This is the second time I submitted this, a true story that happened a few years ago, and I was just discussing it with a friend so I figured I would readd it so I hope you enjoy it!
I had a thrift shop in Ocala, Florida and a young man named Timmy came to me looking for a job, at which point I told him that I did not need an employee, however, almost daily, I had a few hours of work here and there if only washing new merchandise or unloading a truck of stuff, and could be kind of a part-timer on call.
Timmy was about 21 years old, and I learned had never held a real job and basically was a loafer and drifter, however he did have family in the area, which put him up much to their trouble. He was a cute kid with a small build and straggly brown hair, which I told him needed to be cut if he wanted to look presentable, and he obligided.
Well he worked with me on and off for several months and sort of looked up to me as a father figure or big brother type and we had several long "life talks" and I thought I knew and trusted him pretty good, however one day, his aunt called and asked if emeralds were found in the Ocklawaha River, to which I answered no and asked why.
She proceded to tell me that Timmy had a bag of jewelry, coins and stones that he told her came from the local flea markets and the emeralds were out of the river! (Oh yeah, they were cut stones, the lady was not stupid, the kid was!!!)
Well, imagine my shock when she told me that she and her sister, Timmys mother had raised him and that they were really unable to give him the discipline he deserved, and that is why he ended up in jail a few months earlier and was still on probation, and since he looked up to me, would I be willing to spank him good for them.
Again, I was in shock, and asked to hear that from his mother and she got on the phone and told me to "tear up his ass good, keep him overnight and spank him awake in the morning!"
Well, we concocted a story that I needed help at home, to which he had never been, that night and they would have Timmy show up at my home around 8PM, at which time, I told him that that was a cool key chain he had and please let me see it!
All of a sudden, I became one tough dude and said, OK TIMMY, EMPTY EVERYTHING OUT OF YOUR CAR ON THE DRIVEWAY!!! He did and it was like Christmas, finding all kinds of stuff out of my (and my competitions) shops and flea market spaces!!!
Needless to say, he was quite humbled and quite scared, and started whining about not calling the police and all that crap, so I let him beg for a bit and told him that I had better taken care of the situation severly if I didnt call the cops and he said "Do anything you want, if you call the cops, I will have to do 2 years in jail for breaking probation!
Well-- I marched him in the house, and into my office and said "Again, you want me to deal with you instead of calling the police?" He said yes, and I said GOOD, because your mother and aunt called and asked me to give you a good spanking!
THE LOOK ON HIS FACE WAS PRICELESS when I said OK then STRIP DOWN BUTT NAKED AND LAY YOUR CLOTHES ON THE DESK! He whined that he had never had to take his clothes off in front of another guy, being real butch and red-neckey trying to act tough, and I said fine, I'll call the cops!
Slowly, he started to take the clothes off, first his cowboy boots and shirt, and hesitated on the jeans and said, "I dont have any underwear on" I laughed and said, "Big deal, I have seen a penis before and its your ass I am intersted in NOW GET THEM OFF!!"
Well they came down and there was even stolen stuff in his pockets!!! His hands went immediately in front of his dick and I yelled "Hands behind your head, you jackass" and left him standing stark naked in front of my desk while I called his aunt to tell here exactly what had happened thus far and that he was now waiting in the nude to get the ass whipping of his life!
Timmy was truly shaking, both from embarassment and fear, and the pleading in his eyes only made it worse for him because I made him wait, knowing that he COULD be put back on track with a guy like me being tough on him.
I could not help myself but sit back in my chair and glare at the naked kid to make him that much more uncomfortable and make the situation so much more real, but finally, I said "Timmy, I have grown to really care about you and can not believe that you would do this to me" Now go into the kitchen and get me the cutting board that is next to the stove - which he did after a bit of uncomfortable "getting angry" type of glare.
When he brought it in, I told him to lay it down and clear everything off the top of my desk and put it neatly on the table because he was going to take his beating across the top of the desk with the belt first and then bending over the desk with the bread board "paddle".
You would think that the desk top stuff were bombs for as slow as he was moving it!
Well, the moment arrived when I told him to climb over the desk and grab on the edge and should he move, he would be getting 100 instead of 50 strokes with the belt. The first stroke hit him plum across both cheeks and he tightened his grip and slid foreward just a bit and didnt say much until about the 25th stroke and from there on out it was a general solid yell of I am sorrys and I wont do it again, but he did not move! His ass was seven shades of red and when I was finished wit the 50 I promised, I told him that he still had 25 with the paddle coming and he was to stand in the corner for one hour and think about what he did and what he was going to do to stay out of trouble!
When the hour was up, I gave him the same rule, 25 whacks, with you bending over the desk, but if you make one move, it will be 50! He pleaded with me to put them off until tomorrow, and I looked at him and asked if he gave any one that he stole from an opportunity not to get ripped off! He did not answer and turned and with whimpers, grabbed the far side of the desk, and then CRACK, the boy stood straight up, and grabbed his ass and turned around and glared at me, and called me a M----- F-----, which at that point was the wrong thing for him to do. I grabbed his dick and pulled him over my knee grabbed his sac and said, if you move I will rip your nuts off, and proceded to give him the 50 I promised if he moved while he lay almost perfectly still, crying his eyes out. The paddle brought him to full remorseful tears. I was almost crying myself because I could not believe how tough I was on him, but I did feel good the the next day, ((because after making him sleep on the floor outside my bedroom door with only a sheet and a pillow, making for a very uncomfortable night and turning the burglar alarm on so that I could "threaten" him with the police if he walked into the office or livingroom area, and another whipping if he walked into my room,)) he got up first thing in the morning, and still naked, without the sheet around him, walked up to me and gave me a big long tight hug and thanked me for what I did and that he really appreciated it.
I did retrieve my merchandise and made him walk into, apologize and return others mdse as well.
He did help me for some time after that, (the spanking was never mentioned or threatened after that, and it was always strictly business and platonic friendship) and now is married and has a full time job, the last time I saw him, he hugged me and thanked me again for putting him in line!
Well hope you enjoyed it because my fingers are sore!!! Let me know if you liked it!