It was Friday, Friday, gotta get down on Friday.
"What should I wear?" Maddie was fretting her little heart out. This was to be her first date. Her first ever date!
She stared at her wardrobe, her dresser, her closet. There was everything there, and nothing at the same time.
Francis had finally asked her out earlier that week. She had been looking forward to spending time with him. Just being out and about, as a couple. The talk with Sally had shown that they needed to make the effort to be a bit more public with themselves. This was the first step to doing that.
Maddie started going through what clothing she had. They were going to the fair. So it was going to be an outside venue for the most part. Outside and with plenty of other people in the crowd.
The weather. She had to consider the weather. It was fall, for the most part, so that meant cool temperatures. She normally never considered the cold until there was snow on the ground. Should she wear a jacket, long sleeves, go with a T-shirt? There were too many options!
"OK, OK, OK, time to calm down." Thought Maddie. "Just have to game it out." she started pacing back and forth in her basement.
"One. It'll be cold." She held up her finger. "If I wear a jacket, I'll be comfortable. But if I don't wear that, I can put on something a bit cuter, and Francis will try to keep me warm." Impeccable logic.
"Two. Francis has never commented on my body." Maddie frowned at that. "But I know he loves my tits." All the times she had gone running where her breasts were kept warm, safe, and oh so loved, by Francis went through her head. "So maybe I find something a bit low cut, show off the girls how they were meant to be seen."
She rummaged through her extensive catalogue of long sleeve tops. Absolutely none of them had any cleavage to them whatsoever. This just would not do!
Maddie was not about to let this stop her though. What really was cleavage in a shirt? Basically just a V shape. She had scissors, she had needle, she had thread, this was not an insurmountable obstacle.
Quickly donning one of the pure black long sleeve shirts, she stood in front of her mirror. Scissors in the one hand, she set about cutting down from the neck.
The scissors cut through the fabric with ease. Her pale breasts practically spilling out of the top now that they were allowed to breathe. The frayed cotton fabric formed a wavy edge.
"Elvira eat your heart out." Maddie felt a little smug as she set her shoulders back and made things even more pronounced. "Just you wait another... fifty pounds or so."
The overall effect was, to put it lightly, trashy, even to Maddie's unrefined senses. Her bra was peeking out from the bottom of the V shape. Sure there was a lot to work with, but that just meant she had industrial strength and shape bras.
Not one to be deterred, This was just the first attempt. There were more shirts out there. Another cut was all it would take.
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Ten shirts in, she tried hemming up the cut edges. The rough cut look was certainly not a good look for her.
"Come on. Come on!" Maddie chanted. The needle and thread made their way through the edges. Her fingers nearly numb from pushing it in and out.
She finished up the two sides and added a few last knotting insertions to make sure the thread wouldn't pull it self out. Cutting off the tail end was the last step and she inspected her handiwork.
It was... mostly straight. But the final results would speak for themselves.
Maddie pulled the V cut shirt over her head. The neck line flapped out wide. The bottom of the V stretched. When she took in a deep breath, the threading split and the shirt ripped.
With a defeated sigh, this shirt joined the others in the discard pile.
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Maddie had succumbed to the 'Just one more try' fallacy. "90 percent of all gamblers gave up just before they hit it big." Was what she was thinking. Her basement bedroom floor was littered with practically destroyed shirts.
Sure, maybe one or two were down to her navel, just to see what it would look like, but the rest were honest attempts at something sexy and revealing. Revealing they were, sexy they were not.
She lay on her bed with her arm over her face, depressed. There was nothing else that could be done. Francis was going to hate how she looked. They were going to break up. All this time they had spent together would be wasted. All because she didn't have the right kind of clothes.
"What happened down here?"
Maddie lifted her arm ever so slightly to see her Mother standing on the stairs. "It's all going wrong." She wailed.
Mrs. Callahan took in all the debris scattered around the room. There were shirts, basically all the shirts she had ever seen Madeline wear in her life, all of them with the neckline cut out. Seems her little girl was finally trying new things.
"Oh darling, let me help you." Mrs. Callahan swept down the stairs to her daughter. She gently tugged at the young woman and led her upstairs to her own bedroom.
When they arrived, Mrs. Callahan deposited Maddie onto her bed and sat next to her. "Now, tell me what's wrong." She put her arms around Maddie.
Distraught, Maddie couldn't face her mother. "I just wanted something special to wear for the date. But nothing I have is right."
"I know what that's like darling." Mrs. Callahan comforted her daughter, stroking her shoulder in the hug. "You want him to want you, so you dress a little bit differently."
"Uh huh." Maddie sniffed.
"I remember doing that for your father when we first started going out." Mrs. Callahan sighed. "The things I used to wear, just to keep him interested. Hooo!" She had a mischievous grin on her face. "Ah, but that was a long time ago, and let me tell you this little secret."
Maddie perked her head up.
"It really didn't matter what I wore." Mrs. Callahan squeezed her daughter. "He was mine the whole time."
Maddie chuckled.
"But that doesn't mean the right type of clothing doesn't hurt." Mrs. Callahan let go of Maddie and stood up. "Especially if you have certain... intentions."
"Ew gross Mom." Maddie was quick to lie.
"Just checking darling." Mrs. Callahan turned away from her daughter and opened her closet. "Now I don't exactly know what all you young folks wear on your nights out, but I'm sure we can find something for you in here."
Mrs. Callahan quickly started sorting through her clothes. A thought that went through her head was that, while Madeline would never fit into the outfits she wore when she was a girl, they were currently roughly the same size.
"Here, try this on." A set of clothes was held out, and from there it was on.
Together, mother and daughter, they set about creating the perfect evening date outfit for Maddie. Sundresses were brought out and discarded. A pantsuit was tried on just for the laugh. But they settled on something a little more demure.
Maddie walked out of there wearing blue jeans, a loose knit black over shirt that tied around her waist. A cream button up undershirt with several buttons undone. And her frizzy red hair done up into a bun, held together by a thick scrunchy.
She had the look. She had a plan. Nothing was going to get in her way.
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The alarm on Francis' phone went off, waking him up from his nap.
He rubbed his face, tousled his hair, and yawned.
Stretching, he put on his one button up shirt and slid on his only pair of slacks.