Comments on: Crossdressing in the Office

By: rachel

rachel — Thu, 08 Dec 2022 06:07:56 +0000

In reply to Tina-CD. you say you "used to " what do wear now when shopping

By: rachel

rachel — Tue, 06 Dec 2022 14:16:56 +0000

How would you react if you were caught if someone did pop back

By: rachel

rachel — Tue, 06 Dec 2022 13:48:42 +0000

In reply to Stephanie x. How would you react if you were caught if someone did pop back

By: Tina-CD

Tina-CD — Thu, 01 Dec 2022 11:19:06 +0000

i know how you feel, it is really exciting moment，I used to wear silk stockings, a short dress, a wig, and boots to go to the supermarket, and my heart was beating super fast.

By: rachel

rachel — Mon, 03 Oct 2022 14:49:35 +0000

In reply to Michael Smith. I know how you feel, I love wearing skirt suits (miniskirt of course) & 4" stilettos, dressed as a secretary I'd have no objections been given a good f$3%ing either.

By: Stephanie x

Stephanie x — Wed, 14 Sep 2022 16:45:38 +0000

I too dress up at work after everyone has gone home. It’s easy for me because we are a small company with only a few employees, so when everyone has left (and I am certain that they have no reason to “pop” back to the office) I grab my bag from the car and spend hours dressing up and dancing around to my favourite tunes. I have also dared to step outside the building but I have to act as though I am in a crime movie because other businesses have security cameras and I need to stay within their ”black spots” so that there are no recordings or sightings of me.

Good luck pushing the boundaries but keep doing it, one step at a time.

Steph-is-me x

By: Marie-Madeleine

Marie-Madeleine — Fri, 26 Aug 2022 11:51:20 +0000

This title “Crossdressing in the Office” by Daniel reminds me of a similar encounter. I was not ‘Marie-Madeleine’ but myself as a male CEO of my micro-corporation, when I met a co-tenant of our office building. The said office building of the ‘Young Upwardly Mobile Individuals’ Mission Bay District is of the trendy loft-type, with an irregular floor plant, stairs and cul-de-sacs, indoor gardens and cosy little lounges with comfortable sofas for the guests to discuss “business”. A charming office building for all venues of operations, ranging to small studios-photos towards start-up in the game-industry (SEGA was down the street), which in fine, was the ideal place to meet anyone of special interest. This was on a Saturday early afternoon, and obviously I was all alone in the entire building. All was quiet, when suddenly, I hear the tap tap made by the high heels of a woman who walked fast. The noise approached the indoor garden, then, the woman appear. She was surprised to see me, when facing the large armchair where I sat, since it was partially hidden by in-door plants.
A pretty girl! She stopped sort. I saw her taking a little breath. Her bare legs under a polka-dot blouse dress betrayed a hesitation, as if having been cornered into an unexpected situation. She looked at me in the eyes for just a quick second, then lower her eyes, as most women do. She was cute. A brunette, vivacious and intelligent looking. She then realize that this ‘stranger’ was harmless, so she said hello to me in a deliciously shy manner, but then she gave the give-away: She introduced herself: “Hi, I am Kristina”. I say give away, because having been a tranny and having lived among trannies in San Francisco, I identified Kristina as such, because bio-girls are never that agressive as to right away give their name to a stranger. However, this girl looked so good, and so natural in the following conversation that we had that I returned to my own first impression: that Kristina was a ‘real young attractive woman’, whom I’d like to date “as a male”.
I had never seen Kristina, because she had just open shop as a photographer at the lower floor of the building. She had a boy-friend, so we remained in polite semi-distant terms for months. It is some times later that I had the confirmation of my initial impression. It occur at the nude beach (Baker Beach) when I saw Kristina in her ‘Eve’s’ suit. She was still very feminine in spite of being a bio-man. I nearly got fooled, and I am a cross-dresser myself.
So Daniel, we have a somewhat similar story as crossdressing in the office, only seen from the other side.

Have fun Daniel.
XOXO, M-M

By: lew

lew — Wed, 24 Aug 2022 14:26:54 +0000

Thank you. U should write a book for me to read. Love Lew

By: Michael Smith

Michael Smith — Tue, 12 Jan 2021 18:59:39 +0000

If i could look as “Hot” as you I would come out to my boss & co-workers about my fantasy of be being a “Hot Secretary.” IF They had no objections of me dressing as a woman & I could stay employed but as a secretary I would do it. Turn a fantasy into reality.