The following is a true story. It recreates the real-life dealings I had with a boy named Glen.
I first got to know Glen when he and his buddies used to come into the 7-11 store where I worked. He was 13, almost 14, and a very handsome boy. Sandy blond hair, green eyes and a physique that could set my heart leaping. He wore tight 501 Levis, which showed off his beautiful tight boy butt, and his crotch showed he was, well, a lucky young man. I would talk to him every time he came in, and over a period of months I got to know him quite well. I also got to know his parents, and I got the impression they were very strict. Glen would never talk back, was always polite to me when his parents were in the store, and when I one day saw them all come in on their way to Church, where his mom was the Sunday school teacher, I heard his Dad threaten to spank Glen's nine-year old brother if he didn't stop begging him for a treat. So, I concluded Glen had a good upbringing, and he never did anything to make me feel otherwise.
But we all make mistakes, and mine was assuming I could trust Glen completely. One August Friday, about 3:30 in the afternoon, I saw Glen and his pal Devon come into the store. They hung around the video machines for about an hour, and I went to work stocking the cooler. That's why I didn't see them steal the magazines from the rack. Glen had a backpack on, and he slid them between the backpack and his back, for some reason, rather than put them into it. I don't know why, but he did. A few minutes later as I walked back up to the counter I asked the boys if they wanted a Slurpee before I cleaned out the machine. They said yes, so I handed them a cup each. I often gave the boys free stuff if I could get away with it. But Glen dropped his, and as he bent over to pick it up the magazines fell out from their hiding place onto the floor. What's worse, out of his jacket pocket fell a package of cigarettes that I soon noticed had been swiped from the display on the counter.
Both boys froze when they realized what had happened, and that I saw. They said nothing, just stood there and stared at me with a scared look on their face. Now what? Store policy said I was supposed to call the police. Make them sit down and wait for the cops to arrive and charge them with shoplifting. Devon, for his part, decided to run out the door, leaving Glen there alone. Fine, Glen would tell me where Devon lived and his phone number. Glen, on the other hand, just looked at me and said, very softly, "I'm sorry, Brad." I suddenly felt a rush of anger and my face grew hot.
"What in the hell do you think you're doing, Glen? I asked. He didn't answer for a moment, and then looked at me again and said, "It was Devon's idea."
"Yeah, right, and all you were going to do is carry the STOLEN PROPERTY!" I shouted. "How dare you try to steal from here? And from ME. I thought you were my friend, Glen." I said.
Glen looked at the floor and shuffled his feet, saying nothing. I realized that I was in a dilemma. Here was this boy, this beautiful creature that I had befriended, having been caught red handed stealing from the place I worked. And now I was supposed to turn him in. I didn't want to, but either way I was trapped. Glen had to be punished, somehow. Ditto for Devon. So, I regretfully told Glen to sit down on a chair I brought from the back.
" Well, Glen, I guess I have to call the police now. That's what I'm supposed to do with a thief." Glen looked up at me and blurted out without thinking " Will they tell my Dad?"
"Yes, of course they will. And I'll have to go to court and tell the judge what I saw, and you'll probably get sentenced to community service. Plus, you're going to be banned from the store from here on. Same goes for Devon."
Glen visibly shrunk back in his chair when I told him about the court appearance. He started to cry a little, tears running down his pale cheeks.
" But I promise I won't do it again, Brad." "Come on", he pleaded, "Just let me go. I'll even work for you and stuff, you know, around the store. My Dad is going to kill me!" he wailed.
" Yup, probably, Glen. But you got it coming. Somebody obviously hasn't taught you that stealing is wrong" I said. " And what's more, you stole from somebody who trusted you."
He looked up at me again. " But what about Devon?" he cried.
"Him too, I'm afraid. You know how to get a hold of his parents?" I demanded.
Glen didn't answer, but just sat there, shaking and quietly sobbing. Poor little guy was clearly terrified of the police – or was it his dad?
"Glen, what's going to happen when your parents find out? " I inquired.
" I dunno. My Dad will probably ground me and make me stay home from the school trip in September...." His voice trailed off. Then, barely whispering, he said, "and he's going to whip me."
" Whip you? How?" I asked him.
"You know, with his belt. He does it when we are really bad."
" You mean spank you?"
" Yeah, I guess. Only thing is, he makes me take off my pants. It really hurts!" Glen exclaimed.
"How many times?" I asked.
"At least 40, I don't know. My bum hurts so much when he does it I can't count. It's really bad" he stated .
I wasn't sure if this was supposed to get him sympathy, but at that moment, the thought of that cute little ass getting a licking with the belt was pretty good to me. What I didn't want was to have to go to court and ban him for a childish petty theft. No-one else was in the store, nobody would know unless I told them. I saw my chance to make him a deal, but I didn't think he'd take it.
" Gee, that's too bad, Glen. I wouldn't want to think you might get severely punished for severely screwing up!", I said sarcastically. " What am I supposed to do? I can't just let you and Devon go, and I won't, either."
" Just don't tell on us, pleease," he begged.
"Okay, Let's just say I don't call the cops. What else can I do to punish you so you won't want to steal from here again?" I asked.
" Maybe I could work around here, you know? Like cleaning out the garbage and the bathroom. That kind of stuff."
" Well, that's a good idea, and yes, I will expect you both to do that anyway. But I think you need to be punished a bit more than that, Glen" I stated flatly.
"Like how?" he wondered.
"Well, since you seem to hate getting spanked so much, maybe I could do that" I suggested. Glen looked shocked at the idea. His face said he thought I was nuts. He looked at me blankly for a moment and then suddenly, it dawned on him I was giving him a break.
" Would you do it hard?" he asked.
" Yes, just like you would get at home. I'm serious, Glen, you have to be punished for this."
" But you have to promise not to tell anybody else we stole stuff" he sputtered.
" Look, Glen, you're in no position to set terms and demands. But so you understand what I am saying, what I propose to do is to give you a severe spanking that you'll never forget. Devon too, when I see him again, will get one if you tell him you did. And I won't tell the police or your parents about what happened unless you do."
He didn't seem convinced at the idea completely, yet. So I told him he had a few minutes to think about it. Five minutes later he came up to the counter. "Okay", he said, "Would you spank me instead of reporting us?"
My crotch grew immediately hard as I heard him ask for a spanking. Was this my lucky day or what? Such a cute kid, and now he was going to get his ass tanned – by me. The only problem I had was, where? How? With what?
" IF you promise not to tell anyone I spanked you, and IF you agree that its going to be painful, and IF you swear you won't steal from us again, then yes, I will spank you and forget what happened. Deal?"
" Deal. When?"
" Right after I get off work. We'll get into my car and go to the park by the city limits. I am telling you now, I am going to thoroughly redden your bum, Glen. You are not going to back out on me, are you?" I asked him.
Glen looked relieved that we had a deal. "Nope", he said, " I am sorry for stealing, and I know I have to be punished. I just want to get it over with."
The rest of the day until 5:00 when I got off went by very quickly. Glen hung around the video machines and waited until I changed. Then we got into the car. We drove to Iosegun park very quietly, neither of us speaking. Glen was a little more scared now than he was earlier, and it showed. When we got to the park I told him to wait while I looked around. When I was sure there was nobody that could discover us, I told him to get out.
" Tell me again about what our deal is, Glen?" I asked.
" You're going to spank me for stealing stuff. " he replied.
" Okay. Are you ready?" I queried.
" I g-guess s-so" he stammered. My heart was pounding, my dick already hard .
" Then pull down your pants, young man" I ordered.
Glen suddenly froze. I guess he didn't expect me to whip his bare ass, after all. He started to protest, then apparently changed his mind. He undid his belt.
" Give that to me."
He pulled the belt from its loops and handed it over. Next, he undid his 501's and pushed them down. The sight of him in his briefs was breathtaking. His skin was tanned all the way to the waistband and legs of his briefs, where whiter skin showed. In front was the awesome developing _c_o_c_k_ bulge of a teenaged boy, but clearly he was still in early puberty. Around back, the briefs stretched tight over his angelic tight bubble butt. My observations on his physique were confirmed seconds later when he slid his briefs down his smooth legs. There it was – the cutest ass I'd ever seen on a boy his age. Not a mole or mark, no hair, just smooth skin, not too fat, just right. I was tempted to reach out and squeeze it.
" Okay, bend over the hood of my car. Put your legs together. That's it." I ordered. I stood behind him with the belt in my hand. I decided I would make him ask one more time.
" What do you want me to do, Glen?"
He took the bait. "S-Spank my bum" he said, quivering.
I doubled the belt over into a loop. Standing beside him as he lay spread-eagled over the hood of my car, I lightly brushed his bottom with the belt as I measured aim and distance.
"Okay here goes. Fifty like this, thirty with my hands. Ready?"
He barely nodded his head. I brought the belt back behind my head. The buckle jingled and there was a swish.....
" CRRACK!" The first swat landed squarely on the centre of the boys' bottom along the crack. Then I gave him two more, above and below. He sucked in his breath and tightened his body, but did not cry out. I thwacked him about ten times in rapid succession: " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!"
After about the eighth swat he clenched his bottom cheeks together and began to squirm and wriggle about. He yelped, then finally let out a long howl of pain, "Ahhhowwwweee!!!" and he began to sob. For the next few seconds all that could be heard was the rhythmic " CRRACK!" of the belt followed by yelps and shrieks of anguish. His bottom was beginning to welt up, and it was reddening fast I started the second salvo, concentrating on the areas not yet red, and then between the welts. Glen was squirming and standing on one foot then the other. At one point he reached around, desperate to pat out the blazing inferno in his quivering, wriggling bottom, but I grabbed his wrist.
"DON'T" (CRRACK) YOU (CRRACK) DARE (CRRACK) cover your butt! " I barked. I pinned his arm to his back and continued.
"Aaugh, oh, ow, oweee, ow" he cried, as I whipped his blistering welting bum:
" CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!" " CRRACK!"
At last I had reached fifty swats.
I was sweating from exertion in the hot August sun. Glen stopped wriggling, and now reached behind himself and rubbed furiously. But we weren't done yet. I still intended to finish warming that boy's ass with my hand.
" Okay, we're halfway done, Glen. Since you stole like a little boy, I am going to finish by spanking you like a little boy."
I sat down on the ground and pulled the sobbing lad across my lap. His young hairless dick was half-erect, which surprised me. He was getting a hard on, was he? Well, I'd fix that.
I positioned the 5 foot youngster across my knees, well aware he could probably feel my own throbbing, pulsating dick. I hoped I wasn't going to cum in my pants doing this.
Pinning his arms to his back again, I flattened my palm out, then brought it up high and then....
"Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!"
I began to spank him rhythmically, moving all around his butt as he began to squirm again. I intended to redden every square inch of that naughty behind.
"Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!" "Smack!"
I spanked him and spanked him, his bum turning crimson, him crying out and yelping anew, until at last my hand was as red as his backside, and I was too tired to continue. I stopped, and he just lay there sobbing for about two minutes. I got out a bottle of cold cream and rubbed it into the swollen red flesh of his bottom. He seemed quite content to just lay there, and we were both exhausted. Finally, after about a half hour we got into the car, where Glen had a bit of difficulty sitting, and drove back to the city. Next day, I called Devon at his home. But that's another story.....