As Natalie drifted into consciousness she felt that familiar feeling of SIR'S big, warm hand sliding down her silky tummy into her wet pajama pants. Being careful not to betray the fact that she was awake she concentrated on the delicious feel of those big, warm fingers as they teased their way down through her downy, damp hair to find her little business. She stifled a moan as they gently teased her pee stained lips.
Yes, last night, her body had betrayed her again and she had wet her bed earning herself no doubt yet another spanking. As she lay there pretending to be asleep so that she could revel in his luscious touch for a little while longer; she wondered how had she been so lucky as to meet this strange yet wonderful man.
Only a miracle had allowed them to connect. First of all she had had no intentions of meeting men on this site; least of all a man more than three times her age. No, she had come here to write her erotica but had been ambushed by her love for beautiful girls, and there were so many beautiful girls. Everyday brought new crushes as she discovered more beautiful pictures and read more interesting profiles.
Second of all she usually had no patience with people who could allow the little things like spelling to distract them from the big picture, the important things, the beautiful things in life. How sad it would have been if she had taken her usual approach and written him off as an old fuddy-duddy. She would have missed this incredibly sweet, this oh so delicious Caramel Candy Man.
Still pretending to be asleep Natalie allowed herself to murmur and squirm a little against those yummy fingers as she remembered that it was she and not he that had sent that first email. She had asked him for help with her writing and he had been so gracious; they had become friends. He had with infinite patience waited until she opened and then like warm water seeping into a crack slipped quietly into her soul.
As those wondrous fingers teased her she thought back to that little fork in the road. That place where he had joked that she should get one hard strap on her little hand for every spelling mistake. At first she had deliberately ignored it and he had let it go but as she began to like him she started to toy with the idea of accepting a spanking from him and as she toyed her little business began to tingle. By the time Natalie started to consider it seriously she had already had a couple of dozen orgasms while masturbating to the idea.
Then one day she intentionally took that fork in the road and said
"Oh SIR thirty-two spelling mistakes! My poor little hands I could never accept that much punishment at once. I would have to get it in installments... I would have to get some of it in other places too."
Not one to miss an opportunity, he as if spanking her were a given responded
"Yes Natalie we could divide them up between your hands and other locations but you will have to receive all of them in the same session. Of course I will have to add extra licks as a premium for dividing the punishment between locations."
At first she had found the idea of such harsh punishment totally foreign since she had never in her entire life actually been struck. Yes she had fantasies of punishment as a way into huge shattering orgasms but she had never considered corporal punishment as a real life possibility. They began to chat about it and Natalie was shocked to discover that he was actually serious. He would actually strike her with the full intent of causing her intense pain.
As she lay there still pretending to be asleep while his magic fingers teased her Natalie remembered how they had found so many magical places where their connection was filled with feelings of deep sexual arousal. She thought about that day when they were in a scene and she was so turned on that she just could not bring herself to leave and go to class. Natalie recalled with fondness how she would sit on his knee and eat a turtle and talk about the girl that she loved as he touched her in the most deliciously inappropriate ways. As those magic fingers caressed her she thought about how SIR had introduced her to Mr. Ruler that glorious eighteen inch, heavy, hardwood, ruler which when properly applied to her tender thighs felt like a hornet's sting and when properly applied to her little business made her CUM LIKE GANGBUSTERS.
Let's not forget those miraculous Nightly Spankings carefully crafted to make her love him. Every night after her bath he would place her across his knee, pull her jammie pants down and with his big warm hands smack and caress her soft little bottom until it was a wondrously deep shade of red, stinging just enough to make her tears come and fill her with endorphins before he gave her a huge shattering orgasm and then cuddled her while she fell asleep. It was after her first nightly spanking that she had come to realize that she loved being spanked so much that punishment spankings needed to be harsh to do any good.
Not long after that she had agreed to accept a hard punishment whenever he felt it necessary to her further development as a writer. On Monday they had counted up the spelling mistakes on her last writing project. There were forty-three so she knew to expect forty-three licks with an implement of her choice. She wanted to get them over with right then but SIR prefers Saturday Morning Punishments. He feels that it is extremely important to have a large block of time so that he can administer a proper punishment at his leisure without fear of interruption.
There were other advantages to scheduling her more serious punishments for Saturday morning as well. He felt it important to make her wait at least four or five days to give her adequate time to fret about her upcoming discipline and to give her time to promise herself several hundred times not to let herself get into that situation again. The most important thing about Saturday morning as a punishment time was that it gave them the rest of the weekend for after care and to reconnect. SIR knew just how important it was for Natalie to feel loved by and connected to her disciplinarian. He knew that without that strong connection Natalie would never allow anyone to punish her. She almost groaned with disappointment as he removed his hand from her pajama pants and whispered into her ear
"Alright sleepy head it's 7:00 AM it is time to wake up."
Natalie smiled as she pretended to stretch herself awake. She put on her best cute little girl act as she pleaded
"Ah SIR aren't you going to finish me?"
"No" he said "You have to get up now so that I can prepare you for your nine o'clock punishment. If you are very brave and accept your punishment gracefully I will give you all of the orgasms you want for the rest of the weekend." he promised her with a chuckle.
Knowing that there was no upside to arguing with SIR Natalie climbed out of bed, stepped out of her wet pajamas and tossed them into the hamper before walking into the bathroom so that the preparation ritual could begin.
The ritual was essential for it placed both participants into the roles they would play in Natalie's upcoming punishment. It put her deeply into that state of extreme trust necessary for any reasonable person to allow themselves to be punished. It placed SIR even more deeply into that state of feeling the extreme responsibility required for him to be worthy of the sacred trust which Natalie had bestowed upon him.
Sir picked her up and sat her on the huge vanity. She lay back, brought her knees up to her chest and spread her legs as wide as they would go to give him access so that he could shave her little business. He retrieved his old fashion straight razor, shaving brush, mug, and razor strop. He soaked the brush in warm water, soaped it in the mug and began to lather her little sex. The brush tickled her and made her squirm which caused him to bark
"Natalie you must hold yourself completely still, I could never forgive myself if I were to nick you."
Then he with great love and extreme care began to shave away the downy hair that she had possessed since puberty. When he had finished her little sex was as smooth as it was when she was a little girl. As she looked at it in the mirror it made her feel like a small child and reminded her of upcoming vulnerability.
Sir picked her up and placed her into the warm musk scented bath that he had run while he was shaving her. He bathed her with the care of a loving parent then rubbed her dry with a big fluffy towel before he dusted her with the musk scented powder that she so loved.
He hugged her naked little body gently then looked deep into her little soul as he said.
"Alright Natalie get into your school uniform and report to my office at 9:00 AM sharp for your punishment."
Then he went to shower and prepare himself for her impending ordeal.
Natalie went to her drawer and picked out a brand new pair of white cotton panties. She had considered wearing pretty silk ones but knew that as scared as she was they would be soaked through long before 9:00 A.M. She wondered why fear always made her little business so wet. It always had ever since she could remember. She got out a brand new pair of white knee socks. She loved knee socks especially new ones because she thought that they made her little legs look sexy. She had considered wearing her thigh high stockings but decided that with so many licks coming the full length of her thighs would need to be bare.
She went to her closet and took out the little red kilt, the white blouse, and the black sweater that comprised her school uniform. As she stepped into her panties her little business had already started to drip and she thought to herself the cotton panties were a good choice, so much more absorbent, really. She sat on her bed to pull on her knee socks. Her fingers weakened with fear slipped and she began to realize just how scared she really was.
As she stepped into her kilt and buttoned the waist band she noticed a little tremor running through her body. By the time she got on her blouse her hands were shaking so badly that it was a challenge to do up the little buttons. She pulled on her black sweater and stepped into her black Paten leather shoes. When she checked herself in the mirror she saw that she was white with fear. Her tears were not very far away but she was determined not to cry at least until her punishment started.
There was lots of time for breakfast but she knew that she was far to scared to swallow and besides even if she did get something down it would come right back up anyway. As she fought the urge to run away Natalie decided to go and wait in one of the big chairs outside SIR'S office. After taking a few deep breaths and trying to force herself to relax she plucked up all of her courage and with all the determination she could muster she marched herself down the stairs to SIR'S office and sat down beside the door.
She began to wonder what had she gotten herself into. How could she a smart, reasonable girl who had never in her life been struck agree to be punished and punished severely at that?
"OH MY GOD she thought even back in the 1950's kids did not get forty-three licks at one time. The hand book that she had read said not more than six straps shall be administered to each hand in any given day. OK that hand book was probably written in the 1970's but still. Why she wondered was SIR so strict? In so many ways he was so sweet and kind but when it came to corporal punishment he was just cruel.
She could of course use the safe word that they had agreed upon but she knew that she wouldn't. First of all she would not use it because she did not want to disappoint him. Second of all Natalie was a proud girl she did not want to chicken out. Third of all she was curious; she wanted to know want sub space was like. She wondered if she would get there today.
The flash of the camera brought her back to reality. SIR on his way to the office saw her sitting their and snapped a picture of her as she sat there deep in thought.
