My name is Allen, and this is an honest, completely true account of some of the wildest sex I have ever had. What made it even better was that it was with my lifelong best friend, Kevin. Kevin and I had grown up together on the same street since we were four years old. There was nothing about each other that we didn't know or share, and almost nothing that we did without the other. We were inseparable. Even when it came to sex, we shared everything. Now neither of us thought of ourselves as gay, and all through school we would date the girls. But when the date was over, it always seemed that only we knew what we really needed.
We were both 18 now, and hot to trot, so to speak. We both played football and baseball, and we always worked out together. Kevin was 6 foot even, blond hair, blue eyes -- in short, the all-American boy next door. Athletic but trim rather than overly muscular, and except for the hair around his 8" cock and low-hanging balls, still as smooth as the day he was born. I was 6'2, lean and less defined than Kevin, with dirty blond hair, green eyes, and a pretty smooth body myself. My cock had grown to 7.5" cut (yes we measured, and Kevin's was always bigger), but my best feature was my perfectly smooth, round and firm bubble butt.
Well, over the New Year's holiday our senior year, both of our parents decided they were going on a five day cruise. They made arrangements for our younger siblings to stay with relatives, but agreed that we were old enough to stay alone together at Kevin's house while they were gone. All we could think of from that point forward was "what they don't know..."
When I arrived at Kev's the day they were leaving, I managed to smuggle a bottle of vodka out of the house for us to enjoy while they were gone. That along with a little weed that Kevin always kept around, and we knew it was going to be a fun five days!
That night, we were watching movies and working our way toward pleasantly buzzed when we started talking about the next year. We would both be going away to college, and I remember Kevin saying how much he wanted the chance to be free to do whatever he wanted with whoever he wanted, away from this town where everyone knew us. I hoped that meant that he planned on us going to the same school and being roommates, because sleeping in the same room with him (or even better, the same bed as we had done so many times) was heaven to me.
As we got a little more buzzed, we started to get a little rowdy too. Pretty soon, the talk was of who could do what to who and how, if you know what I mean. Being 18, it was easy to tell we were both getting horny as hell, and the time had come to do something about it. Kevin brought up how we used to play strip poker with some other kids that use to live on the street when we were younger, and how much fun he always thought that was. I told him I was game, and had a great idea.
Since we were both bragging like we were the cock of the walk, we would see who could take what. The rules were easy: simple game of strip poker. We both start with the same amount of clothes, and you lose one piece for every hand you lose. The kicker was this; once you were naked, if you lost another hand the game was over and you were the loser. The winner could do anything he wanted with the loser for the entire night, and the loser had to take it! Of course, the first order of business would be to punish the loser for losing, and then it would go from there.
To say that Kev was excited about this game would be an understatement. Just the thought of it and he started to get that flushed look that he always got when we fooled around, not to mention that I noticed his cock already starting to stir in his pants!
I poured us another drink while he got the cards, and then the game was on. We stayed pretty evenly dressed (or undressed I should say) through most of the game. Each of us kept talking of the lewd things we were going to do to the loser, from a major ass spanking to a getting a nice long rim job. I could tell by that look in Kevin's eyes that he had some even kinkier ideas in store if I ended up losing this little contest!
It got down to the wire. I was left in only my boxers, while Kev still had both his boxers and jeans on. He dealt the next hand, and I was almost afraid to look. My face probably said it all, because I didn't have a thing. A huge smile came across his face when he threw down a full house to beat my pair of tens, and he told me to get them off and hand them over! I could feel my butt tingling and my cock more alive than ever as I slid the boxers off and handed them over. Naked as a newborn baby, except with almost a total 18-year old hard-on! One more losing hand and Kevin was going to have his way with me for the night.
I shuffled the cards and dealt the next hand, trying to ignore the fact that I was bare-ass naked with a raging boner while my best friend still had his jeans on. At least for a minute, I got lucky as I drew three kings, while he only had an ace-high card. Off came his jeans over that perfect 8" cock of his, which I found out was as excited about this as mine was, since it was straining to get out of his tight CK boxer-briefs.
To get to the point, my luck didn't last long, and the smile on Kevin's face said it all. He told me we were both going to play out some of his favorite, kinkiest fantasies tonight, and he hoped I was man enough to take it. I of course told him I could take any damn thing he could dish out.
He told me to crawl over to where he was sitting on the floor, as he couldn't very well enjoy this with his cock trapped in those CK's. Kevin said to get them off of him pronto, and no hands! Using my teeth and working around his gorgeous cock, he laid back as I tugged them off his muscular legs. I looked back up, and was mesmerized by his beautiful cock at full attention. He was my best friend, and I wanted him to have his way with me -- anything that would make him happy!
He just looked in my eyes, smiled, and nodded and I knew what to do. Crawling back up between his legs, I started slowly licking his big beautiful cock, getting it nice and wet, and then taking the head in my mouth and slowly beginning to take the whole 8 inches down my throat. After a few minutes of this, Kevin suddenly pulled me off his cock, and told me it was too early to cum, and that he had other plans for using my hot body to get off!
Then with that devilish grin that told me things were going to get wild, Kev said it was time to punish me severely for losing. Neither of us could stand to lose anything, and he told me I obviously needed to be corrected at once. He then pulled up one of the kitchen chairs and ordered me over his lap, saying it was time my butt started paying for my losing! As I bent over his lap, he made sure that our cocks and balls were trapped together between his legs, feeling the friction as he began to spank my ass with his hand. He alternated cheek to cheek, covering my smooth tight butt with his swats. I could feel my bubble ass turning red and radiating the heat of his swats, and although I was grunting with each one, I refused to cry out during my punishment.
My macho stand here was not lost on Kevin. He informed me that my tight young ass was going to feel a lot more pain than this before the night was over! Then Kev ordered me to reach back and spread my ass for him, so that he could see the tight virgin hole he was going to fuck later. I panicked a bit at that thought, because although we had fucked around with each other forever, it never got past blowjobs -- we both still had tight 18 year old virgin holes.
With my cheeks still stinging and now spread apart for his viewing pleasure, I noticed that the thought of Kevin using my asshole had made my cock even harder. I wanted to drop a load just thinking about it! I felt Kev begin to lightly stroke and pat the back of my balls, working his way up and around my tight young hole. Then his fingers started stroking my smooth virgin anus, and I was in heaven! I heard him lick a finger, and then I felt the pressure as he slowly sank the first of his fingers into my butt!
However, just as quickly as it went in, he pulled it back out and stood up dumping me in the floor. He ordered me up the stairs to the bathroom next to his bedroom, and told me to bend over the tub with my ass in the air and wait for him. I couldn't imagine what this was for until I saw him walk in with something I hadn't seen since I was about five -- a large red enema bag. I started to protest but a couple of swift swats across my already red ass shut me up. Kev said that he was going to get me good and clean before he broke in my virgin ass, and he meant it. He roughly shoved the nozzle right into my teenaged hole, and I felt the water start to flow into my guts.
I didn't think I could hold it at all, since it felt like I was about to explode. When the bag was empty, Kev told me he was pulling out the tube and I better not let out a drop until he said so! I squeezed my ass as tight as I could while he stood behind me laughing and jacking his big cock. After what seemed like forever, he told me that after he left the room I could let it out and clean myself up while he got ready for more. Needless to say, the second he was gone I was on the toilet with the enema exploding out of my ass.
He came back in the bathroom and ordered me to lay down on my back on the floor. I saw him running water into the sink and getting out his razor and shaving cream, and I knew what was next. Kev said he was always jealous of the fact that I had more hair around my cock and balls than he did, and that he was going to fix that right now. He straddled my head dropping his big balls right on my mouth, and told me to make them feel really good while he shaved me smooth! I took one, then the other in my mouth, licking and lightly sucking on them, and tonguing that sensitive area behind them. I felt him lather up my crotch with the shaving cream, taking care to make sure that my entire cock was also covered. He even jacked it several times before he began removing my pubes! I thought I would cum on the spot.
Once he wiped off the remaining cream, Kevin began fondling my newly smooth cock and balls, commenting on how great they looked. He said that with no hair, my cock even looked almost as big as his did. He then shifted back a little bit and told me he wasn't done yet and neither was I, with that he spread his beautiful smooth buttcheeks and I knew what to do. I began nibbling and licking around the edges, occasionally lightly swiping his smooth tight hole with my tongue. From the noises Kevin was making, this was pure erotic pleasure for him. He kept telling me how hot and horny it was making him; how big and hard his cock was getting now, and how good that was going to soon make my ass feel! All during this, he pulled my legs back and trapped them under his arms so he could continue my shaving by removing what little hair had grown in my firm teen ass-crack.
With that job done, he ordered me into his bedroom and told me to kneel on the edge of his bed with my legs as wide apart as possible and my elbows and head down on the bed. This obscene posture left my smooth virgin asshole wide open for use, with my newly denuded cock and balls dangling between my legs for easy access from behind.
Once I was in position, I looked up and saw what he had in store. He had retrieved his dad's fraternity paddle, and told me he intended to really heat my ass up now. Kev also said with us going to college next year, it was time I learned how to take a real paddling. I could only think about wanting to give him the same lesson. He told me that since I had only lost the game by two hands, he would only give me twenty licks with the paddle. Kevin also grabbed my balls and gave them a tight squeeze, reminding me not to move or he could miss the target and I might be in even worse pain!
SMACK!
OUCH!
SMACK!
AAAHHHH! Kev, that hurts man!
Good, it is suppose to -- I want your ass nice and red. SMACK!
And so it went. By the time he got to twenty my young smooth ass was throbbing and on fire, and I had tears running down my face. Then suddenly, Kevin turned my head to the side and kissed me like never before, telling me how much he loved being with me. He told me not to move, and the next thing I knew my burning ass also felt fantastic! It was Kev's tongue lapping at my smooth young butt. Then suddenly I felt something penetrate my tight asshole, but it didn't hurt at all, in fact, it felt even better, as Kevin was tongue fucking my virgin ass. Soon, I was in sheer bliss, between his tongue, fingers -- I had to have him. "Kevin, I want you to fuck my butt with your big cock. Make my ass yours!"
He rolled me on my back, pinned my knees on my shoulders, and then I felt the pressure of his big cock at the entrance to my cherry ass. Suddenly, the head popped in, and I gasped just as he drove his long cock all the way into what was my virgin rectum while burring his tongue in my mouth. Soon he was pumping his cock in and out of my butt and I was begging him to fuck me harder and faster. Kevin began slapping my ass cheeks as he fucked the hell out of my tight young butt. It was nirvana -- my lifelong best friend savagely pounding my butthole taking both of us over the edge.
I yelled at Kev to keep pounding my asshole with that big cock, that I was about to shoot. And that I did -- with him squeezing my balls and pounding my butt with his cock, I shot the biggest load of my life all over both of us. And my butt clamping down on his big cock was all it took. That flushed look was back, and then I felt it: my best friend pouring his hot cum into my ass.
After, we collapsed, Kevin's cock still buried deep in my butt. He fucked my ass two more times that night, leaving all his cum deep in my guts, and my young asshole tingling with pleasure. The next morning, as we showered to head out for the day, I told him how awesome the whole thing was, and what new ideas it had given me! We were playing again that night, and I told Kev he better plan on his ass feeling like it has never felt before!!!