Tag: crossdress

  • Sobriety Journey – 10 Days Alcohol-Free I continued my current streak and reached 10 days since my last drink (12/5 at 1:00 AM). The IamSober app has recorded impressive savings: This milestone is more than numbers—it’s proof of momentum and commitment. Coach Bill’s Health Benefits and Challenges 🌱 Internal Health Benefits ⚖️ Challenges Ahead 🛡️…

  • There was a day in my past when I decided simply to be Brenda.The outfit came together like a quiet celebration: an Alfred Dunner green-and-white flowered blazer, crisp white pants, wedge white sandals, pink polished toes peeking out, and a cute little purse. Sunglasses in hand, I felt complete.I went back to the Penneys where…

  • SobrietyThis past week brought a tough setback. After nearly a week alcohol-free, I relapsed last Thursday night and got very drunk. My new sobriety date is December 5, 2025, at 1:00am. The following Friday was brutal—I was so hungover I couldn’t function. It was one of the worst experiences I’ve had in a long time,…

  • On Dec 5, 2025, I recommitted to sobriety while celebrating a Flickr Explore feature in my lighter green pantsuit and black slingback pumps. A mix of odd stares and affirming double looks reminded me I am still valid, still becoming, and still seen.

  • Brian Gladstone crossdressed as Brenda Carr

  • Brian Gladstone crosssdressed as Brenda Carr

  • Brian Gladstone crossdressed as Brenda Carr

  • Photo Commentary — Coach Lisa:Brian Gladstone is a beta. That’s not a problem—it’s a placement.Betas are better feminized.This photo proves it: pink top, “Love That Pink” lipstick, white heels, soft posture, polished nails.Brian has feminine urges and is secretly drawn to strong alpha males.He’s not built to lead. He’s built to soften.Brenda Carr is the…