THE PAST ADVENTURES OF ROGER CHAPPY

HEADMISTRESS AND STOCKINGS

“Come on Roger hurry up or you`ll be late for school again” Roger`s mother was always hurrying him, but he had to admit that he was always late for school. He let a little smile cross his face as he recalled what had happened at school yesterday, when he had been late yet again.

“What time do you call this!! Roger Chappy!!” Mr Jones was a large and very tough teacher, he grabbed Roger by the ear before he could answer the teachers question. “It`s the headmistress`s office for you my lad” Roger was marched by the ear along the corridor, he could see other boys looking out of the classrooms that he passed, it was all so humiliating, and his ear was now hurting dreadfully, but this was 1967 and sadistic teachers like Mr Jones could do as they wish. He was told to wait outside Mrs Stewarts office whilst Mr Jones went in and told her all about Roger`s consistant lateness. Mr Jones finally came out and walked straight past Roger as if he wasn`t there. It seemed like ages before the large heavy wooden door opened with a creak and she came out, she looked him up and down then said “right my boy, let`s see what you have to say for yourself” and she moved her head towards her office, so Roger entered obediently.

Mrs Stewart, was a stern looking woman, but she was also attractive with lots of make-up, her eyes had thick blue make-up on, and she always had the most red lipstick Roger had ever seen. Roger watched her as she walked across the office, she was about 50 years old, a good 3-4 inches taller than Roger, she had very large breasts that stood out in front of her, defying gravity. Mrs Stewart always wore a tweed two piece suit, with a sharp white blouse, through this you could see her large white brassier, the suit skirt was always just below the knee in length, her shoes were dull black brogues but with heels at least 3 inches high, and laced up with black laces, and she also wore thick tan coloured stockings. As Mrs Stewart approached Roger he could hear her stockings rustling together as she strode towards him, he felt scared, but for some reason he was also getting an enormous hard-on in the process, he moved his hands together in front of his body to hide it, as it seemed to be sticking out a little. She circled him slowly, as if to decide which part of him she was going to eat first, he felt so vulnerable, “Put your hands by your sides” she snapped, he did so immediately. “Well! what have we here, it looks like you are enjoying this young Mr Chappy, I`ll have to change that very quickly, because you have been constantly coming into school late, and Mr Jones has now lost patience with you, and has asked me to punish you most severly. What have you got to say for yourself young Roger Chappy”. “I`m sorry Mrs Stewart, really I am, it won`t happen again I promise” Ok Roger, but I must still punish you, now come over here and lie across my lap. Mrs Stewart had sat down behind her desk, and swivelled the chair around, she had raised her tweed skirt up her legs to above the knees, then higher still, untill her tan coloured stockings changed colour to a thick brown band at the top of each leg, Roger could see large white suspenders clasping the stocking tops in place, they were reaching out from a thick white girdle, he noticed Mrs Stewart`s white fleshy thighs above the stocking tops and what looked like a very black darkness between her thighs.

“Come on Roger, I haven`t got all day, take your trousers off and your pants, and get across my knee” Roger felt so humiliated, and tried once again to hide his enormous erection from her gaze, but she grabbed his hand and pulled him towards her, well you are getting big aren`t you boy, that is a lovely cock you have for someone so young Roger, she gave it a little squeeze and pulled the foreskin up and down strongly, now bend over, Roger was forced across her nylon clad thighs, as he lay there waiting for the first slap his penis was trapped tightly by her warm thighs, and the feel of the nylon and heat around his cock was a sensational feeling.

WHACK!!WHACK!!WHACK!! Roger felt his buttocks burning with so much heat, then WHACK!!WHACK!!WHACK!! again he felt his loins were on fire and yet his cock was erect and ready to explode, “There now, that`ll teach you young Roger” but Mrs Stewart kept him in place whilst she rubbed her fingers between his buttocks, and then underneath to his balls and cock, there was silence except for her increased heavy breathing, Roger just froze whilst she continued to rub his buttocks and balls, and instinctively he started to raise and lower his rear, which in turn moved his cock up and down inside her stocking clad warm thighs, Mrs Stewart was now moaning as she entered a finger into Roger`s rectum, and moved it in and out, to match his movements of up and down. Roger had never felt anything like it before and spurted his come all over her thighs and girdle, with jerk after jerk, her finger still embedded up his arse.

She pulled it out and said “Right Mr chappy now go and get cleaned, then return to your class, not a word of this to anyone, do you hear” Yes replied Roger, “And don`t be late again or I will have to deal with you more sternly next time”.

THE END