I had been wearing Matt's boxer briefs regularly for around a month now. I had worn them so much they began to smell horribly. I could be wearing jeans, and the smell still seeped through. I knew I had to wash them if I wanted to continue wearing them. This was no problem for me though, because I do my own laundry and didn't have to worry about being caught. I tossed them in, and with a little extra fabric softener, they came back out even softer than when I first tried them on. Matt wanted them back, and I was planning on seeing him in only two more days, so I figured I would blast one last load in them before I sent them back.
The boxer briefs were so soft, I did not want to give them up. I had to go out and buy an identical pair. This would be a challenge, because it meant that I would have to talk to my mother about underwear, which I was reluctant to do. It was an awkward situation. I approached her that afternoon. I told her that I had heard other kids saying how comfortable they were, and many of my boxers were getting too small for me anyway. She said okay. The next part made me even happier. She said that I since I had my own liscense, that I was old enough to go out and get my own underwear. She coughed up some money, and sent me off. She had told me that she and my father were leaving to go out that night, so I had to be careful while driving, and that I had to leave my phone on.
I ran out to my car, hopped in, and drove off. Fifteen minutes later, I was at the mall. I was kind of nervous that someone would see me in the underwear section of a store, or carrying around a bag with underwear in it.
I decided to get the boxer briefs last. I went to get a CD, and wandered around for a little while before entering the store. I looked to see if the coast was clear, then walked into Ames. I wandered around, passed the underwear section of the men's department, and continued to the electronics section. So far, so good, I didn't see anyone I knew. I then casually walked back to the men's department, looked at some belts, and shorts, and finally, when the coast was clear, entered the underwear section.
There were so many different types of underwear there. I got an immediate boner from the situation. There were so many pictures of men wearing only the underwear, encased in each package. I brushed my hand by what would in a few days, be in another man's pants, right next to his package. A man of his mid-thirties entered the section with me. He was tall, had brown hair, and was rather well built. Luckily, I was wearing Matt's boxer briefs, otherwise my boner would be in full view through my jeans. I followed him through, and eyed every pair of underwear he considered. He finally found a pair of Calvin Klien briefs, picked them up, and looked at me. I had been staring, but swiftly, snagged a pack of FTLs with a nice pair of red, a pair of dark green, and a pair of orange boxer briefs. They looked nice, and were a medium, just my size! Before I knew it, the man had left, and I was alone, standing there with this treasure in my hands.
I was lost in my own world, when I felt a hand on my shoulder. I spun around quickly. It was a kid from my school. His name is Ryan. He is on the swim team, and is therefore well built. He has short brown, curly hair, that looks kind of like a fro, but not really, and a body that would make you kill for.
"I thought that was you," he said. I couldn't believe he recognized me. I had fantacized about him all year. Since we both go to a private, all boys school, I couldn't believe he knew who I was out of the hundreds of guys in our grade. I had fantasies about him every day in math, he sat on the other end of the room, and I would just stare at him. "What you got there?" he asked. I showed him, and he told me about how comfortable he though they were. I decided to hold onto them. His hand slid off of my shoulder, and ran down my back, barely touching my ass. My boner was once again thrusting into the boxer briefs, and was now slightly noticable through my jeans.
Ryan grabbed a couple of pairs of bikini briefs from the rack, and winked at me. I guess he had noticed my boner when I had turned around. I had heard stories of the swim team being gay, but I had never thought it was actually true. I was amazed at him. He told me they were for a swim training camp he was doing over the summer, and that he needed them to wear under his speedo in case he got hard.
We both talked as we walked to the cash register. It must have looked incredibly odd, seeing two teenage guys, who looked like friends, buying underwear together. We got some funny looks, but I didn't mind. We were never going to see any of these people again anyways. When we got outside, it was dark. He told me to follow him. We walked around, behind the mall. There were trees back there, and very little light. Noone was there, we were alone.
"Have you ever done this before?" he asked me as he squeezed my firm butt through my jeans. I loved the way the boxer briefs made it feel, and I guess Ryan did too.
"Yeah, just not here." I responded. We both kissed for about a minute or so. He slid his hand down the back of my pants, carressing my butt. I reached down to his shirt, and started to lift it up and feel his hard abbs.
We broke apart, and he knelt down and unzipped my pants and let them fall to my ankles. He kissed my dick through the fabric, then pulled my dick out of the fly of my boxer briefs, and kissed my balls. He stood up, and stroked my dick slowly. I grabbed under the waist band of his athletic shorts and pulled them down. He stepped out of them, and let them sit on the ground. He was wearing another pair of bikini briefs, just like the ones he had just bought. I could clearly see his dick through the thin, white fabric. I grabbed it and then pulled it out the side.
I stood up, and grabbed his rod with my hand. Ryan did the same. We mutually masturbated each other. I started to kiss him again. This was so exciting, being out in the open, being able to get caught. It was so exciting that I was ready to cum almost instantly. After only a minute, I spreyed my load all over his shirt.
I could tell he was ready to blow too, when I suddenly heard a noise. I looked up and saw a flashlight. The security guard pointed it at us, and told us to freeze. I reached down, pulled up my pants, grabbed my bags and ran. Ryan did the same, althought he didn't have time to put his shorts back on, so he just grabbed them, and ran with me to my car. He looked beautiful, running in only his underwear and cum drenched tee shirt. We had lost the guard, but now had the problem of him streaking, so we ran just as fast.
When we had finally gotten to my car, he had noticed that somewhere in the scurry, he had dropped his shorts. We drove for a minute, but couldn't find them. We figured they were back where we were making out. There was no way we could go back there. Ryan said his parents were home, so there was no possible way he could take the bus back to his house in his present conditon. I told him that mine were out, and that he could come home with me and borrow some shorts.
The whole ride was distracting, due to the sight next to me, but I got us home safely. Ryan bolted to the door, and rushed in once I unlocked it. I don't think any of the neighbors saw him. I showed him around my house, and brought him into my room. I closed the shades. He sad down on my bed. He had gotten another boner from the excitement. Mine was half hard. I stared at him, and finally went back over to him. He looked back at me with his bright, blue, beatutiful eyes. I undressed him, starting with his shirt, which had begun to harden from the juice on it. He, then, took mine off. I stared at the little line of short hair that lead from his belly button to under his bikinis. He started unbuttoning my jeans, unzipped them, then pulled them down. I kicked them off, onto the floor.
I grabbed him, and pulled him down on the bed, laying there, ontop of him. We were kissing again. I could feel his rod pressing against my leg. I decided to relieve it. I broke off, and slid his briefs off. He did the same to my boxer briefs, and set them on the floor. We rolled into 69 position and I started sucking. My dick was still a little sticky from the previous adventure, only a half an hour previous. It took me a while to get fully hard again. By the time I was fully hard, I could feel his dick throbbing, and ready to explode, so I slowed down a little and moved my hand around to his butt and penetrated him with my finger. This was enough to make him erupt right into my mouth, and down my throat. I swallowed what was left, and slowly juiced out every drop with hands. It was more bitter than my own, but still delicious. About a minute after his first load, I blew into his mouth, but there wasn't much left.
We cleaned up and went back to talking. He said I'd do well on the swim team at school. I was shocked at that. I guess the rumours were true. I was amazed. I told him I wanted to join, and he said that I should work out all summer at the same training camp as him. "That would be great!" I responded. He said that I could still apply. I was so excited to be swimming in a speedo, and the go to the locker rooms with the guys afterwards. I couldn't wait. This summer was going to be the best one I've ever had. We kissed once more. I could taste my cum in his mouth. We both walked back to my car, he had a pair of my shorts on now.
We drove to his house, but right before we turned the corner to his street, he told me to pull into an empty parking lot first. I was confused, but did as he said. "You might need these" he told me, and started taking off his shorts and underwear and handed them to me, and put his shorts back on. "When you get a boner, you might want something more than just a speedo to hide it." These were wise words. I slid them into my pocket, and pulled infront of his house and waved good-bye to him and told him I would see him tomorrow.