Discovering Mistress Sarah's World Part 9

Part 9 -- The Final Part

Chapter 23 Leaving Work

Josie's last week at work and concluding week of his normal life went quick. At work he spent time getting things in order for the next unlucky person to take over his job. Mentally he was already checked out of work. All he cared about was getting on with his new life.

Miss May played a big part in ensuring his sissy life remained intact while he was back at work. Each day she sent him to work more feminized and enslaved. It started with the usual panties and stockings under his clothes but soon progressed to him wearing eye liner and a small amount of blush. On Wednesday she had him wear a pink dress shirt and by Thursday he was wearing women's business clothes. The clothes looked gender neutral but the labels were women's brand.

Miss May also announced to Josie's that it was his time of the month. She sent him to the store Wednesday night to purchase tampons. It was a simple task but Josie found it to be extremely embarrassing. Two women were in the tampon aisle when he first entered the store. He cold not get up the nerve to walk down the aisle while they were there. Instead he milled around the store until the aisle cleared. When it was empty, he quickly walked into it and scanned the products. There were many choices of pads and tampons. After a few uncomfortable minutes of analyzing different boxes, he settled on a pink box with 10 tampons. Before picking the box up he glanced to the left and right to make sure no one was looking. Then he quickly swiped it form the shelf and headed to the cashier.

His heart pounded as he walked through the store. He was already feeling embarrassed. He wanted to buy a few other things to make the tampons seems less conspicuous but Miss May made it clear that he was to only buy tampons. Josie tried to reason with himself that it was not a big deal and that guys bought tampons all the time for their wives and girlfriends. As much as he tried, these thoughts did not calm down his nervousness. What if one of his friends or neighbors came into the store, he thought. They knew he was not married. Josie was also very conscious that he was wearing eyeliner and a little bit of blush.