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.

My friend WIll 4

"I don't feel any raised welts back here. Got anything that would leave some?"
He smiled, stepped away, and returned, with a skinny rod, steel inside, wrapped in plastic, and handed it to me. I felt the weight and said, "Alrightee."
He shrugged, and said, "Um, over the table there."
I bent over the table and 

I shrieked and moaned as the rod bit my buttocks, leaving thin welts behind.
HE stopped and said, "Time for a coffee break."
I stood up, rubbing my scorched bottom, and followed him.

"Now then, what is your um pleasure, so to speak?"
"Well," I started, then I showed him a video stored on my phone, "Something like this ... slow, hard, painful..."
"Oooh yes, I can do that."  He got up and fetched a small bench, put a pillow over it, and said, "Bend over that." 
I did and he fetched a heavy cane and 

delivered a dozen hard strokes, with pauses in between, that had me gasping and moaning, and left thick welts on my bottom.
He stopped and said, "Stand up."
I did, moaning, rubbing my bottom.
He pulled down his boxers and showed me his hard cock.
"I'm ready to fuck you again."
I smiled, turned around and bent over, putting my hands on the bench.
He came up behind me and 

he plowed my ass until he  nutted inside me.
Then he said, "I wanna watch you squirt my jizz out of your ass."
He stood behind me while I ... 

"Okay," he said, "Time for us to clean up and take a break. Did you bring an enema nozzle?"
"Yeah..."
"Good, use it, get cleaned up, I'll check on coffee."
After cleaning out my ass, I returned to the living room. 
He had my coffee ready.
"It's getting late, unless requests for a finale?"
"Well...."

My friend Will 3

AFter the little break, as in when some cooking show that was on TV ended, he asked, "Ready for something intense?"
I smiled. "Whatever you say."
He chuckled and said, "Let's go..."
We went to the bedroom. He motioned for me to lay down, prone, face down. 
He used cuffs to restrain my wrists to the upper corners of the bed.
HE got out his canes and 

delivered powerful, hard strokes that had me yelping immediately from the first one 
And I was sobbing real tears before he finished.
He stopped and undid the cuffs on my wrists.
And he said, "I'll leave you to compose yourself, while I start a fresh pot of coffee. Come out when you're ready.
After 'a bit', I joined him in the living room, poured some coffee, and uh stood around.
"Did you enjoy that?" he asked.
"Oh my spirit, yes," I said, ruefully rubbing my bottom.
"So, any ... requests?"
"Well, I've had a fantasy about being caned first while wearing my tighty whities, then on my bare bottom."
"We can do that, get 'em on, and get over that table."
So, I fetched 'em and put 'em on, and bent over the table and 

He applies sic hard strokes to the seat of my tighty whities, then took 'em down, and applied six strokes to my bare, while I yelped and moaned.
"Okay, get up..."
I did and smiled, rubbing my bottom.
"Anything else?"
"Um, Bent over the back of the couch, for a beating with a belt."
"On your tighty whities?"
"Well, no, while um naked."
He smiled. "Okay, over the back of the couch."
I took my tighty whities the rest of the way down and off, and bent over the couch ...

and he walloped my bottom with a doubled over belt, while I moaned and yelped.

"Well, enough of that.  Any other requests?"
"Well," I said, rubbing my bottom ....

my friend Will 2 VIDEO

The following Friday, my wife went out of town for the weekend.
I called Will, and arranged to go to his house the next day.

On arrival: 
"So, what would you like?" he asked.
"Um, you're the Top," I said grinning.

"Get naked," he said, and as I stripped, I saw him stripping.
"On the bed, on your knees, face down. I'm going to start with something I didn't get to do at the party..."
He started by buttfucking me
 then paused, to give my bottom three cane strokes
then buttfucked me
Paused for another three cane strokes
Buttfucked me
Paused to slap my ass with his hand
Buttfucked me
Gave me six cane strokes
Buttfucked me
Put me over his knee for hand slaps on my ass
Buttfucked me
Put me over his knee for hand slaps
Then stood me up so I could show my red bottom to the camera,which was rolling the whole time.

Then he put on a condom, and buttfucked me until he nutted in my ass.

He gasped, and pulled out.
He went to the bathroom to wash up, and said, "Time for a little break. Want some coffee?"
"Sure..."
Being the top, he got to put on some boxer shorts.
As the bottom, I 'got' to stay naked.

My friend WIll

After a long break from going to parties, I attended the Moonburn MM spanking party.
My favorite M spanker, Will, was there.
After a friendly greeting, I reminded him that my last wish, last time I communicated with him, was for him to give me a jolly good caning.
He smiled, and said, "Alrightee then..."

In one of the smaller rooms at the dungeon, he 'suggested' I strip, and bend over the table and 
 here's the first 20 strokes

and the second 20:

 and the third 20

and the fourth 20 

and the final 20 

"That'll do it," he said, "Get up."
It hurt like ... hell. Not enough to get my to cry, which I really wanted, but it hurt like hell.
I stood up and turned around, with a weak smile on my face.
"How was that?"
"Very painful in a most delightful way."
"You know, I'd really like to fuck your ass but..."
"Yeah, I know, not allowed here.  But my wife is going away next weekend, and I'll have the car..."
"Oh, yeah, call me, I'm sure you can come to my place."
"Oh yeah," I said. Then I looked, "Looks like you have some other bottoms waiting."
"Yeah, I made some appointments for this party."
"I'll leave you to 'em, though I might, you know, watch, and wish it was my bottom..."
"You haven't had enough?"
"Have I ever?"
"Not that I remember."
I got dressed, and went out to watch the other activity.
Truth be told, my bottom was really sore, and I didn't make a concerted effort to hook up with another spanker.