Fun Things a Crossdresser Can Do with Their Partner

One of the most special aspects of being in a relationship and out to your wife as a Crossdresser is finding ways to connect, bond, and have fun together—especially when crossdressing is part of who you are.

It doesn’t have to be complicated or heavy. In fact, some of the best moments can be light, playful, and full of laughter.

Here are a few fun things I've thought up :

1. Get Ready Together There’s something fun and bonding about doing your makeup side by side. Swap tips, help each other with eyeliner, and enjoy the girly energy of getting dolled up together. Try a themed look for extra fun!

I'm lucky enough to have done this with my wife and hope we can do this again in the future.

2. Fashion Show at Home Pick outfits for each other, walk the runway (aka hallway), and take some cute or silly pictures. Try dressing for different vibes—glamorous, casual chic, or vintage. You may even see yourself in a whole new light.

Not done this exactly but have had a good sort out of dresses with my wife judging keep or throw and the other category definately throw it's too tarty.... even tho it was a old dress of hers!!

3. Photoshoot Set up a simple photoshoot with your phone and some good lighting. Take turns posing and snapping photos. Let your partner play director and help you channel your femme side with confidence.

This would be fun a makover together at home done ourselves or I've toyed with getting someone who does a pro makeover to come to our house checking they do trans makeovers and they'd be ok with coming here and giving us both a makeover and a tutorial before she left and we did a photo shoot and enjoyed the rest of the evening.. I looked into it but finding someone local and discrete isn't easy.

4. Movie Night with a Twist Pick movies that feature fabulous fashion, powerful women, or glamorous transformations. Think Clueless, Sweet Home Alibama, Pretty Woman, or as we've done the series of 50 shared of grey movies. Dress up and watch them together "Chick flicks"

We've done this 3 or 4 times but difficult to get the house to ourselves these days for a girls night in.

5. Shopping Date Whether it’s online or in-person, shop together for clothes, lingerie, or makeup. Let your partner choose something they’d love to see you in. The excitement of revealing that outfit later is priceless.

This we've done as hubby and wife me milling about like the guy from Little Britain "I want that one" identifying makeup or a dress.. although sometimes I've bought stuff myself.. This is a nice experiance nut not done it as Davina in a shop.. on line shopping as Davina that would be much easier.

6. Roleplay & Dress-Up Games Let your imagination run wild. From playful flirting to fantasy scenarios, roleplaying can be light-hearted, sexy, or just theatrical fun. Try pretending it’s your first date as your femme self.

Not something we've ever done and my wife not being a lesbian would not like me chatting her up as Davina unless we role reversed and she was the man lol.

7. Girls' Night In Wine or cocktails, a chick flick, shared snacks, and soft loungewear. Keep it casual and cozy. Just enjoy being two girls relaxing together.

This is fab to do.. I wish we could do this again.

8. Intimate Conversations Use this time together as a chance to connect emotionally. Share how dressing makes you feel, what you love about it, and invite your partner to share her thoughts too. That openness can build emotional and physical intimacy.

This is nice also but we don't do it often enough as i feel its like me nagging and pushing the agenda on her and feel like shes thinking 'oh no not this again'

Whether you’re looking for ways to deepen your bond or just seeking fun ways to spend time together, these shared experiences can make crossdressing a positive, playful, and affirming part of your relationship.

Davina