Authors: Jayne Rylon
“God yes.” His gaze is locked on my progress, waiting for me to continue.
An overwhelming purpose consumes me, driving me to delight this man and myself in the process. I remove the condom from its wrapper and roll it over his full length. Not the biggest tool I’ve ever seen but far from the smallest. He’ll get the job done, which is more than I can say for a portion of my customers.
I plant my knees on the pad I’m sure he didn’t notice in the artificial twilight of our nest then guide his shaft to my lips. I relish the first contact of my tongue on his latex-coated cock. Some girls hate the taste of rubber. It’s not my favorite, but I’ve come to associate it with the pure adrenaline of my intense—never casual—sexual encounters.
I concentrate on teasing the head of his cock before guiding the entire shaft deep into my mouth. He’s long enough to reach my throat and I relax to allow him entry. My pussy dampens when he moans his appreciation. I take him to the base on several consecutive strokes, but his ragged shout and the sudden contraction of his balls alert me. He’s straying too near the brink of orgasm.
It’s only been two minutes, we can’t have that.
Lesser prostitutes would allow him to spurt as soon as possible. The fee is the same, no matter what he chooses to do with his time. But I want it to be good for him. As good as it can be.
That’s the only way it’s good for me too.
So I wrap my fingers around the base of his erection and squeeze deep on the pressure point guaranteed to return his control. I’ve learned many tricks from my customers and other window dwellers over the past several years.
“Thanks.” He pants as he settles his hand on my shoulders, recovering a tiny bit. He shakes his head ruefully then flexes his hips, urging me to suck him again. “I’m all right now. Sorry.”
I paint my lips with the tip of his penis so he can see my genuine smile. “Never apologize to a woman because she drives you wild. It’s a fantastic compliment.”
The lines flanking his eyes as he considers my advice disappear, replaced by desire when I welcome him back to the warm, wet depths of my mouth. I suck him hard but steady, just below his threshold for ultimate pleasure. When his thighs begin to shake beneath my caresses, I know it’s time to move on.
Besides, I’m eager to feel him inside me. The unpracticed fuck will be ambrosial—raw and a little clumsy. I don’t come with each customer, but I’m sure this man will bring me gratification. Sharing his journey fires my blood.
I pull my lips from him with a slurp for effect then nudge him toward the bed. “Lie down. Get comfortable.”
He complies while I whip my top off and strip out of my fringed thong. I kick away my platform heels then crawl beside his supine form. Splayed on his back, he folds his hands behind his head, as though to keep himself from touching me.
“What positions did you have in mind?” I remember how specific he was at the window.
“Woman on top.” His answer is raspy, but his inhibitions are melting faster than an ice-cream cone in the dead of summer. Being ultra-horny will do that to a person. Especially when I amplify his lust by cupping my breasts, molding them together in a decadent show. “A-and missionary.”
“Nice combination.” Sexy and sweet. Just like him.
I straddle his hips, prepared to swallow his cock with my swollen pussy. Thank God he’s smart enough to let me drive first. I can blow both our minds like this before turning it over to him for the homestretch. By then he’ll be mindless with need, able to hump like a dog in heat. And I’ll love every second of the untamed ride.
But when I cant my hips, reaching between us to align his erection with my saturated opening, he balks.
“Wait!”
“You’re not ready?” I tilt my head to study him. Painful arousal etches grooves around his mouth. It almost makes me rethink my no-kissing-on-the-lips rule.
“It’s not that.”
“Then what?”
“What’s your name?”
“You can call me Star.”
“How can I have sex with a woman if I don’t know her real name?”
“It’s not my name you’re fucking.”
His frown disturbs me so I snuggle closer then whisper into his neck. “It’s not you, honey, I don’t tell anyone.”
“Well, at least you should know mine, Star.” He grinned up at me then confessed, “I’m Jonah.”
I notch the tip of his erection in the opening of my cunt then sink onto him as I say, “Nice to meet you, Jonah.”
His heels drum on the slightly saggy mattress as I engulf him in my heat, working my internal muscles to massage his cock.
“Ah!” He grunts, shuddering beneath me as I begin to move, delivering what I’ve promised. When his fingers dig into the sheets at his side, I cover the tense digits with my hands.
“You asked permission to touch me.” My mentoring penetrates his haze of ecstasy. “Go ahead, play with my breasts.”
“They’re beautiful,” he sighs. “So huge.”
“Thank you.” I ride him with steady, escalating rocks of my hips. I take him to the root then lift off until the bare tip is all that remains locked inside me. I fuck him with several short strokes that tantalize his sensitive head before beginning the circuit again. When he still stares, lying limp and spellbound, I lift his hands to my chest then massage myself through his flesh.
Have the women he’s been with before never showed him how to please them? This is not a matter of a man paying to be serviced so he can be selfish. Poor Jonah has no idea he’s lacking.
The least I can do to help is give him some pointers. When he returns home, wherever that might be, maybe he’ll keep the next girl he fucks. He seems nice enough and steady. Now he needs some carnal skills to enhance his respectable nature.
“Pinch my nipples, Jonah.” I keep my rhythm steady as he gawks at me.
“B-but…” I don’t blame him. I know I’m making it hard for him to speak. “Won’t that hurt?”
“No, not when I’m excited.” I moan when he tests my theory. Passion sizzles from my chest to my pussy. Damn, that feels good. “Every woman is different. Ask them what they like if you’re not sure. Anything is better than nothing.”
He averts his face and I feel his cock soften a bit inside me. I reach behind my ass to cup his balls then drop onto his shaft and grind. The motion rubs my clit in tiny circles on his pelvis, tightening my sheath around him. We both groan at the improvement.
When his gaze meets mine once more, I smile. “Nothing to get upset about. You’re learning. You’re improving. You’re going to be great.”
His nostrils flare as he absorbs my reassurance. He even begins to fuck me from the bottom, his hips arcing upward to drive deeper inside my dripping cunt.
“That’s my boy.” I smile as I dip forward, letting him nuzzle my breasts. A quick study, he sucks my nipple into his mouth and draws on the crinkled tip, using my escalating moans as feedback.
He surprises me—and fills me with pride—when he flips me to my back and begins to pound inside my pussy. He picks up where I left off, alternating deep thrusts with teasing dips into the mouth of my clenching channel. The variation keeps my arousal fresh and makes the full glide of his cock have more impact when he bottoms out in my contracting tissue.
“Yes, Jonah. That’s right.” I coo as he gets a little out of control. His stride hitches when he nears the limit of his restraint. I don’t expect much for his first time out as new, improved Jonah. He’ll get better with age and practice.
Knowing time is short, I reach between us. I want to share his rapture. My fingers spread around his pummeling cock then trace my slit to the engorged bundle of nerves at the top. I flutter one fingertip over my clit, loving the way Jonah’s fucking presses it closer to my body with every slap of his hips.
He impresses me again when he notices, despite his mindless pursuit of ecstasy. He supports himself on his left arm then drops his right hand to mine, learning my secrets through tandem exploration. His fervent openness is too much for me to handle.
I wrap my thighs around his back and push us both over the edge with practiced undulations.
My pussy spasms around him, tempting him to bliss with wave after wave of contractions he has no hope of refusing.
“Ahhhhh—” His climactic roar is more of a moan but the sound renews my orgasm, extending both of our pleasure.
When the moment has passed, I separate our bodies with a wet sigh then remove the used condom from Jonah’s limp dick. He certainly enjoyed himself. The reservoir is completely full of his thick, white cum. The aftershocks of my climax inspire a shiver that runs down my spine.
Delicious.
Beside me, my student recovers, his chest heaving. When he finally catches his breath, he cracks open his eyelids with a wince.
“Do you mind lying here? Talking?”
“You have seven minutes left, we can spend them however you like.” With him I don’t mind sharing pillow talk.
“I’ve never caused a girl to have an orgasm before. Plus, I get so worried about not making things good for her that I can’t always…finish.” He refuses to meet my gaze when I prop my head on my hand, observing the red stain of embarrassment climb up his neck to his cheeks. “That’s one of the reasons I came here tonight. To see if there was something wrong with me. I’m so…relieved.”
“You’ll make a great lover, Jonah.” I pat his chest, soothing his discomfort. “Once you learn to let go. Don’t be afraid to ask the woman you’re with what she wants. I can tell you’re eager to please. That goes a long way. Trust me. And remember how you were at the end. You had it right. You’re going to make some lady very happy.”
“Can I ask you something…personal?”
The irony of that question strikes us both at the same time and we break into a fit of giggles, crashing on our sides, facing each other in the mountain of perfumed pillows I’ve supplied.
“Sorry. Dumb question. So…how big does a guy’s…”
“Cock?”
“Yeah. How big does it have to be for you to really enjoy sex?”
“You’ve got more than enough to be effective. Or didn’t you notice?”
I adore the self-satisfied smile spreading across his handsome face. I realize now, his good looks deceived me. He’s younger than I first estimated. Early twenties—younger than me. Though not by that much in years, he’s decades behind in experience.
“It felt amazing when you came around me. Your pussy clenched so tight, I thought you’d squeeze me in half. I couldn’t stop coming and coming. I’m surprised I didn’t have a heart attack on the spot.”
I laugh, thrilled to see him like this—carefree, light and relaxed. I love knowing I had a hand in helping him find this new place. “I’m glad you enjoyed yourself.”
“Thank you.” He’s so serious as he nods. “For everything.”
“You’re welcome.”
“Well, I guess I better go. My friends think I’ve gone out to buy postcards to send home.”
“You don’t really think they believe that, do you?” I shake my head as we both dress.
“Would you look at me and assume I’m the kind of guy to buy a fuck with a stranger and enjoy it?”
He heads down the stairs, but I catch him at the bottom of the steep run, laying my hand on his shoulder before he can escape on that note.
“I did. The moment I laid eyes on you I knew you’d be a terrific client. I saw a hell of a lot more than your bland exterior. If they don’t notice what’s inside, then forget them. I hope you don’t hide for anyone. Never again.” Usually I keep my opinions to myself, but Jonah brought something different out in me too.
Each customer builds their own relationship.
Every encounter is unique.
With Jonah I feel comfortable sharing this. More, I feel as if I would do him a disservice not to. “You seem like a terrific guy. Be yourself and stop worrying about everyone else. The rest will fall into place.”
“This might turn out to be the most important thirty minutes of my life. I’ll never forget what you’ve done.” He kisses my knuckles before spinning away, drawing the curtain aside and marching through the window.
The frame closes with a
snick
. I lay my hand on the glass and stare as Jonah strides, confident and determined, into the night.
When I lose sight of him in the crowd, now more rowdy and scantily clad, I sink to my stool and smile.
I have the best job in the world.
Midnight
Three standard blowjobs and one whipping session—him, not me—later, I’m still thinking about my more meaningful interaction. I wish I could watch Jonah with his next woman. I’m sure he’d impress me.
A staccato rap startles me from my reverie.
“I’m on break.” A familiar face grins in at me through my window. “Just have time for a fuck. No nonsense. Fifteen minutes.”
I open the window. Rick, a frequent customer, hops inside and passes me a fifty. No stumbling over the step for him. He locks the door and draws the curtain himself. I hear the
shwwp
of his zipper while my back is turned. By the time I finish putting away his cash, his cock is out, framed in his black uniform pants.
“A hot show tonight?” I cover his impressive hard-on with brisk efficiency so different than the deliberate care I took with Jonah earlier. The other girls despise me for being Rick’s favorite. They try to lure him away with healthy competition. And though he goes for variety on occasion, he always comes back to me.