Alright, I think we all know about how this little caveat to monogamy works… you get to choose 5 famous people that your significant other would be willing to let you sleep with if the occasion ever arose. But there’s a hitch. The person who posts before you gets to decide the nature of your pics. IE: All of them must be under age 22 / have red hair / piercings and tattoos / be bisexual / whatever. That way we’ll have much more interesting answers than what you’d normally give.
Ok, I’ll start. The next person’s list must only contain guys with long hair. 
Whadaya (whodaya?) think??
[P.S. I tried posting this on another board but it flopped, so I thought maybe the Dopers would like to have a crack at it. Good luck and have fun!]
Okay, apparently I quadruply suck at this. 
One gratuituous bump for posterity then!
I might give it a shot …but i would have trouble with this particular
category.
Yeah. Maybe it would work better if each person gave a male and a female category. That way anyone could easily answer.
S’alright. How about only women with short hair?
Okay, I can work with that.
Rachael Leigh Cook
Keira Knightley
Christina Ricci
Rihanna
Charlize Theron
A unisex category: Academy Award winners.
All right, I’ll play.
Another vote for Keira Knightley: Keira Knightley
Rachel Weisz: Rachel Weisz
Neve Campbell: Neve Campbell
Missy Peregrym: Missy Peregrym
Julia Louis-Dreyfus: Julia Louis-Dreyfus
Yes, I like brunettes. Can you tell?
Elendil’s Heir, you need to post a restriction now for the next person.
Ah, right. Your five must each be wearing sunglasses in the photos shown.
Man, it’s hard finding photos of them in sunglasses but I think I put 5 together.
http://www.blogcdn.com/www.luxist.com/media/2009/03/zooey.jpg
Charlize Theron
Reese Witherspoon
Mila Kunis
Jessica Alba
How about people in spy movies or spy TV shows?
Spy Movies, pretty easy peasy:
Daniel Craig
Kate Winslet (horrible picture, from the spy movie Enigma, though)
Pierce Brosnan
Jonathan Rhys Meyers (from MI:3)
George Clooney (in Syriana)
Next restriction: TV/game show hosts and/or news anchors
Chris Jansing, NBC
Fredricka Whitfield, CNN
Carol Costello, CNN
Melissa Long, CNN
Margaret Brennan, CNBC
Next category: For the ladies, male stand-up comedians; for the gents, fag hags. evil cackle
Not a submission for your post but it did remind me of part of an SNL skit.
Opera Man (Adam Sandler) is singing about Eddie Veder.
I guess I don’t get this. Do you that we Doper dudes should name women who tend to hang out with gay men?
I think he wants guys to name gay men instead of straight women.
A fag hag is a woman, usually one who has troubles getting a boyfriend, who hangs out with a gay man.
It makes the challenge nigh on impossible, since most female celebrities don’t qualify.
Oh I missed the hag part.
Jennifer Aniston is the only one I can think of that might come close. Can’t think of anyone else.
And Madonna, from her Rupert Everett/Sandra Bernhardt days?
Liza Minnelli!
Oh dang. Stepped on my pudenda with that one.
IANgay, but I define fag hags as, yes, women with a gay male following. Most are actresses or singers. I worked in show biz awhile myself and thought the phenomenon might be better known.
My list of doable fag hags, FWIW:
Kristin Chenoweth
Bernadette Peters
Margaret Cho
Liz Taylor circa 1950
Joan Crawford circa 1932
Someone else pick the next category, ok?