The Next Level

by Wes I’ve posted two stories here before, “After the Party” parts 1 and 2. This follows those stories. My bud Jon and I had been hooking up every couple weeks for almost a year. He’s 39, 6’2, 220lbs, with a nice thick six-incher. I’m 28, 5’11, 185 lbs, with 7.5 x 6. I’m the only guy he’s ever been with (we started soon after his divorce), and I only played around with a couple buds in college, so we’d been experimenting and learning a lot with each other. So far, we had only jacked and sucked together, but we always got off at least twice and it was always very hot. It was a pretty typical night for us. I went over to his place, we drank a couple, and put in a porno. We watched until we were hard and stroking our bulges, then went into his bedroom. Jon kicked off his jeans and tucked the waistband of his briefs under his heavy nuts. He pulled off his shirt, sat on the edge of the bed and spread his legs wide. I got on my knees. I licked the palm of my hand and slicked up his curved shaft. I leaned in and put my lips over the head, swirling my tongue all around. He moaned and put his hand on top of my head. I had been blowing him for months and could take it all without gagging. I knew the hand on my head was a signal, so I started bobbing my head on his dick, letting the head push against my throat. After a few minutes, he was gushing pre and his nuts were pulled up tight. Jon said “Get up here.” I got naked as he slid off his briefs and laid back. I got on all fours over him and we started sixty-nining. I was throating his cock over and over while I dunked my dick into his mouth. We were both moaning and breathing heavy. Jon spit out my dick and started working my nuts, kissing and sucking them all over. He was running his fingers up and down my crack, letting them brush against my hole. I was really getting off on that and his dick in my mouth when I got a feeling I had never felt before. A tongue against my hole. Jon pressed his tongue flat in my crack, and started lapping back and forth over my hole. I got chills all over, and with nobody touching my dick, shot a massive load all over his neck and chest. I was spasming so hard, I rocked back against his face. I was moaning and whimpering on Jon’s dick, and by the time my dick had stopped gushing, his started. I got a mouthful of cum, swallowed it down, and rolled off of him. We both laid there for about half an hour, sweaty and panting. We got up and got in the shower. We were soaping each other up, playing with nipples some, and giving each other’s semi-hard dicks a good squeeze once in a while. I turned around to rinse my face, and Jon got on his knees behind me. He gave my ass another deep kiss, this time actually poking his tongue inside. He followed with a soapy thumb, cranking it back and forth. I was rock hard again instantly, bracing myself on the tile. Jon stood up, his thumb still in me. He whispered in my ear. “You like that?” I said yeah. He said “When we get out of here…do I need to get a rubber?” I told him he did. I toweled off and went back into the bedroom. I had never had more in my ass than a couple of my own fingers, but my dick was dripping just thinking about it. Jon came in behind me, tearing open a condom. He slid it down over his dick. I asked where he wanted me. “I don’t care man. Find a place and bend over.” I went to the foot of the bed, and bent over till my face and chest were against the bed. I felt Jon’s fingers rubbing my hole. I’m not sure what he used, but they were warm and slick. He pushed my feet further apart, and I felt his cockhead against my hole. He leaned in against me, until his hands were flat against the bed behind my pits. He asked if I was ready. I turned my head to the side and nodded. Jon let his body rest on mine, his hairy chest against my back. His cockhead pushed through my asshole and I gasped. Suddenly, that six incher felt about twice as big, and it wasn’t even in me yet. Jon raised up, and slowly slid his dick all the way in me. My ass was on fire, but my dick was still rock hard and leaking on the bed. I was having trouble catching my breath. Jon said “Let me know when you’re used to it.” We stayed like that for about five minutes. I took a deep breath and said “Okay.” Jon said “Okay what?” I said “You can start now.” He said “I can start what now?” “Come on man, do it.” He said “Do what? I wanna hear you say it.” I said the words I never thought I’d say. “Fuck me.” And boy did he. He slid back until just his head was in me, grabbed my hips, and plowed my ass. The bed was knocking against the wall, and we were both grunting our heads off. I couldn’t believe how it felt. Coming out, it burned like hell, but going in, it felt incredible. I was gushing a river of pre under us, and Jon’s dick had swelled up fatter than ever. After about ten minutes of absolutely pounding the fuck outta my virgin hole, Jon laid on top of me and rocked us over to one side. We were both on our sides, kind of in spoon position, with Jon still deep up my ass. He licked his hand and grabbed my shaft tight. He was all the way up in me, and not thrusting any more, just grinding in small circles, going deeper and deeper, jacking my dick with his wet hand. He pulled back one last time, almost all the way out, and slammed it back in me. He yelled in my ear “OH FUCK” and started cumming. He shoots such monster loads that it was spilling back out the condom, getting on both our thighs. He kept jacking me. After a while, his dick got soft enough to start sliding out. As that fat cockhead passed through my sore hole, I watched the biggest load of my life shoot out in front of us. Needless to say, we needed another shower, and there’s more stories where this one came from. I’m rock hard just from telling this. I gotta go jack off. Hopefully, you’re doing the same thing.