Originally posted on MMSA Stories under the name "Bragging" in my "Skyler" archive on January 26, 1998.

A Toronto student shares this wild one:

The gang got together every Sunday to hang out. Ever since Todd's parent's divorced, Matt and John went to Junior High, Brent started going to the snobby private boarding school closer to Ottawa the six of us never saw each other, except on weekends (Clay and I were still going to Shatner Elementary) or holidays, and even then we had to set aside time for each other.

It usually involved playing in my back yard, since it was the biggest in the neighborhood, and since I was the only one that was an only child (the others had pesky siblings that loved to ruin our fun one way or another). We would talk about comic books and hockey and sometimes play Clue. We never really did anything else (you know...the "nasty" "fun" stuff) with each other, but man did we talk about it!

"So, did you guys get GROO THE WANDERER this month?" Todd asked, as we were looking through my comic books.

"Nah, was it any good?" Matt asked.

"Oh, yeah! It was the bomb, eh!" Todd loved the silly comic books.

"It's lame," Clay said. He was into the more fantasy books, like ELFQUEST.

"Yeah, it's always the same," I agreed. I tried to avoid the comics from "the states," but let's be honest - CAPTAIN CANUCK was about as good as we ever got, and don't even get me started on ALPHA FLIGHT!

"No way, dudes!" Todd said, getting excited. "This month he turned into himself as a child, and he was spanked FOUR times, eh!"

"No way!" Brent said. "Do you see it?"

"Two of the times they show him getting spanked!" Todd loved his GROO. "The others you see him holding his sore, red butt!"

"Who smacked him?" I asked. Always an important question.

"Once by his younger sister, Grooella, who was now his older sister, and the others by his grandmother. Granny Groo!"

"Man, that's whacked!" John was disgusted. "Clay's ELFQUEST was way better, when that dude paddled that one little kid. What issue was that?"

"Number two of the new series, eh."

"So, you guys, guess what?" Brent said, looking very excited. "We did IT again last night! Twice!!"

"No way!" I was so jealous. Brent was so experienced.

"With who, eh?" John asked.

"Harry, my brother," he said, very proud of himself. We were all SO jealous; Harry was fourteen, and the studliest kid at their all boy's school.

"What happened, eh?!" Matt asked, putting down the comics.

"Well, he had to babysit me, because Mom and Dad went out to see the Celine Dion in concert..."

"UGH! That is so totally GAY!" Clay said.

"Totally!" John agreed.

"Anyway, it had been a few days since, you know," Brent was so coy sometimes, "Since he had done it to me."

"Wish I had an older brother," I found myself sighing.

"So, I decided, why not now!" Brent started laughing wildly.

"What did you do?" Clay asked.

"I went to his room, eh, and borrowed one of his Rush CD's without asking..."

"Ah, man!" Todd laughed. "That'll do it!"

"And, I went back to my room to play it. LOUD! Anyway, it wasn't even a minute into "Closer To The Heart," when he burst through my door. He was so PISSED!"

"I bet, eh!" Matt said.

"So, he yanked the CD out, grabbed me by the hand, and the two of us went down to his room."

"Why is it always HIS room, eh?" John asked.

"Dunno. Just always is," Brent said, with a shrug. "So, he closed the door, and began lecturing me a-boot respecting his stuff. You know, yadda-yadda-yadda. Then, he tells me that I knew what had to be done."

"Yeah!" I said, excited.

"So, I whimpered something a-boot being sorry and never doing it again, then I dropped my pants, then I took off my shirt, then my long underwear, then my other set of long underwear, then my shoes and socks and for a moment I just stared at him in my underwear."

"Your regular underwear, eh?"

"Yeah."

"Was your heart racing?!" Matt asked.

"Well, duh!" Brent said, punching Matt in the arm. "So, I laid myself over his lap, and moments later he was pulling the underpants down and he went to town."

"Was it slow or fast?!" Todd asked.

"You know him, eh!" Brent said; we did, since he had been telling us about him and his brother for years. "He loves to take his time! He was also pretty pissed, so he was smacking hard."

"Man! I bet your bum was throbbing!" I said.

"When were you crying?" John wanted to know.

"A-boot the fifteenth. I really couldn't hold it in anymore. He finally stopped somewhere around fifty!"

"Fifty! No way!" Matt couldn't believe it.

"Yes way, eh! He stood me up immediately and told me to go take a bath," Brent said with a smile of satisfaction.

"Did you check out the color of your butt?" Matt was big into the color of a well spanked bottom.

"Of course! It was redder than the Maple Leaf! Redder even than that time we were on vacation in Vancover!"

"The time you couldn''t sit down for dinner?" I remembered. "Wow!" What a lucky bastard. "So, what happened? How did you get the second one?"

"When I didn't get out of the tub in time for him to take a shower, he came in and flung me over his lap while he sat on the edge of the tub!" Brent was getting really excited by it, simply remembering what had happened.

"What was he wearing?" Todd wanted to know.

"Just a towel, eh, but that fell opened when he was trying to get me out."

"No way!" John said. "EH!"

"Oh, yes way. eh!!" Brent was very proud of being able to do IT twice in one night!

"So, you were naked and wet and over your brother's naked lap?" Matt asked as Brent nodded. "Too cool!"

"Oh, my! It was the best, guys!" Brent was almost speechless as he tried to describe it. "He must have had me like that for a good ten minutes, just wearing my ass out like you wouldn't believe. I just gave in, and let him do what he needed to do."

"Awesome!" Todd said.

"Oh, it was!" Brent was cooing.

"Well, you wanna hear what happened to ME this morning, eh?" Clay asked.

"What? Did you do IT?"

"Oh, yeah! My Dad was furious because I hadn't turned off all the lights downstairs when I went to bed, so I was woken up this morning with him pulling down my pajamas and really beating my butt with the flyswatter."

"The flyswatter!" Todd said, in awe. "Wow! I need to try that one!"

"It's the best! I was wiggling and screaming in no time, eh! My butt was just singing with pain."

"Nothing like a morning spanking right when you wake up!" John said. "I told you guys the time I was with my cousins last summer over in Montreal, and they all took turns spanking me?"

"Yes, John, we all heard a-boot your summer 'gang-bang,'" Matt said, slugging him. "A-boot how five dudes, three of whom were smaller than you, wailed your behind for getting them into trouble." While Matt was skeptical, the rest of us thought it was a great story and we believed John.

"Well, it did happen!" John whined, like only an eleven year old can.

"I'm just saying, John, that whenever you do do IT, it's always with people out of town," Matt pointed out.

"Yeah, like that French stranger on the train to Quebec who tanned you for stealing his Molsons," Brent said.

"His name was Jules!"

"Or that black American boy in Buffalo...!" Matt began.

"His name was Tyler!" John hated being maligned.

"Whatever, I'm just saying, if you really want to impress us you should find someone around here who'll whack you," Matt shrugged. "It's easy, eh! Take me! There's not a man on my street whose hand hasn't tasted my rump!" This was true: for whatever reason, the men on Matt's block always found time in their busy days to give Matt's bare behind a good warming over.

"But, you have the kind of personality where it's easy to do IT," Clay pointed out. "You're such a pest that people immediately want to spank you the moment you meet them."

"You do all right," Matt pointed out. "Wasn't there a babysitter who you did IT with recently?"

"Ahhh," Clay sighed. "Calvin! He was so sweet, and perfect. He had the biggest hands, too!"

We all "oohed" and "awed" over that one: the older we were getting, the more we all appreciated a man with a large enough of a hand that could cover the entire fanny!

"He was a little fast though, but that's okay," Clay giggled. "It happens to all of them once in awhile."

"Tell me a-boot it, eh!" Matt agreed. "Sometimes they get over excited, and before it begins it's over. Sometimes I wish they would think a-boot MY needs every once in awhile!"

"Oh, wouldn't that be a perfect world!" I chimed in. "My Dad's the same way. Just wants to get it over with as quickly as possible."

"Man, I hate that!" Matt said.

"Well, you know what I did, eh?" I asked them. "I took your advice, Matt, and made sure I was spanked that way I knew I needed to be spanked!"

"What did you do?"

"Oh, what didn't I do?" I laughed. "First, I failed a math test. Then I forged his name on a paper. Then I made sure and hide the first letter that came to the house, asking a-boot it, then when I knew he would get the phone call from work, I purposely broke his favorite video tape..."

"You broke your Dad's copy of Boys Of St. Vincnet?!" Brent asked.

"Yup!"

"Man, you really must have needed it, eh!" John said.

"You know how sometimes you get that itch, and nothing will take the place of a good, long, well deserved, bare bottom spanking by the man you love?" They all nodded their heads. "Or the MEN you love, if your Matt!" I teased him, slugging him in the arm.

"Ha! Ha!" Matt was only slightly amused.

"So, what happened?" Clay was in suspense.

"Well, he came home. found the letter in the trash next to the video tape, and he was madder than a wet hornet. He came stomping up the stairs all in a rage, and when he found me, I was sitting on the edge of the bed wearing nothing but one of his long button down shirts. The kind I use to sleep in."

"Man, he found you like THAT?!" Todd said.

"Dude, you sounded hot!" John said.

"Dang, I was on fire!" I laughed. "Well, not as much as I was moments later, when he turned me over his lap, lifted the shirt up and used his shoe to beat my ass over and over and over again!"

"How many?!" Brent asked.

"Dunno. Lost track. At least thirty."

"With a shoe! MAN! Were you crying or what, eh?!" Matt said.

"I was squealing like a beaten baby seal," I said. "It was the best! Then he made me stand in the corner for an hour..."

"Still bare ass?" Clay asked.

"Of course! Then he returned to punish me some more. My butt was hotter than the sun when he was done! It was the best we ever had!" Just thinking about it, brought that old itch back...!

"What a-boot you, Todd?" John asked. "Has your Dad stopped spanking you all together now that your folks are divorced?"

"Yeah, it really sucks!" he grumbled. "It's been so long since I've had any!"

"What a-boot that guy your Mom's dating?" Matt asked. "He looks like he might be pretty good."

"Maybe, I don't know," Todd shrugged. "Thrse is his son, who might be kind of fun."

"Sick, dude!" Brent said. "I thought he was like our age!"

"Ah, no way, eh! Toby is a good year and a half older than me," Todd pointed out. "I kind of feel bad for him, though."

"Why?" I asked.

"Well, he told me that ever since he hit puberty last summer he doesn't get spankings anymore," Todd sighed.

"That must suck!" Clay blurted out.

"Poor fellow!" Nat agreed.

"So, have you seen him naked?" Brent asked, giggling.

"Yeah, why?" Todd was confused.

"Well, does he have a big pecker now?" Brent asked, more bluntly.

"Yeah, really big," Todd said, slightly blushing that he noticed such a thing.

"Well, you know what they say," Brent began, "the bigger the penis, the bigger THE HANDS!!" We all broke down laughing. Brent sure was a funny guy.