Jim 1

I wound up getting kicked out of my high at 18 years old after I graduated high school. But it didn't matter to me at the time. I was independent and I already had a full time job and a friend named Sara who was also working full time and renting a house that her aunt owned.


She offered me the chance to live with her as long as I paid half the rent. I agreed and things worked out good until I lost my job. Afraid of being homeless, I asked her to give me some time to get money together but I just couldn't find anything new. She offered to cover rent and food and everything else for me if I did a few things for her.


In addition to working full time, Sara worked part time privately online as sort of an online dominatrix. She really enjoyed humiliating guys online and taking them for all they were worth. And they actually paid for it!


She told me I could live rent free if I completed little tasks for her. The first day this started, she gave me money and told me to go to the store and just buy a pair of pantyhose, nothing else.

"How would I know my size?"

She asked me my pant size and helped me figure out what size I would probably be. Then she sent me on my way.


I went to a department store early morning and grabbed a pair of sandalfoot suntan pantyhose and rung it up quick before any people saw me. The woman at the register gave me an odd look and I blushed and ran out of the store with the package of hose.


When I got back, Sara instructed me on how to put them on. I rolled up the legs and slid them on over my boxers and put a pair of shorts over it. I looked absolutely ridiculous and she had a really good laugh.

I sighed. "Can I take them off now?'"

Uh no hahaha. You have to wear them all day, silly."

I groaned but did as she said.


I got to take them off before I went to bed but the next day she made me put them on again since she had off from work. I hung around the house all day in sandalfoot pantyhose like it was totally normal minus the odd chuckle from Sara. She wouldn't even let me wear socks to cover up my hosed feet.


The next day before she went to work she gave me more money and this time she made me get a pair of fishnets. I went back to the same department store and got a pair of black fishnet tights. As soon as she got back from work she made me put them on and wear them all day and night.


The next day she said to me "You know boxers really don't match hosiery or fishnets. You really should be wearing panties." It was right back to the same department store to buy a few pairs of panties. I actually didn't mind how the hose felt but I hated how the panties felt and way how tight they were, and the way they rode up. It was like having a permanent wedgie, especially with the hose or tights holding them in place all day.


And the day after that she said to me "The hosiery would look so much better if your legs were shaved."

I sighed but I ended up giving in since I didn't want to be homeless. I shaved my legs and wound up shaving the rest of my body hair so it wouldn't look weird or uneven. She had another good laugh but she was right about one thing. The hose did actually look a little better and they slid up my legs nice and smoothly. She even gave me lotion after I shaved so my skin wouldn't dry up.



The day after that, she came to the department store with me because I needed to "complete the look."

"If we're going to keep this up, you're going to need a few more pairs of hosiery. And you're going to need a bra, and a dress."

"Nooooo!" I cried. "Give me a break! You're turning me into a cross dresser!"

"Yeah I guess I did sort of turn you into a cross dresser...Oops hahahahaha."


We went to the store and the same clerk rang us up. "So this is who you've been buying for" the clerk said.

"Actually it's for him" Sara told her.

I turned bright red and went quiet.


Back at home, I slid on a pair of panties and black pantyhose with reinfored toe. I was even getting familiar with the different kinds and types of hosiery, a little too familar. And I was getting uncomfortably good at put the pantyhose on too.

Then she helped me put on the bra. After that, I stuffed it with padding that she gave me to fill up the cups. And last but not least, I put on the black dress she gave me. It had straps and went down to my knees.

"You looks fabulous!" she said.

I couldn't believe it when I looked in the mirror. I hated what she had reduced me to. I was so mad.


"While you're at it, why don't you just make me sit down to take a leak!" I blurted out in anger.

Her eyes lit up.

"Oh, no. Forget it. I didn't mean to say it."

"Too late" she said. "From this moment on, you're required to sit down when you pee." I almost cried when she said that.


I went to bed in a black dress and black hose and woke up in them. The next morning she had another surprise for me.

"I want you wearing your female clothing at all times while you're staying here" she said. "The problem is I won't be around to enforce the rules while I'm at work. So..."


She took out a few bundles of rope. Before I could protest, she taped my mouth shut and pulled my hands behind my back. She was very skilled with the ropes. My hands were bound behind me and then she pushed me down on the bed I slept in. My ankles and knees were bound after that.

"Aww you look like a little sissy princess in your outfit" she cooed. "Have a nice day. I'll set you free when I get home from work."

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