The Proposition

It's cold tonight. The type of cold that creeps into your bones. The type of cold that leaves you numb for hours. I'm used to being numb, it's part of the job requirements; indulge in random stranger's fantasies, pray to God you don't catch something, and remain completely numb. No one aspires to be a hooker. It is just one of those things that happen. You're going to school, you have friends, living life, and one thing leads to another. 'My family would be so proud', I think to myself as I walk up to the beat up old van parked on the corner. The driver is a gross middle-aged man, slightly overweight, and very sweaty. Considering rent is due, I do not have the luxury of excluding any customer, no matter how repulsive he is, so after a brief exchange of terms and expectations I enter the van. We drive a few blocks away to a vacant lot, it is the spot I usually bring my Johns. He exits the driver side making his way to the rear of the van. I climb through the back, meeting him as he pulls open the sliding door. He smiles a creepy smile and enters. Like I have done countless times before, I let my mind go blank and slip into another reality as he pulls up my skirt. I have long since stopped wearing panties while I was working, it makes the process quicker and easier; in and out. He takes a few moments to apply the condom I had provided before ramming his short, fat, cock in me. When I had first started, being entered without warning would have caught me off guard but after 3 years of tricking, I am a seasoned veteran. He lays on top of me thrusting wildly and grunting, 'This shouldn't take long'. His sweaty body is sticking to me so I decide to help him along with some dirty talk. " Yeah, right there, fuck that pussy", he begins thrusting faster. " Does it feel good on your cock?" He's moaning loudly now, his hands cupping my breasts. "Cum for me!" I shout and he loses it. He rears up pulling at my nipples and climaxing loudly "TAKE THIS NUT"!!!!! And just like that, it is all over. I get up quickly after he peels himself off of me and begin fixing my hair and clothes. He fishes around for his wallet in his discarded jeans and pulls out two crisp $100 bills which he doesn't release until I "give daddy a kiss". I shove the money in my bra, pull the van door open and start the walk to the subway. I need a shower after whatever that was. It has been a good night and I am exhausted.

The Subway doors slide open and I step off the platform. It feels good to be out of the cold and off of my feet. I make my way to an empty car and all but melt into the seat. When I sit I can feel the moisture of a long nights work between my legs. After a few moments the train jolts and begins its journey, stopping every so often to allow its passengers to enter and exit. Subways are just like hookers, they let strange people enter and exit them all day and night for minimal payment. I laugh at the thought when the door to my car slides open. I was hoping to be alone on my way home but I make no protest when I see the person that enters. He is a tall brown-skinned man with a nice tapered hair cut. He is well groomed and smells amazing as he passes me to sit in the open seat directly behind me. He is only wearing running shoes and jogging pants with a dark hoodie but he looks taken care of, he looks expensive. I can only bask in his scent a short time before my stop comes up. I stand to move and to my surprise so does the man. 'There is no way this man lives on this side of town'. But he follows me out of the subway doors and across the platform. He keeps walking closely behind me up the stairs as I make my way into the city. It is not until I turn the corner down a quiet street that he makes his move. He grabs me by my arm and whips me around. " What the fuck is your problem, let go of me!" I shout. He remains calm and pushes against me. "I'm interested in you" is all he says. He must have seen me tricking, "Look, I'm off, you know where to find me tomorrow night." I try to pull away but his grip tightens. "I am not interested in a few moments with you, I want to have you more permanently." He pushes his hand up my skirt, and I let him. His fingers twist and turn until he slides one and then another inside me. I let out a small sigh. HIs thumb begins circling my clit as he leans in closer. "Are you listening now?" I am unable to speak so I just gulp and nod. "Good, I want to offer you a way out of this line of work you've chosen. If you are interested." I am whatever he wants me to be at this point. I am at the mercy of his forefinger and thumb. He continues, " I want to purchase you, I want to pay you to be mine." He keeps rubbing, "I can pay you more than you make in a year and you won't have to worry about freezing your ass off out here". Everything he is saying sounds too good to be true but I am not in the position to question it. My pussy begins to throb and tighten around his finger. 'Oh fuck, am I really about to cum?' He feels me tighten and rubs my clit faster, my legs start to shake. I tilt my head back and moan through my orgasm. "YES"! I scream. He takes his fingers out of me and wipes them on my skirt. "Good, I am glad we can be on the same page." He pulls his wallet out of this pocket and takes out a thick stack of money. He counts it to himself before smirking slyly and handing it to me. 'There must be at least $1000 in here. He's just paid me to orgasm', He senses my bewilderment and chuckles. "Here is my contact info. Use that money to get yourself cleaned up and give me a call tomorrow afternoon if you accept my proposition." I clutch the money and his business card to my chest and nod in agreement. The man turns and walks back in the direction of the subway without another word, leaving me confused and reeling from what just happened. After a few moments, I collect myself the way I do every night after a trick and head home. 'I want to pay you to be mine.' The words dance in my head all the way home. The night has been long and eventful and I am too tired to piece together what this man meant. I will unravel it in the morning, at least I know I can afford the rent.