Delicate Sissy Part One

 Timmy Becomes Tabitha

Summer Had Just Started, Sasha’s empty sissy room had stood empty since her departure and not wanting to have another sissy maid living in the house for a while Timmy had been employed as the part time cleaner. He was the quiet and had attention to detail. He was thin 5 foot 4 with red hair, pale skin and deep blue eyes. I was very pleased with his work and soon gave him keys to the house to clean when I was out on business.

I had a private garden at the back of the house that could be only seen for the Sissy Room. A Trans Couple had asked if they could have a photo shoot there and not thinking to tell Timmy about the shoot.

This involved a couple of Tgirls I knew from my clubbing nights out. They were getting married and want some photos taken for the wedding invitations. 

When we got to the house I could see cleaning was in progress but no sign of Timmy. My friends were already made up and ready to have their photos taken in the garden so off we headed grabbing a cold bottle of wine and some glasses.

The girls knew what they wanted so the session did not take long. We sat and chatted for a while and I thought I saw a face in the window.

So I darted up there to see if there was an intruder. I heard movement in the room as I reached the door a little out of breath, heart beating I opened the door and there was Timmy in some white stockings and not much else. So pleased it wasn’t a burglar I went to Timmy & threw my arms around him. For one second he was tense and then threw my arms around me. Crying and not making much sense he begged my not to fire him and how sorry he was.

I pulled out a chair, sat down and pulled him onto my lap. I told him he was very naughty and he should not have hidden the secret. I could see him get very excited by this. He started to cry and was about to beg some more for his job. I told him he was very naughty and should be punished. More excitement filled where his panties should have been.

He then asked if he should be spanked for being naughty, sobbing and I could see precum leaking from the top of his very erected panty area.

So I turned him over on my knee in a hurry as I could see he was not going to be able to hold on long. He asked to be called Tabatha when being scolded. So Three Naughty Tabitha’s we’re barked out each one followed by a spank. On the third one just as I expected she covered my lap with her juices.