Here is how I managed to get my toes painted and been allowed to continue doing so without too much fuss (keep in mind I’m totally in the closet).
When the next major holiday comes around go get a pedicure and use a color(s) that correspond to that holiday. Use the being festive excuse. For me I used Halloween and went with orange. The lady doing my pedicure had so much fun that she painted jack-o’-lanterns on my big toes. My daughters loved it and I have used it as an excuse ever since. Once normalized with friends and family you can pretty much do any color in between holidays too. Only once or twice has my chosen color raised an eyebrow with my wife for being a little too feminine.