Student File One: Story with Pictures

 

Barking Up the Wrong Tree: Caption

 

My Father's Ward: Caption

 

You're Not Me: Story with Pictures

 

Conned: Caption (1 and 2)

 

Game: Back to School

I made this game using the RAGS engine quite a while back. Recently I managed to get it working again. I have uploaded the most recent version to: https://mega.nz/file/FGNxwD4L#L9pjiKEJNijlxvaF_BuCGVreg7oavsyXQWmE-Du2o5s

You will need to download the RAGS player in order to play the game. Some simple searching should turn that up in no time.

I believe there are currently 5 different ways to escape from the school. See if you can find them all!

Story: The Price of Stardom

 THE PRICE OF STARDOM

By Tcheser

“You know I have something here that would look just absolutely so sexy on you.” The man who claimed to be Sandra’s biggest fan told her. Ever since picking her up after her performance at the hotel club downstairs he had been laying it on as thick as honey. Sandra was a sucker for compliments though. Always had been.

“Let me get this straight lover-boy. You want me to wear something really sexy?” the sensuous young blonde singer asked the tall dark and handsome man. “What I’m wearing isn’t sexy enough for you?” She asked teasingly as she leaned forward towards the man sitting next to her exposing her breasts even more so in her tight low cut black dress.

“Oh, you look ravishing, my dear Sandra” The man replied quickly. “It’s just I think the outfit I have in the other room will showcase your beauty even more magnificently then your fine dress. I bought it just for you.”

“Well, if you insist” Sandra smiled and drained the last of her third glass of expensive champagne and began to stand to go change into the outfit. She loved receiving presents and often required lavish gifts of her beaus. She deserved it. She was no common girl after all. As a vocalist she always received top billing, had her own dressing room and called all the shots when it came to her performance. She was also in her sensual prime and although rather petite she had a nice figure, soft blemish free skin, a beautiful face and if she did say so herself a charming personality. She was glad she had fired that busybody manager her parents had hired back when she first started. She didn’t need a chaperone and now free of the annoying mother hen Sandra could actually have some fun.

“Would you unzip me?” she asked coquettishly as she turned around before her nearly panting admirer..

“Of course, my dear” the man stammered, putting his own glass of champagne down and rushing to unzip her. She heard his sharp intact of breath as he unzipped her and revealed her gorgeous body. She let her dress fall to the ground and stepped out of it and then turned around. She wore just her black thong panties and her matching lace bra. She had already discarded her heels. Then as the man drooled she unclasped her bra releasing her pert young breasts. She dropped the garment on the ground and then slipped her panties down her long legs and off. Now naked she walked as seductively as she could in her slightly inebriated state over to the man and tried to get him to forget this dress up nonsense.

Story: The Interview

The Interview

by Tcheser

Katherine was just signing a new NDA, a requirement for the continuation of her contract as Director of Personnel when she looked up and saw someone sitting across from her. She hadn’t heard him come and didn’t recall any appointments scheduled for this time of day. From the look of him, boyish face, cheap suit, he must be a new applicant. She was just about to tell him to schedule a meeting with her next week when he suddenly spoke and not so much his words, but his tone, caused her to forget what she was doing.

“Excuse me,” she said trying to gather her thoughts, “What was that you just said?”

“I asked if you were ready for the interview?” The young man said with a slight smile before adding, “Please don’t be nervous.”

“Nervous? Why should I be nervous?” Katherine replied with genuine confusion, she had conducted perhaps hundreds of interviews, they were nothing knew to her. More to the point, who did this snot nosed college boy think he was telling her not be nervous? She would give him the interview of his life and show him who was in charge here.

“Regardless, shall we begin?” she said, “Do you have a CV?”

Caption: Gluttony

Caption: Pride

Caption: Greed

Caption: If The Shoe Fits

Caption: Oops

Tina couldn’t believe the situation she currently found herself in. This was not supposed to be how things turned out, not at all!

She had planned everything out so carefully. In order to be rid of her boring, but rich husband, she had devised a clever seeming scheme. She would convince him that what he really wanted was something far different than anything he had ever dreaming of becoming. A dominated sissy!

Her husband has always been more than a little submissive so her plan wasn’t that absurd. Further she had met a very handsome young man who was a gifted hypnotist. They became lovers and he assured her that after just a few sessions with him, her husband would develop an uncontrollable urge to make the transition from man of the house to that of sissy slave to his wife.

Believing her new boyfriend had her husband well in hand, Tina turned to getting everything ready for her new sissy’s arrival. She went on a shopping spree. She purchased an entirely new wardrobe for her husband. Lots of frilly, lacy dresses and pinafores, ruffled panties, sheer tights and adorable shoes with bows, ribbons and flowers. Everything her new sissy could ever need and more.

It was so much fun! It even actually amused her at the time that after the hormone treatments, surgery and wearing tight figure shaping garments, her husband’s new sizes would be about the same as hers or so she had been told by her accomplices.

Unfortunately the lure of easy money was just too tempting and both the unscrupulous doctor she had contracted and her young hypnotist lover turned on her. They ratted her out to her husband who was furious. He threatened to toss her in prison. Tina begged for mercy and after substantial crying and pleading her husband finally relented. He thought it poetic justice for her punishment to be that she suffer what she had planned for him. Having no other choice Tina accepted.

So it was Tina who soon found herself returning home from the hospital with sweet little pubescent breasts, a high little girl voice and wearing the ultra frilly saccharine sweet dresses, darling tights and cutesy little shoes. It beat prison she thought as she pleased her husband in ways she had always reserved for good little sissy slaves.

Story: Too Beautiful (Part 2)

Too Beautiful

by Tcheser

When Katherine next awoke she cried out in panic. She screamed and screamed. She only stopped when Mattie emerged into the room with the cloth again. Not wanting to be drugged again Katherine shut up. That’s when she noticed that she was very sore. Very sore and very sweaty. She felt dirty. Why would her ass and pussy and jaw be so sore she wondered?

“Here, Katherine. Look at these” Mattie said as she tossed a stack of photos on the bed in front of Katherine.

“What are these supposed to be?” Katherine asked as she picked up the pictures. A moment later her jaw dropped. They were all pictures of her. Pictures of her in all sorts of sexual congress with men. Actually... they looked like boys, no more then 15 or 16 she would guess.

Now she knew why she was so sore and in particular why she was sore in such places. Her hand went instinctively to her ass when she came to the picture of her double anal penetration at the hands of the young men in the pictures.

“No, No!” she cried “These will ruin me!”

“I know they will” Mattie agreed. “That’s illegal in this and just about every other state. You could be looking at 5-15 years in the can for that”.

Little did Katherine know that the “boys” in the photos were all just young looking adults from Mattie’s church who had agreed to pose for the pictures to help Mattie out with her plan. Realistically speaking Mattie would be in more trouble than Katherine would be if the pictures got out. Engaging men to have sex with an unconscious woman you kidnapped is far from actually legal. Fortunately, Katherine was so distraught over her possibly shattered life she didn’t think in legal terms.

“Please, you can’t let anyone know…I can’t bear to have anyone find out…or to go to prison” Katherine pleaded.

Story: Twenty Years Younger

Twenty Years Younger

By Blurmy

And Tcheser

It was a Sunday afternoon and the cougar, Donna Valens, was relaxing, basking in post orgasmic glow. She had just demanded and had received sexual gratification from the much younger Keegan whom she kept around more for this purpose then for his aptitude as a butler. Some would call him a gold digger, others might have called him a boy toy, regardless Keegan wasn't with Donna for her kindheartedness and cheery disposition.

"That was fantastic Keegan, you really know how to push my buttons" purred Donna as she sipped from the expensive imported bottled water she insisted he stock the refrigerator. As usual she was dressed to the nines even for sex and wore a beautiful silky peignoir featuring a floral lace bodice rich in detail and complete with a built in bra to support her bountiful breasts.

"Well I aim to please" replied Keegan as he took a seat back on the bed after retrieving said water. He was in great physical condition, perfect dark curly hair, six pack abs and an ass you could bounce a quarter off, but then again that was expected of him, he knew that should he let his appearance slip just a little then Donna would be on to the next in a long line of "Keegans."

Caption: Cinderella

Caption: Slippery Slope

Story: Too Beautiful (Part 1)

Too Beautiful
By Tcheser

She was far too beautiful for her own good. That was what one Mattie Jenkins thought of her coworker Katherine Mahler. She was just too damn gorgeous. The men couldn’t keep their hands off of her.

To begin with she had a body to die for. A slim 110 pounds, but blessed with more curves then anyone had the right too and though quite petite, she possessed a delectable perfect heart shaped ass and small pert round breasts that defied gravity making the men drool with lust. She seemed to enjoy showing off her body and always wore daring little dresses and extra tight tops. She looked particularly good in red or pink and knew it. Almost all her outfits were in these colors and she never appeared less than perfectly put together.

Likewise her long honey blonde hair was always perfect. It came down to the middle of her back in soft waves and was unbelievably thick, lustrous and soft. Sometimes when she was thinking she would toss it to one side and all the men in the office would drop what they were doing and stare before they rushed off to the bathroom.

She would date not one, not two, but sometimes three men a night. Had she not been so young, the exertion probably would have finished her, but Katherine was a still blossoming young beauty at twenty five. Just out of business school really and diving headlong into the crazy world of finance.

Mattie would date occasionally too, but her career came first and she let everyone know it. She wasn’t an immature selfish little slut like Katherine. She dressed professionally and always had her dark hair in a bun on the top of her head so it wouldn’t distract her or anyone else.

Together they worked at the Welling, Welling and Smyth Brokerage firm. It wasn’t the most prestigious firm, but they had been in business for some time and had made plenty of money. Mattie liked the firm and wanted to stay there as long as she could and before Katherine came along she was certain she would always have a job there. Now that she was working there though, Mattie wasn’t so certain. Mattie believed it was quite possible that Katherine’s slutty behavior could very well reflect badly on the firm and cause trouble down the line. She wasn’t about to let this happen though. She vowed to do something about it and when she saw Katherine flirting with a client Friday morning she decided it was time to act.

Story: Hidden From Herself

Hidden From Herself
By Tcheser

“Angie!” Michael called “Take out the trash, I don’t want to have to tell you again!”

“Okay, okay, I’m going” Angie replied indignantly but hurried to gather up the aforementioned trash from the kitchen so she could take it out of their motel room and down to the dumpster in the parking lot.

“And watch that attitude or someone is going to have a sore bottom,” Michael added as he watched her struggle with the two heavy bags of trash which would have been one bag if she had taken out the trash earlier like he had told her.

“I will, I’m sorry, I’ll watch the attitude,” Angie quickly reassured Michael who looked at her skeptically.

“Okay, honey, hurry back, dinner will be ready soon.” Michael then said with a smile and tousled her short messy hair messing it up even further.

Dismissed Angie hefted the bags and went out the door into the dry heat of southern Texas. Heading down the open air hallway to the stairs she couldn’t help but reflect on how all the things that had happened to get her to this point.

Just a month ago she had been a highly successful gold digger. With her long blonde hair, angelic face and just a little help from some cleverly applied cosmetics and space age undergarments there wasn’t a man alive she couldn’t wrap around her little finger. True they never put a ring on the finger that mattered, but she had no problem keeping them interested long enough to get what she wanted.
This allowed her a very nice lifestyle. She had all the latest designer clothes, drove a luxury convertible, and had a condo on the beach.

Life was sweet...

Caption: Confusing