Spanked for Shoplifting

Author: Joe

My first and favorite spanking was given to me by a store security guard for shoplifting when I was 17.  It is probably the one that propelled me into getting the many spankings I have received over the years since.  For as long as I can remember, I've fantasized about getting spanked by a strange man on my bare bottom.  I used to do things that I knew were wrong, hoping to get caught and spanked, although I never really thought it would happed.

This particular day, I shoplifted some very small item from a local dept. store at the mall.  It was nearly closing time and I was leaving the store when someone grabbed me by the back of my collar.  I turned around and was looking at a red faced man about 65 or so.  He told me he was the security chief for the store and I was being detained for stealing.  He was about 5' 10" and around 240 lbs. with a pot belly and balding.  He definitely was not good looking, but I thought he  was the perfect candidate to administer a spanking to my bare butt for stealing.

He took me upstairs to his office and shut the door.  He told me his name was Stanley Whyte and my ass belonged to him.  He did his best to scare me, telling me the police would be called and I would be spending the night in jail, unless I did what he wanted. He said the store would be closing in 5 minutes and I should wait for him to return after locking up the store.  A half hour later he returned and wasted no time in telling me that the only way I would avoid jail was to go over his knees for a spanking.  He sat back in his chair and pulled out a small wooden paddle from his desk drawer.  I tried to be cool, but was scared to death and hoping to get my first real spanking at the same time.  I asked if I had to pull down my pants.  He told me to remove my pants, underpants, shoes and socks and to come around his desk and stand next to him.  I did as I was told and was standing next to him.  He told me I might as well remove my shirt and get my punishment naked.  Again I did as instructed.  Stanley then grabbed my arm and pulled me over his knees.  I remember thinking that I was really going to get my fantasy, and I was as excited as I had ever been.  As I was over his knees, he let his hand run over my bare bottom and he lectured me about stealing.  Then he finally began spanking me with his hand.  I couldn't believe how hard he spanked me.  Each smack sent waves of pain down my bare bottom.  Crack after crack sounded off the walls mixed with my cries of protest.  I would yell and scream at him to stop, while inside my head I would plead for the spanking to continue.  I was naked and across a strange mans knees while he spanked me.  My fantasy was coming true and it was fantastic. 

After about 50 cracks he stopped.  Disappointed, I tried to get up.  He held me down, and told me that was a warm up.  He then picked up the paddle and set about spanking my bare bottom into submission.  He spanked me and spanked me and spanked me.  I lost all sense of time.  My bottom lost all feeling.  I was sobbing uncontrollably.  It was the greatest night of my life.  After about 15 minutes and I don't know how many cracks, he finally stopped.  Picking me up we both realized that I had come on his pants.  He smiled at me and bent me over his desk.  Taking off his belt, he told me I had enjoyed the spanking too much and he would have to try harder.  He told me that if I tried to get up, he would still call the police.  With that he started to spank me with the belt.  I should say whip me.  He whipped me from the tops of my thighs to the whole of my ass.  When he finished I was spent. 

He left me dress and told me that was the hardest punishment he had ever given.  After that day, Stan and I became good friends.  He gave me many a spanking since but none ever compared to my first.