There are guys who are into wearing mens Speedos, guys who love bikinis and then there are the boys who just love sexy swimwear of any style. I fall into the latter category. I just love mens Speedos, bikinis, thongs and even G-strings. I was very young just thirteen when I started wearing bikinis. We were on a trip to Europe with my family and friends. We were staying at a beautiful hotel on Germany. My mom had forgotten to pack my swimsuit so along with her and her friend Ann her daughter Cindy who was a couple of years older than me we went out shopping for one. Cindy was a couple years older than me extremely good looking and I had a huge crush on her. Once at the department store we found that all the swimsuits for men were bikinis of different sizes and even some thongs. I wanted a pair of shorts because that is all I ever had used except for the men’s Speedos I would wear for swim team. The sale person at the store said no one used swimsuits shaped like shorts and that all the men used bikinis. My mom said just get one. No way I said until Cindy said I’ll bet you would look cute in this one and handed me a tiny black bikini. Try it on my mom said. Cindy handed me the bikini and I went to the dressing run to try it on. There were so many men standing around the dressing room changing in the open I just waited a few minutes and then came out saying it fit fine, I never even tried it on. We got back to the hotel and the rest of my family was hanging out around the pool. Cindy said go put your swimsuit on and I will meet you down there. I could not wait to see her in a bikini she was perfect. Once back in my room I slipped of my shorts and slipped on the bikini. Oh my god it was so small! It fit great but it was smaller than what the girls wear back home. Guess I was lucky to barely have any hair on my body but in the mirror I looked more like a girl than a boy. Shit I will just put my shorts on over them and not take them off when I get to the pool but that is not the way it worked out. I got down there sat down and Cindy came over wearing little red bikini that is still burned into my mind. Let’s go in the pool she said. I was embarrassed to take my shorts off. Come on she said with her arms crossed looking so unbelievable. I had to go in to the pool with her, I had always wanted to get my hands on her you know how horny teens are. I started to slip my shorts off, let’s go she said impatiently, I felt like I was going to be naked even though most of the other men and boys around the pool were wearing bikinis and mens Speedos it seemed like mine was much smaller. As it turns out it was the smallest there. Wow that looks great on you Cindy said just than I heard my mom call me over. Honey let’s see how your new bikini fits. My face turned bright red, Cindy seeing how embarrassed I was took my hand and walked me over to the adults. Oh honey they look so cute my mom said and Cindy added I said the same thing and pulled me into the pool. In the pool the vacation really started, the best vacation of my life. We were just fooling around in the water when Cindy rubbed up against me. If I was not already hard than I was instantly hard. She looked me right in the eyes and asked if I had ever had sex. Looking down I answered truthfully no. An instant later she had her hand on my bikini, right on my penis. Do you like me she asked? Do you think I am hot? Yes I answered you know I do. She gave me a little kiss on the lips and said we are going to have a great time on this trip. I’m not sure everyone’s first time is amazing but mine was. We found time and places to have sex the whole trip. Looking back I think our parents knew what was going on but it was the 90s and they were relaxed about it. Cindy and I dated for the next six years? When we got back home we were always together and whenever I would come over swimming she always made me wear a bikini. After collage we drifted off to have separate lives but we are still the best of friends. My favorite style of swimsuit today is still a bikini. I’m not sure if it is the sexy look and feel of a bikini, how European it is or that wearing them will always remind me of my first time. Bikinis versus mens Speedos is not even a close call, it will always be bikinis!
Continued next post