A Win-Win Situation

I had known that I was gay since junior high school. That’s where I met Bobby and it’s also where I fell in love for the very first time. Soon Bobby and I became best friends and he would come to my house every morning so I could walk to school with him. I knew that I could never tell him about the feelings of love that I felt for him. It seemed very sad to me that I could be so much in love, yet I couldn’t tell a single sole. Not even the one that I was in love with. I would pretend that we where boyfriends and as we walked side-by-side, I would have conversations with Bobby in the safety of my imagination. There I would tell him how beautiful he is and I’d try my best to describe the feeling that washed over my entire body whenever he was near.

As we got older, my sexuality became somewhat of an obvious understanding. I had never had a girlfriend to speak of nor did I go on dates. Every once in a while, Bobby and I would have an ambiguous conversation that came very close to being a confirmation of my homosexuality.

I had developed a skill of recognizing when a straight boy was at a moment of weakness. It often took nothing more then a little alcohol, privacy, and a lack of pussy in the immediate area. There must have been a hundred times where I had Bobby in just such a position. I would always control myself for fear of ruining our friendship. Things had changed between us after my sexuality became obvious. Before that Bobby and I would masturbate together almost daily. We’d sit so close that on a few occasions we splatter cum on each other’s legs. But that seemed to stop one day and then Bobby wouldn’t even change his clothes in front of me.

On the day that I successfully seduced Bobby, I was already horny and had been for days. Bobby called me and asked if I would go with him to store his boat at a rental yard. It was a Saturday afternoon and I had nothing better to do. Bobby and I pulled up to the rental yard and he entered the code to open the gate. There wasn’t a sole to be seen. Bobby had yet to master the art of backing up with a boat trailer. It took him nearly 30 minutes to get the boat trailer in his spot. The brought along a six pack and as usual, by the time I finished one beer, I’d have to piss two beers. Bobby sat on a wooden stump while I walked a few feet away to a row of shrubby. I positioned my self so that I was nearly facing directly towards Bobby. He could either enjoy the show or look away. It was entirely up to him.

I was thankful that it was an unusually warm day and that I didn’t have any underwear on. This was the secret combination that always had my dick hanging. It was not hard but it wasn’t exactly small and wrinkled like a cold day in January. It was nice and plump. I unzipped and hauled my cock and balls out into full view. From the corner of my eye, I watched to see if Bobby would take a peek at the show I was putting on. I saw him look up when he heard the sound of my piss splashing on the ground. I looked up at Bobby and he didn’t look away. His eyes where frozen on my dick which was now getting hard.

“Hey! Keep a look out. I don’t want anyone to see my tiny dick.” I said knowing that he’d have to comment on what I had on display.

“You’re kidding right? If that’s what a tiny cock looks like then I’m in trouble.” Bobby said.

I reminded him that I had seen his cock plenty of times and I recall it being thick with a fat mushroom head on it. By this time my cock had stiffened and was pointing straight out in front of me a good 8-inches. I looked down at it and slowly begin to stroke it.

“Man! Look at that fucker grow. Your getting stiff dude!” Bobby said as he massaged his own penis through the material of his shorts. I “accidentally” let go of my shorts and they fell to the ground leaving me totally hard and naked in front of Bobby.
My manipulation of my cock was more deliberate now that I had stopped pissing, but it still was quite masturbating. 

“Fuck I wish I had a cock that big. Go ahead and jack it dude. I’ll keep an eye out.” Bobby said with that nervous tone in his voice. I knew that act two of my show was what would make Bobby willing to try anything.

“Jacking is old school man. Check this out!” I said.

I kicked my pants completely off and went a sat right next to Bobby. I got into position and lowered my face down and took almost 4 inches of my own cock into my mouth. 

I pulled my mouth away long enough to make a comment that sent Bobby over the edge. “Not only does this feel better then jacking-off. There is no mess to clean up.”

It took Bobby a few seconds to figure out that I was talking about swallowing my cum load. 

“No fuck that!” Bobby said. “You can swallow your load some other time. I want to see what it would be like if I had a cock that big. Stand up!” Bobby said.

I wasted no time and stood up as instructed. Bobby told me to lean up against his boat. I felt him slide his cock between my legs. Then he reached around and started to jack-me-off as if it was his cock that he was stroking. 

“Damn Bobby! You really know how to make a guys cock feel good. Maybe I can still get some of it in my mouth.” I said. “I can’t remember the last time that I went a day without a healthy dose of protein.”

“Wow you really get off on swallowing cum? I suppose you could try some of mine if you want.”

That was all it took. Hearing Bobby offering to shoot off a load of cum down my throat was more then I could take.”

“Fuck man! You did it dude. I’m going to cum! Here it comes dude. Oh fuck! I’m cumming, I’m cumming!”

Bobby looked over my shoulder as ropes of white-hot spunk flew out of the tip of my cock. Bobby was impressed and told me that I’d better get ready to take his cum. I got down on my knees as Bobby started to jack-off while aiming his cock at my open mouth.

“Dude! Sit down and let me get it out if there.” Bobby did as I requested and I dove between his legs and took all 5 inches of his chubby cock down to the root. I whished that I could have sucked on that cock forever but I could tell by the way his balls tightened up, That he was close to cumming.

Bobby shoved my face down into his crotch until his cock head was at the back of my mouth. He was a major comer for a guy with tiny balls. I could feel it splashing all over the inside of my mouth and I didn’t waste a drop.

“Holy fuck man! You suck cock better then any bitch I know. We’re going to have to make some sort of arrangement dude. I’ll jack you off anytime you want if you’ll suck me off in return.”

“It’s a deal,” I said and now Bobby calls me at all hours of the day and night so that he can feed me his cum.”