I Love to Dress My Husband as a Woman: Fun Ideas and Tips

It’s the current year, and people experiment with sexuality, identity, and other aspects of personality. The same goes for relationships. Let’s say that you’re the kind of woman that thinks, ‘well, I love to dress my husband as a woman every now and again.’
Now, if you’re interested in some tips and tricks on how to do it right, then this is the article for you.
Benefits of Your Husband Wearing Women’s Clothing
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1. Appreciation for the Female WorldView
Lots of guys just don’t know what goes into making a woman look good. There’s the outfit color coordination, the makeup, the various perfumes and other feminine products, the hair, the nails… It’s a part-time job that sometimes seems thankless.
However, if you dress your husband up properly, with every single detail, and show him just how much time it took, he might understand you better. In fact, he might start appreciating the lengths you go to just to make him happy. In other words, a little bit of cross-dressing can greatly improve your relationship.
2. It Will Feed Their Curiosity
Men are every bit as curious as women. There hasn’t been a single guy around that hasn’t wondered what it was like to wear women’s clothing. In fact, we can bet that your husband had that very same conversation with his drinking buddies, office colleagues, former schoolmates, or even next-door neighbors.
After all, wearing women’s clothing is a whole new world to most men.
By allowing him to dress up as a woman, you’re letting your man feed his curiosity and figuring out what works. What’s more, you can go a step further and start wearing men’s clothes for a while. It’s a great opportunity for both of you to explore each other’s ‘skins’ for a day or so.
And yet again, it will bring you closer together and enable you to explore different possibilities within your relationship.
3. They’ll Learn What You Like or Dislike
How many times has it happened? Your birthday or anniversary is coming up and you’re giddy with anticipation for that gift. And then your husband comes home with a pair of woolen socks or a blazer that looks godawful.
In fact, the gift is so terrible that you feel bad even donating it to charity. Now, you can definitely appreciate the effort, but in terms of clothing, you and your loved one need to have the talk.
Show him what high-quality fashion clothes look like. Make your man familiar with decend luxury brands like Prada, Saint Laurent, Balenciaga, Bottega Veneta. Then he will know what good gifts look like. And do not forget to give him a piece of advice to check authenticity of luxury items, otherwise, your man can present you with a fake Chanel bag.
And what better way to have that talk than with a demonstration? Ask your husband to wear some of your clothes for a while and see how it fits. By using various outfits on him, you are effectively teaching him what your own tastes are.
Furthermore, he will understand why certain things don’t fit and why you prefer, for instance, floral patterns over stripes or polka-dots.
4. It Will Improve Your Sex Lives
Yes, making your man wear lingerie or even a thong can be arousing, for either of you. Maybe there’s a part of his sexuality that he hasn’t explored. On the other hand, maybe you have a bisexual streak to you that you can test out with a little bit of cross-dressing.
Really, anything that spices up your time in the bedroom is good. Lots of marriages today fail simply because the couple doesn’t engage in sexual intercourse. So, instead of becoming a pair of prunes with zero attraction between one another, do a bit of cross-dressing and enjoy whatever comes next.
10 Ideas on Dressing Your Husband as a Woman Properly
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1. Make Sure You’re Ready
Before you move forward with dressing your husband in women’s clothing, make sure you, yourself, are physically ready to see it. Sure, it might sound amusing and look interesting inside your own imagination.
But once you see it in front of you, it’s a whole different story. What’s more, if the image ends up disappointing you, it can definitely have a negative effect on the rest of your relationship.
Sometimes, men themselves recommend cross-dressing to their wives. If your husband does so, make sure you give the whole thing a good, long think. If and when you’re ready, you can start the dress-up routine.
2. Make Sure Your Husband is Ready
Remember, when it comes to cross-dressing, it’s a two-way street. In other words, both you AND your husband have to be OK with it. And some husbands are simply not comfortable with wearing a dress or a pink crop-top.
We will cover this near the end in our tip section, but we’ll briefly state it here. Never, under any circumstances, push for your husband to do this. By all means, talk to him about it at length, teach him about all the benefits, etc. Of course, if he still says no, you have to respect that boundary.
3. Have an Outfit Set in Advance
If you and your husband do decide on going through with the cross-dressing, keep in mind that it would be his first time ever wearing a piece of women’s clothing. As such, make sure to have an outfit picked out ahead of time.
That way, you can actually provide him with a set piece without overwhelming him with choices. You can even start off with something small, such as underwear or a bra. Work your way up to the big stuff as the weeks go by.
4. Dark Colors are the Way to Go
There’s always a risk of your husband saying ‘no’ the minute he sees an outfit. And yes, we understand your urge to use bright, shiny, striking colors and patterns. But we will again remind you that this would be his first time trying out a feminine outfit. As such, try to go with something a bit more subdued.
Outfits in dark, suave colors will work to your advantage here. They are sleek enough to accent his figure but feminine enough to fulfill the purpose you’re going for. Plus, they don’t stand out as much as neon-green shirts or purple fishnet stockings.
5. Make Sure the Outfit Matches His Figure
Never buy an outfit that makes your man look less attractive than he is. Picture yourself wearing a buttoned shirt that is three sizes smaller. Yes, those jelly rolls will show and spill through the seams. And that’s not something you want. The same goes for picking loose, baggy outfits that make it look like your husband is trying to pitch a tent.
Instead, go for clothing that matches his size and shape. It will accent his figure while accentuating the femininity of the outfit itself.
6. Strapless Might Not Suit Him
Men have broad shoulders and large chests in general. As such, wearing a strapless dress or shirt will make them stand out. In other words, you will be able to recognize him from a distance even if he wore an entire palette of makeup and a wig.
So, go for an outfit that covers his shoulders. If you really insist on strapless, then at least provide him with a small jacket or a shawl that will go over his shoulders and hide his masculine traits.
7. Dress Him as You Would Yourself
The best female clothing expert in your home is you. As such, don’t think too hard about what the best outfit might be. Instead, focus on what you would like to wear and see how it matches your husband’s body type, size, weight, and personal desires.
8. Size and Fabric Matter
Interestingly, there are plenty of online shops that cater to cross-dressers. You can find anything from male factory worker items for women and female evening gowns for men.
All you need to do is provide one of these stores with the proper measurements of your husband and select the best material. An outfit that is a size smaller or a size bigger will feel uncomfortable to him.
Furthermore, there’s a difference between wearing a dress made out of cotton and one made out of polyester. As a woman with lots of outfits, you ought to know that better than anyone.
9. Don’t Forget the Lingerie
Yes, underwear is a key element of any female outfit, and you shouldn’t forget about it when getting your husband all dressed up. Be it lingerie, sports underwear, or regular white undies; it’s important that you pick something out. After all, it will show your husband just how you feel with these intimate garments on.
And if you’re both feeling extra frisky, make sure to provide him with a thong. That way, he can learn why you might not prefer to wear one and why it’s sometimes uncomfortable to put on and go through a busy day.
10. A Teachable Moment
By doing all of the above with your husband, you are inadvertently teaching him about laundry, fabrics, and their care. Sure, wearing the clothes is fun enough, but at some point, they will have to end up in a washer and a dryer.
In addition, some of the items could use a good ironing or starching. Your husband most likely doesn’t know any of those things, so here’s an excellent opportunity to help him learn. It will work to your benefit, since there will be someone else in the house doing chores.
Tips for Dressing Your Husband in Drag
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1. Be Adult About It
Lots of women make the mistake of approaching cross-dressing in a childish manner. They often point at the husband in drag and laugh at him. And while this might seem lighthearted to some, it can actually be quite damaging to the husband’s self-esteem.
With that in mind, please take the time to talk to him about your decision. And once you start doing it, don’t say anything overly mocking or sarcastic until he acclimates to the outfits. Once he’s free enough, you’ll be able to make jokes in tandem.
2. Dose It Properly
Never go overboard with the cross-dressing thing. It’s best to do it from time to time, as you can both grow bored of the practice. We suggest a solid cross-dressing schedule of once per week.
3. Keep It Private
Some men are perfectly fine with sharing their hobbies with other people. But others are not. To them, privacy in the bedroom is sacred. So, if you were to talk about the cross-dressing with his friends or co-workers without him knowing, he can end up being mocked, or worse. That’s why you should keep the dress-up in the bedroom unless your husband insists otherwise.
4. Return the Favor
At some point, your husband might ask you to try a few male outfits on. The worst thing you can do here is to outright reject him. After all, if you insist on dressing him up like a woman but refuse to try dressing as a man, you’ll be a hypocrite.
Obviously, you have the freedom of choice to just say no, but if you’ve already pressed for him to wear drag for you, he’ll think that you’re not reciprocating his love. In other words, your action says, ‘I totally refuse to meet him halfway there, even though I asked him to do this huge thing for me’.
So, if you’re ready to see him wearing a dress, you should also be willing to wear a white tank top, sweatpants, flip-flops, and a golden chain. It’s a fair exchange, plus it will get you in good graces with your husband going forward.