The worst / best detention ever. 2

838Report
The worst / best detention ever. 2

*there is a part one to this and once again grammer isn't perfect*



The thought of nipple torchure made me excited but I dare not tell Mr.B that. He grabbed my arm and told me to unbutton my top and take that along with my bra off and place my hand on top of my head, When I took too long he sighed shaking his head and laid some more slaps on my ass. I sped up as to not upset him anymore.

He took in my triple ds and large nipples smiling to himself as though he had hit the jack pot. I got smiles from the other boys as well. I wondered if anyone would believe this if I told them and once I realized no one would believe me I thought it best to be submissive as best as possible.

He took a step to me holding a small box of items I feared to even look at. He pulled out two nipple clamps that had small teeth on them. Oh how I prayed to myself they weren't sharp. He licked his lips and pinched my nipples making them hard before applying the clamps. My fleash seared in pain and turned bright red and I closed my eyes as if somehow that would help.

He clapped his hands in front of me, "Keep those eyes open! And keep your breasts thrusted out! I want them pointed out at all times or you'll be bent over my knee again you hear me Lilly?" He asked,

I nodded thrusting them back out and getting a hold on the pain. I looked down and seen every man in the room had a buldge. I couldn't help but feel a little proud of myself. Mr. B grabbed a few weights from his box and added them to the clamps chain that connected them. Then he grabbed a whip and started the lashings.

WHIP WHIP WHIP "Beg me for more Lilly! Be a good girl." WHIP WHIP WHIP.

Tears began to fill my eyes but I honestly wanted more. "Please sir more, make wet."

He smiled and I got over 100 more lashings but then the pain got serioiuse and I put my hands down to stop the whip. He didn't like that and motioned for the boys to stand up. He handed the whip to one while one was to hold my arms back. The third took a cane to my ass and the back of my legs.

It went on for a while and I wondered if the small things I did really deserved this. Mr. B seemed to know what I was thinking as he came up to my face, "Look Lilly you need to learn your place and I have found with young bull headed women as yourself need a proper punishment at least three times a week to do so. So you shall come here with these boys and I three times a week untill I see fit got it? And do not worry my pet sometimes it will be for a treat as well."

He reached between my legs then pinching my pussy lips and running a finger up and down my slit. I quivered in pleasure and realxed. He found my clit then and rubbed my nub over and over telling me I am never to cum without permission. I held back moaning and leaning into the boy who held my arms. Mr. B grabbed me by the neck and laid me down on his desk having a boy on each side hold my legs apart and the third was to yank the chain every few seconds.

He took a thin long wooden stick and rubbed my clit over and over making it pink and swollen again. He then lifted it and smacked my pussy . I screamed and he shook his head and pulled my skirt off shoving part of it in my mouth and slamming the stick down six times in a row. I closed my eyes letting a few excited tears fall.

Then came the clothes pins, He put 3 on each of my pussy lips making them fan out , leaving my clit out. He grabbed a vibrator and turned it on max speed and showed it to me. My eyes grew wide as he took his time going down my thigh. He smiled rubbing it around my clit being careful not to hit it. I bucked a few times hoping to get it to it my pulsing clit but he backed away farther so I held still whimpering.

He pulled it down to my ass hole and circuled and played with its entrance. I chewed on my skirt and watched as he put on a white latex glove like the doctors wear. He then poured lube there and began to slip a finger in. I wasnt sure if I liked it or not but it didnt matter because it was going to happen no matter what. He finally got it in all the way and then began on working in two. And then before I knew it he had three and was pulling a butt plug from his box with a pink jewlel at the end. He came to my ear then and began to whisper.

"I got this to match that pretty pink bow you like to wear."

My heart skipped , so he had planned it all I thought. He began to work it in and even though he had stretched me some it still hurt.

"There its in. And it looks very good." He smiled giving it a playful tap and taking off his glove.

He stood up and began to work his pants down off his athletic body. Being a teacher and football coach paid off. I shivered when I see his 8 inch cock it had to be 3 inches wide. And I knew he wanted my virginity.

"I'm going to enjoy this Lilly. You may not but it would be selfish to deny me pleasure and really denying yourself of it for later. If you fight me it will hurt worse and you will not leave this class untill I have fucked your tight cute little pussy."

He came over me then and rubbed his dick head on my clit. He yanked the clothes pins off and spit on my pussy entrance while rubbing it some more. He slid the head in finally after some pushing and stopped to grit his teeth before slamming down taking my womanhood for his own pleasure. I took the pain like a champ knowing it was a part of this no matter who did it.

His cock filled me up and stretched me untill I thought he would push me in half! I moaned and coed and breathed heavy as his strides got longer and faster. I tried to hold back from cumming but I couldnt help it and let it go,. Once he had cummed he pulled me to my feet and handed me my clothes.

"I'll see you in 2 days Lilly. . .and dont think I will easily forgive you cumming without permission. Whether there was a skirt in your mouth or not...."

Similar stories

Call me Joanna

Call me Joanna It all happened so long ago now that it seems not only to have been in a different place at a different time but so different as if it almost had never existed. But it did. It all took place in rural southern England in that wonderful time after the war had ended (for us. “the war” meant and still means World War II), in the fading golden afterglow of empire, before unpleasant realities intruded and thrust the world we had known into a new and unfamiliar shape. The revolutions of the sixties – social, sexual, political -...

698 Views

Likes 0

Fuck Pals

Joe knocked on the door wondering what he was doing. He had never even met this girl and he just hoped she was as crazy as him. His thoughts were interrupted as a sexy girl opened the door to whom joe asked is Kelly here? to which the  girl at the door replied that's not important, but why don't we fuck right here and ill give you a little sample. sounds good said joe as he stepped inside the house and began to take his clothes off. so what's your name baby? joe asked as he unbuttoned his shirt. doesnt matter...

868 Views

Likes 0

Alison's Reluctant Lap Dance

Alison came into my life as part of a three-some with another girl. The three-some was fun, but soon we all parted ways. We started to talk again a few months later when I saw her at a strip-club she had just started working at. Soon after, we had our first real date. A couple quick drinks at a dive bar and a blowjob in the parking-lot was as romantic as we got. When she started to come over to my place, I was the first to make her squirt when she would orgasm. I was also the first to treat...

911 Views

Likes 0

A guy and his...? 37 Sheeka

Jake was still holding Akeesha each of his Jinns gathered around them both. Nothing but the sound of great weeping and sobbing could be heard within the room. There was another huge rush of energy as Nyrae and Inger both appeared. Inger flew to Akeesha tears starting to fall from her eyes. Why? Why is she dying? If she dies Master Jake I promise you that I will make you suffer! Inger was growling out at Jake. I am going to die soon one way or another Inger. The bond I have with my Jinns will kill me when she dies...

645 Views

Likes 0

A Sensual Adventure of the senses (Part 1)

A Sensual Adventure of the senses She was walking down the street on her way to work when I saw her for the first time. She was the epitome of beauty and had that girl next door look. I was so mesmerized by her that i stared as she walked in to this small coffee shop on the corner of the street. I waited out side to see if she would come back out but she did not so i continued on my way. The next time i saw her she was on her way to the same coffee shop so...

621 Views

Likes 0

Our Only Hope, Chapter 08

WARNING! All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual content. All people and events depicted are fictional and any resemblance to persons living or dead is purely coincidental. Actions, situations, and responses are fictional ONLY and should not be attempted in real life. All characters involved in sexual activity in this story are over the age of 18. If you are under the age or 18 or do not understand the difference between fantasy and reality or if you reside in any state, province, nation, or tribal...

610 Views

Likes 0

Events that lead up to our 'Experimentation' phase

Like most high school kids, there were a bunch of us that hung out alot. We'd joke around, give each other a hard time, tease each other, normal kid stuff. And like most groups of kids that age, some of us had cars, and some of us had to borrow our parents' from time to time... It was the weekend, and we had decided to go to a popular hangout, a lake about an hours drive away, that had slides and platforms to jump from, probably best described as the 80s equivalent of a water park. By today's standards it wasn't...

564 Views

Likes 0

My friends girl friend fucked by me and my friend 'for first time very hard

I have a friend named rahul.he has a girlfriend named vananya.she is very cute and fair.one day, i and rahul are watching some prone on internet in my room as i used to live in a house for myself as my parents are abroad.he asked me to let him use my room the next weekend.i understood that he is planning to have something from his girlfriend.so , i accepted his request. It is Saturday when i opened the door and saw rahul with his girlfriend vananya .she is too hot ........and i was unable to take my eyes off her but...

633 Views

Likes 0

The Way I Dreamed It part 2 chapter 26

I DO NOT OWN Naruto Read and ENJOY And now the story Written by Dragon of the Underworld Revised by Evildart17/Darkcloud75 xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx The Way I Dreamed It Part 2 Chapter 26 “Naruto . . .NAruto . . . NARUTO” Naruto quickly opened his eyes after hearing his name being called out. He made a motion to sit up but felt pain around his side and just under his chest. Naruto looked around not knowing where he was. “It sounds like your awake” said a person. Naruto noticed that the voice belonged to a woman she was sitting on the other end...

361 Views

Likes 0

The God and the Girl

My breath was heavy, my legs tired. Tired from all the running. How long had I been running? Twenty minutes? An hour? My footsteps fell fast making a crunching sound on the leaves and sticks under my feet. I wasn't sure where I was at this point. These woods were unfamiliar and the loud shouts of my attackers grew closer. Don't let her get away! I heard one shout in the distance. What had I gotten myself into this time? All I had wanted was to steal a couple things out of the Blood Clans temple so that I might have...

361 Views

Likes 0

Popular searches

Share
Report

Report this video here.