Headmaster Stories

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Joys Private Education Ch. 03

by fredricka on Sep 13, 2017
BDSM

At her dorm Joy lay on her bed thinking about the afternoon. She smiled at the pleasure that she derived from the Headmaster. Joy knew that Miss Kneed was playing with herself. This gave Joy an immense deal of pleasure. She was sure that she wanted to have the attention of Headmaster. Perhaps, Joy thought, this would be just the thing to make Miss Kneed a pe...

A Headmaster's Lesson Pt. 02

by LittleKay on Nov 20, 2018
BDSM

Sadie sat in the dining hall on Friday morning, thoroughly distracted from her grapefruit. She spent the rest of that Saturday night in Headmaster Davis' bed. After his bath, he'd taken her twice more. He fucked her like it was a punishment, as Headmaster Davis said it should feel, but she secretly reveled in the way he stretched her body. The first time hur...

Naughty School Girl Ch. 03

by Maddisyn on Aug 27, 2019
Erotic Couplings

Natalie's in trouble again! A coincidence introduced Natalie to the Practice and a new doctor in her first story. She sought assistance for her concerns about a long-held intimate secret effecting her teaching career and personal relationships. Doctor Love's sexual therapy was too tempting for the young teacher, fulfilling her favourite fantasies in her s...

West Valley High Day 124: Cattle Prod

by homeboundboy on Oct 6, 2020
NonHuman

"Good morning, Miss Mitchell," West Valley headmaster Stephen Krutz said as he approached his prize student. Susan Mitchell was standing in one of the faculty restrooms, her legs spread wide with ropes tied to the plumbing fixtures. Her arms were tied outstretched with rope around her wrists. Kylie had brought her here earlier in the morning and bound her be...

Six of the Best Ch. 03

by KinoKe on Sep 17, 2017
BDSM

'NO RUNNING IN THE CORRIDOOR.' The Headmaster's voice rang out loud and clear. For a brief moment the three miscreants halted in their tracks and cast a guilty glance in the direction from which the edict had come. 'How many times do you boys need to be told?' The ringleader muttered something appropriately apologetic, and then all three walked, cautiousl...

Yes Please, Headmaster

by Stripemoff on Dec 21, 2017
Mature

Charles, my husband, hadn't left me much to do when he left for the U.S.A. on a business trip. That was because he was such a brilliant organiser. He planned everything down to the last detail covering the weeks he was away. But, he did leave me one thing to do. "Just make sure that William's entry form to St. Leonard's school gets there before the 20th of...

Six of the Best

by KinoKe on Sep 17, 2017
BDSM

'Ah. Mrs Preston. Do come in.' The Headmaster rose slightly from behind his large desk but the late-afternoon light flooding in through the windows behind him made it difficult for Mrs Preston to see him properly. There was, however, no mistaking his rich authoritative voice. 'It's Dale, isn't it?' 'Delia,' Mrs Preston said. The Headmaster turned his he...

Joys Private Education Ch. 02

by fredricka on Sep 13, 2017
BDSM

Joy left the Headmaster's office, her mind in turmoil. Her ass still stung from the spankings, her pussy was still wet from the Headmaster's strong fingers, her nipples still hard and erect. She also remembered the Headmaster's hard on in his pants and the pain on his face as he was obviously in need of relief. Surely he enjoyed it? But why did he quit? May...

The Caring Headmaster...

by JOHNKEY2222 on Mar 13, 2018
BDSM

"Oh Alan, this stuffy old school gives me the creeps." said Dorothy to her handsome Husband, the new school master of the dreaded upper sixth. Alan agreed with his beautiful young Wife, "it is a bit old fashioned Dorothy, rigidly maintaining the 'traditional' school values, as everyone keeps endlessly repeating." They were alone now in the school master's...

The Headmaster

by amethyst wind on Sep 17, 2017
BDSM

I wanted to say thank you to the One that helped me write and get this ready for submission, ~smiles~ You know who you are. As always feel free to vote and send feedback, its always appreciated. ************* CRACK Standing behind her desk Mary Elizabeth watches as the girls turn around in their desks looking for the source of the noise. Nodding to them...