《The Street Festival: How A Wallflower Became The Hero (updated)》Chapter 3
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It was the Friday afternoon before the street fair on Saturday. Dinner was done and Marty had cleaned up the kitchen for his mom, just as he did most nights.
Marty's mom had retired to the living room where she fell asleep on the couch. Marty didn't blame her for it since she was also working a part-time second job as a waitress so they'd have enough for the bills and food.
She was up at four every morning so she could do three hours of a waitressing job before heading to the school. On Saturdays she pulled eight hour waitressing shifts and six hours on Sundays, unless she filled in for someone else, pulling a double, which she often did. She was always working now. Feeling sorry for her, Marty did everything he could to help out around the house.
Finished in the kitchen, Marty walked to the bathroom and took off his glasses. He put his contact lenses in and fluffed out his hair with his fingers.
He turned his head left and right.
The more he looked at himself the more he was convinced that maybe Gerald had been right. He too could see what kinda, sorta looked like a girl gazing back at him. She wasn't beautiful by any means, far from it, but it was enough to possibly be mistaken for a girl by someone who didn't know.
After a few minutes of studying his reflection, he had convinced himself he could do what he was planning. He picked up a little glass bottle off the counter and read the label . . .
"liquid foundation"
He dabbed a little on a makeup sponge that was stained the same color as the liquid in the bottle and began to apply it to his face. He took care to spread it evenly, just as he had learned from the makeup tutorial videos he'd been studying on YouTube.
Once he was satisfied with that Marty moved to eye shadow, attempting what the beautiful girl in one video had called, "a smoky look." He had watched hours upon hours of videos, commuting everything he could, to memory.
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Marty continued to play with his mother's make-up for quite some time, trying several different products. Amazed at how he was starting to look, Marty became aroused.
The person looking back at him from the mirror was now definitely feminine and he had to admit, kinda cute too.
Tingles traveled up and down his spine as he realized his idea was not only possible, but he was absolutely going to do it.
Marty washed off his face before peeking into the living room to make sure his mother was still safely asleep on the couch.
He then tiptoed to his mother's bedroom and checked out the clothing in her closet. He slid hangers from right to left, carefully observing each piece. He was looking for something a girl his age might wear.
Marty made it through about half the clothes before he stopped on a very nice black dress with lace accents. He pulled it out and admired it.
When he held the knee-length garment against himself, he felt the same tingle up his spine again and immediately knew this was the one.
He then opened the top drawer of his mom's dresser, pull out a foam-molded, wire-rim bra, and a pair of pink bikini cut panties. In the next drawer down, he selected a pair of tan pantyhose, before a thin silky black pair caught his eye and he decided to take them instead.
Thanks to his mom's petite figure, he knew he was sure to look good in this selection.
He had always heard his mom say she was Chairman of the Itty Bitty Titty Committee and right now he was glad for that because it meant the boob size of this bra wouldn't be too big for his frame.
Slipping his foot into one of his mother's black pumps, he found they were almost a perfect fit, maybe a half-size on the small side but it would work.
After trying to take couple step he decided the heel of this pair was too high, so he chose a pair of low cut, suede ankle boots with lower heels just to be on the safe side. He didn't want to twist an ankle or worse. How would he ever explain that?
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Marty took his stash back to the bathroom where he locked himself in and started a shower. He took his time and washed thoroughly using his mother's girly scented body wash.
Once he was done he picked up his mother's shower shaver and worked it on his legs and armpits, carefully making sure not to nick himself and insuring all the hair was gone.
When he stepped out of the shower and a draft of air hit his legs, the spine tingle returned.
He was really getting excited about his plan.
He applied a moisturizing lotion over his legs and marveled at how smooth they felt. Even more tingles and shivers.
After drying his body, he dried his hair as best he could with another towel.
Even though he was excited, other thoughts also ran through his mind. This isn't right. Maybe I shouldn't do this. What would mother think if she found out?
She won't, he told himself. I'll be careful. This is something that has always been a dream, but only a curiosity, nothing more than a masturbation fantasy, something I searche online late at night to get aroused and my favorite catagory of stories to readI on Wattpad. I can't believe I'm actually going to act on it for real. I won't screw it up, I can't afford to.
He closed the toilet lid and sat down, trying, for the first time, to put on pantyhose.
Oh, what a wonderful, uniquely feminine feeling. The sheerness of the hose against his smooth hairless leg. He could feel the silkiness of the nylon as it slid across his legs, and he loved it.
Once he finally got them all the way up, he found they were uncomfortably twisted on his legs, so he took them off and tried again. Satisfied that he had done it right this time he picked up the panties.
The panties tickled, causing another tingle and a shiver up his spine as he pulled them up his leg, over the sheer hose. Once he had them on he wondered if he had done it right or if the panties were supposed to go on under the hose. He decided he'd try it the other way next time, then retrieved the bra from the floor.
Fastening the bra in front, he rotated it on his body, inserted his arms in the straps, and filled it with washcloths.
The bra had a foam padded cup that made the makeshift breast look quite natural.
As Marty lowered the dress over his body, a wave of excitement swept across him again. He began to shake.
He caught a glimpse of the reflection in the mirror, of the girl with damp hair staring back at him.
His thoughts raced again. My gawd. That's not me. That really is a girl. If Gerald saw me now he would drool over me . . . Would the football team as well, I wonder? . . . Whoa, where did that thought come from? Am I gay? I thought I was straight. Maybe I'm bi-curious or something. Maybe I need help? No! I like girls. If I didn't I wouldn't want to be one, but being one would make me . . .
Marty took the feminine items off and carefully folded them.
He then peeked out the door. The coast was clear.
Marty hurried back to his bedroom and hid the clothes in the back of his closet.
Tomorrow was going to be fun. Very fun, if he didn't chicken out in the morning.
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