Hmm, I voted for the third option because being dressed professionally is one of the conditions for turning up to work, in case we have to go and see a client at short notice. I feel sure they would not be happy for me to do so dressed as a woman. Apart from that, I was ready to do it right away. That’s a decent amount of money, and I’m the kind of person who could carry it off with humour, I think. Would be awkward to explain to my boss though - it might seem like I was putting this before my job.
As to taxes, in the UK I’m sure I could arrange it so it looked like some sort of bet - gambling winnings aren’t taxed over here.
Assuming you’re allowed to explain to others why you’re doing it then sure, what the hell it sounds like fun. I think my boss would probably make me work in-doors away from members of the public for that year though. However she’d probably find it amusing.
Oh, and I’d definitely wear the womens underwear, for verisimilitude you know?
I am a woman and had to vote no for my husband. There is no amount of money that would make it worthwhile for me to have to listen to him bitch and moan about the shoes for a full year.
On top of that, for safety reasons, no one doing his job is allowed to wear skirts. It makes working at heights, uncomfortable…
However, the feminist part of me thinks that there should be nothing embarrassing about dressing like a woman.
$500K wouldn’t change my life as much as wearing women’s clothing for a year. Furthermore, I don’t feel a great need to change my life in the way that considerably more money would allow.
No doubt there’s some vast fortune where I’d go for it, but I can’t say I’d be better off for it, and not due to the social consequences of dressing like a woman, so much as having a big pot of unearned money. The fact that I’d go for it might just be proof that I don’t have enough self discipline to retain a sense of value, with a vast fortune.
That said, I sure wouldn’t mind if my investments were doing better. I would like to retire before age 75. $500K would chop a few years off that, but not quite enough to bother with the hassle. In any case, I’d have to get my wife’s buy-in. There’s no point in doing anything significant if she’s not on board.
For myself, I figure that most school districts probably have dress code policies that would prohibit this, so I’d be out of work for the year… But half a megabuck is way more than a teacher can earn in a year, so that’d be no problem. And after the year is up, given that I can explain honestly why I did it, I shouldn’t have too much difficulty finding a district that would hire me (even if it takes a few years to find a job, again, that’s enough money for many years).
Now, if I wasn’t allowed to explain it, that would probably mean a permanent end to my employment prospects, so in that case I wouldn’t do it for anything less than enough to set me for life, which I figure would be more like a full million, after taxes. But that’s not what the hypothetical stipulated, so sure, I’m fine with it.
What about the underware? Do I have to wear a bra? I don’t need one. And ladies panties, well it seems to me they would be ‘snug’. Is it just outerwear?
Oh and traditional to what culture? Can I wear a burka?
I’m pretty sure I’m not allowed to dress in women’s clothing while appearing in Court, so no. If our rhyming poller could get me a law that requires judges to accept this and a Marshall to enforce it, then sure. It would be a hoot. I’d do a Mimi Bobeck.
I think I could get away with it. It’d be funny, especially on Halloween, I would make one UGLY slutty nurse/witch/devil/angel/cat. And half a million would be really nice.
I’ve got one question, though: when I’m mowing the lawn or splitting wood or doing some other sweaty outside thing, do I have to wear a shirt? I know I can continue to not wear underwear and be naked when no else is around, but what if I’m out in my yard, sweating like a beast, and wearing a skirt? Can the shirt still come off then?
If I could tell people why it was happening, sure. Anyone who would have a problem with it even after that explanation would not be someone I would want to be friends with. And I’m unemployed, and, while no longer stuck in the house, am a bit of a homebody. I’d probably only go out the minimum amount I’d need to. If I’m required to try to get a job, I’d talk with my uncles about the most trans and gay friendly places to work.
As for worrying about not having time to get dressed–I’d just be sure to always wear to bed this batch of shirts I got that were miscut and are way too long. I pretty much use them for this purpose already, I’d just have to use them exclusively.
Heck, I’ve even worn them out while walking around the neighborhood–although, I admit, I’m more likely to tuck in if I see a lot of people walking about.
Throw in cosmetics and shaving, and then there might actually be a bit of a question on my part. But only a bit–I’m not remotely as well off as apparently some of you are.
Also, I voted for the casserole. How many brownie recipes does one person need?
Then move down here. We’re in Boulder so no one would notice you. You might actually get a few date offers. The one error you made is that you would have to wear pink for breast cancer awareness.