Cigarettes and Listerine
The following story is about sex with a sex worker. I understand that is problematic for many people. For the purposes of this story, our sex worker is entirely independent, not being trafficked or abused by a pimp or dealer, although I am well aware that is often the case. This is just for fun. If you think you want to try something like this in real life, probably don't, or at least be very careful. Just jack off to a sexy story instead.
The scene is gritty and its participants don't look like pornstars. If you want Greek sculptures fucking each other's perfect bodies in an idyllic setting this isn't the story for you.
Thanks, enjoy!
Sitting outside of the cheap red roof in in my car, I contemplate what I'm about to do.
My girlfriend is sitting at home, probably sprawled on the couch, eating junk food and watching some stupid reality TV. I'm not, I'm at a cheap hotel, contemplating cheating on her.
The screen on my phone lights up with a new message. "You close baby? I can't wait forever."
I stare at the phone for a few moments, my hands shaking.
I've never done anything like this before.
"What a piece of shit I am." I mutter to myself, then, I punch, "Just got here, BRT." Into my phone and walk up to the door numbered 138. It's one of those motels where the doors are on the outside. The room I am looking for is on the ground floor. A lone lamp post provided dim lighting to the entire area. The sidewalk in front of the room is dirty, littered with cigarette butts and the dark stains of unknown fluids. There's a smell of stale smoke and urine. There's a window, and I see light coming from the room, but anything else is obscured by thick, dusty curtains.
My cock is rock hard, and my hands are shaking. The door opens before I can knock. "Come in, says a voice from inside. Thin, platinum (obviously bleached to within an inch of its life) blonde hair frames a tired, lined face.
She's wearing copious amounts of eye makeup. Giving her that 'Heroin Chic' look..."Or maybe it actually is heroin." I think to myself. Her lips are thin, and noticeably un-adorned. A pinkish gray shade.
She's older than her picture...no surprise, I supposed. But I'm not disappointed, it will be easier to ask for what I want. Who cares what this old hag thinks of me, after all.
She smiles slightly as I walk in, then she closes the door behind me and pulls the security bar, then locks the bolt.
I don't know what to say. I'm still shaking a bit, so I just stand there clutching my backpack in front of me and wait for her to take charge.
She's wearing a satiny robe with a kind-of Japanese pattern of dragons and phoenixes on a blue ocean-wave background. She's showing a lot of cleavage, her round, firm breasts sitting proudly up on her chest, despite any evidence of a bra to support them.
"Obviously fake." I think to myself, then find myself kind of excited by the idea of this old hooker's fake tits.
She moves up to me, takes my hand, and puts it on her breast. I give it a squeeze and raise my other hand to grab her other tit.
"So...you want GFE for two hours and you said you had a special request?" She asked, suddenly businesslike.
I pause my pawing and nod. "Yes...thank you...I have a couple of questions...if that's ok?"
She nods, and beckons me to the bed where we both sit.
"First...I want to make sure. We can kiss, and make out and...I can come more than once?"
"Yeah baby, you got me for 2 hours...as many times as you can go." She confirms. "What about the special request?
I hesitate. "Um...there's two. First, can we do it without a condom?"
She takes a long look at me. "This your first time honey?" she asks.
I nod.
"Thought so...fine, but that's going to be expensive, another two-hundred." What else.
I hesitate. This is the big one. I unzip my bag and pull out the strapon with shaking hands. "I want you to use this on me tonight too."
My ears heat up, and my face goes beet-red. I stare down into my lap.
She chuckles, "Oh honey, I'd love to fuck your virgin ass..." she puts her arm around me, and kisses me on the lips. "I'm gonna fuck the shit out of you sweetie pie." She whispers into my mouth.
She tastes like cigarettes and mouthwash. She smells like cheap perfume. I find it incredibly erotic, and I moan. Then...
"How much extra?" I ask.
"Nothing honey...I'm going to enjoy that part." She pats me on the leg. Then looks at me expectantly.
I realize that I have to pay her, and fish out $500 dollars from my bag. I don't know if this is a fair price...but I don't care, I can afford it.
She takes the money with a smile, and stands up, taking the strapon apparatus from my hands. "Why don't you go in the bathroom and freshen up in the shower. Make sure to wash that asshole nice and clean. I'll be ready for you when you come out."
I retreat quickly to the bathroom and lock the door behind me. My heart is beating through my chest. I can't believe I am going to go through with this. I turn on the shower, to allow the water to heat, and begin to strip.
I look at myself in the mirror as I undress. I'm not much to look at. 30's, receding hairline, about 5'10" and maybe 50 lbs overweight. I've got a doughy midsection, with a decent-sized belly. My pasty skin is coverered with a light smattering of brown hair running from my soft man-boobs down my belly and ending in a bushy patch of dark and curly hair surrounding my modest cock. Fully Erect, I might have about 4.5 inches of circumcised cock. It's a decent thickness, though, I think to myself. I'd love to suck one just like it, but I'm not brave enough for that yet... "One step at a time..." I think to myself, finishing undressing.
I get in the shower, and scrub vigorously with the hotel soap bar. I spend extra time on my crotch, ensuring everything from tip to asshole gets a vigorous coating of soap before I rinse off and towel myself dry.
I'm still completely hard. I know it won't take much to trigger me the first time.
I open the bathroom door and walk out naked. She has removed the bedspread from the queen-sized bed and is laying, fully nude atop the sheets.
I'm surprised at how thin she is. Her legs and arms look almost anorexic, with only a coating of loose skin covering them. No sign of muscle tone, or fat, just skin and bones. I wonder if I should offer to buy her dinner after this. Her tits are a stark contrast, the skin is stretched almost to translucency as two big balloons perch on her chest. I can see dark veins leading to her brownish-pink nipple area. She's showing no sign of arousal, the nipples flattened by the stretch of the implants beneath. There's a light scar on the bottom, leading from nipple down to her upper ribcage. Again, I find this incredibly erotic.
Her belly is loose and wrinkled into several distinct flaps. She's obviously carried more weight at other times in her life. Her stretched bellybutton has a big "diamond" stud in it.
Finally, I let myself see what I have been avoiding. Over her waxed pussy, with its dark ruffled lips is the strapon I asked her to wear. The cock itself sits atop her mound. It is large, 7 inches, and thick. The fake white skin is cobwebbed with a network of phony veins, and it's topped off with a golf-ball sized circumcised head.
I climb onto the bed and mount myself on top of her. Her big silicone cock presses up into my belly while my much-less-impressive unit pokes the outer regions of her pussy.
