Through My Window

by Jayne Rylon

  “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.

  Jealous stares will lance me when I opened the curtain after he leaves.

  Nothing new there.

  “Yeah, I should get a fucking allowance. Being a bouncer at a live sex show ends up costing me more than I make some nights.”

  I chuckle. “But it’s cheaper than paying to see the show on your own before y
ou head to the district. You know you would anyway, you perv.”

  “Yeah, yeah.” Rick grins as he spins me around then bends me over the stool I use to sit on when my feet get tired of my shoes at the end of the evening. He yanks the thin strip of cloth covering my pussy to the side. “You’re probably right.”

  I watch over my shoulder as he strangles his cock with a meaty fist then slams inside me with one thrust. Fuck that feels good. Full. Possessed.

  He starts fucking me hard, fast and deep. From zero to sixty in no time at all.

  “Shit, your pussy is soaked tonight, Star.” He growls as he pummels me, tipping the stool forward with each thrust. He’s right. Loud slurps and wet slaps accompany his fucking as my pussy overflows. “You must have had a lively one before me.”

  “A newbie.” I moan when Rick grinds deeper. Damn, he’s huge. His cock connects with a particularly sensitive spot inside me when he forces himself to the max. There’s no controlling him, no topping from the bottom. And I adore surrendering to his desires.

  “Oh, you do love to corrupt them don’t you, baby?”

  “Mmm.”

  “I bet he didn’t drill you like this though, did he?”

  “Hell no.” I know Rick well enough that I don’t worry when he wraps his fingers with my hair. With a reputation for protecting the women at his job, and those he frequents in the district, he’d never really hurt me. In fact, the mild sting in my scalp starts to turn me on again.

  Too bad he won’t last that long.

  On break or not, he’s never needed more than the basic. I probably won’t have time to come again. Oh well, I can always take care of myself before the next customer…or wait and unleash my passion with a lucky guest.

  But damn, his driving lunges feel good. They sway my breasts beneath me, brushing my nipples over the fabric of the seat.

  “Fuck me, Rick. Give it to me hard.” He loves it when I talk dirty because he knows I mean it, unlike some. A grunt accompanies each of his drives inside me. His balls slap my clit on each pass. Damn, maybe it won’t take long for me either. “Give me your cock please.”

  “Yeah, Star.” Air bellows in and out of his lungs in giant pants as he works harder and harder to fuck me. My pussy clutches him tighter, forcing him to slam into my willing body. “You’re so dirty, baby. Getting off on my Euro. I love it.”

  He groans then clutches my hips for leverage.

  Better hurry. He won’t maintain this pace for long. Too bad because it feels divine. I arch my back, angling my hips to maximize the impact of his scrotum on my clit. He plunges into me hard enough that my ass jiggles between each reentry.

  When he begins to grunt behind me, the earthy sound pushes me over the edge. I scream as I shatter around his impaling cock. My passion drags Rick under. He fucks me with short, animalistic jabs as he fills his condom with jet after jet of hot semen.

  He withdraws as soon as he’s finished, stripping the latex from his purple flesh and tying it off with one practiced motion. I stand up quick, my orgasm still lingering. The rush of blood to my brain has me reaching out to steady myself with one palm on the red brocade wallpaper.

  “Hey, you okay?” Rick tucks himself back into his uniform then plops onto the stairs. He drags me to his lap, holding me against his still-heaving chest for a moment. His concern touches me. “I didn’t hurt you, did I?”

  “Nah, stood up too fast. You know I like it rough with you.” That’s the truth.

  “Thank God ’cause you destroyed me. But what does that mean, you like it with me?” He scrunches his eyebrows, studying my flushed face with an intensity and nearness that makes me a little uncomfortable despite all we’ve done together. “You’re like a sexual chameleon, you know that? Taking on patterns to blend with whatever you’re near. But…unlike the other ladies I spend time with, you really enjoy it.”

  “I didn’t know you were a poet,” I smile. The relationship between me and my clients can be many things, he’s right about that. But this is one of my favorites. Relaxed friendship, no-strings erotic interludes with someone I’ve come to trust over a series of meetings.

  “Me either but there’s something about you, Star.” He grins. “Maybe someday you’ll tell me your real name, huh?”

  “Not even after a fuck like that.” I pat his cheek as I get to my feet, rearranging my costume to cover my pussy. “Besides, you’re going to be late if you don’t hurry.”

  “Shit, you’re right.” He kisses my shoulder on the way out. “See you soon.”

  I wave through the window as he backs away with a smile.

  Tonight is going to be a good night.

  Early Morning

  I’ve long ago made enough to cover the rent on my window and the nightly take required to maintain my standard of living. Some girls work nonstop to guarantee their future. I stay each night until morning because I want more.

  Not a bigger house.

  Not a cushy retirement fund.

  Not jewelry, or a car or fancy clothes.

  Though I’ve ended up with those things for myself, I want more of this feeling.

  The crowds have begun to thin a little, only the hardcore and the determined left out and about. So I’m surprised to catch sight of the older couple, conservatively dressed, who make their way—hand in hand—toward my window.

  About twenty feet out, the somewhat overweight man turns to his partner and asks her something. I can’t hear from this distance but I see her nod. He strokes her hair from her face then kisses her with enough love to generate a shockwave of affection that reaches my post.

  They turn toward me once more, the woman smiling when she catches me witnessing their exchange. She’s a lucky lady and she knows it. Still, they continue toward my window and shock me again by nodding discretely.

  I open the glass and wait to hear what they’ll request.

  “Do you enjoy being with other women?” The gentleman makes a polite inquiry. Nothing crude here.

  “I do service them, yes.” I nod.

  “But do you enjoy it?” He stands firm on his inquiry.

  “Yes, depending on the woman.” I shift my gaze from him to the lady beside him. “I would like to entertain you and your…”

  “My wife.” He can’t help the involuntary smile the proclamation brings, even after what I would guess is some time spent in marriage. They’re a perfect couple.

  “I’d be honored to join you in seeking pleasure together.” I open the door before we’ve negotiated specifics or rates, something I seldom do, but standing in the open with them violates my sense of intimacy. Another rare occurrence.

  I close the curtain then perch on the stairs since the space in the booth is limited for two, never mind three.

  “How can I help you?” I study the pair as they take stock of their surroundings. For some, coming inside is like Alice falling down the rabbit hole. Through my window is another world. I get the feeling they’ve done this before, but never quite like this.

  “I—I’m having trouble performing lately.” The man glares at the floor, but his wife doesn’t allow him to feel shame. She rubs his back then wraps her arms around his waist. He grips her wrists, squeezes then takes a deep breath. “I’d like you to make love to my wife. Using a strap-on. I want to watch.”

  I look between them and nod. Not a request I’d take on for just anyone. I consider situations like these on a case-by-case basis. I never want to fulfill a man’s fantasy at the expense of his wife. Or entangle myself in a highly emotional situation if I can’t justify the end result to myself.

  “Are you attracted to me?” I ask his wife.

  “I thought you were gorgeous in the window, but after speaking with you, I’m sure.” She nods then sighs, rubbing her breasts against her husband as though she can’t help herself. “It’s been so long. I’d love for you to fuck me. Make me come. We agreed another man will never be inside me. It doesn’t feel right. But with you it does. Please help us?”

  �
��I recommend an hour session so we’re not rushed.” I turn to the husband in time to see his relief and joy mingle.

  “Will two hundred Euro cover the cost?” He pulls the bills from his wallet.

  I would take this job for free, though most prostitutes would wring an exorbitant price knowing how badly they want the experience.

  “Yes, that will do fine. Please put the cash in the drop-box.” There’s no room for me to maneuver between them.

  The man hands his wife the bills then adds a third at the last instant. A lovely gesture.

  “Follow me.” I head up the stairs, stripping my costume as we ascend. By the time we reach the top, I’m naked. I pause to collect supplies—a few condoms, some lubrication and the strap-on I keep in the top drawer—before climbing onto the bed to make room for my guests.

  The husband’s glance flicks to my bared breasts as I lounge on the bed.

  “She’s beautiful, isn’t she?” His wife grins at the sheepish look on his face. “It’s okay to look.”

  “Undress your wife,” I suggest from my vantage point.

  He does as instructed. I love watching them function as a team. She raises her arms for him to lift her shirt. She turns so he can unhook her bra. They operate without discussion. No instructions are necessary between them.

  When she turns back, they kiss. A quick, perfunctory peck before he moves on to her skirt. He slides the fabric down her hips, revealing her nude beneath. No panties cover her pussy and no hair decorates her mound.

  “Nice.” I recline against the wall and spread my legs. I don’t realize I’ve moved one hand to massage my breasts and the other to tease my swollen pussy until they turn their attention to me. “Join me.”

  I hold out my hand to steady the wife as she settles onto the mattress. Her position must grant her husband a world-class view of her ass and glistening core. I hear him whisper, “Jesus.”

  His wife and I share a mischievous grin and a chuckle. She knows the power of taunting a man before granting him what he wants most. How would it feel to be incapable of bestowing ultimate pleasure on my customers?