When I was in high school, Craig had become my best friend and we did almost everything together. Growing up in the southern suburbs of Chicago, we got to play both winter and summer sports, and became pretty inseparable.
One summer, my parents went away for a week but they said that I could spend the week at Craig's house. What my parents didn't know was that Craig's parents were going to be away, too, but had said he could stay at home if I came over and stayed with him. So, we were going to get to spend a whole week together without any parents around for the first time in our lives. At least, I thought I was going to get to do this.
About the second night, Craig started to become real bossy. At first, I didn't really mind because it was his house and most of the time he seemed to make the decisions for both of us. But, by the third day, Craig was telling me to make the beds and clean up the dishes. In order to avoid arguments, I just did it. He hadn't threatened me or anything so I didn't have any inkling that anything unusual was coming.
That night was when our relationship really changed. It was a real late summer afternoon, really dusk, just before it got dark. I was out in the yard and one of our friends came by and we started talking. After a little bit, he asked me if I wanted to smoke a joint. I thought why not, my parents were'nt around so what could go wrong.
Craig's house was off by itself with alot of trees around. This guy and I went off into a little culvert sort of thing so no one could see us and started smoking the joint. We were gettng pretty stoned and were really laughing pretty hard. All of a sudden, we heard someone crashing through the brush, and my buddy took off. I was scared too until I saw Craig's curly head pop through the bushes. I was relieved because I thought that I had been busted. When Craig came out into the clearing, he looked really ticked off.
"Have you been smoking dope out here?" he said, looking sternly at me.
"Hell, yes, what's the big deal?" I said. Without a word, Craig grabbed me by my ear and started pulling me along, just like a little kid.
"I am responsible for you, and you go off and start smoking grass in the culvert. Let's get back to the house and I'll deal with you there" Without saying anything else, Craig solemnly marched me back to the house, pulling me by the ear the entire way. I still wasn't apprehensive because I had no idea what Craig had in mind.
When we got to the house, Craig kept pulling on my ear until he had pulled me into his bedroom. Then he shut the door and left me there. I was sort of dizzy from smoking the dope and having my ear almost pulled off so I was standing there trying to get my bearings. Just a minute later, Craig opened the door and came back in. He had something sort of hidden behind him and I was trying to see what it was. I didn't have to wait long because Craig pulled out something that looked like a belt he had been hiding behind his back.
"What's that, Craig?"
"This is strap my dad always uses to whip me. I got it just like week, remember when you kept us out late? Well, ,you're going to get a good taste of this right now" Craig announced, brandishing the belt. He had always told me that his dad whipped him good but I thought he was exaggerating, even though I had seen his rump in gym class and had seen a few good bruises. Now, I took a good look at the belt. It was heavy brown leather, maybe two to three inches wide. Craig held it doubled over, ready to use.
"Okay, you've got a whipping coming for smoking that grass, young man, so get your pants down and bend over the bed" I couldn't believe what Craig was saying.
"what are you talking about...you can't give me a whipping."
Craig gestured with the belt. "Either you get the whipping now or you can go home and I'll have to tell your dad you were smoking dope. Besides that, our parents might not let us do anything together anymore" Craig had me there. If that happened, it could be bad. Besides, Craig was my best friend. He was probably just trying to scare me a bit because he thought I shouldn't have smoked the grass out in the culvert.
"Come on, Craig, stop joking around. I'm sorry I went and smoked the dope"
"Get your pants down and bend over the bed. You got five extra strokes for arguing." Craig gestured again.
"Come on, Craig, knock it off" I thought maybe he was still kidding. My high had gone away quickly.
"Now its ten licks for arguing. I'm counting to five, and if you're not over the bed, I'm going to take your undershorts down and add ten more to your bare butt!" I knew I was not going to escape without something so I promised to take it and asked what to do. Craig told me to take my pants down and lay over the edge of his bed, facing the wall. Reluctantly, I lowered my jeans to my knees and approached Craig's bed in my jockey shorts.
"Get down and over the bed, now young man!" Craig startled me so I almost jumped onto the bed, so I was laying face down, with my legs on the floor, my butt jutting out into the room.
WHACK the belt slammed into my butt and I shouted out in surprise. "Be quiet!" Craig ordered. WHACK WHACK WHACK WHACK. I couldn't believe how much these five swats with Craig's belt hurt.
"Okay, son, that's the first five for your delay, now here comes the second five."
WHACK WHACK "Ok please, Craig, please WHACK "Oh Oh WHACK I'm sorry, I'm sorry WHACK!
I started to get up...
"Where are you going, we haven't even started, those are your extra swats for not getting into position when I told you. Now here comes your whipping for smoking the grass."
With that, Craig really laid into me with that belt, I was jumping all over the bed and Craig's attention was divided between ordering me to hold still and delivering one really hard whack against my butt with this belt. After about ten more swats, I was crying and saying anything I could to stop the whipping. I was kicking my legs up and down but nothing stopped Craig's attack. Craig continued to rain down slashes with this strap, which seemed as heavy as a razor strop. WHACK WHACK WHACK He was landing the strokes all over my backside, from top to bottom. Finally, I just laid there and let him whip me, I was too beat to yell. At this point, Craig stopped and put the doubled up belt on his desk.
"Okay, son, we're done, now go to bed."
Too scared to argue that it was only 8:30 on a summer vacation night, I got up, rubbed my butt good, and went to bed and sniffled myself to sleep. Although Craig and I were sharing the same bed, as we often did when we stayed over at the others house, I soon fell asleep and didn't wake up when he slipped into the bed later that night.
The next morning I woke up and my butt was really sore. Craig was already up and showering when I got out of bed. When he came out of the shower, toweling himself off, he was just as friendly as if nothing happened. In fact, he didn't mention the whipping at all that day, and we were getting back to normal, although I was still a little scared of him because I didn't want him to use the belt again. Although he hadn't mentioned the whipping, I noticed that he hadn't put the belt away but kept it on his desk like it was ready for use in case he needed it.
That night, Craig found some beers his dad had in the garage and we put them in the freezer to get them real cold. Then we started drinking them. Since we weren't used to drinking much, we both got sort of drunk pretty quick. Craig became pretty jovial as he was drinking so I am asked him why he had given me a whipping for smoking grass.
"Because you shouldn't have done it and because I didn't give you permission. There's going to be a change in our relationship. From now on, if you do something without permission, you're going to get a whipping with the belt."
"What do you mean, if I do something without permission? I can't always call you up and get permission for everything I do."
Craig looked at me sort of darkly but didn't say anything. Then he got up and left the room. I thought he had done to the bathroom but pretty soon he was back in the den, with the belt in hand. He snapped the belt and got my attention really quick. "Do you want a practical explanation of what I mean?"
I shook my head no.
"If you do something wrong, and I didn't give you permission, like having these beers, you get the strap. What don't you understand.?"
"I understand, I understand".
With that, Craig laid the belt on top of the TV and we went back to watching the Bulls game and drank another beer.
Finally, we were both pretty drunk, so we went to Craig's bedroom,with Craig bringing the belt along. We took off our jeans, and got into bed dressed just in our jockey undershorts. I can remember what happened next real clearly. It was like the middle of the night and I woke up and had to pee really bad. I pulled the covers down without waking Craig but the only problem was that he was on the outside facing me, asleep. I was trying to figure out how to get out of bed without waking him up. It was only a couple of feet to the desk and Craig had brought the belt back with him and put it on the desk. I thought that maybe he would apply a liberal dose of the belt to my backside if I woke him up.
Suddenly, it was too late. I started to pee right in the bed. To my horror, a yellow stream came out, soaking the bed and going onto Craig's own white underwear, staining it. He and I were both really wet. I tried to remain perfectly still, hoping that this was just a nightmare. Finally, Craig opened his eyes and looked around a bit. "whats going on," he said , groggily. Suddenly, he realized what had happened.
Without saying a word, Craig grabbed my arm and pulled me out of the bed. As I stood there dumbly and stunned, Craig pulled my soggy undershorts down to my knees, sat on the edge of the bed, and pulled me over his lap. He positioned me directly between his knees. Then, Craig started spanking my bare butt fiercely with his open hand. He delivered one hard swat after another and I started crying, partly out of embarrassment. Each swat made a large SMACK sound because my butt was wet from the pee. It was sort of a strange feeling too because I could feel my balls resting against Craig's, which were under his warm and wet underwear. Craig's spanks were sort of driving me across his wet lap, one stroke after another. I was trying to put my hand back there to protect my sore butt but Craig pinned it up behind my back and spanked away.
At this point, I was crying from more than embarrassment because my butt was really hurting from the spanking. After about 40-50 spanks, Craig simply pushed me off onto the floor and stood up. He got out a pair of his own clean shorts and put them on, then went over and picked up the belt and started walking towards me.
"please craig, it was an accident...please don't whip me with the belt" I pleaded. .Craig stopped and looked and put the belt back on the desk.
"Change the sheets and let's go back to bed. I'll deal with you in the morning." Craig said,tiredly.
I changed the sheets, and climbed into the bed. We went to sleep without further incident. When I woke up in the morning, Craig was sitting there at his desk, with the belt in his hand.
"Get up and turn around, and don't beg!" Craig said.
I got up and looked into his eyes and saw there was no second chance. I turned around and waited. Craig pushed the chair he was sitting on at me.
'Bend over the back of this chair and grab the front rungs.!" I faced the back of the chair and bent over the back, reaching way down and grabbed the front rungs. This left my rear jutting up and well exposed for Craig. It wasn't more than a few second before the first whack came. Since my rear was pretty sore from the over the knee spanking the night before, it really hurt. But I figured I had it coming and it would do no good to plead and yell. So I took the whipping as best I could. Craig didn't seem angry, he just methodically beat the heck out of my rump, one hard smack after another until he had given me about twenty good swats. Then he put the belt on the desk and we went and had breakfast.
After that session with the belt, I pretty much did what Craig said and the rest of the week was pretty good. We only had one other incident on the last day I was staying there. We were out in the backyard, playing catch with a football and Craig decided he wanted something to drink.
"Go in the house and get me a beer!"
I was sort of sweaty and tired and didn't feel like going in the house for a drink.
"Get your own" I said, momentarily forgetting the bruises on my butt.
In a flash, Craig slipped off his own belt, grabbed my left arm, and started whipping me with his belt, making me jump around in the yard trying to escape his lashes. Even though it wasn't a particularly heavy belt, it really stung and after about six or seven slashes, I was promising to go get his drink.
"Okay, get the drink" Craig said, threading his belt back on his jeans.
I started into the house rubbing my rumb. Then Craig said, "while you're in there, bring my dad's belt from the bedroom out here.".
I started to argue but stopped, realizing it would only make it worse. I went into the bedroom first and got the belt. While I was there, I had an idea, I went to my knapsack and looked to see if I had any other underwear. There weren't any. So I looked in Craig's dresser and saw that he had about a dozen clean pair. Since we were pretty much the same size, I thought they would fit. I took my jeans off and borrowed about a half dozen of his jockey shorts, slipping them on one at a time, thinking it would add some padding.
Then I picked up the dreaded strap and went into the kitchen. Fortunately, there were still a couple of beers left and I took those and brought them into the yard with the strap from the bedroom.
Craig took the belt and one of the beers and took a long drink. Then he set the beer on the ground and told me to turn around, grabbing my left arm to help me. Luckily, he had not told me to take my jeans down. I figured it would only get worse if I tried to argue or resist so I meekly turned around and waited for the belt.
WHOMP! Because I had padded my butt so much with Craig's extra underwear, the belt make a really funny sound landing on my jeans. Craig took another swing with the belt. WHOMP! Craig looked at my jeans for a second and then sort of figured it out. He handed the belt to me and told me to hold it . Then he undid my jeans and pulled them down to my ankles, telling me to step out of them.
Craig stood back and appraised the situation and sort of chuckled. I thought maybe the whole thing would pass but I was a wrong. I was really starting to feel sorry for the kids that Craig would have because I thought maybe they would spend their whole childhood with a sore butt. Craig started peeling off the underwear, one by one. As he peeled off each one, he handed them to me. Finally, he got down to the last pair of his, he peeled it off, leaving only one pair, mine, on. He patted my rump with his hand, just to make sure that there was only one pair of shorts between my skin and the coming belt..
"Okay, son, give me the belt again."
I handed him the belt, really scared now because I figure he would really whale the tar out of me for trying to protect my butt with the extra underwear.
"How many pair of my underwear are you holding?
Surely he knew but I answered anyway. "Six."
"Okay, turn around and bend over and grab your ankles."
I did what Craig said and waited.
"Okay, three swats for each pair of underwear you tried to sneak on. That's eighteen swats."
I nodded then a second later the first whack came. We were standing right out in the middle of Craig's back yard and I was standing there in my underwear getting whipped good. Craig was taking really good open swings, delivering incredibly hard swats.
By the time Craig had given me eighteen swats, I was sobbing really good and promising to do whatever he told me. I thought for a second it was over. "Don't get up, those are the swats for trying to sneak the underwear in. Now the swats for not getting my drink when I told you. You're going to learn there is a price for disobediance."
Craig did not immediately lay into me again but picked up his beer and took a couple of sips. "Are you going to do what I tell you from now on? He asked.
"Yes, yes, I will, Craig, please stop now, I've learned my lesson." I was there remaining bent over, hands on my ankles, trying to see if Craig was getting the belt ready to go to work again. I could see him standing behind me, between my legs, but I couldn't see what was coming when WHACK! Here it came. Craig laid into me again, one strong stroke after another. WHACK "Please, Craig!" WHACK "Ow!" I could barely take it but was able to not get up and earn any extra swats. Aside from the pain of the heavy belt slamming into my butt, I was really afraid that one of our friends would come over unannounced and find Craig whipping me in the middle of his back yard.
Finally, after delivering twenty five good licks after the extra swats, Craig stopped. He handed me the belt and told me to put it back in the bedroom. I went crying into the house, also taking Craig's underwear that he told me to put back in his drawer. After a while, I came back out and Craig gave me the second beer to help get over the whipping.
That night was our last night and I didn't get the belt again on that visit, although there were times in the future when Craig laid into me good. But thats another story.