Take a Letter, Jenny Part Two

The black silk stockings were so soft and sheer, while the black suede court shoes were bound to make her feet even more dainty. When she tried on the tight black satin dress she shivered at the feel of the cool material but looked in the mirror in fascination at the sight of the beautiful, curved, feminine figure it gave her.

By David Brennan

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On Monday morning Jenny was awake before her alarm went off. She had found sleeping difficult that night. It wasn't just the fear of being found out, or even the strange sensation of returning to work as a mere secretary when she had been so used to being John the boss.

Her restlessness stemmed from the fact that Jenny was taking over her personality so completely. The strange, girlish sensations when she thought of Steve, or wore her dresses and high heels, or performed some little domestic chore for her mistress felt perfectly natural. And yet Jenny knew that the more she yielded to them the more she would be trapped in her new role. The question was, did she want to be trapped forever?

Jenny rose with the question still dominating her thoughts. She put on her maid's uniform, as she still had to perform her morning chores before getting ready for work. When she took breakfast to her mistress's room she found Lisa already up, preparing a suitable ensemble for Jenny to wear on her first day in her new job.

As Lisa took her breakfast, Jenny undressed and exmined the new outfit with typically feminine curiosity. The light grey stockings seemed to soften the outline of her sjapely legs. The pastel blue A-line skirt was mid-calf in length and had a gorgeous little kick pleat to produce a pleasing swirl effect as she walked. The cream coloured silk blouse has delightful little puff shoulders and a rather low neckline. The matching pastel-blue bolero jacket had padded shoulders and mid length sleeves. The high-heeled blue sandals completed the picture of a young girl set for a day at the office.

When it was time to leave, Jenny had a recurrence of her earlier feelings of trepidation. This was the first time she had been outside to mingle in the real world dressed as a woman. The first thing that hit her was the cold feeling of the early morning breeze as it played around her legs. It gave her a strange tingle as she realised how vulnerable it made her feel.

The drive to work seemed to take forever. Jenny spent the whole journey worrying about how the girls in the department would react and whether she would be found out - the consequences of which would be that John could never work there again... in fact, it could be the end of him altogether. But then, would that be such a disaster?

To make herself more convincing, Jenny fussed endlessly with her clothes and make-up while they were stuck in traffic. She smoothed down her skirt to get the most pleasing effect, applied and re-applied more lipstick, teasing her hair into more flowing, feminine waves.

Lisa watched from the corner of her eye, but gave little encouragement apart from saying "Don't worry, Jenny, you look lovely. I'm sure the girls will treat you just like one of them." Jenny tried to look as confident as she could, then went back to toying with her hairstyle.

When they arrived at work, Lisa ushered Jenny into her office and asked her to wait while she explained to the rest of the department what was going on. Jenny sat demurely, trying to listen to the voices in the outer office but she could not make the words out clearly. Lisa came in with a wry smile on her face and led Jenny out.

"Right girls, gather round. I want you to meet Jenny, who will be acting as the department's secretary for a while. Any little jobs that you want doing, just ask and I'm sure she'll be only too willing to oblige... she's a real sweetie. Oh, and as I've just told you, Jenny used to be known to you as John, our boss."

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Related categories: Transgender Fiction

Copyright © Transformation 2006


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