The last few years I have had such an opportunity when my wife was at a national convention. She would be gone for 4-6 days, and I would bring all my clothes and heels into my closet and drawers. The first two years I still worked for some of the time, so I was not 24/7 until the weekend. This year I was fully dressed for 3 1/2 days, and the excitement of it did not wane during that whole time. I go shopping and out for a makeover, try to meet others, and generally enjoy myself just being as feminine as possible.
Unfortunately, my wife's service for this group has finished, so I don't know if she will attend next year's convention. Plus, my daughter now lives with us, so these multiple day dressing times won't happen again until she's on her own. So I have to be content with dressing at home for a few hours at a time.
I've been spoiled by the freedom of multiple days, but I wouldn't change anything about it. Next time, I would be more confident to interact with people as I found that there was no reason to be afraid of adverse reactions. No holding back any more!