One of my favorite things about living in the city is the enormous amount of stimulus coming from every direction no matter what time of day or night. Driving down Broad Street on a warm May evening I found myself at a heightened state of awareness. The sun had just gone down and a warm spring breeze was blowing through my open car windows as I pulled up to the light on Walnut Street. The sounds and smells of the traffic, the multitudes of people on the sidewalk, even the rank odor wafting up from the subway steps, it was all being absorbed by my senses and being converted to arousal.
The light turned green and the tires of the car next to me let out a chirp as the driver rushed on to the next red light. The cab behind me blew his horn, and I purposely took my time pulling into the intersection. I knew where I was headed, and I wanted to enjoy every minute of this night.
Two blocks later I swung a left on Pine Street, hoping I wasn't too early. I spotted a heavyset black woman on the sidewalk wearing a short, formfitting, sequined dress and matching pumps, and knew I was right on time. The whores were coming out.
I slowed down to get a better look at my sequined princess and she turned towards my open window and smiled. I took one look at her rotted out mouth and automatically pushed my foot down on the gas, leaving her to continue her toothless stroll. I made a right on Twelfth Street and another on Lombard, slowing once again to get a closer look at two white girls in tight shorts and heels. As I got closer one looked directly at me and began rubbing herself through her white shorts. My cock gave an immediate jump, and I smiled at her, only to realize when I pulled along side them that both girls had their own cocks, which were hardly contained inside their tight shorts. I let out a laugh, said no thanks and continued up Lombard Street. I pulled back up to Broad, and there, on the other side of the street; I saw what I was looking for. She was standing up against a brick wall, just outside the rays of light from a nearby street pole. She was small and thin, but stood at least 5' 7 in the towering strappy platform heels she wore. Her skirt was a pale orange, and short enough that the bottom of her ass was visible with each step. As I pulled up to the curb I could see her matching mid riff top was sheer, and her small breasts and cute little nipples were clearly visible.
"You dating tonight?" she asked, letting out a stream of cigarette smoke from her painted lips.
"I am now; do you have any objections over taking a ride to the Rittenhouse? I'll make it worth your while."
"I have my own room around the corner" she said, then quickly adding, "but then again, the Rittenhouse is a nice hotel, how much worth my while?"
"I have three hundred roses for two hours....plus whatever you want from room service."
She had strolled up to my window and my eyes locked onto her face. This girl was too pretty to be walking the streets. Hookers only looked like this in Hollywood movies, and even that's pushing it. A truly beautiful face, high cheekbones, dark eyes accented by an even darker coat of eye liner, and full lips painted a deep shade of purple. Her hair was tied back in a ponytail that fell just short of her shoulders, and she was wearing the most amazing perfume.
"You'll walk into a hotel with me dressed like this? What, you want to play businessman with his little fucking whore? What is this, some pretty woman shit?" she looked at me for a minute shaking her head. "ok, four and I'm yours, two hours."
Four hundred dollars for a couple hours with a street whore was a lot of money, but there was something very special about this girl. I quickly agreed and she hopped in my car almost as quickly as I popped the locks.
We learned a little about each other during the short ride to the hotel. I told her about my business, and she told me her name was Drew, and that she danced at a couple clubs around town, but tonight she needed to make some extra money quickly.
The Rittenhouse Hotel was less than six blocks from where I picked up Drew. I pulled up to the entrance and the valet drivers ran over and opened our car doors. As Drew stepped out of the car it was if time froze. The drivers, the other hotel guests, people walking down the sidewalk, they all stopped dead in their tracks as this gorgeous woman dressed as the perfect slut stepped out of the car and accompanied me into the hotel. No one said I word, they just dropped their mouths open and stared. I have to admit it was uncomfortable walking thru the lobby of a four star hotel with this woman, but Drew wrapped her arm thru mine and gracefully strolled to the elevator.
I poured us each a drink from the mini bar and Drew walked up behind me and began stroking my cock.
"Ah yes, for you," I said, pulling out my money clip and pulling four one hundred dollar bills from the roll. "I think your going to earn this."
"You think so huh? Lets get you out of those pants and see."
I kicked off my shoes and socks and dropped my pants to the floor. My cock, so grateful at having been released, bounced up and down in front of me.
"Mmm, let me take care of this for you honey," Drew said, dropping to her knees in front of me.
She carefully took my cock in her mouth, and began lightly teasing the head with her tongue. I put my hands behind my head and intertwined my fingers, watching Drew run her painted nails along my balls as she took my cock deeper into her mouth. I reached down and lifted her chin so she was looking up at me, then gently put my hands on her cheeks and began sliding in and out of her mouth.
"You can fuck my face if you want; I mean really fuck it if that turns you on."
She didn't have to say anything else. I wrapped her ponytail around my right hand, held the side of her face with the other, and began pushing my cock into her throat. I don't think she was ready for me to push that hard and she began to gag, so I let up long enough for her to get a breath and then pushed myself back in even harder. I felt her begin to choke again but held myself there, until I saw the first tear run from her eye, leaving a trail of smudged mascara in its wake. When I let go of her head she pulled back, still choking, and a glob of spit and pre cum came poring past her lips. I repeated the process a half dozen times, until her entire face was a smeared mess of make up and drool. Drew continued kneeling on the floor looking up at me, the sticky mess on her face hanging in globs from her chin, before it dripped down onto the carpet.
