My first time wearing them on vacation was after I lost most of my weight. My family came to cruise with me (I was working on a cruise ship) and we went to St. Marteen. Orient bay is a clothing optional beach, but most people just wear really skimpy swimsuits...that's where I had my vacation speedo debut.
That being said, I was on swimteam in high school (which I should have stuck with), and wore them sporadically at my parent's lake house...but now I wear them exclusively.
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