I leapt and cried out as with a painful push he penetrated my virgin arse. I realised that my cry was met with what sounded like a groan of triumph from Ben. I felt my hole twitch and grip his finger which he held still in place. I had lost myself in the moment and instead of telling me to ‘keep going’ this time his hand on the back of my head reminded me. As my mouth went down on him, his hips rose and as his finger pushed in my arse once more his come started to erupt. It hurt as it was pulled from me and in a flurry of motion, his cock pulsing come down my throat and into my mouth his finger returned, wet once again and slipped into place in me once more. I cried out, pushing his cock from my mouth and gurgling come and saliva over him as I did so. We were both gasping for air as he jumped up quickly, he pushed me to bend over material catching awkwardly on my leg as he yanked my shorts down. Bent over, I saw his body behind me, he leant over and licked/spat onto my arse hole. Really wet now I flinched and called out as his thick finger entered me again, I could feel it deep inside me this time, but it was in conjunction with a new feeling too, Ben was reaching round and tugging on my cock. I had forgotten about myself and so it was a surprise to find I was still hard. Still hard and of course, dying to come! He pulled on me and I was only a few stroked away from coming, my body convulsing at the sensations on my cock and in my arse. I looked down in time to see my come shoot straight down with some force, blast after blast. I had never come so much. Ben let me fall onto the bale and I heaved my breath until I calmed down. The excitement and my arousal seemed to leave me and I was fearful of what had just happened. Ben is not really into satisfying me like that so I was surprised to feel his touch on me. He rubbed my back, “Good lad,” he said softly, his fingers explored me more, gently rubbing my hole and bum now and playing a little with my balls. I relaxed and enjoyed his touch. After a while I realised it was all quiet and normally we would have moved off by now. I looked over my shoulder and grinned. Ben was standing behind me, one hand on me and one his cock, wanking. He smiled, his eyes locked on his other hand, the one on my bum and as he rubbed my hole again I got the connection. He pumped hard and my arse pinched on his finger again as he pushed in once more. His eyes squinted as he started to come, dropping his thicker second load in heavier dollops on my back. I smiled deeply understanding that soon the magnificent cock on this big strong man would be using this new way into me.