The reason Speedos are stigmatised

[Dooley67]

I believe you may be overthinking the whole issue Bede. If you are wearing a speedo or bikini at the beach, wear it in and out of the water; if at a resort pool, do the same. I don't think you need to put shorts on over the speedo when out of the water. Whenever I'm either at the beach or at a hotel resort pool, the only time I'll put on my shorts is if I'm going to buy something and need a pocket for my cash or credit card, or if I'm going into the hotel. I really don't think you need to change what you do just because you choose to wear a speedo. Do what you want, what makes you feel comfortable, all the while being respectful of others.

D67