What Max Won't Admit

I have this buddy, Max, he's 6', super skinny, no body hair (natural), and straight. We've known each other sence we were born, we lived next door to each other for years. Well, he's a really good guy, and kinda shy, but has only ever had 1 girlfriend, and they only sex a few times. Well I talked him into letting me give him a blow job one time, and he'd only let me do it after he fell asleep (so he could pretend to be asleep while I was doing it and then deny anything happened if I asked him about it afterward.) So he'd let me blow him about once every few weeks, but only if he was asleep or if we were fucked up. Well every once in a while I wouldn't want to wait for him to "fall asleep" and we didn't have anything to get fucked up with, so I'd just drag him into my room, pin him to my bed, strip him, suck him off, and then force him to lay there so I could jack off on his stomach and chest. 

We went camping a month ago, and Max and I were the last ones up. Every one was drinking, and Max was trashed. But I purposely drank less and acted drunker so I could get Max alone and force him to mess around with me. Well I told him I'd help him walk to the tent, but I took him to the big utility van we drove down in. I got him in the back and told him that somebody threw up in the tent so we were sleeping in the van. I let him lay there for a few minutes while I took off my socks, shoes, shorts, and boxers. Then I crawled into the back and started taking his clothes off. He was still awake enough to know what I saw doing, but he was floating in and out of consiousness. 

So I get his clothes off and lay down on top of him and start kissing his neck and sucking on his ears a little, while I grind my hips into his. After a few minutes of that I start moving down his body, kissing his chest, stomach, belly button, pubes, and then start suckin on his cock and balls. I bent his knees up and started licking him right between his ass hole and the back of his ball sack. I could tell he wasn't passed out cuz he was starting to get really hard and he was twiching a little. So I started sucking on his balls a little more and then moved up to go down on his cock. Then I moved back up to kiss his neck more and I just layed between his legs, which were still bent up, and my dick just happened to rub up against the back of his sack. So I got to thinking. I went back down to his groin and started sucking on his dick while I felt around for the bottle of cocoa butter we brought for sun burns. 

When I found it I put some on my middle finger and started rubbing it on the outside of his ass hole, and pushed in on it just enough that I could feel it open some but not put my finger in. Then I started to slowly work my middle finger in and out. Just a little at first, then a little more, then a little more, till I got my entire finger in. I could feel him squirming, but he was still rock hard so I kept going. After I could slide one finger in and out wiht no problem, I started to push my middle finger and index finger in at the same time. I had to rotate them side to side to get them to go, and it was such a tight fit, so I'd push them in just a little and then pull them out when I felt him tense up his hole. Then I'd push them in a little more and pull them back out. Finally I could get them both in, but only half way. By that time Max was groaning with slight pain every time I pushed them in. So I stopped for a few minutes to let him rest, I kissed his neck, sucked on his ears, and then positioned myself ontop of him, between his legs like before. I put my hands on the insides of his knees and started to lift them up and then sat them on my shoulders. I leaned over him and started giving him a hickey on his chest as I smeared cocoa butter on the head of my dick. 

I very slowly put my dick up against his hole and pushed just a little. That's about when he realized what I was planning on doing to him, and he started to fight it. He managed to use his legs to push me away from him and he rolled over onto his belly. So I reached into the front seat and grabbed the extra rope we had for a clothes line. I let him lay there again for a few minutes while I tied a few loops in the rope. Then I put the rope aside and started rubbing his dick again. I got his now limp dick back to it's former state and managed to get him relaxed enough to roll over onto his back again. After he was on his back, I stradled his waist and moved my hips back and forth with his dick between my ass cheeks. I grabbed the rope and pulled his hands up over his head, then slipped his hands threw one of the loops I'd tied earlier and securely tightened the other end of the rope around the leg of the front seat, giving him no slack to move his arms. Then I slid down his soft body and started to blow his cock again. 

And slowly I started to bend his knees up again and finger his tight virgin hole. Then I quickly positioned myself between his legs again and put his knees over my shoulders. I knew his trick to get me off of his this time so I wrapped my arms around the back of his neck so he couldn't push me away. Then I monuvered my hips until I felt the tip of my dick touch his hole again. He was really fighting me now, so I held onto him with my right hand and used the left to help guide my cock into his body. I pushed very slow at first, and he tried to crawl away from me. But he only succeeded in helping pin himself between me and the back of the front seat. I pushed a little harder and could start to feel him open up just slightly. After he realized he was trapped and he was going to take my dick into him no matter what he did to stop me, he just laid there trying to accept what was going to happen. I pushed a little harder and felt the tip of my cock push threw his hole. It wasn't my entire head that made it in, but it obviously hurt him enough that he gasped and tried to push me away with his legs again. So rather than risk letting him push me away again I pushed even harder. Just as I put more force into my eforts I felt my head pop into him and I wasted no time to slide my entire cock into his ass. It was so tight and felt so good I nearly blew my load right then. As I was stuffing Max full all he could do to deal with the pain of being ripped open for the first time was bite his lip and suck in a huge breath of air. 

I pushed my cock in right up to the hilt and left it there to let him breat for a second. Then I started to slide it in and out with no concern for his pain. His breathing got heavier, his eye's closed tighter, his entire body tenced up, and all he could manage to say was "AUH, PLEASE STOP!" It was the hottest thing I'd ever heard. That just got me going even more. As I began to pump harder and faster he could only beg me more and more to stop and let him go. I was working to hard I began to drip sweat on his chest. I know it was more pain than he had ever felt in his life, but I couldn't have been hornier. After nearly a half hour he was loose enough that the pain was starting to subside. I decided to slow down and give him some attention now. He'd lost his rock hard stifness long ago, so I sat back, pushed in all the way, and let his hole rest while I played with his soft shaft. It took nearly 10 minutes but I got him hard again, and I hadn't yet pulled out. I started to slowly pump again in rythm with my hand jerking his hard cock. I started to go faster, and faster, I could feel him start to tense up and knew he'd cum soon, so I decided to cum with him. I pushed in faster, harder, and deeper as I tightened my grip on his cock. 

I felt his my cock start to jerk just before I felt his do the same. He gasped and let out a blissfully quiet 'oh fuck'. He shot a hot, thick stream of cum up onto his chest. Then a second shot hit his left cheek. And another shot up his stomach. That was it, I couldn't handle it any more. I started to fire load after load into his ass. I pumped it as deep into his ass as I could. After my tender dick stopped shooting wads of cum into Max, I layed down onto of him and put his legs to my sides. He wrapped his arms around me and he passed out. By the morning I had cleaned us both up and dressed him again. Sence then we've messed around like ussual, but he's got no memory of what I did to him on the trip. I plan on doing it again this weekend after some Vodka and Weed. It'll be a great night, again.