Like a good housewife, I do the grocery shopping once a week. Aldi first for the bargain prices, then Stop & Shop to pick up whatever Aldi didn’t have.
I usually shop between 8:30 and 9:30 in the morning and at that hour, both stores are eerily quiet. Which is why I was a little surprised this week to encounter a crossdresser at Stop & Shop.
A large, tall woman, she appeared to be in her 30s, wearing a maxi dress and long, curly brunette hair (not a wig). Little or no makeup, her face read unmistakably male, and her expression—well, let’s just say it wasn’t a happy one.
We crossed paths twice—once in an aisle and again after checkout—so I had the opportunity for a couple of discreet, second looks. Enough to confirm what I thought I was seeing.
This wasn’t my first crossdresser sighting while grocery shopping, but the timing struck me. It came just days after I’d written about whether crossdressing is becoming more common. Sometimes the world has a way of underlining your questions.
And for the record, I was shopping en homme that morning. Though I’ll admit, I’ve made the same trip en femme more than a few times in the past.
And so it goes.
![]() |
| Wearing Tory Burch |
![]() |
| Massimo Bellinzoni (right) femulating in the Italian film Nottataccia (What A Night!). |





Sometimes I wonder how many cross dressers I have missed out in the wild. Those who were definitely MTF cross dressers left so many tells. It was as if they were making a statement, not to attempt to pass.
ReplyDelete