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Halloween dressup Options · View
Guest
Posted: Thursday, October 28, 2010 10:58:29 PM

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It's Halloween. You're going to a costume party with a lady friend, wife, girlfriend,etc. If she asks to dress you up as a sexy woman, would you agree? How far would you take it?
mxxx
Posted: Friday, October 29, 2010 11:18:06 AM

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If the wife asked I would get dressed as a woman and go to a Halloween party. I think it would be fun
Guest
Posted: Friday, October 29, 2010 11:42:15 AM

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No.
SilverArdorDragon
Posted: Friday, October 29, 2010 11:47:59 AM

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Joined: 4/7/2009
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Location: Helena, Montana, United States
I know this is an 'Ask The Guys' thread, but I just had to share this.
When I was in high school I had a guy friend who dressed up as a woman for Halloween. Not really a big deal, except that he made a better looking woman that guy. LOL! I just had to share that.
Guest
Posted: Friday, October 29, 2010 2:04:39 PM

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I would have to go as "The Bearded Lady," but yeah I would do it.
Guest
Posted: Friday, October 29, 2010 2:33:58 PM

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Would prefer a night of Haloween UNdressup...
Guest
Posted: Saturday, October 30, 2010 11:14:28 PM

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i would have no problem dressing up as a matter of fact i would love it
obscura
Posted: Sunday, October 31, 2010 2:46:37 AM

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Location: Zef Side
^ I would never have guessed! lol

Done it before and would do it again. A few months ago I lost a bet and went to some nightclubs in a dress, wig, fishnets, boots, make-up etc... Couldn't exactly tuck it up into the waist of my pants if required.. :s

Mr_Big49
Posted: Sunday, October 31, 2010 3:52:45 AM

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Joined: 8/24/2009
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Sure why not i think it would be fun and i would take it all the way
vickiejoe
Posted: Sunday, October 31, 2010 6:53:18 AM

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Joined: 8/11/2009
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Location: east of sacramento, United States
God yes in a heart beat...might take a while for the right lingerie to where but l'd so love to go
Guest
Posted: Sunday, October 31, 2010 7:38:36 AM

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Duh, check my profile....IN A HEARTBEAT!!!!!!!!!!!!!!!!!!!!!
Ned2522
Posted: Sunday, October 31, 2010 12:32:37 PM

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Location: Michigan, United States
I would LOVE it!!!!!
Guest
Posted: Sunday, October 31, 2010 3:11:32 PM

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Of course. In fact I already have my stripper outfit for a Halloween party I'm going to.
Guest
Posted: Sunday, October 31, 2010 9:29:10 PM

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Joined: 12/1/2006
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Thanks to everyone who posted a reply. This was the first forum post I started.

wave
sissyboycindy
Posted: Wednesday, February 1, 2012 5:59:53 AM

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Location: Oklahoma, United States
Yes Id let her dress me up enfemme.I have been totally feminised by girlfriends for parties lots of times from something mild to wild like a hooker or bride in the satin lace gown and all
Jess_cd
Posted: Friday, February 17, 2012 4:49:32 AM

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Joined: 10/6/2011
Posts: 4
Location: Kent, United Kingdom
I'm a closeted crossdresser so yes!

In fact I went to a fancy dress party a few weeks ago which was a gender swap theme. I had to be careful so as to appear not too keen! My gf insisted I make an effort though so my full outfit was dress, satin thong, suspenders,bra, lace top stockings, high heels, wig and make up.
VickieLynn1
Posted: Friday, February 24, 2012 1:15:08 PM

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Location: So Cal, United States
100% jump to do it just just to mind fuck people doing it........

nothing beats a luscious kiss from well painted lips ;) mmmmmmmmm...........
Guest
Posted: Friday, February 24, 2012 2:28:33 PM

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i would not mind as long at she dressed me up tastefully. no offence to cd's and treanny's but i dont want to look like a transexual. i would want to look as sexy a possible.
saracenrider
Posted: Saturday, February 25, 2012 7:18:11 AM

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Location: Scotland
It would depend mostly on who else would be at the party, but probably yes.
yocowboy
Posted: Saturday, February 25, 2012 7:51:50 AM

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Location: United States
I dressed up several times as a women. Ive gone as far as shaving my face , my legs and my under arms. I paid for doing the shaving when it grew back but I had a lot of fun. All the women would reach under my skirts and play with my ass and my balls and aslo the dick. It does get a little cold though when you out side in the fall.
lafayettemister
Posted: Saturday, February 25, 2012 8:26:37 AM

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Joined: 10/4/2010
Posts: 6,512
Location: Alabama, United States
Hell yea I would. That would be fun. It wouldn't be a mindfuck to anyone, it's Halloween. If I dressed like that for work, that would mind fuck people. lol





When the debate is lost, slander becomes the tool of the loser. Socrates
Guest
Posted: Saturday, February 25, 2012 8:40:50 AM

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Joined: 12/1/2006
Posts: 781,215
lafayettemister wrote:
Hell yea I would. That would be fun. It wouldn't be a mindfuck to anyone, it's Halloween. If I dressed like that for work, that would mind fuck people. lol


Certainly never at work...right...

evil4
VickieLynn1
Posted: Saturday, February 25, 2012 11:55:00 AM

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Joined: 8/26/2011
Posts: 5,829
Location: So Cal, United States
Curlygirly wrote:


Certainly never at work...right...

evil4


it all depends on relationships at work if i were working with lot of ladies yes but with pigheaded males like i do i couldnt

nothing beats a luscious kiss from well painted lips ;) mmmmmmmmm...........
dr_hyde
Posted: Sunday, February 10, 2013 8:03:24 AM

Rank: Active Ink Slinger

Joined: 5/19/2012
Posts: 10
Location: United States
love it
BallChinian
Posted: Sunday, February 10, 2013 8:08:36 AM

Rank: Forum Guru

Joined: 1/5/2013
Posts: 253
Location: NorCal, United States
It would have to be more than just a sexy lady. Maybe if it were a character that made it funny, that would work. Princess Leia or some other iconic female character that made it more into a gag than just cross dressing would be fine.

"I saw the angel in the marble and carved until I set her free." -Michelangelo


Please Enjoy: The Beach, The Workout, The Hike
garterbelt
Posted: Thursday, October 10, 2013 1:20:52 AM

Rank: Forum Guru

Joined: 9/12/2013
Posts: 278
Location: United States
Without a second thought I would do it!
Lustyrose4u
Posted: Thursday, October 10, 2013 6:59:45 PM

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Joined: 4/6/2013
Posts: 362
Location: Long Island, United States
Well, my husband will be wearing a blue latex pleated mini skirt, a white satin tie top, and thigh high boots. Lots of cheap bling jewlery and makeup along with a bright pink wig , cut in a "bob" cut.
It was my idea.

"When its too kinky for everybody else, its just gettin' good for me."
(Kinky Freedman)
bassguitarbubba
Posted: Sunday, October 13, 2013 12:42:12 AM

Rank: Forum Guru

Joined: 3/30/2008
Posts: 412
Location: So. California, United States
Sure I would. I've already dressed as a woman on previous Halloweens.
Red_Dragon
Posted: Sunday, October 13, 2013 5:03:57 AM

Rank: Forum Guru

Joined: 3/4/2011
Posts: 766
Location: Charleston , United States
Yes I would havent done it but then again I would make one fugly broad

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