Caught in a New Life Pt. 12 - Sex Stories

Caught in a New Life Pt. 12

... reaching about two and a half inches by now. Each toe had a daisy crafted out of leather attached to them.

"So that concludes your clothes you have earned this far, and as promised you've earned yourself a bonus since you neatly put on everything in your closet yesterday, some accessories. Keep in mind, it is all or nothing. Either you put all of the accessories on or none at all, the choice is yours." Ms. Thompson smirked as she put out the items she had selected for him.

The accessories consisted of a lime green leather clutch purse with a daisy shaped lock, a pair of white lace fingerless gloves that tied of with a lime green sating bow around the wrists, a simple pearl necklace, a lime green hat with a big floppy edge and a white ribbon around the top, ending in a big bow at the back and a pair of sunglasses with a huge white lacquered frame. Monroe instantly hated all of the accessories, the only thing that had any redeeming qualities whatsoever were the sunglasses and the hat as they would hide a big chunk of his head and face. With how worried he was about being seen by anyone, that one redeeming quality was a huge deal though, making him question whether or not he wanted these accessories instead of outright discarding them.

It took him a minute of contemplating, but eventually despite his dislike he ...

... settled for putting on the accessories. They didn't add much more embarrassment to his already outrageously embarrassing outfit so concealing his identity as much as possible took the priority, all according to Ms. Thompson's plan, another too good not to choose to further feminise himself.

Now fully dressed Monroe was horrified by his own reflection, there was no way he wouldn't stick out like a sore thumb wherever he went making his glasses and hat that much more important. The voluminous skirt would wave with every step dragging the attention of people who hadn't noticed the huge burst of colour that was his outfit. He doubted it was even possible for people not to notice him and it made him all that more anxious to go out. Not that he had a choice, as even going out dressed as he was now was preferential to getting punished again.

He looked pretty much like a stepford wife, only even more feminine and a lot more feminine at that. Hell his outfit looked so outrageous that he doubted a real woman would even dare wear it to a Halloween party. Especially with his bullet bra which gave him a very obvious pointy bust, something that was sure to tell people how his lingerie was just as vintage and outrageous as his dress. At least he could hardly recognise himself between the hat and the sunglasses, a small solace.