Jill waited near the corner of Main and Fifth Avenue in her new boots. These were not any boots, but the kind made for fucking and useless for walking any distance more than the living room to the bedroom. But here she was on a street corner with them on.
With her new boots, she was now five inches taller than her 5 feet, 2 inches. Jill is usually a confident, bold woman; this was well out of her element and a little exciting in that 'new experience' kind of way.
The black boots were not hard to find, she had always seen them in the window of her favorite shoe store, but the rest of her outfit she worried over for days before finally picking a short, red spandex dress that hugged all of her curves! Jill would have been too self-conscious to wear this out of the house, but with a short leather jacket and black tights she almost felt comfortable enough.
Her makeup she applied heavier than usual, focusing on her lips and picking a lipstick that matched her dress. She wore a wig for the occasion. It wasn't unusual to find her wearing one as she enjoyed changing her hair colour on a whim and the power to act a little differently because of it. It was a short bob, the front ends curled in nicely, her blue eyes accentuated by the dirty blond colour of the wig.
Jill was alone; it was an area of town she was not familiar with and the people walking by she would not have known. That was part of the thrill, being somewhere new, doing something that pushed the envelope of anything she had ever done. It was not the safest fantasy she could have chose to fulfill but this one she really wanted. Pushing aside all the anxiety and fear and negatives to get to this point, standing on a street corner looking to give someone head was her goal.
Taking one last deep breath, she walked to the curb, picking the black BMW parked there as the car she would approach, she would start.
"Hi" she said leaning over, letting the man get a good look at the deep cleavage revealed by the low cut dress.
