Mary and I were mutual acquaintances. She had this bubbly personality and was cute with extremely curly brown hair. And dimples - freaking dimples. Bubbly personality?! That’s something different – usually I mock someone like that. But I had to face facts. My history of relationships entailed one dysfunction after another. I thought maybe it was time to try something new. Perhaps the usual person I was attracted to – darkly goth was growing a little old. What was okay as a teenager and in college perhaps was not okay now.
My friends could not believe I was pining for this type of woman. Each time we hung out with our mutual friends I would try to flirt with her nonstop. I’ve had a few girlfriends in my past but when it comes to the initial meeting, I usually end up walking away looking more like a nice guy friend then a perspective boyfriend. (yes you guessed it I’m the
nice guy
) With this woman all I ended up doing was looking like a complete ass trying to get her to laugh. I asked her for her number a couple of times but she always said no with some excuse. I gave up after her third rejection. (hey rejection sucks).
We were still nice to each other though. One night we ended up dancing the last dance at a bar. Her friend Leslie came up to her and drunkenly slapped her in the ass. Mary gave a yelp and I acted like an impulsive tired drunk and horny person would act. I followed suit and slapped her in the ass too! Marie laughed, but not in the nervous sort of way I was expecting. We looked right into each other and smiled.
After the bar closed we talked not stop in the parking lot for a good half hour, like old friends. It was late and my friends wanted to leave. Marie came in her friend’s car and I came in mine. I said goodnight and asked her to have dinner with me. She said yes, I got her number and we hugged goodbye. On the ride home I thought to myself this is a good start and a smiled to myself. All it took was a slap in the ass for us to literally and figuratively connect!
Dinner went well. She was an elementary teacher which I thought matched her personality. I told her about graduate school. We started talking about more personal things. We both had divorces parents, dysfunctional childhoods, abandonment issues, and overly critical parents. We said all this heavy stuff people usually don’t like to talk about on the first date. Maybe it was that we’ve known each other for a while, but it felt normal or at least the right time to say all this stuff that needs to be said. I told her that despite all that happened to us we both came out pretty decent people. She smiled got and excused herself to the restroom. ------- After dinner we went back to her house, opened a bottle of wine and sat on her back porch.
“I had great time tonight.” I told her.
“I still am having a good time.” She replied.
“And to think all it took was a slap in the ass!” I said.
I was just trying to be funny. But the second I said it I realized I probably said something wrong.
“What are you talking about?” She asked.
“The other night at the bar when I slapped you in the ass….”
She looked at me kind of funny. I had to say something to lighten the mood so I dug myself in deeper by saying, “Why don’t you like to be slapped in the ass? It’s one of my favorite past-times. I love to get slapped in the ass! Yes sir, there’s nothing like a good old ass slapping!”
A little smile came across her face.
“You…like to get spanked?” She asked, looking at me like it was her first time.
I hesitated a little, but finally said, “Absolutely” with the pretense that we were joking.
She got up and walked inside. “Follow me.” She said.
I got a little apprehensive with the change in events but figured what the hell, I enjoyed being with her so far tonight so I followed.
We went to her bedroom. She bent over and looked through a drawer with her back to me. Without looking up she told me, “Take your pants off.”
“What?”
She looked up and smiled, “The only way I can properly spank you is if you take off your pants.”
Smiling nervously, I removed my pants.
She turned around and saw my half erect cock sticking out.
“Tomorrows laundry day” I said meekly.
“You didn’t wear any underwear on your first date with me? That’s very, very naughty. Now I can see why you need to be spanked.” She said in a very alluring yet commanding voice. That’s when I noticed the handcuffs in her hand.
“Now, do you want to get fucked tonight?” She asked.
I couldn’t believe she just said fuck and naughty in the same breath.
“Yeah yes.” I stammered.
“You are a naughty little boy. I’ll tell you what, before we fuck, you need to be punished like the naughty boy you are. Get up on my bed, on all fours.”
I did as she says, unsure of what was happening. Maybe it was the wine going to my head.
Slap!!
“That fuckin hurt!” I yelled.
“Did I fucking tell you to speak?!!” She yelled at me.
Totally caught off guard all I could do was say ‘no.’
Then she started smacking my ass cheeks and inner thighs one slap after another.
“I’ll teach you to fucking swear at me, you naughty little boy!”
With each word she slapped me harder and harder: “Don’t. You. Ever. Ever. Fucking. Swear. At. Me. AGAIN!”
With the last swat I stifled a moan. She grabbed my face with her hand.
“Look at me!” she paused, “Oh my it looks like someone enjoyed that. Look at that fucking cock! You’re a little slut aren’t you? You’re my naughty little slut that likes to be punished. Aren’t you?”
