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Chapter 11
by Dayeandknight
What happens next
One pajama set just isn't enough
Robin had fallen into a routine of putting on his pink pajamas each night, savoring the soft fabric against his hairless skin. The feel of the pajamas had become a small indulgence, something that he looked forward to after long days at the office, though that did mean that he had to run the wash often. As the days passed he began to notice the prickly sensation of stubble returning and the signs of little dark hairs returning on his legs which made him happy at first the discomfort it caused gnawed at him.
"This is crazy..." Robin said as he stood in front of the bathroom mirror looking at the pink bottle.
He watched almost outside of himself, his hands carefully applying the cream, and then waited for it to work its magic. Once he rinsed it off, the sight of his hairless body made him pause, a mixture of embarrassment and relief swirling within him.
"I do look cleaner, I guess," he told himself relishing the smoothness of his skin once more.
Later, at work, Robin found himself with a few spare moments and his mind wandered back to the cozy pajamas. He idly started to look at reviews for various nightwear, thinking how he needed more sets if he wanted to be sure he always had something clean to wear. As he browsed, he started to wonder if there was something else that might give him that same pleasurable feeling, clothes he could wear during the day but keep hidden under his male attire. Just as he was checking the sizes of a nightgown, a familiar voice broke through his thoughts.
"Hey, Robin," Nashma's voice startled him, causing him to fumble with his mouse to quickly close the website.
"Uh, Nashma! Hi, what's up?" Robin stammered, his heart racing as he tried to act normal.
Her eyes lingered on his computer screen for a second, "I just needed to know if you had the latest figures for the Montclair account. I couldn't find them in the shared drive."
"Oh, right. Let me pull those up for you," Robin said, trying not to panic. "Here they are," he said, printing out the documents and handing them to her.
"Thanks, Robin," she said with a smile as she walked off.
Robin exhaled deeply, "God, that was close. I should probably take that as a sign to just throw away those pajamas when I get home and stop being stupid."
That evening, Robin found himself back at the same store, wandering through the aisles once again having completely forgotten about his promise to himself back at work. He picked up a few more pajama sets, this time in different colors, and then his eyes landed on a silky nightgown, powder blue with delicate lace trim along the neckline.
"It wouldn't hurt to try it on," he whispered to himself, grabbing the nightgown and heading to the changing rooms. He ripped off his office clothes and after he shimmied the silky fabric down his body, he felt an overwhelming sense of calm wash over him. He twisted back and forth, smiling at the sensation of the skirt sliding along his calves. The nightgown fit him perfectly, the material gliding over his smooth skin, making him feel...cute?
"Cute?" he was playing with his hair looking at himself when his face dropped, "What am I doing?"
Robin's reflection in the mirror stared back at him, a mixture of confusion and shame etched across his face. He traced his fingers along the neckline, feeling a tingle run down his spine as he admired the way the fabric hugged his hips.
"What am I doing?" he muttered again, but this time, the question seemed to carry less weight, almost as if he didn't really want an answer. He smoothed the nightgown down one last time before reluctantly redressing in his office clothes and gathering his things.
After a great deal of deliberation, he decided to purchase the nightgown along with the other pajamas. At the last minute, he also grabbed a couple of pairs of panties to wear with all of his nightwear.
Back at home, Robin carefully folded his new purchases and tucked them away in his dresser. That night, he slipped into the blue nightgown, feeling it caress his skin as he climbed into bed. As he drifted off to sleep, he couldn't help but wonder what John would think if he ever found out.
what happens next
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Crossdressing Stories
A collection of separate stories that all involve guys ending up in dresses
A collection of separate stories that all involve guys ending up in a dresses
- Tags
- Hypnosis, Misunderstanding, Crossdress, Halloween, Bet, Dare, Crossdressing, hormones, feminization, sissy, housewife, Stepford, Stepford wife, hucow, Maid, Fetish, Femdom, Thigh-highs, mistaken identity, mind control, manipulation, Accidental, Mr Handy, Vault, Fallout, Magical Crossdressing, Leather, Princess, Secretary, Fantasy, pokemon, Mindcontrol
Updated on Jun 17, 2025
by ShimoDragon
Created on Feb 1, 2018
by Dayeandknight
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