Friends can only get closer

Most days were the same for me, get up go to work and cruise for pussy after my shift was over at the construction site. It was either that or go over to my best friend's place. I really enjoyed hanging out with Caleb. He was slightly taller than me, standing at about 6'2” and was muscular with a little bit of fat on his stomach. Not enough to think of him as chubby because you could still see his top four abdomen muscles when he flexed. He was built in his chest and arms and his legs were shaped nicely. He had clean trimmed beard and attractive green eyes. He wasn't much of a ladies man though he was more of a giant teddy bear. He had only been with a handful of women, at least that is what I knew from the stories that he had told me, which was pretty much the opposite of me. I would pick up a new woman two or three times a week. Most women were attracted to my six foot muscular framed body. I was clean shaven short brown hair and brown eyes. I stayed in great shape and was addicted to going to the gym. I thought there was no greater satisfaction than fucking a women, but I was wrong.

After changing back to my regular cloths I heard foot steps walking into the locker room. I turned around to see Caleb walking up to his locker, which was conveniently right next to mine. “Hey man.” Caleb said as he sat down on the bench behind us. “Hey.” I replied back. Caleb looked at me and said, “Are you going out for another conquest tonight?” He was referring to me picking up a new girl, which I did, frequently. He knew all this because I would tell him stories, rather, intimate details about all the girls that I fucked the night before. “Naw, I think I would rather just chill for tonight.” I told him.“You should come over to my place tonight, play a little bit of pool.” He suggested. “Sure, I'll meet you there in half an hour?” “Sounds good. Pick up some beer on the way. I ran out last night.” I slammed my locker, clicked the lock, and walked out the back door to head to the grocery store.

I got to Caleb's house about 45 minutes later with beer in hand. I opened the door and walked into the living room. Caleb was sitting on the couch watching the kick off of the college football game commence. “What took you so long?” He asked. “I had to pick up the beer.” I told him. There was a pause of silence as he stared at me. “And I had to get this girl's phone number.” I told him walking over to the fridge. “Figured as much.” He stated in a bland tone. He was always a little sensitive about me picking up chicks because he wasn't any good at and probably horny as hell. “Hey man, don't hate the player, hate the game.” I retorted to him with a smug smile on my face. He rolled his eyes, frustrated at my last retort. Something seemed off about him tonight but I couldn't really put my finger on it. I opened two beers and put the rest of the thirty pack in the fridge. I walked over to the couch and plopped down and handed one of the freshly opened beers to Caleb. “You should have seen this chick.” I told him. “Red hair, blue eyes, tight ass. She was fucking hot man.” Caleb just kept staring at the tv. It was very obvious that something was wrong with Caleb.

The half was over and we had both consumed about five beers each. I knew Caleb was still pissed at me but I wasn't sure why. As usual, I decided to make a bet with him. I normally did this when he was getting drunk and won every time. “I bet you Kansas wins by a touchdown.” I said. They were already up by ten but it was really anyone's game still. “What do you want if you win?” Caleb asked. “Three hundred bucks or your watch.” I replied. Caleb had a really expensive watch that he never wore but I knew it had sentimental value. We normally made some pretty outrageous bets and Caleb had inherited a lot of money so it wasn't really a big deal. “Fine, you're on.” I knew I had this one in the bucket. “What do you want if you win, even though you aren't going to.” I smiled at him. “I want you to give me a blowjob.” He said flatly. “What?!” I proclaimed. “You heard me. I am not going to win anyways so why does it matter?” He had a devilish look on his face. I couldn't believe what I just heard. “It is fine if you want to back out.” He said. “You were always a chicken.” The slight insult was a leer and it hooked me. “Fine, I will be looking forward to taking your money and your watch.” He laughed. “Alright Rick.”

I had really expected Kansas to crush the Tigers. They were projected to beat them by 24 points but they were only leading by a touchdown. The Tigers were marching down the field with seven minutes left in the fourth quarter. I was beginning to sweat. The Tigers quarter back dropped back to throw the pass when he was hit by a the defensive end and the ball came loose. “Yes!” I screamed. “Fuck!” Caleb groaned. “It looks like you'll be paying up my friend.” I chimed. “They game isn't over yet Rick.” Caleb assured me. As we watched the game events unfolded that I would have never predicted. Kansas had the ball on the Tigers 20 yard-line when their star running back fumbled the ball with two and a half minutes remaining in the game. “What the hell are you doing?!” I screamed at tv. I heard Caleb laugh.

The Tigers began to march down the field. They made it down to the 15 yard-line and there was one play left. Caleb and I both leaned forward anticipating the last play of the game. The Tigers quarterback rolled to his left and threw the ball to the back of the end zone. It got tipped by a Kansas player up and then it got bobbled by a Tiger player underneath him. Time felt as if it was moving in slow motion as the Tiger made the catch. “You got to be fucking kidding me!” I yelled. “Wow, looks like you will be the one paying up Rick.” Caleb replying to my earlier comment. “The game isn't over they are probably going to go into overtime.” Just as I said that I saw the tigers fake the field goal. Their holder rolled out to the right and threw the ball to a completely wide open tight end. My heart sunk.

“Well I guess it is time to pay up.” I heard Caleb say. “There is no fucking way man.” I replied angrily and a little scared. “You made a bet Rick, now you are going to fucking pay up.” I looked at him hard. “That game is bullshit.” I said. “Don't hate the player, hate the game.” Caleb said. “Is this really what you want? Are you a faggot?” I know my words stung him deep and even though I would do anything to not suck a guy's dick I regretted them instantly. “No!” He yelled back at me. “Some of us can't pick up chicks every night like you. I haven't been laid in five months. Five fucking months.” I was quiet. I didn't know what to tell him. Even though he was hurt by my words he was still intent on getting his dick sucked. “Getting on your knees.” he commanded me. I slowly got down on my knees. I couldn't believe this was happening. I heard his zipper unzip and the pants fall down to the floor. He was semi hard and looking at me.

Caleb didn't have a really long dick but it sure made up for that in girth. I had seen him the showers at work many times and already knew he was thick. We had told each other our measurements before. I remember him saying that he was only a little longer than six inches but he was as thick as the tubing to a paper towel roll. I had a good sized dick, just under seven and a half inches, but it wasn't nearly as thick as Caleb's. I looked at his dick and knew I didn't have a choice. I was hesitant and not really sure how to approach. “Here, let me help you.” Caleb offered. He put his hand on the back of my head and pulled me toward him. My heart started to beat really fast as I slowly made my way toward his cock. I opened my mouth and closed my eyes.

I felt his enormous cock head hit my lips and I had to open my mouth up extra wide. “Oh, that feels good.” He cooed. He pushed his cock in a little bit further now. I started to bob my head back and forth on his cock. This wasn't so bad. I didn't want anyone to find out about though. I really enjoyed fucking chicks and had never really had any desire to fuck a guy although I had thought of it occasionally. My mouth felt really full as he entered me as far as he could. He pulled all the way out. “Fuck your dick is fat.” I said. “Get back on it.” He said as he pushed my mouth back on his cock. He started to fuck my face. At first he went slow but then he started to pick up speed. After while he was humping my face as hard as he could. It was like trying to suck a soda can. “Oh, that feels so fucking good.” He groaned as he went in and out of my wide open mouth. My jaw was starting to hurt.

I could hear him grunting and moaning and knew he was getting close. I started trying to pull my mouth off his dick but he had both his hands on my head by that point. I put both hands on his thighs and pried my self loose but he had already started to cum. Some of his semen landing in my mouth while the rest of it was spurting out everywhere else. It tasted salty and I spit it out almost as sudden as it got in my mouth. It got on my face and on my shirt in huge heaps. It was everywhere. “What the fuck!” I screamed at him. He looked away sheepishly. “Sorry.” He said looking down. I got up and walked right out the front door. I could hear Caleb calling me to wait but I was so to anger to talk. I started my car and drove off.

The next day at work I didn't see Caleb. The place was empty besides the two of us. People were gone because it was Friday. I was in the shower letting the warm water cascade over my body when I heard a voice say “Sorry.” Startled, I jump a little opening my eyes to find Caleb standing in naked getting ready to turn on the other shower. I turned around the other way so I wouldn't have to face him. “Rick I'm sorry. I don't know what got a hold of me last night. I just was so fucking horny.” He said apologetically. “Don't talk to me.” I said coldly. He grabbed me by the shoulder and spun me around. I put my hand against his chance to ward him off. He kept his distance. “I just want to show you that I am sorry.” He said again in kind voice. I was looking at him not really sure what was going to happen. He slowly got down on his knees. What the hell was happening? He put his hand my thigh and the other around my butt. I was so shocked that I couldn't move. I was paralyzed but a shock and a little bit of excitement.

He slowly moved his lips to the head of my cock and put it in his mouth. I his tongue lick the underside of my cock head. Damn it felt great. He worked all around the head with his tongue and then went up and down the shaft. He sucked cock really well. I couldn't believe that this was happening. As he sucked my cock I was getting really turned on. This was better than any chick that I had ever had go down on me. It was like he knew exactly what I liked and didn't like. I knew I was starting to get close as he pulled my cock out of his mouth than engulfed the whole thing. “Shit, Caleb. I am going to cum.” As I said this he started to pick up speed and suck hard. I gripped his shoulder as my orgasm hit me.

I could feel the first few spurts shoot and then the next few start to ooze out of my dick. It felt like he was swallowing my load. I looked down and saw some of my semen was leaking out of his mouth onto his beard. He left my member fall out of his mouth and stood up while wiping the semen off his chin. “Like I said, I am sorry.” He stated one last time. “Caleb, what the fuck just happened.” I said still in shock and not really sure what to do next. He laughed.

Caleb looked at me. “I always wanted you to suck my cock Rick.” I was surprised to hear this. Caleb didn't seem like he was gay at all. He was so manly that this comment caught me off guard. “I didn't know you were gay.” I said. His eyes opened a little bit wider. “I didn't either. I mean I still like to fuck chicks but I have always wanted to suck your cock.” “Well it felt fantastic. I wouldn't be opposed to having it happen again.” I said with a smile on my face. “Can I tell you something?” Caleb asked. “Sure, what is it?” I wondered. “I wanted you to fuck me for a while now.” Caleb replied awkwardly.

My eyes got big. My heart started to pound. I felt my dick start to get hard and Caleb noticed it as well. “I take that as a yes?” Caleb replied with a coy smile on his face. He placed his hand on my dick and tugged on it leading me over to the bench by the locker. He reached in his locker and grabbed a condom and some lube. He tore the package open and placed the condom on my rock hard cock. He squirted copious amounts of lube on my dick. “I have never done this before. Be gentle.” He said in a nervous voice. He then bent over.

I took the bottle of lube from his hand and squirted it on his crack. His ass was actually really hot. It wasn't to big but there was definitely something to grip on to. I pushed my index finger slowly up to the knuckle. I felt him wince. I moved it in and out slowly trying to let he accommodate himself to this new experience. After a while he started to rock back and forth on my hand. I then put two fingers in his tight hole. He tensed up a little bit but then pushed through the pain and started to fuck my hand. I couldn't believe that Caleb was about to let me fuck his ass and I was even more surprised that he appeared to be enjoying it. I pulled my fingers out and placed the head of my cock on his hole. I pushed the head in slowly trying not to hurt him. “Oh fuck!” He whined. I slowly forced my dick further and further in his hole. He was grunting and panting the whole time. I couldn't believe how tight his ass was.

The sensation felt amazing. I had fucked girls in the ass before but it hadn't been their first time. This was his first time and I had complete control of his virgin ass. I pushed my cock even further and heard him moan with pleasure. I started to slowly pick up speed after a while. Caleb started thrusting back against my cock and was really enjoying. I thrusted harder and harder and Caleb's moans and grunts got louder. “Fuck Rick your dick is big!” He moaned as I thrusted into him deeply. “You like my dick in your ass, don't you?” I said in more of a statement than a question. “Ya Rick. Keep fucking me.” He replied. I did just that.

“Lie on your back.” He commanded me. I pulled out of him and laid on the bench. He straddled me and slid my dick back up his ass. He started to ride me. Going up and down on my dick.“Oh, shit.” Caleb said. He seemed to be getting close. So was I. I could feel his ass starting to squeeze tightly. “Oh fuck Rick. I am going to cum!” He shouted. As soon as he said that streams of white semen started flying from his dick. The first stream went past my head. The second and third splattered on my face. The fourth stream landing mostly in my mouth. It tasted salty like the first time but it didn't bother me because I was enjoying his ass so much.

His fifth, sixth, and seventh landed on my chest and belly. I couldn't really tell if he was still cumming or not but I knew I was about to. “Oh fuck, Caleb.” I started bucking my pelvis as hard as I could into his ass. I felt warm goo all over my dick. I laid there out of breath with sweat dripping from my body. Caleb bent all the way over and kissed me sucking the remnants of his cum out of my mouth. He licked my face and let the cum slowly drip from his mouth to mine. “I think I might need to take another shower.” I said with a laugh at the end of the sentence. He smiled. “I think I will join you.”

I couldn't believe the events that expired in the last two days. I would have never expected on having sex with my best friend. I knew I still wanted to have sex with women but having sex with Caleb was definitely something that I didn't want to give up.