I.
Ryan asked her because he thought the chances of fucking would be close to certain and she knew it. It was a certainty he had begun to brag about it before anything had happened. He was nineteen, held behind a year and still the envy of most guys because of his looks and general confidence. Kelly was envied by no one. She was not ugly but not pretty, not the smartest either or particularly good at anything. In all her ordinariness she had decided that her only chance at any attention from males, or females for that matter, would be to dress a little differently than most girls. It had long been assumed she was a whore by everyone in school but she was technically a virgin having only given the occasional blowjob. She knew people thought this and even if she could she didn't want it to change. People talked about her behind her back and even though it was only malicious gossip it was still satisfying to be known..
Around school she walked as if on a tight rope, one foot behind the other so her ass swayed. She was short and thick. Though she had tight legs, a full round ass, a flat belly, and tits that perfectly balanced her lower half, her face was plain. She had long straight dark hair with blunt bangs. She moved with a confidence previously unseen in high school. She didn't belong there and she knew it.
This was what Ryan saw and thinking first and only with his dick had asked her to the dance. Kelly not being popular answered yes as it was the only thing she could say. After all what would people say if she had turned him down? Kelly and Ryan barely talked before but now when he saw her in the hall he would say hi and try to chat about something banal - third period English with Kieslowski or something less interesting. Kelly always thought Ryan was hot, tall, not overly muscled but in shape. In her mind, it was not a possibility that she could have dated him, but now it was happening and she would have to impress.
Kelly had come to school in her usual attire: a bit lazy but still slutty in a pair of tiny gray gym shorts rolled down at the top with the words "PINK" splayed across the ass. A pink tank, skin tight, puckered around her tits and a baby blue zip up hoodie added the slightest bit of modesty. Her skin was dark, orange from a habitual use of sunless tanner; she was never seen with out a plentiful amount of makeup. With the dance in a week and having managed to put some money together she focused on finding a dress. When lunch started it seemed a good time to leave for the mall.
She made her way through the hall and out the front door like it was 3:30. No one stopped her because she walked like she knew where she was going and they had accepted some time ago that Kelly would do what she wanted.
The mall was populated with the elderly, housewives and a handful of mallrat dropouts. She loved shopping especially when she had something to do it for. Kelly was not the kind of girl that had sales people queuing up to help. She was not wealthy but had a waitress job that gave her plenty of spending money. The first department store yielded little. Everything was for prom, expected and on the matronly side for Kelly. Though she usually stuck to the mid-range stores, this occasion being what it was, decided to go to the one with all the designer stuff.
It was there, framed by the swinging glass doors before she even walked in. Modeled by a less well-endowed mannequin, she was to it in seconds. A silk bubble baby doll in ivory with an obscenely short a plunging neckline, it had everything. Six hundred ninety five dollars was far more than she had allocated but she would get it. Approaching a salesman she nakedly flirted her way into the changing room. It fit perfectly at size 4 and with her height it was probably more lewd rather than full on obscene. The only issue one may have found was that the bodice strained to contain her boobs. She spun round and round checking every angle seeing that everything was in place and just the right bits could be seen and seen well. Here smile did not break as she slid her tiny shorts back on.
The young salesman found her as she was leaving the changing room.
"Shall we wrap it up?"
"Yes!" Kelly replied.
"Very good. I wish you would have modeled it for me," the man said. "How will you be taking care of that?"
"That's the thing," Kelly said, just starting to turn it on. "I kind of forgot my wallet and, well, I really need the dress for tonight. Is there anyway I could, you know, pay later?" She had fully extended her self across the sales desk, straining to expose every bit of her tits as possible.
The young man looked around nervously. He was handsome with gelled hair and an obviously expensive suit. He took a deep breath after looking in all directions and then repeating his survey.
"Umm, well maybe we should see how it looks on. Just to be sure you should get it." He smiled.
"Sure," Kelly said.
The young man motioned for her to follow him to the changing area. He closed the door behind them and hung up a "Temporarily Closed" sign. Kelly was not smart but had no illusions about the situation.
The young man swung the door open to a dressing room. "Here you go," he said.
As Kelly went in he edged forward in the doorway, not giving her the option to close it.
"Go ahead and try it on."
She was far from bashful but still this bothered her. It would not prevent her from getting what she wanted though. She let her hoodie fall to the floor. A full-length mirror was on one wall. The young man stood perfectly still filling the door, tracking her with his eyes. She pulled her top over her head leaving her in her shorts and a cute lavender bra with white lacy trim. She eased the dress up her small body.
"Aren't you going to take your shorts off? See if it fits?" he said.
"Umm yeah." Once she was covered, she shimmied them down her hips, hardly exposing more than her legs.
"Very, very sexy," the young man said.
She turned around sticking her ass toward him a bit as if offering it to him.
"Nice," he said. "Well you have to have it. Take it off and let me wrap it up"
She smiled. Carefully but quickly removing the garment once again.
"Thank you so much. I am so excited." In taking the dress off she had only half realized she was now only in her underwear: a thong with a wide lacy top and lavender satin between her legs and her bra.
"Well one more thing though," the young man said.
