Where it happened: school
Langauge: english
Sex: Male
Rating: 10
Category: Straight
It happened in a boys prep school in the 1970s where I was a young housemaster. I had led a fairly sheltered life but was enjoying my job. This morning, I woke up at 7, ready to supervise breakfast. I put on my shirt and tie, and formal dark grey pinstripe suit, ready for another day.
After breakfast, I went to see the school secretary, in her 30s, and she complimented me on how smart I looked and said how much she liked a man in a grey suit.
That evening, it was my turn to supervise detention. Three boys had arrived late, and at the end I administered the usual sanction. They were each ordered to bend over, and I gave themm three strokes of the cane each, over their grey school shorts. After they were dismissed, I bent over to put away the cane, and felt my grey suit trousers stretch tightly across my backside. I felt a whack, and as I stood up, the secretary grabbed me and started rubbing my cock through my suit trousers.
She asked me if I had had a good day, all the while rubbing me and moving my hand down. I could feel she had nothing on under her dress, and inserted a finger into her pussy, which gripped it tightly. She used her hands to lift up the side vents of my suit jacket and clenched my grey suit clad backside.
She asked if I would show her the correct position for bending over and led me to my desk. She draped hereself over and lifted up her dress, and told me to give it her, but not the cane. Slightly anxiously, I took out my erect cock from my grey suit trousers, and positioned it against her pussy.
I played with her vagina for a couple of minutes, and then gasped as I started to edge my way in to her tight but slippery channel. I marvelled at my cock disappearing – soon, the grey suit material was touching her skin. I gently pulled out and then thrust all the way in, with both of us gasping. I felt her muscles grip me tightly as I thrust in and out until suddenly I felt them contracting around my stiff cock, and I bent over the desk also to release my cum inside her pussy…..
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