Timothy's Summer School Chp 5

The Beginning

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Mid-July

No one could say Timothy's summer hadn't been interesting.

There had been a few developments that promised to make it even more so.  Timothy felt like he had been on a rollercoaster the past couple days.

First, after he had been spanked by both Ms. Johnson and Megan, the three of them sat down for a negotiation of sorts. It was very clear that he and Megan had a mutual romantic interest, and they each said as much.  However, the terms of their dating ended up being a little different from the usual.  Timothy and Ms. Johnson described their past experiences to Megan, and it became clear that the less control Timothy had, the better it was for everyone.

"You asked me for a 'real punishment' that one time.  It seems like that's the kind of control you're really looking for." Ms. Johnson pointed out.  "Does that sound right?"

Timothy admitted some mixed feelings about this.  He definitely felt a thrill when discussing this kind of authority, but he was a bit nervous at the wicked look Megan had given him. Ultimately, though, he was quite sure that Ms. Johnson knew what she was talking about.

"Yes.  I think that's exactly right, Ms. Johnson."

"Ok.  In that case, I think our regular meetings should continue for the summer, but Megan gets full spanking authority over Timothy...at any time, and for any reason.  Is that OK with everyone?"

Megan nodded enthusiastically.  Timothy gave a timid thumbs up, but then grinned when Megan stuck her tongue out at him.

Unfortunately, in about a week, Megan was going away on vacation with her family for a few weeks.  Ms. Johnson promised that, while she was away, she would keep Timothy in line, and keep careful track of any misbehavior so Megan could deal with it appropriately when she returned.

The second major development was even more exciting. When Timothy arrived home after the meeting, he learned that his parents had won a cruise...for two...in some radio contest.  They had not been away together in years, and were a bit nervous to leave him alone.  To Timothy's absolute delight, they suggested that he stay with Ms. Johnson, and, when they called her, she immediately agreed.

However, this bit of fortune was not without its disappointments either.  At about the same time Megan was to leave on vacation, Ms. Johnson's long-distance boyfriend, David, was also coming to visit.  Timothy felt a brief pang of jealousy, but , after some reflection, he came to terms with the fact that there was really no romance in the disciplinary relationship between Ms. Johnson and himself.

More concerning was the impact his presence would have on their meetings. Timothy and Ms. Johnson agreed that they would try to think about the best way to handle the situation before he arrived.

For the time being, however, Timothy was to stay with Ms. Johnson, sleeping in a spare bedroom.  Megan was welcome to come by any time, whether to hang out, to take Timothy out on some adventure, or to take Timothy to task for some real or contrived misbehavior.

A few days later, with Timothy still smarting from a quick, but firm handspanking Ms. Johnson had given him as soon as he woke up, Megan knocked at the door.

 "Hello, Megan!  I was hoping you would come by today." Ms Johnson said, smiling.  "I have something for you."

Megan, wearing a t-shirt and casual summer shorts, smiled back, and allowed herself to be led into the kitchen, where Timothy was in his pajamas cleaning up the breakfast dishes.

"The school is, of course, closed for the summer.  But I was able to get in to my classroom yesterday, and get this."  Ms. Johnson reached into a kitchen drawer and pulled out a nicely wrapped gift box.  Although Timothy had not suspected this was coming, he was quite sure he knew what Megan would find when she unwrapped it.

Sure enough, when Megan opened the box, Ms. Johnson's hairbrush was nestled within.  Timothy had only gotten the briefest look at it before it's prior use, but now he was able to see it in detail.

It was solid wood, reddish brown in color.  The bristles were fine, pale natural strands.  Unlike the brushes Timothy had looked at while shopping, there was no rubber or plastic cushion.  The bristles were embedded directly into the thick wooden head of the brush.  It was at least eight inches long, oval in shape.  Megan hefted it experimentally in her hand.

"Is this...is this for me?" she asked

"Oh yes.  Prior to this naughty boy, I had barely ever used it.  It was there more as a threat than anything else.  I am quite sure you will find a way to put it to more practical use."  The two ladies smiled pointedly at one another, then turned to Timothy, who panicked.

"Please, Megan.  Ms. Johnson just finished spanking me!"

"And not half so hard as you deserved, young man.  Summer vacation doesn't mean you get to sleep in until half of the morning is gone!" Ms. Johnson actually waggled her finger at him.

"Have you forgotten our agreement already, Timothy?" Megan added.  "Any time, any reason.  You are going to get a serious lesson in obedience today, and I think now is a perfect time."  Megan turned to Ms. Johnson and asked sweetly, "Ms. Johnson, may I borrow the chair in your room?"

"Of course, dear.  Whatever you need."

Megan's sweetness evaporated instantly as she turned back to Timothy.  "All right, young man.  Ms. Johnson has made very clear that your behavior here has been less than satisfactory, and I certainly agree.  If this is the kind of report I should expect to get when I come back from vacation, I would be surprised if you are able to sit down for a month after I return.  Get yourself up those stairs and bring Ms. Johnson's chair into your room.  I think it's time for us both to find out just how hard I can spank."

Timothy tried to think of a way out.  He really was very sore.  Megan didn't give him more than a moment to consider.  "I said MARCH!"  she smacked him hard on his pajama covered bottom.  Timothy squealed and quickly made his way up the stairs.  Ms. Johnson nodded her approval, and then turned to finish the cleaning up Timothy had started.

Timothy made his way to Ms. Johnson's room, and picked up the low-backed chair.  He carried it carefully to his own bedroom, and placed in the middle of the floor.  Then he turned and faced the corner to await his second spanking of the morning.

Megan made him wait.  The minutes seemed like hours before Timothy heard her footsteps on the stair.  She seemed to be deliberately stomping on each step and, despite being barely older than Timothy, sounded every bit the angry mother coming to deal with a disobedient youngster.

The door opened and closed.  Timothy did not make a move out of the corner.  Megan stood behind him so close that he could feel her breath on the back of his neck.  "Well, young man.  I finally get to make up for that missed opportunity at the fort."  Timothy shivered with anticipation.

Suddenly, and without warning, Megan seized him firmly by the ear.  She led him to the chair and sat down. "So, I understand Ms. Johnson has already warmed you up for me.  We can dispense with the preliminaries."  With that, she yanked his pajama bottoms down.  Timothy did not wear underwear under his PJs, and it was immediately apparent how excited he was at the prospect of going across Megan's knee.   Megan raised an eyebrow at Timothy, who blushed immediately.

"I can't help it.  I'm sorry."

"Never mind that.  For the time being, I'm much more concerned with the other end."  With that, Megan tipped him right across her knee.  Megan was taller than Timothy, but not nearly as tall as Ms. Johnson.  Timothy draped nicely across her lap, and had a brief moment to appreciate the view of his pajama bottoms around his own feet framed by the legs of the chair.

SMACK!

As promised, Megan wasted no time on warmup.  She smacked the hairbrush into his bottom authoritatively, as if trying to make up for her abortive swat at the fort.  Timothy's legs and arms shot out in opposite directions as she continued to spank him firmly.  The intensity of the spanking, combined with his definite attraction to his spanker, brought his emotions immediately to the forefront, and he was crying almost immediately.

"You're a very naughty boy, aren't you?  A naughty boy who needs his bottom spanked hard to make sure he behaves, isn't that right?"

"Yes Mega-ahh-ahh-ahhn.  I'm a bad boy!" Timothy tearfully replied.

"Well, don't you worry.  Because Ms. Megan is going to give you all of the spankings you need. Right.  On. Your. Naughty. Bare. Bottom."

She emphasized the last few words with extra-hard spanks, and then immediately returned to her prior pace.  Timothy had kicked his pajama bottoms off by this point, and was struggling against Megan's grip on his waist.  Remembering what Ms. Johnson had told her to do, she reached out her hand and twisted Timothy's right arm behind his back to keep him under control.  She continued spanking him without pause.

When Ms. Johnson spanked him, he almost immediately lost any sense of arousal until the spanking ended.  This did not appear to be the case with Megan.  He was very aware of Megan's bare thighs, and of how every smack of the brush forced his erection to rub against them.  The stimulation in front battled against the fire being set in his bottom by Megan's continued application of the hairbrush.  She paused, and Timothy sighed in relief from both sensations.

"Don't think I don't feel you rubbing against my thigh, young man.  Ms. Johnson warned me this might happen.  Stand up."

Timothy stood.  His erection throbbed visibly.

"This doesn't appear to be getting my message across.  And I certainly don't want to be cleaning any messes off of my leg.  I want you to take care of that before we continue."

Timothy gaped at Megan.  Surely she didn't mean....

"Come on.  I'm quite sure you know how."

Timothy did.  Megan crossed her arms and tapped the hairbrush against her upper arm as Timothy self-consciously reached down.  His embarrassment was barely distinguishable from excitement, and it took him almost no time at all to bring himself  to a massive, shuddering climax, spurting onto the floor in front of Megan.  He had barely finished before she seized his arm and pulled him roughly back over her knee.

"Now I think this lesson can get started." She renewed Timothy's punishment with vigor.  Without the distraction, Timothy's awareness was focused on his bottom. Megan spanked much faster than Ms. Johnson, not giving Timothy a moment to recover.  The spanks blended into one another, and soon Timothy was a blubbering mess.  Megan smiled.

"That's more like it.  That is how I expect a naughty boy to look."

Megan completed the punishment with ten more full armed, forceful smacks of the brush, then dumped Timothy unceremoniously onto the floor to rub his punished bottom.

"I expect that mess to be cleaned up, young man."

Timothy sniffled and nodded, then started to reach for his pajama pants.

"Did I tell you to get dressed?"

"But..Megan...I need to go get something to clean up the mess...."

"Heaven knows Ms. Johnson knows what your bare bottom looks like after a spanking.  You can go get a towel dressed as you are."

Timothy looked back and forth between Megan's determined face and the heavy hairbrush still clutched in her right hand, then walked out into the hallway.

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