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Chapter 58
by
Harst
What's next?
Calm before the storm.
Merry Christmas!
I managed an update specifically for Christmas. Hope you have a good continuation and a happy new year! Be kind to each other, and I'll see you soon!
Michael did as he was told, made his way to his room, and dropped the clothes on his bed. He undressed, noticing the wet steak on his panties. Sighing, he picked up a tissue and gently dabbed at the cage opening.
Then, he began by picking up the bra and turning it over from front to back. It was a lace bralette. A thought passed through his head. He had helped liberate women from bras before, but he had never clasped one before, and it took him a minute or two to get a feel for how it worked. Struggling, he finally managed to get it on. He looked down, not seeing much.
On the other hand, he didn't expect to see much except for fabric covering his nipples, but as he reached down to grab the panties, he felt his nipples gently rub against the fabric. Looking down, he saw that his nipples were somewhat slightly pointing through, and feeling it, he realized that they were hard, sensitive, and nibbley. He played with it for a few seconds with his finger before remembering what he was doing. He picked up the panty and slipped up his leg. The bra and panties match each other, as did the garter belt. It was another thing he hadn't used before, but he had seen Sarah in it. The stockings were just like the pantyhose he had been wearing but shorter, and once he managed to fix them to the garter, he looked at himself in the mirror. He felt pretty silly in his reflection. He couldn't see past his own male appearance even though, from an outsider's perspective, he looked pretty cute. He wasn't as stocky as most men, and without body hair, it removed much of the masculine vibes. He stood there for a second, biting his lip. Then he opened the wardrobe and pulled down a box. He opened it, and inside were his and Sarah's Halloween costumes. He dug through the contents and found what he was looking for a brown wig Sarah had used a few months back when she had gone to a party as Wonder Woman. He pulled it out, opened his door, and looked down the hall. No one was there, so he snuck into the bathroom and locked the door. He pulled the wig out of its bag and quickly brushed it down before putting it on his head. Suddenly, he felt like a totally different person. He adjusted it slightly before sneaking back to his room and returned to the mirror. Suddenly, it didn't feel quite so bad, and he even did some poses before turning back to the bed and the rest of the outfit.
Sarah couldn't believe her eyes when she saw Michael return to his room with the wig on. She had been watching him through the spy camera and concluded that he looked good in the lingerie. Of course, he had done some things wrong, but that was only good as she had an excuse to correct him later and had an excuse to redress him. Sarah had spent the time gently touching herself, but when Michael returned with the wig, she almost creamed herself.
Michael was watching himself in the mirror. He had managed to get the entire outfit on and was inspecting himself. The outfit didn't leave much to the imagination and even felt kind of slutty. The crop top barely covered the bra, and the hot pants covered his panties but not much more, leaving the garter exposed above. The heels he got were low enough that he soon got used to them. Of course, they didn't look as good as higher ones, but walking in would have been impossible. He found himself wishing he could walk in higher heels and that the small outline of the cage would be invisible before feeling embarrassed by his thoughts and pulling off the wig. He was a man, after all, and men didn't think about looking like that. Michael picked up his phone and looked at Sarah's itinerary. There wasn't much, just that John would come about 4 o'clock and that dinner was slated for 6 o'clock. Sarah had sprinkled in some mentions of appetizers and desserts, but after that, nothing was planned, at least what Sarah wanted to mention. There were some mentions of behavior expected at each item listed, and Michael realized that he was expected to hover close by at all times. He read and reread it again before returning to Sarah in the living room.
The TV was on, but Sarah didn't seem to watch it; instead, she was playing with her phone, and Michael wondered if she was texting John. He wondered how much she was talking to him.
Michael made himself known, and Sarah looked up at him. Her hands shot up to her mouth when she saw him. It was a little theatrical, but Michael bought it. His face turned red when she said.
"Omg, you look so cute, roomie." Her eyes glinted, and Michael started to cover himself. When he did that, he did it like a girl, covering between his legs and breasts. Sarah reached over and pulled down his arms.
"No, I want to see." Michael didn't know where he should rest his arms, so he placed them behind his back, only exaggerating the slutty energy his outfit was exuding. Sarah took in Michael for the first time in person, and he really did make a cute femboy.
"Turn around so I can see you." She said while motioning with her hand for him to spin for her. Michael did as he was told and spun around while Sarah traced his hot pants with her finger. Once he had made a turn, she stopped him.
"Almost good, but you'll have to fix those pants." Michael looked down.
"What do you mean?" He asked.
Sarah answered him, "The garter is in the wrong place."
Michael looked uncertain, "Should I go and..."
Sarah played uninterested, "No, I don't want to waste more time; you can fix it here." Michael did just that; he pulled down the hot pants, unclaped the garter, and pulled down the panties. While he did that, Sarah watched intently and contemplatively. When Michael had adjusted the garter and started to pull up his panties, Sarah interrupted him.
"Stop, wait a second." She got up and rushed down the hall. It took half a minute before she was back holding a nude stocking. "Here." She said, scrounging it up and pushing it into Michael's panty. Michael continued first pulling up his panty and then the hot pants. The stuffing to the panties hid the slight bulge of the chastity device, leaving Michael smooth in the front. Sarah ran her hand uncharacteristically over Michael's now smooth genital area.
"Now you are ready for Saturday."
What's next?
She found out
Girlfriend finds boyfriends web history with porn. Leading them down a kinky, cuckolding path.
Girlfriend gets home early from work but remembers that she has to write a mail for work. She is surprised when she starts the computer and opens the web browser to find BDSM porn. The question is what does she do about it?
Updated on Jan 19, 2025
by Harst
Created on Jan 8, 2022
by Harst
You can customize this story. Simply enter the following details about the main characters.
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