Ever since I was young, my parents had had me wearing the typical swimsuits of guys: long shorts. When I started getting older, I started to have a fascination with all types of swim briefs. I mostly saw them on girls, but I remember a few experiences with guys. I knew that I wanted something smaller, and preferably tighter. By the time I was thirteen, I was holding on to some black swim trunks with no linining. They were a little too small for me and short. I loved how when I got out of the water, my package was prominent. Nobody said anything, except my mom, to encourage me to buy new suits. But then again, usually I was stubborn in buying clothes.
I had always been amazing in how girls could so freely strut their stuff, going around in little. I particularly liked the girls who would not wear cover ups at the beach, but would wear little. Or only covered up their top with a short shirt. Isn't it interesting that some girls throw on a shirt to be modest and others short, but not many do both as long as they are near water? I did have a fascination with asses too, but just the fact that they were exposed... it made me want to be like them.
The first time I saw a guy out in a speedo was when I was in a Caribbean country, and I guessed he was a Frenchman. By this time I was 15. I had seen swimmers wearing them and little glimpses, of which I certainly always took notice, but this was the first time I saw what really excited me. He was with his wife, daughter, and son. The son was about 11 or 12 and the daughter younger. They were all laying out on the beach in bikinis-- the mom had a thong, the daughter had a more conversative pink little girl two piece, he was wearing a 2 or 3" side speedo and the son was wearing what looked like almost a string bikini bottom, though with no tie. I tried to discreetly keep an eye on the family. What was interesting was when they crossed the street to grab something to eat, which was while we were eating at a small shark sandwich stand across the street, the daughter and mother had donned shorts and a t-shirt, but the males continued to wear only the Speedos. This was my fantasy in a sense: to be free enough to walk around with so little on among people who were mostly clothed, but where it still made sense; after all, every one was in various states of dress from the beach.
Of course, I had started to read online and find stories, pictures, and videos about speedos. I found where in the world they were still common and had been common. I found videos of kids playing in them, saw the sunga style in Brazil, and so on. I even came across the more risque varieties on sites like Koala Swim. But then when I saw that some teenagers were more reluctant to actually go through with it, I got discouraged. I saw stories of teens who wore just jammers, and were embarassed in them. I saw suggestions of layering and donning less and less. This just did not fit the exhbitionist tendencies I had developed!
Nonetheless, I continued to want one and imagined each time I was with friends or family at the pool or beach what it would be like to wear a speedo, bikini style or less. I started planning when I turned 16 and had a car to drive to the local Sports Authority and purchase what I knew they had. I even considered trying to secretly order one off the Internet. However, if I were to acquire one without my parent's knowing, and they would probably see me in it, how would it work? Sure it would be nice to at least wear one, but this was not enough.
Soon enough, my luck changed. By this time, I was 16. I am fairly short, not reaching 5' 7". I can also be fairly hairy, though most of the hair on my body is blonde, so it is not too noticable. I am fairly pale as well. I have a very lean body, thanks to being a runner and varsity tennis player, and I can never get jeans that are snug at the hips like I like. I do, however, have a bit of a butt which I silently prided myself in. It seems to be the only part of me that holds any fat, althogh it is not usually noticable. I am not much different now physically, so I switched to description in the present tense.
At this time, my family was on vacation on an Atlantic beach. The first night we got there, we found a beach shop and they had a whole rack of skimpy swimwear for guys: they had, in various colors for each, the running shorts that are barely there with a split up the side, short, tight trunk style shorts, normal gym shorts cut shortly, and a male bikini with about one inch sides. My brother, of 13, started begging for the bikini. He showed me and I too began to ask, in *snicker* reluctant support.
My parents said no and we continued to shop. We planned to just buy some with our own money at K-Mart, if we could find some. We almost tried on some of the little girls bikini bottoms, and looked briefly for some solid colored ones. I almost wish that we had; I have always wanted to see how they fit. Alas, we did not. Finally, my brother and I got permission to go back to the beach shop where we tried on a few pairs. I thought about an extreme pair, but I wanted to make sure I would wear them, so I tried a basic grey color in the spandex swim shorts and the bikini. I would have tried the split running shorts for playing tennis and such, but I only had enough for one pair. My brother ended up buying a matching bikini.
As I slipped the spandex shorts on first, the feeling was amazing. I loved where they sat, but they had a pouch for the package which stuck out almost obscenely. I wanted something that looked a little more like girl shorts if I was going to do that, and too much attention was drawn. I tried on the bikini and found I could stick my penis down. The fit was perfect. I surprisingly didn't get a boner. Everything felt so soft and smooth against my skin, and they looked modest enough, even though they were really showing a lot. I had to come out to view myself in the mirror. The sales lady was snickering at me as I tried them on and suggested I get pink, but I thought little of it. I liked this pair. I then rushed back out. I saw my brother's later, once I convinced him to come out. His butt was sagging, as he had to get the same small size, and they looked big, but he still wanted them. I was glad to have a partner. While near the changing stations, I also saw the girls' short shorts with the beach name on the butt. I really wanted something like that, but knew it was too much. You know, for a cover up...
The first time I went out was to the pool right by our hotel. Me and my brother quickly donned our speedos, making sure to put suntan lotion on as well. My brother put on shorts, but I decided to bring nothing with me. I then went out to the pool. The swimming experience felt really nice; almost like I was wearing nothing. But I started wanting something more, so I suggested we go out to the beach. Plus it was really cold water. My brother and I headed out to the beach, which was a walk straight from the pool. He brought a towel with him, I brought only myself. At the thought of being around so many people, I started to get hard, but it stayed semi hard so that it was not noticeable. It was like this most of the time I was out there, but it really was just enough to make my package look bigger.
My brother quickly spotted some girls in bikinis, and to hide his embarassment, he covered up with the towel. I continued to walk across the beach, and so we went. I went in my speedo, and he went in his towel covered body. He accused me of being an exhibitionist, but I claimed to just enjoy the beach. I loved the feeling of the material moving across my butt, and started to dream of what it would be like to wear something smaller, even a thong. But I realized that anything much smaller would not be accepted, as this was already very uncommon for a male to wear. Luckily, I was still young so I didn't look like a pervert. I only wished my brother would join the fun!
After a while, we decided to build a sandcastle, and chose a spot. I ended up sitting with my feet on the ground in a squatting position so that my junk really stuck out, but I didn't like sitting on my knees. However, some kids came and played with us a while. There were no comments from the closely watching parents or anything. I realized that my suit was seen as completely normal. I enjoyed the freedom.
I continued to wear the suit every day, with my brother only occasionally wearing his. My parents were a little embarassed by it, but in all said little. The first day, after spending all day at the beach and pool, I came back in and proceeded to lounge around the hotel room in mine, my brother soon joined me. However, at bed I usually switched into some old boxers. When I was with my family in such a small room, I usually wore some old boxers (with prints, which I always called "sleeping shorts", which were usually pretty short but not tight), whereas usually I would just sleep in my briefs.
The week brought forth a new habit in me!