Autumn Term

“The thing you must not miss at any costs,” Benny told Tommy on his first day at St Andrews, “is the Halloween party.  It’s great everyone dresses up and there is music and the teachers usually end up having too much to drink.  And they dress up as well. Last year Miss Pinder came along in a Xena Warrior Princess type thing with huge metal cups on her boobs, leather shorts, thigh length boots, a metal helmet and just about nothing else.  Miss Howard turned up as a sexy witch with this really skin tight black leather costume, with a huge cleavage, black lipstick, she looked great. You must get a ticket they go like anything.”

“How drunk did they get?” asked Tommy eager to hear about the two bustiest teachers getting drunk at an all boy’s party.

“Pretty wasted,” Benny remembered the night, “at one point we managed to get one of the metal tit protectors off Miss Pinder and used it as a punch bowl for the rest of the evening.  She was wearing a bra underneath but it was great because one tit was really tightly pressed against her chest and the other flopped and bounced all over the place.”

“I don’t believe you,” said Tommy.

“True,” smiled Benny, “one thing Miss Pinder likes is her drink.  We’ve still got her metal boob shield in our den, we drink out of it.”

“Don’t believe you.”

Benny took Tommy to the den which was passed the old janitors room.  The walls were covered with Page 3 cut outs from papers.  There were crude drawings of Miss Howard and Miss Pinder in various positions.  And a chart of bra sizes of the teachers in the school.

“We think Miss Howard is the winner.”  Written next to her name was simply “massive”.

Benny found the metal boob protector, he had to hold it in two hands and it was covered in fake jewellery it was a surprisingly deep cup. 

“See told you it was true,” he handed it to Tommy.

“This has been on Miss Pinder’s boob?”

“Yep.”

The Halloween Party tickets went on sale not long after and Tommy made sure he was in the queue for them.  Miss Braddy the well-endowed deputy head sat at a desk handing them out.   She was wearing a tight blue jumper over her football sized boobs.

“Miss Braddy,” Tommy asked as he bought his ticket, “will you be at the party?”

“Yes Tommy,” she smiled, “I will be there.”

“Are you dressing up?”

“Yes.”

“What as?”

“Not sure,” Miss Braddy thought about it then said, “Miss Pinder is suggesting we come as characters for a playstation game called Killzone.”

Tommy imagined Miss Braddy in a tight leather one piece black uniform with a zip down the front which could be opened right down to her crutch, on her head she wore a black leather peaked hat. Tommy could not wait for the party.

How Miss Pinder’s boobs stayed in the costume the boy’s couldn’t understand, in fact they couldn’t see how any of their teacher’s massive tits were still in the tight leather uniforms.  Miss Howard, Pinder and Braddy were in black leather outfits based on the computer game KIllzone, they were skin tight showing every curve and bulge on their bodies.  The boobs squashed under the leather, a zip going all the way down to their pussies which for Miss Pinder was done up right to her chin.  Miss Howard was a little braver with it coming just to the stop of her pink, deep cleavage.  Miss Braddy’s was so low down they could see side boob both pressed together making a lovely pink valley between her tits, her nipples must have been just under the costume.

On their heads they wore leather peaked caps with “Killzone” written on them.

“It was a promotional gift,” said Miss Pinder to Tommy who asked about the costumes, “from the game company on the agreement we model in them.  We did a photo shoot for them last term.”

Tommy made a mental note to google those pictures.

Tommy was dressed as a rather lack lustre vampire, Benny had come along as a pumpkin, William was dressed as a pirate and Timmy wore a werewolf costume with a full head mask.

The party moved on and Miss Pinder managed to sneak a bottle of vodka into her fruit punch drink.  The bowl with the punch looked familiar to her.

“If Miss Pinder gets really pissed I am going for my fourth grope,” chuckled Benny.

“Fourth?” Tommy looked surprised, “when was one to three?”

Miss Howard came over obviously a little tipsy, “What have we here?” she looked at the four little school boys, “a vampire, a pirate, loving the werewolf Timmy and Benny what are you?”

“A pumpkin miss.”

“Pumpkin’s aren’t pink,” Miss Howard examined his costume, “and what’s that on your head?”

“The stalk miss.”

“It’s red, and it has…..” she looked closer, it looked like an erect nipple, “You come as a massive tit haven’t you Benny?”

“Maybe.”

“We need to have a word,” Miss Howard grabbed the large nipple on Benny’s head and tugged him out of the hall.

Miss Pinder was next to come over to the boy’s her jutting tits trying the escape from the confines of the leather uniform, “Which of you stole my…” she couldn’t think of a way of describing the tit shield which was now the punch bowl, “that.” She pointed to the punch bowl.

William spoke first, “You gave it to us last Halloween ma’am.”

Outside in the corridor Miss Howard pushed the small pumpkin boy against the wall, “Pumpkin tits? Is that it?  I have pumpkin tits now?”

“It’s a joke.”

“I’m going to punish you right now,” the busty teacher said, “take it off.”

“I’ve only got my pants on underneath.”

“I don’t care Benny take it off!”

The boy took the large pink tit off and stood there in his underpants.

Miss Howard started unzipping her leather costume down to her belly button, her heavy boobs were still trapped in the confines of the costume but they met in the middle pressed together bulging out putting pressure on the open zip.

“Look at them Benny,” she said softly, “look at Miss Howard’s huge pumpkins.”

Benny swallowed looking into the boob valley directly in front of his face.  She moved closed her tits coming closer, he moved back until he was against the wall, but Miss Howard didn’t stop, she pressed his face between her large pink knockers and rubbed them on him.

With that Benny came in his pants.

Miss Howard smiled moving back, “Get back to the party you dirty little boy.”

“But what about my costume?”

Miss Howard slowly did her zip up, watching his eyes transfixed by her massive tits, “Well if anyone asks tell them you came in your pants.”

Miss Pinder was insistent she didn’t give the boy’s her boob protector but William tried to argue she did.

“Well,” in the end she gave up, “even if I did I want it back in my office on Monday.”

“Yes ma’am.”

The rest of the party went very well.  Benny stayed outside from embarrassment.  Miss Howard had a slow dance with Timmy pressing his little face against her hefty bosoms.  Miss Braddy fell asleep and William tried to unzip her costume before being caught out by Miss Howard.  Tommy was given a drunken speck by Miss Pinder whose zip was down over her chest, her breasts trying to escape while she spoke to him, “You’re new here and there are a few things you need to know,” she was looming over him as he sat in a chair, looking down at him through the pink valley of her tits, “some boys are good and some are bad.  The good ones get rewards and the bad ones get detention or spanked if they are really bad.  Benny gets spanked all the time, he’s a very naughty boy,” she sat on his lap her tits right in his face, “I am in charge here and don’t forget it Tommy.  I will spank you if you are naughty.” She felt his cock harden in his trousers and quickly got off his lap, “remember that.  I am the boss here.”

Miss Pinder stood back and held out her hand, “Are we in agreement?”

Tommy stood up, “Yes but rather than shake if it’s all the same to you Miss Pinder I’d prefer a nice big hug.”

The headmistress gave him the hug and Tommy found his face rubbing against her large pink warm pillows, he tried not to dribble on them.

Sunday morning the boy’s met in the den which used to the janitor’s office.  Benny listened with interest to Tommy’s story, “So what did they feel like?”

“Soft,” Tommy smiled, “Like big pink pillows.”

“What I would give to rub my face between those watermelons,” he pretended his face was between them and shook it from side to side.

“What happened with you and Miss Howard,” asked William, “we never saw you again.”

“I got sent home,” Benny lied.

“What for being a big tit?” asked Tommy.

“Yeah.”

“But she brings her big tits to school every day she never gets sent home.”

The boy’s laughed at Williams’s bad joke.

Benny looked up at the chart of breast sizes, “We really need proper sizes on this.”

“How can we do that?” Tommy said, “we can’t ask to measure them.”

“Nick their bras.” Suggested William, “Miss Howard rarely wears her tit hammock when she’s doing her aerobics class.”

“Hold on,” Tommy held his hands out to stop them talking, “Miss Howard does an aerobics class, how come I just found out about this?”

“Benny and I are banned from it,” William looked thoughtfully up, “remember when we got banned Benny?”

“Yeah,” Benny said reluctantly.

“And why was that Benny?”

“Because….” He trailed off.

“Because Benny came in his shorts during the session.”

“She was thrusting her hips up and down and her tits were wobbling, what else could I do?”

“Not come in your pants?” said Tommy helpfully.

“So it’s agreed,” William clapped his hands, “Tommy goes to Miss Howard’s class and nicks her over the shoulder boulder holder.”

Across the town Miss Pinder was in her local supermarket looking at the fruit.  Little Timmy was there with his mother when he saw her.  She was dressed in jeans and a red t-shirt which was straining against her hefty melon sized breasts.  He could see her nipples sticking out of the fabric, she wasn’t wearing a bra and her boobs were still big and firm.

He then saw her pick up two large melons and hold them in front of her chest, weighing them.  As Miss Pinder did this she was looking directly at the little school boy.  She slowly moved the melons up and down as if she was about to juggle with them, raised her eyebrows at the boy and put them back.

“Timmy!” his mother called.

He ran to join her.

Monday morning and Miss Pinder waited in her office for William to come in.  There was a knock on the door, “Enter!”

The school boy walked in sheepishly holding the metal boob shield, he handed it to her.

Miss Pinder stood up, she was wearing her gown, mortarboard and a tight fitting white t-shirt.  She pressed the metal cup against her boob, making her jug flatten, “Yes,” she said holding it there, “that’s mine.”

She looked at the boy who was staring at the metal cup, “You can go William.”

The boy came out of a daze, mumbled “Yes ma’am,” and was on his way.