Please read Bridge The Gap first
Tommy Young didn't like Fridays. Friday was the day his mother worked late so he stayed at the school library until it closed at six o'clock.
Ever since the librarian Miss Hughes blackmailed him into performing sexual favours for herself and three of her friends he was always very vary of her.
He was sitting at his usual table finishing off some work for his English examination when Miss Hughes calmly walked over to him, leaned down and in a soft whisper told him that she wanted to see him in her office.
Tommy was stunned as she swiftly walked off, back to her office leaving him to quickly follow her.
'Surely she can't be planning something with me now?' he thought. 'There are people still in the building.'
Tommy knocked and entered her office.
'Close the door please Tommy.' she asked.
He couldn't help feeling nervous but excited at the same time.
As he sat on the chair opposite her desk he waited to see what she wanted.
'Tommy, I have been speaking to my friend Marjory, you remember, the tall lady from my party?'
Tommy didn't interrupt.
'Well,' she continued, 'she would like you to pop round to her house on Saturday afternoon about two o'clock as she has some need of you.'
'I bet she does,' thought Tommy.
'Now before you give me your answer please be aware that I still have the incriminating evidence locked away in my cabinet.'
Tommy's heart sunk. He remembered what an idiot he had been by not erasing his history on one of the library's computers as well as not closing it down. Miss Hughes had copies of the porn sites he had been idly looking at waiting for the library to close.
'So Tommy. What shall I tell her? Will you be able to attend or shall I show those screenshots to the headmaster?'
Tommy didn't need to think. He knew he had no choice.
'I...er...I'll go!' he said quietly.
'Good boy. You know it makes sense!' smirked Miss Hughes.
'Shit!' thought Tommy as he walked home from school. 'I wonder what the old battle axe wants with me?'
It was then that his cock began to stir.
On Saturday afternoon Tommy found himself walking to the address Miss Hughes had written down for him. He was surprised to see it was just one street away from Miss Hughes house and was almost identical in layout and style.
He knocked on the door at precisely two o'clock.
The door opened and Marjory stood glaring down at him.
'In!' she ordered as she stepped aside to let him enter.
'Follow me,' she said as she set off into the house and into her sitting room.
Tommy noticed how she was dressed and how she looked. She certainly was sexier than he remembered.
Her grey hair that last time was in a bun was down, resting on her shoulders. She was wearing bright red lipstick and her teeth were white.
She was wearing a black knee length leather skirt, a cream satin blouse, some sort of dark hose and four inch high heels. She towered over the boy making him feel quite insecure.
'Sit!'
Tommy sat on the sofa while she sat in an armchair and crossed her legs.
Tommy could hear the creak of the leather skirt and the rasp of her hose. His cock grew harder in his shorts.
'No doubt you have some idea why you're here but I thought you might want to know some background as to how.'
She carried on, 'I've known Joan for a long time. I used to be headmistress at a private school for both sexes and Miss Hughes was our librarian.
In those days I was in charge of punishing the miscreants who thought they could be naughty and get away with it. I used to enjoy caning naughty little boys and girls and so did Joan as she watched on to see nothing untoward went on. Obviously for the underage children nothing ever did but for the seniors then it all depended!'
Tommy wondered what she meant.
'What do you mean it depended?' he asked as if on cue.
'Well, Tommy, you see some boys and even some girls enjoyed the caning very much and that became quite obvious when they were told to stand back up straight. Some boys sported an erection and some girls were, shall we say, moist between their thighs.'
'But what did you do?' asked Tommy.
'Joan and I both took a bare red cheek in each hand and applied a type of cooling cream to their bottoms which had the desired affect of inflaming their lust greatly. Then if the boy was still hard we would make him sit on my desk as we both took turns in milking him of his young cum.
If it was a girl and she squirmed beneath our ministrations then either myself or Joan would slide a finger into her tight quim while the other diddled her clit until she came hard on our mature fingers.'
'Unfortunately this had to stop when the UK government put a ban on Corporal punishment in 1986 for state education and then 1998 for private schools.
We were bereft, that is until one day I had to have words with our young English teacher Mrs Jones. She was in her late twenties but her standard of teaching had dropped severely that term whereas previously she was an excellent teacher.
Apparently her husband of five years had come out to her as gay six months previously. She was obviously upset.
I invited her to sit on a sofa I had in my office and sat beside her to console her. She sobbed into my neck as she let it all out. I had my right arm around her and rubbed her shoulders. She seemed to quieten down so I continued to caress her moving my hand to the front of her chest whispering soothing words. She didn't protest and my hand went further down onto her breast. She squirmed nearer to me so my fingers could trace over her nipples. I slid my hand inside of her bra and squeezed them eliciting a moan from her.
She was horny!
Taking this as a sign I moved my left hand up her thigh until I came to her silk panties which I pushed aside and found her sopping wet pussy. She was crying with frustration as I teased her pussy before I rubbed her clit whereby she had an enormous orgasm.
'No Headmistress, please no more. Oh my God!'
She begged me to stop but I just carried on until she had cum twice more.'
Tommy sat there dumbfounded.
'She straightened her clothes and as she was about to leave I told her that if she needed to see me about any other problems just to ask.
