Tina is a very persuasive woman. That's how I ended up stripped and pegged wearing only lingerie on multiple occasions. That's also why she is in charge of the annual Charity Auction. She is very persuasive.
"Curt, I have a big event coming up and I'm going to need your help," she said.
"Ok darling, I'll do whatever I can" I answered as I handed her a cocktail.
We were staying in on a Friday and I was hoping she would indulge me by letting me dress up. I wanted to show her my new outfit and give her a chance to humiliate me. If I was lucky, she would spank my ass and make me tell her why I bought an ultra-sissy french maid ensemble.
We are a good match. She's a knockout brunette with a tight body and a desire to dominate her partner. I'm a strong, masculine, Type A guy who needs to be dominated and feminized as an escape from my stressful work. It's how I cope.
It turns out she was in a playful mood that night and let me debut my new purchases. She took a seat in the living room and opened her book, while I scrambled to transform myself into a pretty maid. I wasn't going to be "pretty", but that wasn't the goal. I was craving the humiliation of presenting myself to my lover and hearing her mock me.
Here's what I was rushing to put on: a very short maid dress in powder blue with white lace around the edges, bright white satin panties with a white garter belt and white thigh highs, white heels with matching blue accents and big ridiculous bows, and finally a blonde wig with a big white bow headband. This was over-the-top even for me, but I couldn't wait for Tina to see me.
"Come on princess. Present your slutty ass for inspection!" she called out after an hour of primping.
I was as ready as I was going to be as I tottered in heels down the hall and into the living room to hear my fate. "What the fuck, Curt? You are the biggest sissy I've ever seen. Turn around and grab your ankles. Ruffled panties? Jesus. This is absolutely unacceptable!" she shouted as she stood up and walked toward me.
I was loving the attention and trying not to smile. I knew it would only make her angry if I let on how fun this was for me. "Come with me young lady" she said as she grabbed my wrist and dragged me into the kitchen.
She bent me over the counter and flipped up my little dress in the back. WHACK, WHACK, WHACK, WHACK... She had pulled out the extra large wood and metal BBQ spatula I kept in a drawer and was wailing away on my buns and thighs.
My ass was on fire and she wasn't even pausing to check in with me. WHACK, WHACK, WHACK. "God damnit Curt! What have I told you about dressing up like a little sissy? Do you know what happens to bad girls that show off their panties?"
"I'm sorry Tina. I guess I forgot. So, do you think I look cute?" I asked knowing it would set her off again.
"Cute? Shut the fuck up Curt. I just want you to know that you have gone too far this time. I'm going to find a way to punish you like never before. Are you ready for the most humiliating experience of your life? Are you?"
I had no idea what that meant, but I was definitely ready for her creative ideas. I stood up straight, towering over her in my heels and began straightening up and dusting. She just watched with her arms crossed and shook her head. Slowly, a smile crossed her face and she interrupted my "chores" with a big hug.
"You just can't help yourself, can you? You love to look at yourself wearing pretty, girly things. Did you already dress up and masturbate wearing this outfit, baby? Did you lick it up? Did you eat all your warm, gooey cum?" she whispered as she drove me crazy.
I nodded and smiled as I looked down at my sexy shoes.
"You are ridiculous. Where did you find your pretty new things, baby" she asked lovingly.
