I asked in a very proper manner. I knelt at Mistress' feet and asked if I could take her big, fat, luscious ass out on a date. She giggled a bit at the idea and at my nervousness. But agreed as long as I treated this very much like I was taking her ass on a date. I eagerly agreed.
When date night arrived, I dressed in a nice pair of tight jeans and a white, button-down oxford. She appeared wearing a skirt, blouse and sweater. The blouse and sweater did a nice job of showing off a bit of cleavage. And the skirt was clearly chosen because of the way it hugged her ass. I complimented both her and her ass.
I then surprised her with a gift. It wasn't flowers, the most traditional gift. But what would her ass want with flowers? So I focused on a gift that would be all about her ass...something that would flatter it and make it feel appreciated.
Instead of a dozen roses, I had a dozen pairs of very nice panties, each pair chosen for the way it might show off, flatter, and demonstrate my affection for her ass.
She smiled. She picked up a few of them to take a closer look. She thanked me for the thoughtful gift.
"If I weren't already dressed for our date, I might run put on a pair of these. But I'm all set for this evening."
"I'm sure whatever you chose is just perfect, Mistress."
"I'm quite sure you'll like it. I chose to wear nothing at all. Now, shall we go?"
I stuttered trying to answer. No panties at all? My heart was pounding and my little cock was suddenly throbbing in my pants.
"Uh huh...yes...let's...we can go now."
The drive to the restaurant was quick. We chatted about routine things but I couldn't stop thinking about her naked ass underneath that skirt. I was squirming in my seat just with the thought!
When we arrived at the restaurant, I hurried around to open and hold the car door for her. This wasn't my usual routine but this felt like a very special date. So I wanted to pull out all the gentlemanly behaviors.
As we started to head inside, she suddenly took a bit of control over the date!
"It's pretty traditional that you would hold my hand on a date, right?"
"Of course! My apologies!" I said, as I reached for her hand.
She stopped walking.
"You aren't taking me out, ass boy. You are taking my ass out. So behave accordingly"
I hesitated, trying to absorb her meaning. Then, blushing profusely, I reached out and placed my hand on her ass.
She smiled and resumed walking.
I followed along quickly, trying to make sure my hand didn't slip off her ass. The feeling of that big ass cheek, soft yet firm, wiggling just underneath that thin layer of fabric, was making me so horny!
But when we opened the door and entered the restaurant, I realized with a shock the embarrassment about to come. As I told the receptionist we would like a table for two, she couldn't hide her stare at my hand never leaving my Mistress' ass. I'm sure she thought I was being extremely brazen in my behavior.
And then she led us to our table. Mistress followed her quickly. I was scurrying along behind, stretching my arm out to 'hold hands' with her ass as we walked. The obviousness of my hand on her ass was getting looks from everyone. And it was clear to all that I wasn't some macho man groping my date's ass. With me walking behind, reaching out and just trying to maintain contact, it seemed clear that I was desperately trying to touch...not confidently touching. I felt the burn of humiliation as we reached our table.
Once we were seated, Mistress carried on as if nothing had happened. We went over the menu together. I told her I was choosing only things that came served on a bun...in honor of her buns. She laughed...but approved of my decision.
Dinner was filled with fun conversation. I did get caught staring at her cleavage once and she asked if I was enjoying the view. I was so embarrassed...and tried to compliment her appearance. But she said I should save my flattery for my real date.
I also couldn't help but watch her ass when she got up to go pee. It surely seemed like she wiggled it a bit extra, just knowing I was watching.
And through it all, I just kept getting more and more aroused. The entire evening had the quality of being fun, light-hearted, but with an intense layer of sensuality mixed in.
When it was time to leave, I quickly moved up beside my Mistress and "held hands" with her ass as we left the restaurant.
The drive home was quick
When we arrived home and approached the door to the house, I jokingly asked...
"May I come in for a while? Or shall I just kiss you goodnight at the door?"
