I've had many enjoyable Halloweens. For someone who loves to dress, but isn't remotely passable, it's a wonderful opportunity to be out in public. I've always been 99% closeted so to be out and about as Linda is just so liberating.
One of my favorite Halloweens was several years ago. I was wearing a nice conservative dress and black pumps, my favorite long curly wig and full makeup. I drove around to several stores, buying a few things here and there, mostly so I could be out among people as Linda. I know, not very exciting, but still so nice.
My last stop was a bagel shop (yes, I am one wild person). There were two young girls working behind the counter. It was after 6 and I was the only customer. I checked out the selection, trying to decide what to buy. When I said, in my regular voice, "I'm ready" the girl closest to me looked at me in shock.
"I thought you were really a lady," she said. "You look really good."
Now, I'm sure she was mostly being kind. She had also probably worked a really long day. After you've waited on many customers, you probably don't look all that carefully when one more typical customer comes in. In any case, I was thrilled.
She called her co-worker over and told her about me. They were so, so nice. They told me I looked very nice and admired my dress and heels. The first girl said, "You even have boobies" and giggled.
We chatted for a few minutes. It was wonderful.
I know, I know. Not an adventure for most people. Not even close. But it made me feel great.
I wished I didn't need to get home and change. I have many commitments (maybe I'll talk about those some day) and had to get back to them. But for a few hours, it was great to be out as Linda, even if it was just to buy milk and bagels.