Outed

Outed yesterday!

The client arrived for the consultation. Garnette, my secretary/bookkeeper came in with the files. In a ritual from day one working for me, she straightened my jacket & fluffed up my tie, making sure I was presentable. Today was different. As she was fluffing up the tie, she frowned and had a very worried look on her fact.

She whispered, “Ted, your bra is showing and I can’t cover it up with the tie. Take it off before you see Mrs. Tolliver.!” I was in shock! My mouth gaped and I tried to say something. Only incoherent noises came out. “Don’t worry. I’ve known you’re a cross-dresser from day one. We’ll talk about it after you see her. I’ll give you a couple minutes.”

I have my own accounting practice, with one full time employee, Garnette, and part-time bookkeepers usually working out of their homes as ‘contractors.’ As a cross-dresser, I wear lingerie under my dress clothes. Clients expect the lawyer and accountant to dress professionally, so I always wear a sport jacket or suit, with dress shirt and tie. The lower body dress up is no problem. I wear the garter belt & panties under the dress pants. I prefer to cut off the panty part of black tights and wear them as stockings. Sticking out of the pants and shoes, they look like black socks from 4-5 feet away. Alternately, I wear regular nylons and put on men’s socks underneath. Even when I was working for my CPA in other offices, the lower body was no problem. Wearing a bra was more of a challenge. I took to wearing thick sport coats so the band wouldn’t show. I always wore wide ties to cover the front. At first I was extremely careful about concealment, taking off the bra often to avoid detection, but as I became habituated to daily bra wear, I became confident meeting clients with a bra on. No one ever noticed. Or so I thought.

Garnette came back to my office after Mrs. Tolliver left. I flushed and became red in the face. “I’m sorry, Garnette,” was all I could say.

She said, “When you hired me five years ago, Pauline stayed on for a week to train me. The first thing she said was ‘Ted’s a cross-dresser. He wears a bra & lingerie under his dress clothes. Otherwise he’s a great employer. The only reason I’m leaving is that I’m getting married and moving to Arizona. He’s secretive about it and thinks he’s hidden it from me. It’s just that he couldn’t work in the same office and the lingerie not show. I just pretend not to notice anything, and everyone’s happy. If you’re not okay with his little secret, you should find another job.’ I kept looking for something showing, and after a week I noticed bra straps and the band barely showing through the sport coat. Then occasionally I could see the bra under your dress shirt. So when clients came I started fixing you up to make sure they didn’t see your bra. But today your bra rode up too high and the tie wasn’t going to cover it. I couldn’t let Mrs. Tolliver see it.”

“You never let on,” I relied lamely. “I tried to be careful.”

“You get busy, mind on your work. So the clothes slide around and what you’re wearing showed, like panties or the red garter belt poking over the top of your pants. I don’t’ have to look carefully to see lace under your shirt a couple times a week. A couple years ago you left the locked file cabinet over there open, and ajar.” She didn’t have to say what she found. It was where I kept neatly folded, spare bras, garter belts, nylon stockings. I remembered finding it unlocked, but thought she hadn’t seen anything.

“The air is clearer,” I said, stalling. I wanted to hear what more she had to say.

“I don’t know if you still want me to work for you,” she said. “But I couldn’t let Mrs. Tolliver see the bra.”

I breathed deeply for a while, thinking. She let me speak next. “Yes, I want you to continue, if you want to.”

“Of course I do,” she said. “You’re a good boss. We do very good work for our clients. They all like you and are loyal. The most important thing I like about you is that you really care for the clients and always do the best thing for them. Nothing’s got to change. The only difference is that now you know that I know.” She paused a moment. “If you want, it won’t bother me if you don’t wear your coat in the office. Days we don’t have clients scheduled, you don’t’ have to dress so formally.” Was that an invitation to wear a blouse or other women’s outer clothes?

That was about all that needed to be said. She went back to work in the outer office. I put on the bra & shirt, but I didn’t have the nerve to leave off the tie and coat yet. Later when we had to go over papers I left the coat unbuttoned. I saw her glance down a couple times at the now visible bra cups. She said nothing.

We’ll have so see how things develop.

It seems to me that you have a very open and non-judgmental employee in her. Were I you, I'd do everything I could to keep her happy in the position. And I'd also have a talk with her, and find out exactly what the limits are in her mind. I would particularly ask what she meant when she said you needn't dress so formally. It is clear she is being honest with you; you owe her the same kind of honesty in return.

I think it would be best to ask straight out if she would mind if you dressed up in full fem mode when you are not expecting clients. This will eliminate any misunderstandings as to what her limits are and how far you can go with out causing and employee employer issues!

After being ‘outed’ I was afraid to wear any women’s underwear to work. Garnette just acted as if nothing happened for 2 weeks. Then she asked if we could talk over lunch. I dreaded this conversation, but let her order pizza. When it came, we each took a piece, and she said we needed to talk about my cross dressing. She repeated her story about knowing about my wearing lingerie before starting, and being alerted, noticed signs of my wearing a bra, garter belt and stockings. I asked if the other women—our bookkeepers who’d been here longer than she—knew I cross-dressed. Garnette said they did, and were tolerant of the situation; since I always wore lingerie, the everyday situation they seldom talked about it. Garnette then told me she’d noticed I was edgy and very nervous that past 2 weeks, and wondered if the anxiety was from not being able to wear a bra. She wanted me to resume wearing women’s underwear. I replied that I was afraid, whereupon she asserted things would be the same, except I wouldn’t have to try to hide. She requested I put on something from my stash in the file cabinet. I’d foolishly left it intact. She left, giving me privacy to change. Putting on a bra, garter belt and stockings was a huge relief. I felt like a junkie in withdrawal finally getting a fix. I put on my clothes including tie and sport coat. When she returned, I was acutely aware of the feel my bra even though I’d taken care to cover it up. She wanted me to be more open, starting with unbuttoning my sport coat and allowing her to see the bra. Then she wanted a peek at the top of my garter belt and stockings above my shoes. Now I’d been thoroughly outed. Garnette didn’t push seeing what I was wearing more. Over more pizza she talked about the extent of my cross-dressing. The hour went quickly and we were back at work.

In the ensuing months incrementally she let/helped me out of the closet. My 2 bookkeepers were in on it of course. I already wore a convertible hair do that would look okay as either a male or female style depending on how it was combed out.

I left off my jacket, padded the cups, wore nylons. We went shopping & I bought 2 nice blouses, suitable for ‘business’ I wore when there were no clients. Later we bought a suit. ‘Separates’ are necessary because the jacket to fit my shoulders and waist is proportionally larger than the pants which fit my narrower hips. The hard part of completely wearing women’s clothing was shoes. My 9 B men’s foot is about an 11 women’s. We found ‘character’ dance shoes that fit comfortably. The women got me to wear face, eye makeup a couple times a week on no-client days. I’ve never entertained the idea of living as a woman. But to improve the feminine image, in May I bought 4 laser treatments for $1200. It was weird not to have whiskers or shave but my face looked more feminine.

In mid-June a friend of Loretta, one of my bookkeepers, died. Thinking the woman was about my size, she arranged to buy the whole wardrobe for $400. Worth several thousand dollars new, my closets can’t hold everything. As Loretta had guessed, 80% fit well , or with some minor alterations. She had nice dresses, & business suits, as well as casual wear, swim suits, and a treasure trove of bras. If nothing else, trying on all of the clothes will keep me busy for a long time.

All I can say is that went very well for you glad to here everything turned out ok. If it was me a different story. good luck

I found a way to swim cross dressed. I bought a one piece suit and a bikini bottom, have several swim suits from the estate wardrobe: Tankinis are a 2 piece where the top is long, loose and covers most of the bottom. ‘Constructed’ one piece suits have more parts, are thicker, have a built in bra. Both are good for covering up a body that doesn’t look female—no wide hips, thick chest. I work out a gym with a pool. I upgraded my gym membership to allow me to go to other branches. I drove out of town to another gym in the chain. Even wearing a ladies’ gym outfit and a bra, I checked in without a problem when the desk lady scanned my key chain tag. Not wanting to use the dressing room of either sex, I used the large bathroom by the pool, where families can change & shower. I changed into the tankini suit, put in waterproof breast prostheses. I was excited & nervous to be out cross dressed very vulnerably, wondering if people would point and out me as a cross dresser. But the other people in the pool and hot tub, sauna said nothing & no one stared. I put on a woman’s swim cap, not wanting to mess up my hair. One man and a woman were swimming laps. I worked out hard, 3200 yards of intervals. I found the tankini didn’t slow me down much. I brought a hair dryer to feminize the hairdo. I put on a bra, thong panties, skirt, blouse & wedgies shoes, and strolled out. It was so easy, yet exciting to ‘pass’ as a woman! I've been back 1-2 times a week, for 6 weels, wearing of the 4 suits in sequence. I've avoided much conversation with the regulars who recognize me, just waving, and giving a quiet hello. I still don’t have voice training enough to sound like an alto woman.