I was always the kid who hated wearing clothes. It was just me, my mom and my two older brothers, and for as long as I can remember, I was the boy who never bothered wearing shirts at home or anywhere else when I didn’t have to. Even as a little kid, I would just automatically take my shirt off as soon as I got home from school every day ... or sometimes even while walking home if it was a warm day ... and I wouldn’t have a reason to put one on again until leaving the next morning. My mom was happy that I had that confidence, and that I made less laundry! I’d run around the neighborhood, hang out with friends, skateboard, ride my bike, play soccer or basketball at the school sports court in the evenings ... and unless it was cold out, you’d find me with no shirt on probably 80% of the time. And summer vacation? I definitely had no need for any clothing besides shorts and sandals. If we went to the movies or if my mom made me go to the grocery store with her, I’d have to grab a tank top and put it on before we went in, but other than that ... forget about it. I was a lean, blonde-haired, blue-eyed, bronze-skinned kid and even as early as age 8 or 9, I knew I happened to be good looking even though I wasn’t worried about it. I was always self-assured, fun, casual, easy-going and fairly popular.

Whenever I was home for the evening, sometimes I shucked my pants or shorts after dinner too and spent a lot of my time in just my underwear. It was just me, my mom and my two older brothers, and I never felt any need to be modest around any of them. Watching TV, playing video games with my brothers, doing homework, playing games, I was always more comfortable in my underwear. My brothers were several years older than me, and while they also had never been shy about going shirtless whenever they wanted, it wasn’t always their “default” like it was for me. Sometimes they’d even dare me to take the garbage out to the street in my underwear or run around the backyard that way. When I was 11, they once dared me to ride all the way around the block on my scooter in just my boxers, and I had no problem with it since they agreed that they owed me the next time the ice cream truck came to our street.

Oh, and in my room at night? You guessed it, naked as could be for as many hours at a time as I could get away with it. I have always slept naked ever since the age of 7 or 8.

Mostly this was all because I just loved the comfort and freedom, and had no feeling that I needed to be more modest ... but as I got older, I admit I kind of liked showing off in subtle ways. When I was 12, I started swimming in a local youth league ... and the idea of being out in front of tons of people in just a Speedo was a HUGE thrill for me! I was a competitive swimmer in several events, and I also did some diving, so there were Saturdays when I’d often spend the entire day in just a Speedo. Just like lots of other boys, I’d be parading around like that in front of dozens of other kids and a few hundred spectators in the stands as I went to different events around the pool and diving boards. I loved this sport and these competitions because I barely had to wear any clothes and everyone else was doing the same thing.

You can’t help but compare your body to others when they’re all on display, and I started always wanting mine to be looking the best. My swim workouts kept me in awesome shape, but this was also about when I started doing a ton of calisthenics at home to tone up the muscles on my skinny body. My abs and shoulders and firm, flat pecs looked better and better when I started doing hundreds of sit-ups, crunches and push-ups, and dozens of pull-ups, every day.

I’m pretty sure my preference for avoiding unnecessary clothing encouraged many of my friends to also be much more cavalier about showing skin. In middle school, my pack of friends included a lot of other athletic kids who I swam, dived or played soccer with, and we were always the “shirtless boys” at the skate park, riding bikes around, and of course at the local river beaches. The summer after 8th grade, my friend Scott invited me and two of our other buddies to join his family for a full two weeks at their lakeside cabin, and of course we ALL spent almost every day of the whole trip wearing nothing but shorts and swim trunks. We got deep tans while boating, tubing and fishing on the lake or laying out on the docks.

Almost every night we also REALLY loved skinny dipping off their dock! Swimming naked is the best. It wasn’t the first time I’d ever done that, but it was the first time I’d ever had like at least an hour or two nearly every night of just hanging out totally naked in front of my friends. We’d always hang out at the dock or the nearby firepit every night (Scott’s parents almost always stayed inside), and sometimes we’d be swimming or diving, sometimes we’d sit there in the moonlight chatting or sharing a few beers that we stole from Scott’s dad, daring each other to perform different challenges, or whatever other mischief we came up with. Christopher and Aidan usually wore their shorts except when we actually went swimming, but sometimes after the first time we stripped to go swimming naked, Scott and I got in the habit of going nude the entire time.

There happened to be two teenage girls staying at the lake house next to us who we got to know ... and on about our 4th night there, they joined us for late night swimming. I shocked my friends by still stripping down and jumping in naked, even with these 16 year old girls right there with us! The next night, I talked everyone ... my friends and the two girls ... into skinny dipping. These were the first naked females any of us ever saw, and of course they got a good view of the biggest boners we 14 year old boys could produce at that age. Over the next few days, opportunities did present themselves for nature to take its course, and that weekend, both Scott and I were thrilled to lose our virginity with these high school goddesses ... but that’s a story for another time.

By the time I got to high school, my brothers had been out of the house for a couple of years, and my mom, who was an ICU nurse, was the supervisor on the 3:30-midnight shift at the hospital, so I was left to myself a lot of the time. I rode my bike or took the bus to all my sports practices and activities until I was old enough to drive, and I took care of myself most evenings ... which also meant I pretty much became a nudist at home. If someone stopped by, I’d pull on some shorts, but otherwise there was no need. My brothers had set up a pretty good home gym in our garage, and I would enjoy working out naked there late in evening, and then I’d often stroll out to the backyard or our deck in the dark. I’d maybe sit in the hot tub for awhile, or, on many evenings, stretch out on a chaise lounge under the stars and jerk off a time or two.