Teacher\'s Dilemma

Teacher’s Dilemma

Chapter 1

       Tammy couldn’t believe it.  How did they find out, after all these years?  And it was a student finding out at that.  “Why did she tell me instead of the principal?” Tammy thought to herself. 

Many years ago, when Tammy first got into teaching, she was arrested and convicted for drug possession in another state.  She kept it quiet and no one in her school, county, or state seemed to know about it.  She wasn’t going to tell anyone.  She never got into trouble with the law again and has taught high school for 22 years now.  She is known as a hard teacher, but she thinks she is fair and the staff likes her.

Now, the entire sudden, one of her students has approached her saying she knows about the drug possession conviction and would like to see her after school.  Tammy agreed to meet with her, not knowing what will happen.  “Maybe I can give her an “A” to keep quiet,” Tammy thought to herself.

School ended and the students exited the building.  Tammy straightened up her classroom and waited for Christine to meet with her.  Christine was a bright student, but somewhat rebellious.  She got by with B’s and C’s, but could do a lot better.  Occasionally she would get into trouble; Tammy herself had sent her to detention for a dress code violation.  Christine was a junior and had been at the school since her freshman year.  Her parents were divorced and her dad had moved away.  All in all, she seemed to be a regular kid.

Tammy looked up and stopped what she was doing when Christine came into the room.  She made her way behind her desk and sat down.  “Hello Christine,” said Tammy, trying to be professional. “You wanted to talk to me.”

“Yes, Ms. Thompson,” said Christine, very firmly.  “You have a little problem I can help you with.  I know that you have been a very bad girl and you need my help to keep your job, your pension, I guess your everything.”

Tammy lowered your head and tried to regain control.  Maybe Christine was fishing for something.  “What problem is that?” asked Tammy.

“That little drug conviction you forgot to tell the school board about,” Christine replied.  “We both know what will happen if I mention it to the school.”

“What do you want to keep it to yourself,” asked Tammy.  “I want you to be my slave until after I graduate,” replied Christina.  “Your slave!” Tammy replied, “What do you mean, your slave?”

“Oh, Ms. Thompson, you’re a teacher.  You should know what a slave is,” Christina replied in a sarcastic tone.  She followed with a much firmer voice, “You will do what I say, when I say; no questions, no hesitation.  Do you understand, slave?”

When Tammy hesitated, Christina added that if she didn’t do as told, she would find herself without a job, without a pension, and possibly in jail.  “Now, what will it be; slave or unemployed?” asked Christina.  Tammy lowered her head and replied, “Slave, I guess.” 

“Now we only have one week before Spring Break,” Christina said, “So we had better get started with your training.  Tammy wondered what she meant by training, and what she had in store for her as a slave of a teenage girl, a student nonetheless.

Christina told Tammy to get ready and that they were going to Tammy’s apartment.  When Tammy started to say something back, Christina asked her quickly and sternly if she wanted to start her training here at school.  Tammy decided not to go that route and told Christina no.  Christina quickly demanded back, “No Maam or No Mistress; never just no.  Understand?”  Tammy responded with a “Yes Maam.”

“I like yes,” said Christina, “the answer will always be Yes Maam or Yes Mistress.  Understand slave?”  Tammy answered, “Yes Maam.”

Chapter 2

       When they arrived at Tammy’s apartment Tammy opened the door and Christina barged in past her.  She started looking in every room and just checking out the place like she owned it.  When she finished she came back to where Tammy was standing and told her to strip.  Tammy could not believe what she heard and asked, “What?”  “You heard me slave, I said strip.  You are not allowed to wear clothes when at home, unless I tell you to.  Do you understand?”

       Tammy answered with a, “Yes Maam,” but could not believe it.  She just stood there shocked until Christina brought her back to reality with a hard slap across the face, “Now! I said slave.  Get naked now,” Christina demanded.

       With that Tammy began to undress.  First her shoes, then blouse, and then pants.  Tammy could see Christina was growing impatient so she quickly finished getting undressed and soon was standing naked before her student.

       Christina walked around her, inspecting her as if she were a car.  “Very nice, for someone as old as you,” she commented.  Tammy blushed from embarrassment; she could not believe this was happening.

       Tammy was not sure what to expect next, but Christina’s command surprised her.  She told her to go fix some snacks and bring them to the living room.  When Tammy left to go fix the snacks, Christina went to her teacher’s / slave’s bedroom and started to go through her stuff.  She pulled out all of her bras and panties.  She pulled out all of her shorts and pants.  She even pulled out all of her pantyhose and slips and threw them all into a pile in the middle of the floor.  The only thing left was dresses, blouses, and skirts.

       When Christina had finished she picked out a short sundress and headed back into the living room.  There was Tammy standing naked with a tray of after school snacks.  Christina had Tammy put down the tray and then threw her the dress to put on.  Tammy understood nothing that was happening, but knew she needed to obey.

       As Tammy put on the dress Christina asked her where her scissors were.  Tammy told her and she was off to get them.  When she returned, Tammy was standing in the middle of the living room wearing only a sundress.  Christina walked over to Tammy and began to cut the hem of the dress so that it was much shorter.  She cut it so high that if Tammy moved wrong her ass would show.  It was barely own below her crotch; very, very short.  When she had finished cutting it, she told Tammy to take it off.  Confused, Tammy did as told.  Christina told her to go fix the hem on the dress to the correct length.  Christina had seen a sewing machine in the bedroom and knew Ms. Thompson could sew; at least some.

       Tammy went to her bedroom to hem the dress and noticed the pile of clothes on the floor.  She wondered what they were there for, but went to work on the dress.  When Tammy finished hemming the dress it was even shorter.  Christina had not cut it straight, so parts had to be raised up more.  She brought it out to the living room, where Christina was watching TV and eating the snack.

She made Tammy stand there holding the dress several minutes before she even looked up.

       “Put the dress on slave and let’s see what it looks like,” she told her teacher.  Tammy slipped on the dress and as suspected, it barely covered her ass and pussy.  “Very slutty,” Christina said, “Just like it should be.”  She continued, “I am sure you saw the pile of unacceptable clothes on the floor in your room.  Since you are not to wear anything but dresses and skirt/blouse combos, you will not need any of those.  Since your cunt should be available at all times you will not need regular pantyhose or panties.  Therefore you should give those clothes to someone who can use them.  I want you to go to Good Will and donate all of those clothes.  And being the nice Mistress I am, I will let you wear your new dress.

       “I can’t go out wearing this!” Tammy replied.

       “Maybe you are right,” Christina responded, “Take it off and go naked.  Naked is always better.” 

       “Oh god, please no,” Tammy began to whine, “I will wear the new dress.

       “Now you have to beg to wear it,” demanded Christina.

       Tammy started to beg for Mistress to allow her to wear the new dress to the Good Will store.  She begged maybe ten minutes; an embarrassing display.  Finally Christina told her to go ahead and wear the dress, but to also wear a pair of heels she saw in the closet.  With the heels on, Tammy’s ass and crotch was exposed a little.

       Tammy had to make two trips to her car to take all the clothes she was to get rid of.  A few of the people in the complex looked at her.  A guy from his balcony watched as she walked to her car.  Finally she had her car loaded and was sent, wearing the new dress and heels, to give away her unacceptable clothes.

       She drove to the Good Will drop off place and was lucky they had a drop off in the back.  She pulled around and began to unload the trunk as soon as she could.  After a few minutes a truck pulled up behind her and just watched as she bent over to take stuff out of the truck.  She could not do anything about it, and she knew he was getting a great view of her exposed ass.  When she finished and closed the trunk the trucker honked and yelled a thank you.

       She headed back to her apartment and soon arrived, expecting to see Christina, but only found a note reminding her to be naked and not to go anywhere without permission.  She undressed and decided to get some stuff done around the apartment.  After getting a drink she sat down at the desk in the living room and started to grade papers.  She felt very awkward sitting there naked, but she knew she must do as told.

Chapter 3

       Tammy was startled by the door to her apartment opening.  She did not know Christina had taken an extra set of keys to her apartment and car.  She jumped up and started to cover up, but saw it was Christina.  She remained standing with her hands down by her side until she saw another one of her students, Becky, follow Christina in.  Tammy tried to cover up and run to the bedroom, but a stern command from Christina caused Tammy to freeze in her tracks.

       Becky closed the door and gave her teacher, Tammy a good look.  Tammy was even more embarrassed than when she had first gotten naked for Christina.  After a few minutes of just letting Becky eyeball their teacher, Christina told Tammy to get on her knees and crawl over to where she was standing.

       Tammy did as ordered and got on her hands and knees and crawled over to her Mistress; her student.  Becky just laughed as she watched.  “Well trained little bitch you have there,” she said.  “Will she do whatever you say?” Becky asked.

       “Yea,” said Christina, “what would you like to see?”  Becky told her to make Tammy eat both of them while she masturbated.  Christina then, with a huge smile, ordered Tammy to come and eat them while she played with that worthless cunt of hers.

       Tammy could not believe it and just stayed where she was on her hands and knees.  “Now!” Christina yelled.  Becky was already sitting on the couch with her skirt up and panties down.  Christina moved the coffee table and joined her.

       Tammy crawled over to her and started to lick Becky’s pussy.  Once she started Christina reminded her that she needed to masturbate at the same time.  Tammy eased a finger to her cunt and was surprised she was already wet.

       As she was licking Becky’s pussy, and Becky was responding, Tammy started to get into it.  Her tongue was darting across Becky’s clit and down inside her wet pussy.  At the same time, Tammy increased the work on her on cunt.  Soon, both of them came with loud moaning.

       “Now me, slave,” Christina commanded and Tammy eased over to her waiting pussy.  As Tammy was eating away at Christina’s wet pussy, Becky began to play with her teacher’s nipples.  Tammy was about to loose it again as she felt more stimuli than ever before.  She came before Christina did, but continued to masturbate as ordered.

       When Tammy was allowed to stop, after Christina’s orgasm, her face was covered with the juices of her two students.  She was commanded to go clean up as Christina and Becky caught their breaths and talked.  Tammy was required to crawl to and from the bathroom.

       When she returned she was asked if she liked eating pussy?  Her reply was what she knew was what she should say, yes Maam.  Somehow though, she did enjoy eating the two girls.  It did excite her, and she did have two great orgasms.  Becky then asked her if she liked sucking cock, too.  Once again she replied, yes Maam.  “And you love being naked, don’t you slut?” asked Christina.

       Becky then told Christina that they should get something to eat; she was hungry.  Christina agreed and told Tammy to go to the burger place down the road and get them something to eat.  Christina went to Tammy’s bedroom to pick out and outfit to wear as Becky made a list of what to get.

       When Christina came back out she was holding only a white blouse; and all the buttons had been taken off.  “Here, this should do,” Christina told Tammy “And it will not be closed; understand?”  Tammy nodded her head and put on the blouse.  She then took the list that Becky had made, picked up her purse and headed out.  As she walked you could see that she was wearing nothing under the blouse.  The opening in the front showed her cunt and it was short enough in the back to show part of her ass.

       Tammy quickly hurried to her car.  She was thankful it was starting to get dark outside and she was less likely to be seen.  She drove to the burger place very aware that her cunt was exposed.  The blouse covered most of her breast, but if you were to look closely you could see she did not have on a bra.

       When she arrived, she ordered the burgers, etc. that was on the list.  She knew she needed to be careful when paying.  If she moved too far or too fast her breast might fall out.  When she reached the window, she was mortified.  It was one of her students working the window.  “Hello Ms. Thompson,” said Bret.  She moved very slowly to pay and the same to collect her food.  She could tell by the smile on his face, he was seeing something; but she tried not to respond.  “See you tomorrow,” he said as she started to leave.

       Tammy brought in the food the girls had ordered.  They were both sitting naked on the couch, watching TV.  Tammy was ordered to eat them, as they ate their food.  Both girls had wild orgasms before they left to go home.  As they left Christina told Tammy that she had laid out her outfit for tomorrow and she looked forward to seeing her in it.

       Tammy immediately rushed to see what she was supposed to wear to class the next day.  Laid out was a short black skirt and red blouse.  The top three buttons on the blouse had been removed.  Also on the bed was a pair of black heels.  This would make the skirt even shorter, but should be okay.  It was the blouse she was worried about.  With the top three buttons missing, if she bent over at all she would be exposed.

       Tammy decided there was nothing she could do about it and would just have to be careful.

Chapter 4

       Morning came and Tammy dressed.  She felt so exposed and prayed she would not get into trouble.  At least today was Friday and maybe everyone would forget what she was dressed like by Monday.  It was nearing the end of school.  Summer break was just around the corner and everyone was very busy.  Maybe they wouldn’t even notice.

       When she had finished dressing she went to school early, trying to avoid as many people as possible.  Her hopes that no one would notice were dashed as she saw heads turn left and right; mostly by the students.  When the bell rang and her first class filed in she tried to stay behind a little podium she had.  Even with the podium there her breasts were somewhat open for looking.

       The first two classes were not too bad, but in her third class were Christina and Becky.  The class started as usual and then it happened.  Christina called Ms. Thompson over to ask her a question.  Tammy went to her desk, hoping to avoid anything, but that was not to be the case.  She asked Ms. Thompson if she had the correct answer to a problem on her paper.  Christina had written on the paper for Tammy to bend over and give the boys a good look.  Tammy did as ordered and the three boys behind Christina got a real good look at Tammy’s breast.  “What about this one, Ms. Thompson?” Christina asked and showed Tammy another note.  The note told Tammy to sit on the edge of her desk in front of Bobby and not to cross her legs.

       Tammy did as instructed and slowly took a seat on the edge of her desk with her legs dangling down.  If Bobby were to look closely he would get a good look at his teacher’s cunt.  Tammy prayed that her skirt was long enough and it was dark enough between her legs that Bobby would not see anything.

       Class ended without any more orders.  She quickly gathered her stuff and left school as quickly as possible.  When she arrived at her car, she noticed a note on her car seat.  She quickly got in and read the note.  It said she was to remove her skirt and drive with only her top on, and unbuttoned.  It also said that she was to walk to her apartment dressed like that; carrying her skirt, not wearing it.  Tammy slipped off the skirt and unbuttoned the blouse, then quickly left campus and headed home.

       When she arrived at her apartment complex she waited until there was no one around before she headed to her apartment.  Luckily the blouse, even though unbuttoned gave her some protection.  She opened the door to find Christina and Becky sitting in her couch, watching TV.  Tammy quickly slipped off her heels and blouse, so she would be naked; as required.  She stood next to the door, naked and awaiting orders from her Mistress, her student.

       “Get over here and eat us, slut,” said Becky.  Tammy went over to Christina, got on her knees and started to eat her Mistress.  Becky played a little as she watched Christina being eaten by their teacher.  After a few minutes Christina came and it was Becky’s turn.  Tammy was getting pretty good at this and soon Becky came too.

       After both girls were satisfied Christina had Tammy lay on the floor and masturbate so they could watch.  Tammy did as told and as she was fingering herself both Becky and Christina asked her questions.  They asked her if she liked showing the boys her breast.  They asked if she liked sitting in front of Bobby with her worthless cunt open and only a few feet away.  They asked her if she liked to drive home naked below the waist.  To all of these questions she answered, yes.  She knew that is what she should answer, but to tell the truth, all of those things excited her.

       As she answered their questions and fingered herself, soon she came with a wild orgasm.  As soon as she was finished Christina turned to Becky and asked, “Did I give her permission to cum?”  “I don’t think so,” replied Becky.  “Well then,” added Christina, “she needs to be punished.”  Christina ordered Tammy to stand up and put her hands above her head.  Becky pulled off her belt and handed it to Christina.

       Christina smacked Tammy hard on her ass and Tammy cried out.  “The only words from your mouth should be counting the swats and a thank you Mistress for each one!” Christina demanded.  She told Tammy to try it again as she swatted her ass again.  “One, thank you Mistress,” Tammy replied to the swat.

       Christina continued for four more swats on Tammy’s ass.  Each time, Tammy counted and thanked her Mistress.  After the first five, Becky got the next five.  Once again Tammy took it with great pain, but counted and said thank you.  After her five Tammy thought she was through.  Her ass hurt from the swats and her arms hurt from being raised.

       Christina walked around and around Tammy.  Finally she stopped in front of her and asked her if she was sorry for having an orgasm without permission.  Tammy answered with a, “Yes Mistress,” hoping to get some points for saying Mistress.

       “I think five more will make sure it doesn’t happen again,” said Christina.  With that she used the belt again; not on Tammy’s red ass, but on her left breast.  Tammy screamed out in pain.  “Not a proper response,” said Christina “Let’s try it again.”

       She swatted Tammy’s left breast again and heard Tammy reply, “One, thank you, Mistress.”  Christina swatted each breast twice.  Tammy’s breast were hurting bad.  But what was to come hurt even worse.  Christina smacked Tammy square between her legs landing right on her cunt.  Tammy bit her lip trying not to scream and give the five count with a thank you.

       “That sounded wet,” said Becky and reached down between Tammy’s legs.  She easily slide a finger deep into Tammy’s wet cunt.  “You like being whipped, don’t you slave?” asked Becky.  Tammy’s reply was the only one she was allowed, “Yes Maam.”

       Christina said that was nice to know, but they had places to go.  She told Tammy to go with them to her bedroom and they would pick out an outfit to go to the mall in.

       When they arrived at her bedroom, Christina and Becky started to go through Tammy’s closet to pick out and outfit that would be appropriate for their slave.  They picked out a white blouse and the shortest black skirt they could find.  “This will have to do for now,” they said, “We will buy some better stuff tonight.”

       Becky added that she thought that maybe Tammy should be clean shaven if she was going to constantly be showing off her cunt.  Christina agreed and told Tammy to go shave all her pubic hair off.  They wanted her to have a bald cunt from now on.

       Tammy went to the bathroom and got out the necessary stuff to shave herself.  First she trimmed her hair as close as she could with scissors then lathered up her cunt and shaved it bald.  She came back out to show her Mistress and get approval.  Both Becky and Christina rubbed her bald cunt and fingered her a bit, saying that was much better.

       They instructed Tammy to get dressed and the three of them drove to the mall.  When they got to the mall; instead of the regular store Tammy would normally go to they took her into a store that looked very wild.  In there, they saw another of Tammy’s students.  She was working at the store and noticed the three come in.  As she walked up Christina piped up and said that Ms. Thompson was looking for a new style; a wild, daring look.  Stephanie, the girl working there, told Tammy she had come to the right place and asked how daring she wanted to be.  Becky toned in and said like a slut.  Christina asked Tammy if she wanted to dress like a slut and Tammy answered yes Maam, as required.

       Stephanie couldn’t believe her ears, but got into it.  She led them to a rack with some low cut halters.  Becky picked out a red one for Tammy and told her try it on.  Tammy took the halter and started to head for the dressing room.  Christina asked her where she was going and Tammy told her.  “Right here is fine,” she told Tammy.

       Tammy looked at her as if she were crazy.  “Right here in the store?” Tammy asked.  “Sure,” said Christina, “A slut doesn’t care.”  Tammy looked around and Becky sternly told her now.  Tammy unbuttoned the few remaining buttons, slipped off the blouse and quickly put on the halter.

       “Nice,” said Becky and reached up to loosen the straps so more of her breast was exposed.  “What about a skirt to match this?” said Christina to Stephanie.  Stephanie led them to a rack with skirts on it.  “Too long,” said Christina, “Remember she wants to be a slut.”  Stephanie then led them to a rack with micro-mini skirts.  Stephanie was starting to get into this and picked out one, and told Tammy to try it on.  Tammy looked at Christina and got the command she feared, “Right here is fine.”

       Tammy slipped off her skirt and quickly slide on the new one.  Becky reached and pulled up on the front as if to see how much was being covered.  Stephanie got a good look at her teacher’s shaved cunt.  As Stephanie was looking, Christina asked Tammy if she was getting wet again.  Tammy replied as required with a, “Yes Maam.”

       Stephanie could not believe it, but was enjoying her teacher being treated this way.  Becky told Stephanie that Tammy loved to eat young pussy and asked if she would like Tammy to take care of that.  Stephanie looked around; it was really slow and told them sure.  She led Tammy back to the bathroom and stepped inside, while Becky and Christina watched the store.  She quickly slipped off her jeans and panties and told Tammy to do it quickly.

       Tammy dropped to her knees and began to lick Stephanie’s pussy.  Stephanie spread her legs as wide as she could while sitting on the edge of the toilet.  Tammy licked and sucked on Stephanie’s clit until she came in a great orgasm.  Tammy stayed in her spot licking and cleaning Stephanie, until she was told she was finished.

       Stephanie got dressed and walked out to where the other two girls were.  She was all smiles and told then, she could not believe it.  She had never been with a woman, especially her teacher.  She was just beaming as she got the story from the girls.

       After a few minutes Tammy came out wearing only her new clothes; the micro-mini skirt and loose red halter.  She really did look like a slut, but there was something missing.  “Shoes,” said Becky, “She needs the right shoes.  Tammy paid for the new clothes and then the three headed to get new shoes.

       As they approached a shoe store, Tammy was told that she was to buy the highest heels she could find; at least six inches.  She was to let a male salesperson help her and she was to make sure he measured her feet.  Tammy knew what that meant.  She knew it meant he was to be able to look up her very short skirt and see her shaved cunt.

       The two girls stayed outside and watched as Tammy went into the shoe store.  She got the attention of a male salesperson; not hard to do considering the way she was dressed.  She picked out a black pair of the highest heels they had, which was six inches.  She told the salesman she did not know what size she took.  He was more than happy to measure her foot.  She sat down in the chair and as he positioned himself in front of her he got a great view of her shaved cunt.  In fact, the skirt was so short; most everyone could get a good look, if they were in front of her.

       As he measured her foot she noticed he barely looked away from her cunt.  This excited her and she started to get wet.  How could her body betray her like this?  When he returned from the back with a pair of very high heels, he slipped them on her feet.  She stood up and realized that with the height of the heels, it made her skirt even shorter.  As she walked in them she knew her ass must be hanging out.  When she turned to walk back to him; the smile on his face told her she was right.

       When the girls saw she was trying the heels on they entered the store and came over to Tammy.  They told her she looked hot and asked the salesman if he thought so, too.  The bulge in his pants gave away the answer before he uttered a word.  He stuttered to get out the word, yes.

       The two girls told Tammy to get the shoes and to wear them back out to the car.  She boxed up her old shoes, paid for the new ones and headed out to the car.  She knew everyone was looking at her.  When they reached the car Becky reached under what little bit of material the skirt had and felt Tammy’s cunt.  “Oh my god, she is soaking wet,” said Becky.

       It was nearly ten o’clock and the girls needed to get home; but first a quick stop for burgers.  They sent Tammy in to get the order.  As she stood at the counter, in her very short skirt, high heels and low lose halter, she looked like a hooker.  Problem was she knew many of the kids working behind the counter.  She got her order and took it back out to the car.  The girls ate as Tammy drove back to her apartment.  When they arrived they told Tammy they would see her bright and early for a day at the beach.