My friend WIll 5

"I fantasize about an OTk spanking that starts on my Tighty Whities, progresses to bare bottom, with hand, brush, and paddle, long and hard enough that I start crying."
He smiled, "Let's do it."
He got up, left the room, returned carrying brushes and paddle, while I fetched and put on my tighty whities.
He sat down, I went over his lap and 
he started with a hard hand spanking on the seat of my briefs

then lowered my briefs 

My briefs went to my ankles 

he continued with a wooden paddle

and continued 

then he used the back of a short back brush 

and continued 

then back to the wooden paddle

and finished with that paddle

as I yelped, moaned, and broke into tears, sobbing.

He stopped, and after a minute said, "Mission accomplished. Get up."
I got up, rubbing the tears from my eyes with my right hand, rubbing my bottom with my left.
"SO, that time?"
"Yeah..." I said, regretfully, and I started getting dressed.
Then I grabbed my bag, and shook his hand.
"Thanks for a wonderful, memorable day."
"Well, I enjoyed it too. Hope you can come back sometime."
"Well, my wife makes these weekend trips like twice a month, so I should be able to."
"Great, call me."
"Oh I will."
I went out to my car, and drove home, sitting very uncomfortable on a very sore bottom.