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I wear panties daily. My wife put all my mens briefs in a box.

I've worn thigh highs and a sports bra before, but only in winter when I could cover with a heavy sweater and blue jeans.

10/10

I didn't put on that 1st pair of panties until I was in my early 40's. They were hers. I put them on and took a pic. Then I texted it to her.

She went nuts, but in a good way. We were...

Extremely lucky. I didn't begin cross dressing until over a year after we met ..... in our early 40's. That was the 1st time ever for me. She's been on board since the beginning. She was slow...

I also would like breast augmentation, but it's not possible with our lifestyle. I have to be okay with the silicone inserts my wife purchased for me.

How old were you when you first wore an item of women's clothing? 42 or 43

What item of clothing did you wear first? panties

Who did the clothing belong to? girlfriend (we're married now)
...

We're much too secretive to post a pic on the internet.

My wife knows I cross dress and is fully supportive. She takes me shopping and helps me get dressed and apply makeup.

About 6 months ago she asked if I'd ever thought about a female name. I...

I'm not following you.

I'm 3 or 4 dress sizes bigger than my wife and 2 or 3 shoe sizes, depending on brand. It's going to be obvious that there are 2 very different sizes of clothes and shoes...

Communication is our core belief. We never fight. We talk.

My wife bought me a new gray business skirt, plaid gray 4" heels to match, a new set of FF cup silicone inserts (apparently the DD's were too small), and 3 new underwire bras.

She also got me a...

My wife and I have been busy with a new home build. No time for much fun in the bedroom. I still click around in my heels when serving coffee and breakfast on the weekends, but those come off after...

I'm male and married to a woman. We're mid-40's. We discovered my love of cross dressing together, after we'd been dating about 18 months. My wife and I have had a pact from the beginning that we...