“Now, Lisa, you are going to get to choose the implement and I want Jimmy to go fetch it from the box and bring it back to you. Then Jimmy you will apologise to Lisa for your behaviour at the changing room and you will request her to punish you”
“Whaaaaat?” stammered Jimmy
“Sounds great! “ said Lisa at the same time.
“OK, lets get started. Stand up Jimmy….now you will be doing a bit of walking back and forth so you may as well step out of those trousers and underpants – you wont be needing them for a while!” She accompanied the instruction which another 2 quick smacks of the ruler on his right cheek just for good measure.
Jimmy stepped out of his trousers and stood facing the floor with his hands clasped over his cock and balls in an attempt to preserve some modesty.
“Ok, Lisa, what do you want to try first ?”
“Lets start with the paddle!” said Lisa excitedly…
“Ok, you heard her Jimmy go get the paddle from the box and bring it back to Lisa”
Jimmy slowly walked to the back of the room, he could feel both lets of eyes on his naked bottom as he walked away. In the box he saw the items exactly as Lisa has described. He picked up the wooden paddle, it was dark wood – probably mahogany he thought to himself surprised at having such a thought at this time! It felt heavy and smooth in his hand and he was dreading how it would feel against his unprotected rear end.
“Hurry up, we don’t have all day” said Ms Maguire
Jimmy turned around and keeping one hand over his private area he started back towards the desk.
“Stop!” shouted Ms Maguire
“You will treat the implement with respect, its about to teach you an important lesson. Please hold it with both hands, chest high in front of you as if you are presenting it.”
Jimmy felt his face flush again, he knew once he held up the paddle his cock would be on full show and there was nothing he could do to preserve his dignity.
“Do it now or you will get extra of each one!” said Ms Maguire.
Jimmy did as he was told and made his way back towards Lisa. He could see her smirking as he approached and saw her eyes darted back and forth to his freely swinging cock. His face burned with embarrassment but there was a hint of excitement at knowing Lisa was getting a full view and he felt an involuntary twitch as his cock stiffened ever so slightly.
“Now, how you do like people looking at you while you are naked ? Not a very nice feeling is it” said Ms Maguire, “Maybe this will teach you some respect. Now remember, apologise to Lisa and request your punishment!”
“I’m sorry for spying on you please punish….”
“You forgot the playing with yourself! Apologise properly”
“I’m sorry for spying on you and for playing with myself, please punish me”
“you forgot to state what kind of punishment you deserve, I think hard and on your bare bottom might be suitable, do it again!”
“I’m sorry for spying on you and playing with myself, please spank me hard with this paddle on my bare bottom so I can learn my lesson”
“Thank you” said Lisa taking the paddle with a little bow of her head a large grin spreading across her face. “Now bend over the desk and stick your bum out so I can give you a good paddling!”. She seemed to be enjoying this a little too much for Jimmys liking.
Jimmy assumed his position feeling somewhat relieved to be able to conceal his cock again behind the desk with only his bum exposed. His relief was going to be short lived however.
“How many do you think ?” asked Lisa as she adjusted Jimmys t-shirt so it was completely out of the way and not going to cover any part of his lower back or bum.
“Emmm, good question” said Ms Maguire. Not sure what the headmaster would normally have given but I guess I’ve always heard “six of the best” so lets go with that!
“SWAT!”
“OW!”
Jimmy could not contain his outburst, he hadn’t expected it so quick as the paddle crashed into his left cheek causing immediate pain – this definitely was not the light ruler!
“Well now we are getting somewhere!” exclaimed Ms Maguire, I knew that ruler was not getting the message across. “Carry on Lisa”
SWAT!
Lisa went for the other cheek causing a deep heat to start to build in Jimmys rear!
SWAT! SWAT!
Lisa delivered 2 more in quick succession again one to each cheek. Each one eliciting a grunt from Jimmy and a little giggle from Lisa.
SWAT! SWAT!
Another 2 but this time right across the center of his bum.
“Well done, Lisa, I think you are getting the hang of this. You can see a definite colour now in his cheeks and I think they will be nicely bruised tomorrow, but we are only getting started!
“OK, what is the next one.”
“I think I would like to try the strap next” said Lisa
“OK, Jimmy you heard her – go get it and don’t forget your apology when you come back”
Jimmy walked to the back of the room again, he felt like his bum cheeks were on fire from the paddle but he resisted the urge to rub them. He picked up the strap…he didn’t expect it to be so heavy. Following the same routine as before he walked back and presented it to Lisa.
“I’m very sorry for spying on you and playing with myself, please punish me with this strap on my bare bottom so I can learn to be better behaved” Lisa took the strap and nodded her head to towards the desk as if to say “get yourself bent back over there”.
Jimmy was back in position and he felt the strap trail across his bare bottom as Lisa tried to figure out how best to use it. It was almost sensual and for a moment he felt a new twitch in his cock…..the thought didn’t last long however!
WHACK!
OWWWWW!!! He shouted and jumped up clutching both his cheeks and jumping around. The impact felt so heavy it was almost like a brick had fallen on him, his whole bottom erupted in pain. He had completely forgotten his embarrassment of being naked from the waist down as the pain consumed him and he jumped around trying to ease it.
“Wow” said Lisa as she looked on in amazement. “Just look at those marks its made, this really works!”
“Get back in position right now or that one wont count. If you get up again we will be starting over” instructed Ms Maguire sternly.
Jimmy struggled to compose himself but got back over the desk.
WHACK!
WHACK!
Each time it struck Jimmy let out a loud howl no matter how hard he tried to contain it, it he was starting to wonder if he would ever be able to sit down again. She was really swinging this strap.
“Well done Lisa, I think you are getting the hang the this! Now come over and stand on the other side of him for the next three so we ensure the tails of the strap get to do their work equally on his other cheek. I think his bottom is turning a nice shade now”
WHACK! WHACK!
The next two landed across the middle of his bare bottom. Each one causing an ever increasing howl to be heard and each one driving more fire into his already burning bum. Even after Lisa had stopped swinging it felt like the pain just grew and grew. He noticed his face was wet but couldn’t tell if it was tears, snot or saliva – probably a mixture of all three he thought. At this point he was beyond caring how he looked.
WHACK!
The final stroke landed low and his cheeks and nearly knocked him off his feet. He howled like a baby with the pain.
“Stand up!” said Ms Maguire. “I think that really did do the trick Lisa – well done, you are a natural. I’m sure he is learning his lesson but we are not done yet, first we are going to take a few moments. Jimmy you are going to do 10 min cornertime with your hands on your head and your legs apart with your well spanked bottom exposed. Use this time to compose yourself and prepare for the cane while you consider why you are being punished. If you attempt to rub your bottom or touch it in any way we will start again with the strap, do you understand”
“Yes, Miss” Jimmy replied meekly through the tears, all his bravado now gone.
“Clean your face” she said as she handed him some tissues, “I don’t want snot all over the wall” “Not get into the corner until we tell you come out”
Source: reddit.com/r/eroticliterature/comments/oeih3k/peeping_tom_gets_his_due_reward_ffm_spanking_pt_3