Is it normal wife wants me to be the woman for our holiday

My wife and I have a bucket list we have been working through it for a few years and have had a lot of fun going places and doing things together to fulfill our desires. But one of the items she put on the list I am very uncomfortable with. She has always wanted to go on holiday with me in role as the woman and her as my husband. I have always humoured her on this thinking she would never actually expect this to happen, but we have rented a cottage for 2 weeks this summer and she says this should be the year. She now wants to take me shopping to buy me some outfits, shoes, handbags, lingerie and a wig. Her plan is to order a wig on line and take me shopping wearing the wig with a skirt, girly sandles, and a t-shirt over a padded bra. She will have on her jeans and t-shirt. I am expected to try on a range of outfits in the shop which will be my holiday clothes. I can include leggings but no trousers or jeans and can choose bikini's or all in one swimsuits for the beach but not swimming trunks. I am to wear only dresses in the evenings as we will probably eat out most nights. I will not be allowed any male underwear and must remain fully shaved for the entire holiday. Ideally she would like me to have a full leg wax before we go away.

If I refuse she sees this as an insult as we are working through a joint list and always agreed to try and do everything on it together. We have rowed about this for the past couple of weeks and it is damaging our usually good relationship. I feel confused, she has in the past carried out some of my sexual desires that she was a bit uncomfortable with, but did them because she had agreed to have them on the list. Now she says it's my turn to fulfill her fetish. I completely understand her point but still don't want to do this. On the other hand I hate all these arguments and want our happy relationship back.

I should stick to my guns and refuse to do this 5
Other - please comment! 3
She has always fulfilled my desires now I should do the same 16
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Comments ( 15 )
  • CozmoWank

    Just how fucked up are the requests you made of her? If she wanted you to dress as a woman at home or in the bedroom that's one thing...but what's with the public humiliation aspect?

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    • My point exactly!

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      • CozmoWank

        I could understand her request if you previously asked her to perform oral on a menstrating goat. Just what are some of the things you asked of her?

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  • thedondada

    If it's a promise you guys made together then you should stick to the commitment. I know it's odd, and unconventional.. but if it's something that would make her very happy why not, right? Sometimes we don't understand why our partners like what they like, but as long as nobody that you know will see and you won't be totally mortified, it's probably worth a shot.

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    • I take your point, but she will expect this to be an ordinary holiday like any other, with the exception being, I am to dress and behave like a woman, while she will dress and behave like a man. This means she will expect to take the usual assortment of holiday photos and some of these will inevitably end up on social media. She has already stipulated that although she will not go out of her way to humiliate me in any way, she also has no intention of going out of her way to hide this. Her word's were, 'of course some of our friends will see our photos, I'm not pretending we haven't been away just because you're going to find life a bit of a challenge for a couple of weeks.'

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      • Iszzy123

        I’m just smiling thinking about what you going to do when using the restroom 😁

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        • Oh she already made it clear I will be expected to use the ladies

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  • bigbudchonga

    Just wear it in the bedroom for her, that's a reasonable compromise

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  • Thanks for all the comments, I do get why people are saying I should do it, she has always done stuff for me. But the stuff she has done is things like wear a remote control vibrator for a few days, had great fun with that and used it in some interesting places, restaurant, supermarket queue, on a bus etc. She was uncomfortable with the idea but actually loved it and has now become an occasional bit of fun we have. Another was removing her underwear at the table in a restaurant, a night out in a mini skirt and no knickers, walk down the street naked (we did that at 4 in the morning). 2 or 3 others but all one off events with a risk of getting caught, but with care can be done undetected by anyone but us.

    What she wants me to do will last a full 2 weeks, can't possibly happen without people noticing and has some embarrassing preparation by going into shops and trying on a selection of outfits.

    Her argument has always been that she has always wanted this, so if it's not on the list then it's not a proper bucket list. I always said I didn't want it on there but reluctantly agreed in the end thinking she would never really expect it to happen.

    I know she is really serious about this and has already started preparing even though it's still 2 months to the holiday. She has put me on a strict diet and gym routine and is expecting me to loose at least a stone by the holiday as she doesn't want an overweight wife. She has also stopped shaving her legs and armpits as she wants to look more manly, and is planning to have her hair cut short like a man in about a month's time. She has just started giving me lessons on applying makeup as she expects me to do my own makeup and do it well for the whole holiday. I have also been told I either grow my nails long or she will book me in at the local nail bar before we go away to have false ones. It's like she has become obsessed with the whole thing, I have never known her to be obsessive like this and am a bit worried about how far she seems to be going with it all.

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  • KiwiWisdom

    I think you should keep your word. That being said, I think it also highlights the problem in a relationship where you're both doing things you'd rather not. It can be difficult to set healthy boundaries, for yourself and within a relationship. Maybe just take this as a learning experience that your wife is serious and think about your evenings in full dress the next time you ask your wife to do something that makes her uncomfortable. Finally it's only going to be as uncomfortable as you make it for yourself, so as long as you focus on having fun over worrying what other people will think you will still have a nice holiday.

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    • I take your point but there's a big difference in my mind between something that's one occasion and a bit uncomfortable/risque but a bit of fun. Where as this is 2 weeks of challenging and somewhat humiliating experience for me. She said yeah but she's dressing up to as a man, but I see the 2 as very different. She will probably wear mostly jeans trainers etc which women often wear anyway.

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  • Waste

    No questions ask! Do it! I will be doing the same thing close to Christmas too. I would enjoy doing this for her as she has done many things for me. There’s one thing she has to do for me that she felt uncomfortable but she says that after a shot of tequila she will do it. I have to get her a sexy dress to wear withou underwear and go bar hoping and have the guys see her. If she feels confortable with one of them she has permission to flirt and make him horny as hell..... from there let see what happens.

    But in the past we have done similar act and at one place a guy grab his pants/cock and signal me that “that thing was for her”. He grab about about a 9” to 10” stick from his pants. She made hom very horny. It was in low light and a little noisy but i got turned on by that.

    We had fun that night then we laught about how the guys reacted.

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  • Angelandme

    It'd be really funny if she was just doing this as revenge for your pervert fetishes in the past. Take your own medicine, you're going to take it and like it! >:D

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  • Notderanged

    Quit being a wuss, it's not that bad. A little embarrassment don't hurt, break outside your shell. A happy wife equals a happy husband. Just do it, jeeeeeeez.

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  • I expressed my vote (refuse to do this). Apart from this, I want you to know that this is a weird website with a lot of sick fucks and that the result is not accurate with respect to normality.

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