I have to admit some trepidation about doing it, but I think it's largely because I'm just old enough for such things to be taboo and it's hard breaking those. :-)
But you're right. If I was on my deathbed I'd have huge regrets about it.
Planned 2014 Cosplay
The Elf Queen from the 13th Age RPG
Hoop skirt: Complete!
Chemise/Bloomers: Almost done!
Petticoat (if needed): Not started.
Gown: Fabric purchased and design chosen!
Wig: Acquired, working on it.
Accessories: Gloves (acquired), Jewelry (not acquired), Shoes (not acquired), Elf ears (not acquired)