Erika and the Headmaster Pt. 03

Story Info
Erika gets more punishment and loves it.
1.7k words
4.42
25.1k
9
1

Part 3 of the 8 part series

Updated 06/10/2023
Created 01/16/2021
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic LiteroticaĀ® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
groomleader
groomleader
2,841 Followers

The next day, Erika was summoned to the headmaster's office. She felt a fluttering in her belly, she was still keeping her nose clean, and wondered what Mr. Smith had to say to her.

Her worry increased, when she was told to report to his office after the last class of the day. The caning time, as she thought of it. What did I do? In his office after the school was deserted, she found out.

"Miss Taylor, you thought you could spy on me caning other students without being discovered, but that was an incorrect assumption."

As she watched, he switched on a monitor, and there she was, listening to Bethany Crisster getting caned, then watching as he gave Brittany Hodges her punishment. Not only that, but it also recorded her masturbating to the sounds and sights of the punishment being dispensed.

"I thought I saw you the other day, I caught just a glimpse of a very fast-moving figure at the end of the hallway. So, I checked the security camera footage, you failed to notice them, and saw what you were doing. Watching me dispense punishment is forbidden, as such, it is time for the second round of punishment." Putting the steely British bark into his voice, he ordered her, "Drop your panties, Miss Taylor, then bend over and grab your ankles!"

Erika's panties hit the floor, and she bent over and grabbed her ankles, her face again flame red with humiliation, being recorded masturbating, and now another display of her bare ass, the caning, and then no doubt, the fucking. She heard him unzip his trousers, then Mr. Smith flipped up her skirt, and her naked ass was exposed for the cane's not so tender ministrations. She took a deep breath and waited for the cane stroke.

"No doubt, from listening to Miss Crisster's punishment, you know the appropriate sentence for a second offense is two rounds of 'six of the best', brace yourself, Miss Taylor."

Erika did her best, but when the cane whipped against her ass, she let out a loud howl as her ass felt the sting. The cane drew back, and another stroke of the cane connected solidly, Erika's howls of pain filled the room, as the 2nd and 3rd stroke was delivered. With the 4th stroke, her howl was part pain, part pleasure, the pain of her ass was starting a fire burning inside her cunt. The 5th stroke brought forth an almost all pleasure-filled howl, and the 6th one was all pleasure. After the pain of the first few strokes, getting caned had made her incredibly horny. Her ass was throbbing, stinging, fiery red, the feeling of her whipped ass, the humiliation, and the pulsing heat in her horny cunt all combined into a powerful horny lust, and she wanted the next six of the best, now!

"Fuck, fuck, feels so good, cane my ass, let me have the rest of it, NOW!" she cried.

"Very good Miss Taylor, very good," Mr. Smith said.

Seven...CRACK...Erika's howl of pleasure...

Eight...CRACK..."Fuck, It's so good, beat my ass!"

Nine...CRACK..."Tan my ass, make it burn!"

Mr. Smith delivered three more hard stokes, caning her ass over and over, Erika's howls were all pleasure now, as the cane strokes were delivered, her white ass taking on a dark crimson glow, the hard strokes of the cane creating welts crisscrossing her ass cheeks. Erika's cunt was pulsing, a raging, horny volcano of lust, the 12th, and final stroke put her on the brink of orgasm.

Erika now fully realized that after the first caning and the rape, that this was what she needed. A small realization had been locked away, she tried to fight it, but it rose to the surface, Erika knew what was next, the first time it was rape, but this time, her cunt was a fiery lust pit, she was more than eager to get fucked, and she was gonna love it.

Erika growled, "I know what to expect, finish my punishment, do it!"

She felt his cock nudge against her cunt, thrusting forward, her horny cunt got split open, as the headmaster drove it in. She felt his hips smack against her burning, stinging ass, the feel of his 9-inch log impaling her right to the core, stretching open her tight hole, that was all she needed, she screamed as her cunt exploded. Fuck, her orgasm was a real gut-wrencher, her cunt spasmed crazily as Mr. Smith rammed into her again and again, powering his throbbing cock in and out of her fiery, burning lust furnace.

Mr. Smith grunted with pleasure, the fiery teen cunt of Miss Taylor, wrapped tightly around his cock, was sucking and milking greedily at his swollen prick.

She could feel her eager fuck-hole stretched wide around his hard 9 inches, she felt another orgasm grab her, wrenching her insides, and another, one right after the other. She was almost delirious with pleasure, and just as her 5th orgasm slammed into her, Mr. Smith grunted, buried his prick deep, and let his load gush into her, the tight spasms milking every drop out of his swollen cock.

After a few minutes, Mr. Smith led her to the nurse's office, and he applied the ice packs to her stinging cheeks, and following that with the special ointment, to add further relief.

As he tendered to her ass, Mr. Smith said, "Since you like to watch so much Miss Taylor, I believe I can help you in that regard. Let me figure out a way, then you can watch every student that needs discipline, get it."

A week later, Erika was called to his office just before lunch break. Mr. Smith showed her inside and showed her the new floor to ceiling one-way mirror that had been installed. It had been installed in the door of the supply closet, and Erika went in and saw the full view of his office, she could feel her horny cunt give a twitch of desire. On the other side of the mirror, she could see her reflection, and that was all the students would see, their reflection as they got caned, while she would be behind the mirror, enjoying the action.

"And, today after classes, Brittany Hodges needs another round of discipline, so you will be able to watch the whipping of her ass. Come to my office immediately after classes, I will inform Miss Hodges to come to my office five minutes after the school is empty, so you can secret yourself behind the mirror, and enjoy the view. See you then, Miss Taylor."

Right after the bell rang, Erika virtually sprinted towards the office. She was met by Mr. Smith, and inside his office, she quickly entered the room, and seated herself by the mirror, ready to watch the fun.

A few minutes later, Mr. Smith led Brittany in and delivered his standard lecture to her.

"Miss Hodges, I had hoped that one round of punishment would suffice, but apparently not. You know the rules, boys are not allowed in your room. Not once, but twice, that shall have to be dealt with." Putting the British bark into his voice, he ordered, "Drop your panties, Miss Hodges, bend over and grab your ankles, you obviously need more caning!"

Brittany meekly did as she was told, and her ass was pointing right towards the mirror, Erika would get a great view. Mr. Smith picked up his cane, gave a small grin towards the mirror, flipped up the back of Brittany's skirt, Erika felt a pulse of lust as she saw Brittany's gorgeous ass cheeks.

"Brace yourself, Miss Hodges".

The room quickly filled with the pain-filled howls of Brittany Hodges getting the second round of caning, twelve firm stokes were delivered, each one accompanied by the solid whapping sound of the cane connecting, and the shrieks of pain from Miss Hodges. Unlike Erika, Brittany did not get turned on by having her ass whipped, and watching an unwilling student getting caned just turned Erika on, even more, her cunt was starting to run with her juices, Fuck it was so hot!

In the closet, Erika slipped off her panties, and her hands were under her short skirt. She knew she would be loud if she didn't prevent it, so she took a ball gag from her purse, and gagged herself. Her fingers were quickly swirling into the wet heat of her shimmering lust, two fingers starting to pump in and out, eager to finger fuck herself to orgasm.

After the strokes, Mr. Smith turned Brittany sideways, so Erika could get a better view. He lodged his cock against her and pushed it powerfully in. Brittany let out another howl, he was big, painfully big, and her dry cunt got an abrasive splitting apart, as she was impaled on his 9 inches. Mr. Smith gave her the punishment rape, driving in deep on every thrust, her grunts of pain turning Erika on wildly, until he grunted, stiffened, and let his load go, flooding the misbehaving student with a thick load.

Watching Mr. Smith blasting his sperm into Brittany's cunt took Erika over, her scream of orgasm was held back by the ball gag as she exploded, her mind full of fireworks as shuddered and withed in the grip of a massive orgasmic explosion.

As Brittany Hodges was led to the nurse's office to get her ass cooled down, Erika realized she needed what Brittany got. Twenty minutes later, when Mr. Smith returned, Erika told him what she wanted.

"I want what Brittany got, and I want you to order me, like a misbehaving student!"

"Very well Miss Taylor. Drop your panties, Miss Taylor, bend over and grab your ankles, you are going to get caned!"

As Erika got her ass whipped, her howls of pleasure filling the room, she realized she wouldn't have to be bad anymore.

"Keep gripping your ankles, Miss Taylor."

As Mr. Smith drove his 9 inches in and out, fucking Erika's tight cunt just like a piston, accompanied by her cries of pleasure, Erika realized could now get the whipping and the fucking she needed, without having to misbehave. As Mr. Smith grunted, and she felt his thick load of spunk flow hotly into her, she gave a pleasure-filled howl, looked like boarding school was going to be a great experience, after all.

groomleader
groomleader
2,841 Followers
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
1 Comments
maddictmaddictabout 2 years ago

12 of his best, that's got to leave a mark, maybe forever. Erika just might be a danger to young women later in life.

Thinking Brittany just might of liked getting Cocked, the reason she had boys in her room.

Share this Story

Similar Stories

Babysitter Auditions Pt. 01: KylieĀ I wanted a live-in babysitter; she offered more.in Loving Wives
After School SpecialĀ Todd's mistake gets surprising results from Miss Ross.in Mature
Lucy Submits to a SpankingĀ Young English woman satisfies her curiosity to be spanked.in BDSM
Neighbourhood DisciplineĀ Spanking my milf neighbour.in NonConsent/Reluctance
Job Interview, Anal IntentionsĀ Her loving sister arranged the anal meeting.in Anal
More Stories