Penis size does not make me more or less comfortable now when wearing a brief swimsuit. When I was younger it did make a difference, but I did not know why.
Call me clueless, but it wasn't until I was 30 years old that I had any idea that my penis was larger than average. I traveled with a couple that I had know for years on a beach holiday and, in a conversation on that trip, they filled me in. I'm not sure how the subject came up. I am sure it involved alcohol. Women had told me this in the past, but, having never been in a serious long-term relationship, I took it as idle flattery. I had mainly managed to avoid gym showers and wasn't at all the type to look anyway. I insisted that my friends on the trip were full of shit and asked how they had determined this information that they were sharing with me. They reminded me that I had been in Speedos for most of that trip and that we had also spent time on a nude beach. They also said it was obvious many times through normal pants.
I remained skeptical (and a little bothered that my genitals were obvious through my clothing), but began to think back to a problem that I had always had with the Speedos that I had preferred to wear since my early teens, and I found an explanation to something that always puzzled me. It wasn't that unusual in my teenage days for boys to wear Speedos. It was a brief time in the late 70s and early 80s when men and boys regularly wore tight pants, tight shorts (Ocean Pacific) and tight, often brief, swimsuits. What I could not understand is why my bulge looked different from other boys'. They pointed their penises down, which made a smooth, rounded package. The older boys had a noticeably bigger bulge, but even they were usually more smooth and rounded than mine. If I tried pointing down, it made a weird-looking misshapen bulge. Remember that this was from the eyes of a modest youngster. Instead, I would wear them with my penis pointing up and to the side, which made a very obvious VPL that even showed that I was circumcised.
For a few years, during the height of pubescent modesty, I only infrequently wore brief suits. (Hell, there was a time I didn't like to wear shorts because I thought my knees were too bony.) But eventually I started wearing them again. I still couldn't figure out why things didn't look the same as the other males. I wrote it off to being made a little differently. I figured that my penis was hung (pardon the double entendre) differently and it just didn't work to point down. It was the best explanation I could come up and it worked for me. Over time, I saw a few more men in tight swimwear or wrestling suits that looked more like me, and, as I got a little older, I worried less about what people thought about how I looked. So today, I wear brief swimsuits without concern for penis size.
That's a long story to explain that the size of my penis has affected my comfort in wearing Speedos, I just didn't know why.
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