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Halloween Costume Ideas to Crossdress With Your Couple Or Friends

Hello lovelies? How are you doing today? Feeling cold already? Excited about Halloween? Wondering what you are going to wear yet? Want to seize the opportunity to crossdress with your couple or friends but you haven’t decided? Worry no more! I’m here to give you some ideas for this amazing time of the year!

Halloween Costume Ideas to Crossdress With Your Couple Or Friends

Halloween is for many crossdressers/trans/non-bi an incredible opportunity to dress up in the most amazing outfits and dresses. But it can also raise some anxiety if you are not sure what to wear as the date nears. That’s why I am going to give you some fun and sexy ideas so you can enjoy yourself with your couple or friends and have a blast on Halloween night!

Besides some sexy classic costumes, in this article, you are going to find some twists and ideas to go with your loved one(s) to the party and have the time of your life. It’s time to get ready and pick a costume for this Halloween!

● Getting ready for Halloween!

I know many of you were expecting this time of year to dress up as your favorite characters or fantasies! It’s an amazing opportunity to do so without anybody thinking or looking twice. But the date is almost here and if you haven’t decided on what to wear on Halloween’s eve, here you are going to find some exciting and sexy costumes to go matching with your wife, partner, husband or whoever you like! I managed to sneak some options and alternatives so you can also choose a group costume and take on the dancefloor with your friends!

Halloween Costume Ideas to Crossdress With Your Couple Or Friends

If you are enjoying and expecting this day all year, I’m assuming that you must have done your homework with anticipation. But if you didn’t, let’s get ready with some basics so our costumes look their best! I guess it goes without saying that a shaved or waxed body, especially legs, is a must to give that feminine image that we are trying to achieve. If you have any breast form that was stored in your closet, it’s time to dust it off as well. If you don’t have one, you can check the store to get the most amazing shapewear and forms in the market! If you don’t have long hair, it’s a good idea to buy or borrow a wig so you can make a more convincing costume. And now, with our silk smooth skin, it’s time to pick the most wonderful outfit to go trick and treating!

● Fun costumes ideas for crossdressing with your partner

The moment to pick the costumes you are wearing to the party is here! Of course many of you will have your own fantasies and you are free to turn up a notch if you feel like it, and as always, I would love to hear your picks or favourite costumes in the comments below. And now, without further ado, my costume selection for this year’s Halloween.

1. Playboy Bunny and Pimp

Halloween Costume Ideas to Crossdress With Your Couple Or Friends

Let’s start with, perhaps, the less discrete and the most difficult. Let’s be honest, who here doesn’t want to be paraded around like a playboy bunny on the street by your partner. The pimp and the playboy bunny are some of the sexiest couples costumes there are, as well as hot. This costume’s easily the hardest one pull off because of how little it leaves to the imagination, so a few tips if you are willing to play the playboy bunny this year: if you are really looking to pull this off with no one batting an eye, you are going to fix the front part of the costume really well so there is no bulge showing. You can do this by using very tight-fitting underwear, shapewear, tucking and of course stockings. Stockings are the cheapest and easiest way to achieve a flat front when combined with one or two tight-fitting pairs of panties. More info on how to hide your anatomy is here.

2. French Maid and Landlady

Halloween Costume Ideas to Crossdress With Your Couple Or Friends

Oui madame! This costume is, by all means, a classic that it’s sure to raise more than one eyebrow as you walk by. The french maid fantasy makes a smoking hot costume for anyone that dares to watch. You can go as the maid and your partner as a hot landlady that ends in a sexy night afterward. Or you can dress with your friends as maids and go to the party as the hottest cleaning service ever! Because of the skirt, this costume is less demanding. Of course, you can go all in and lose the skirt, there are many variants to this costume and all of them are as sexy as they come!

3. Angel and Demon

Halloween Costume Ideas to Crossdress With Your Couple Or Friends

This idea is better suited for couples as you can go as one aspect of evil or good and leave the rest for your couple. Getting matching costumes with this theme in mind is an excellent and fun way to go one hundred percent out with your partner and let everyone know you went together. I’m positive that everyone will be wondering how much of a demon or angel you are…

4. Bonnie & Clyde

Halloween Costume Ideas to Crossdress With Your Couple Or Friends

If you and your couple are history junkies, then you will love this costume! You can, of course, exchange roles and crossdress each in a sexy costume bound to raise fear for sure. I think that this couple proved their ultimate love for each other being there for each other, even when it’s raining bullets. Of course, you don’t have to relieve that particular moment or rob any bank on Halloween’s eve! I believe they are very original costumes that, metaphorically, demonstrate how much you love and do anything for each other. One of the most badass while sexy costumes on this list.

5. Joker & Harley Quinn

Halloween Costume Ideas to Crossdress With Your Couple Or Friends

Due to the increase in popularity and the number of movies that came out these last years, the Joker and Harley aren’t the most original ideas, but we are not doing the same as everyone, right? These costumes are going to make you the center of attention between your friends and sure to crack a smile in more than one of the attendees. As these costumes are so popular nowadays, it is very likely that you are going to find more than one Harley and Joker going around, so try to add any detail to it so you can differentiate from the rest, besides the (maybe not so) obvious fact that you are crossdressing while the rest aren’t. And be sure not to mistake your partner for another!

6. Secretary and Boss

Halloween Costume Ideas to Crossdress With Your Couple Or Friends

And yet another sexy and classic costume. The boss and secretary fantasy have always been a common one. And, just as with the maid/landlady pair of costumes, this too can lead to a fun roleplay time before and after the party! Maybe this is the easiest costume to make with things you’ve got in your house or a friend can borrow. Be sure to try the outfit before going to make sure you don’t have to deal with any embarrassing moment because of some ‘’wardrobe malfunction’’.

7. Schoolgirl and Teacher

Halloween Costume Ideas to Crossdress With Your Couple Or Friends

And of course, we can’t forget about the most popular fantasy around the world, the schoolgirl/teacher costumes! Another costume that is easily made with things in your house or borrowed from some friends, these costumes are going to turn everyone’s heads as you walk by! You can also buy the costumes, which luckily come in many different styles and colors so you can choose your favorite one! Be sure to check the length of the skirt before spending any money so you can be comfortable during the party without worries. It can also be transformed into a group costume if you decide that you and your friends are going as the hottest schoolgirl group in town! You can match your outfits or not, that’s for you to decide. Another possible costume idea on the theme, more suited for a group than for a couple, would be as cheerleaders and take the dancefloor by storm with all your sexiness combined!

Halloween Costume Ideas to Crossdress With Your Couple Or Friends

And that’s about it! These are my picks for this year’s Halloween! What do you think of them? Love’em or hate’em? Do you think I missed any classics? Have you already decided what you are going to wear for this trick or treating? Remember to enjoy the night with your loved ones feeling sexy as hell! Life is too short to waste this kind of opportunity. I really hope you have a blast this weekend and take very good care of yourselves! Have you ever crossdressed for a costume? How did it go? Please, let me know in the comments your experience crossdressing for a costume party! I really hope I have been of some help to you regarding your costume! I would really love to know if you chose your outfit for the night thanks to this article, it would make me really happy. And that’s it for now! I will be seeing you very soon!

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