Where it happened: Friend's house
Langauge: British
Sex: Male
Rating: 8
Category: Straight
It was back in the day when schoolboys wore grey shorts throughout school. It was an eventful couple of hours; in my last lesson I was messing around and was madeto stay behind. The teacher ordered me to bend over his desk, lifted up my blazer and gave me four whacks with his slipper across the tightly stretched seat of my grey shorts.
On my way home, with my backside still tingling, I called in at a friend’s house. He was out but his 19 year old sister invited me in. She was wearing a dressing gown, and had clearly just got out the bath.
She invited me to sit down on the sofa with her, and made me lean back. She told me to relax and pulled my school cap down over my eyes. I felt her hands run up my legs and then over my grey shorts. I felt myself getting harder, she took my cock out of my pants and started rubbing directly through my grey shorts.
Her fingers squeezed and rubbed my cock expertly, before unzipping my shorts and continuing. I could feel my cock was really hard and I felt her move slightly. Suddenly there was a totally different sensation around my cock and I wondered what was happening. I felt the tip brush against something wet which moved over my cock and pushed down slightly over the top. I felt my cock encased by something velvety, which nevertheless gripped me increasingly tightly as it moved down to envelop the whole of my cock.
THe velvet casing squeezed my cock as it moved up and down, something about it loosened and tightened its grip, and got wetter as it did so, allowing it to slide faster and faster. Suddenly, I heard a moan as it squeezed really tightly, and I felt my semen rise up and explode out of my cock inside her.
After a couple of minutes, she put my cock back inside my grey shorts, and removed my cap. She was sat on the sofa as if nothing had happened – I wasn’t totally sure what had as I not been able to see but it had taken my mind off being caned!
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