Chapter 8

This is my odyssey from alpha to omega. Here is what transpired and the series of events which have conditioned me to accept my dutiful place as his sissy in a caring relationship after making my way into the world after college. Besides his requirement that I wear panties under my slacks in my business life, I am all business and a respected leader in the office. Make no mistake that at home we are not equals and he is quick to punish me as he deems fit. I dare not brook a protest. However, I am allowed a whimper or a tear of regret and in return I live a satisfying life in panties as my former instructor now dresses me and treats me as his missy mate.

The Beginning:

Missy brushed her brown hair that framed her face beautifully out of her eyes. An unladylike habit the pretty coed displayed occurred now as she was standing in the school hallway in her tight stone white bottom pants with a visible panty line. Juliaa was aware of the attention I was showing to her cute caboose and it just made her more determined that I be punished in a manner I would find quite objectionable.

The Gibson Girl got down off her high horse from her chair as her shoulder length chestnut brown hair bounced off her shoulders. However, Julia had agreed our professor would make the necessary adjustments to my despicable behavior from earlier a she swung her hips from side to side out the door to walk to class. Roommates Gay and Becky were gone until Sunday night. We would have our privacy and the whole place to ourselves all weekend.”

I was in love with Julia and other ladies of Sunny Side Up knew it. But they did not know I had a proclivity to spanking fantasies.

I don’t know what I was thinking. How I went from a harmless looker to a brazen initiator.

“True I had a crush on her, but what really made me melt was looking at her swishing bottom in her tan slacks and of course the visible panty line that I made a point to walk behind.

In college one usually finds an instructor who they go to for advice. I found that special instructor after I turned twenty years old and a sophomore. Unfortunately as I sat in his office he was disappointed in what another student had told him about my recent behavior.

“Telling her you can see her visible panty line. You clued Julia you were really into her butt and that my friend is not cool.”

“I meant no harm. I was just pointing out I could see her panties through her pants.”

That is not how Missy sees your remark and she intends you get marked for guidance and feel the heat!”

“Oh shit, what have I done?”

“Yep, you got your ass in hot water, but don’t get your panties in a bunch.”

“I don’t appreciate your panties in a bunch snarky remark. It’s uncalled for.

“Ironically if I handle it the way Juliaa has suggested she demands that you wear panties as an object lesson during your punishment.”

“Punishment, what punishment?”

“Do you trust me to get Juliaa not to tell and avoid having severe punishment administered?”

“I can’t have her going to Mrs. Semones. Shit, she probably would expel me!”

“Boy, you have created quite the shit storm. You had to do have done more to Julia.”

“No sir, not really that chick is whacked!”

“Look I understand how you feel, but let me outline your choices for mentioning Julia’s panty lines. Either you let me spank your bottom until it looks like a red and purple colored art piece or I can let our Gibson girl cute coed go directly to Mrs. Semones.

I was with an ass’s eye of caving and then I thought about the spontaneous spank I had given Missy meaning no harm and decided it was in my best interest to submit.

“I’ve had enough of this young man!” He told me your butt watching and panty line infatuation has gone too far!” My teacher said.

My favorite teacher sat down in a wooden chair, brushed off the lap of his brown slacks and firmly pulls his stunned student over his lap bottom up.

“All right my friend you say I won’t take the time even to give you a spanking, because I don’t care enough about us. Well consider my hand I am going to connect to your backside evidence I do care!”

Laying there with my clothed bottom, nope make it my panties down bare bottom in the air not trying to get up or wiggle off my concerned teacher’s lap

My mentor’s steady hand at the ready began. Spank my bottom bucked on his lap slightly as I settled back down over teacher’s lap and a certainty this was going to be bad enveloped my every thought.

So, when teacher’s hand visited her bottom for the first time Spank and my bottom bucked on his lap slightly, but instead of trying to get away I snuggled lower, closer and farther in the recesses of his knees.

A loud open handed “Spank” across my twenty year old upturned ass brought a squeal from my lips.

My teacher laid into my bottom on the lovely Juliaa’s behalf as he settled into a pattern and systematically began to spank my moody ass.

“Spank”-® High Upper Cheek, “Whack”-® Lower Crease Cheek

and

®”Crack”-Middle Cheek and sit-spot (L) Sit-Spot (R)

There was alot of mewing and moaning from Missy.” The spanks were landing hard and fast. they hurt for real!.

“Whack”-(L) Lower Crease Cheek, (L) “Crack”-Middle Cheek and

(L) “Spank”-High Upper Cheek

“Spank”-® High Upper Cheek, “Whack”-® Lower Crease Cheek and

® “Crack”-Middle Cheek.

There was a deep burn now penetrated my every thought in my head.

Squeals from me were heard as I sucked in my breath “yee-eek sheeeesh.” These spanks were more punishing and my ass cheeks were really feeling this latest volley.

“Whack”-(L) Lower Crease Cheek, “Crack”-(L) Middle Cheek and

(L) “Spank”-High Upper Cheek

“Whack”-High Upper Cheek, “Crack”-Lower Crease Cheek. “Spank”-Middle Cheek

Missy began to “mew and moan.” More spanks popping against her mature now red bottom cheeks

“SPANK”-Lower Crease Cheek, “WHACK”-Middle Cheek, “Plapp”-High Upper Cheek.

I imagine my bottom was a canvas of bright red with a tinge of purple across each crown of my bottom cheeks.

I for my part reacted bucking and grinding my groin acting like a sissy colliding with his hardened penis.

“Puff-puff-f-puffing.

A pout back up at my punishing teacher did not ask for the burning spanks to stop. I understood now I was getting what I deserved which was raising blisters upon my blazing bottom.

“SPANK-CRACK-WHACK-SPANK-Plapp-Splat-Spank-SPANK-W hap-SPANK”

Holding on not wanting to cry like a little girl, but knowing in my heart crying that would be cleansing. “Sniff-Sniff-Sniff” and I started to sniffle.

SPANK-CRACK-WHACK-SPANK-Plapp-Splat-Spank-SPANK-W hap-SPANK!

I was now crying and my once red bottom was now blood red across the skin’s surface.

SPANK-CRACK-WHACK-SPANK-Plapp-Splat-Spank-SPANK-WHAP! WHACK!

Surrender came and true sorrow for my actions came as I went limp and bawled my eyes out. Unashamed to show my emotions. “Boo-Hoo, Boo-Hoo-Hoo”

My cares and concerns of my naughty comment to Juliaa washed away.

He finally stopped and rubbed the scorched earth better known as my sunset colored hills. My crying gradually changed to sniffles. There were red moons in the room which gave off considerable heat imparted by my mentor.

I frowned and pouted up from my position over my caring teacher’s lap.

He ordered me to the corner on my knees panties around my knees and though I wished to rub my red blisters, but I dared not to nurse my swollen butt.

“Nice Butt and it looks even better spanked bright red! You’re a real cutie and I am going to make your pootie toot real soon. Who knows you may grow to like it will stretch nicely.”

“What do you mean Sir?”

He rested his free hand on my weaving red & purple spanked spread ass cheeks to steady it as he positioned his finger over the little brown asshole in front of him.

The tears were cascading down my cheeks like you would expect of a girl. Plus I let out a moan of shame escaped tightly pursed lips when I felt the green jelly touch my exposed asshole. Before I could resist, Sir pushed hard, burying his finger into my warm ass hole all the way up to his second knuckle.

My futile efforts consumed energy, but did not get me free from the digit that rudely invaded my anus. It only succeeded in worming the finger deeper into the interior of my ass hole. Instead of expelling the finger, he ended fucking my ass with it!