Abbottsford College, situated in the City of London, was a prestigious all boys finishing school that catered for teenagers from the age of sixteen to eighteen. The pupils were mainly from rich and titled families who wanted their sons to experience the strict regime and make them into better adults.
David Bryden was the headmaster that dealt with disciplining the unruly boys. He lived in a grace and favour apartment in the school with his wife Andrea, who was also the school matron.
David was in his mid fifties, tall and slim with a handsome face and greying hair. Andrea was a couple of years younger than him, She was also tall and slim with extremely large breasts that were a fantasy to many of the young boys at the school.
Both David and Andrea had a predilection for young men and it was often up to Jane to find boys for them both to play with.
One day eighteen year old Henry, a slight and small boy, was due to have his monthly health check with matron and he sat nervously outside her office waiting for his turn to go in. He was new to the school having transferred from out of town and it was his first examination there.
The door to matron's office opened and he was told to enter.
He gazed at the tall mature woman with her dark hair piled up in a bun and her spectacles sitting on the bridge of her nose. He felt even more uneasy when he took in her busty figure squeezed into her tight white uniform.
'Take a seat Henry,' she said.
Henry sat on one of the hardback chairs while matron went to fetch his file. He inwardly groaned as she squatted down to pick out his file from a set of drawers and her uniform slipped up over her thighs to show him the tops of her white stockings and satin suspenders.
Andrea knew just how to tease these boys and as she sat opposite him she crossed her long legs, loving the feel and sound as her stockings rasped together.
After asking all the pertinent questions about his health she asked him to undress. Henry slowly started to take off his clothes. This was the bit Andrea enjoyed the most, she loved to watch the nervousness on the faces of the shy boys.
Henry stood in just his underpants moving from one foot to the other. Andrea got up from her chair and stood directly in front of him, her pendulous breasts almost touching his chin.
'Don't be shy, little man,' she whispered in his ear as she took hold of the waistband of his underwear and slowly peeled them down his hips. 'Oh God!' Henry shuddered.
Andrea was glad to see the start of an erection as she stood back to take in the naked schoolboy.
She went over to her desk and took out a pair of latex gloves and a bottle of lube. After squeezing a large dollop of gel into her rubber gloves she took hold of Henry's balls in one hand and his rising prick in the other.
'Must check to see everything is in working order,' she said as she slowly stroked his cock and balls. Henry was fully hard in no time. 'Good boy.' she said smiling at him.
Next she placed a drop of lube on the middle finger of her right hand and rubbed it on his little rosebud. 'Oh,' exclaimed Henry.
He could only moan when she slid her finger deep into his arse. 'Interesting,' thought Andrea. 'I wonder what he'll do with two fingers in there?'
Henry groaned louder as two fingers fucked his bottom and by the time matron had three inside him he was practically hyperventilating.