All stories

Accidentally on purpose - hotel window masturbation

Ozxxx
Oct 31st, 2026 · 1 min read

In the early ‘90’s I stayed at the Boston Hynes Sheraton, got a “high floor” room, I thought it was high enough.

I was super horny all day long, with difficulty focusing on my client visits. As I had never masturbated in front of an open window, given my high floor, I decided to go for it and opened the curtains looking at the empty office buildings behind the hotel. I strip naked in front of the window. Lubed my cock and start jerking off… slowly at first and increasing my speed and intensity.

As my pleasure increases, I lean against the window bracing myself for my impending orgasm.

Jerking myself off against the window like a horny animal about to cum… I notice a cop car parked on a multi-level parking structure’s roof that’s a few floors below my window across the hotel’s back alley… the cops are looking squarely at me! How long they were there I have no clue.

Surprised to realize they were looking at me, I orgasm and ejaculate across the window. I assume they had binoculars but no cameras and luckily never searched or investigated me.

Log in to comment.