Dressing Appropriately

So here was my challenge. TAKE AN UBER TO JOSEPHINE’S. TAKING THE STAFF OUT FOR DRINKS AND APPETIZERS TO CELEBRATE A PHENOMENAL WEEK. DRESS APPROPRIATELY PER RULES.

Per our 2021 Rules, I had not yet worn a waist cincher or corset this week. Today was the day, and as i had to wear it for at least 4 hours and it was already 3:30 in the afternoon, I would have to wear one to the get together. However, I was also the boss’s wife and, therefore, had to dress as such. Also, since I would NOT be at work and Milord had NOT given me permission to wear underclothing, the only thing I could wear would be the corset, which was exactly what he had meant when he said “appropriately.”

Further, I was to have a plug inserted when I greeting Milord after work. I would certainly be greeting him at Josephine’s, so that meant he expected me to have a plug inserted. I HATED wearing plugs in public especially when I would not be wearing panties.

Having no other choice, I laced myself into a corset and made sure it was good and tight. Next, I used a minimum amount of lube and inserted a medium plug in the shape of a ball rather than an elongated egg since the ball would NOT slip out at the wrong moment. I cringed when it went in, but knew this would be the best choice. Next, I chose my dress. Standing in front of the mirror, I nodded with approval and went on my way.

I swear the Uber driver hit every damned bump in the road which made the plug press up inside of me. Before stepping out at Josephine’s, I refreshed my lip stain.

Milord was already there, laughing with his employees. When he saw me he lifted his arm and I stepped beneath it. “You look beautiful,” he whispered. We had our backs to the wall, so when he ran his hand down my back and felt the lacing, he murmured, “Good.” He continued chatting with his workers, but his hand trailed further down until it was cupping my ass.

Keeping his hand outside of my dress, I felt his fingers spreading my ass cheeks, seeking confirmation that I followed our rules. When he found the evidence, he tapped the base once. I turned my face up to his, smiling. He looked down and winked.

“Wow!” Joan, Milord’s secretary said, “that dress is stunning!”

“Thanks,” I answered. “I got it for occasions like this.”

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