This is a much longer story than usual, but I hope you stay for the whole ride. I enjoyed myself writing it, and hope it has the same effect on you. Comments and suggestions are welcome.
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You’ve never hid the fact that you want to fuck me. All those years, always flirting but never acting. I admit, I teased you. I loved how you desperately wanted me. It wasn’t that I didn’t find you attractive. Your steel blue eyes contrast against your dark hair and seem to pierce my soul. We just never seemed to be in the same relationship place at the same time. Time marches on, and all of that. Now we’ve reconnected at an old friends’ wedding and the tension is palatable. Even your snooty wife felt it. She been bitching at you all evening and finally went to bed after too much wine. The after party at the hotel bar is winding down and only a few of us are left, telling the same old stories of “back in the day.”
“Well, I think that’s it for me,” Drew says to the two of us as he gathers himself. His intoxication is obvious as he takes a deep breath, slaps you on the back, and heads to the elevator. The bar is quiet and I sip the last of my bourbon, realizing that we’re alone.
“Are you tapping out too?” You ask with a sly smile.
“Don’t worry about me,” I respond with a smirk. “I can handle myself. ”
You laugh. “Don’t I know it.”
I take a breath. Something’s different this time. Your flirtation has been more direct than usual. I decide to stop playing coy.
“So what’s your plan tonight?”
“To get drunk and relive the good old days,” you joke.
I turn to face you, aware that my dress has ridden up a little and is showing quite a bit of thigh. I watch your eyes linger for a moment before returning to mine.
“No,” I say plainly. “Liz went up to your room two hours ago and you stayed here with me. What is your plan?”
You pause and take a sip of scotch. “Liz and I aren’t doing that great.”
“Clearly.”
“She’s moving out when we get back. She has an apartment across town ready to go.”
“Really? Or is that a line to get me to sleep with you?” It must be the bourbon but I’m not holding back. “Trying to make sure I don’t have any weird guilt about wrecking your marriage?”
“What? No, that’s not how I am and you know it.”
You’re right, and I soften for a moment.
“Besides, if it was a line, I would have tried it on you a long time ago.” Ah, there’s that smartass. Two can play that game.
“And you think it would have worked?” I ask with a smile.
“Maybe. But I have other tricks too.”
I laugh. “I’ve seen your tricks and none have gotten me out of my panties yet.”
“So I need to try harder?”
“Try as hard as you want. I’m not wearing panties tonight.”
You raise an eyebrow at me and take another good sip. I lean in a little closer.
“I’ve always wondered something about you, ” I say softly. “If you finally had your way with me, where would you cum?”
Your eyes widen at my directness. Good, I got your attention.
“Are you the type of guy that would finish across my breasts? Or do you prefer to cum deep inside my pussy?” I pause and bite my lip.
“Damn Jess,” you stammer.
“I’ve always enjoyed a nice facial, but I’m open to ideas.”
The look on your face is perfect. You can’t seem to decide if I’m being serious or not. I whisper my hotel room number in your ear and lightly slide my hand up your thigh as I climb off of the barstool. This is your chance.
~~~
I arrive at my hotel room and undress, waiting for your knock. Within a few minutes, there’s a light tapping on the door. I answer wearing only my black stiletto heels. You suck in a deep breath and admire the view before entering the room. Your arms wrap around me and you finally kiss me, hungry amd needy with an urgency that can’t be stopped. Our tongues dance together as your hands move down my body and cup my ass, slightly lifting me off of the ground.
I pull away from the kiss to drop to my knees in front of you. I open your belt and pants quickly, needing to see what lies within. I’m not disappointed in the thick cock that pushes free. Your erection is already throbbing, ready for what’s coming. I gently wrap my hand around it, excited to see that my finger tips don’t quite touch, and slowly lick the tip before inserting your head into my mouth. I lick and suck on your swollen head, then look up at you to hold eye contact as I slide your cock further into my mouth. Taking it all in one motion, I push your hard dick deep into my throat and hold it there for a moment. I can hear your breathing intensify and push myself down just a little further.
“Fuckkkk,” you moan. I slowly pull back, up to the tip of your dick and then slide all of the way down again. Deep, long strokes into my throat, slowly at first while I look up at your face. I take your hand and place it on the back of my head. Your fingers wrap through my hair and you take the hint, guiding my head up and down on your cock. I pull back off of your dick just long enough to tell you what I want.
“I’ve been waiting a long time for you to have your way with me. I don’t want it gentle. Fuck me hard.”
You pause to look at me, and then that sly smile returns. Your fingers tighten in my hair and you push my head down, shoving your cock back into my throat. I gag and then moan for more. You give it to me just like I want, sliding in and out harder and faster. I open my mouth wider to allow you to fully fuck my face. My saliva coats your dick and drips down onto my breasts. I lean back gasping for air. You pause for just a moment before thrusting into my mouth again and pulling my head into your hips. I grab your thighs and lean in even deeper, as if it were possible to have more of you down my throat. I have to come up for air, gasping and coughing.
In one motion you pull me to my feet and spin me around. You push your body against my back, grinding your cock against my ass. One hand is around my throat as the other grabs my breast and you kiss the back of my neck roughly. My pussy is dripping with anticipation.
“You want it?” you whisper. I nod and push my ass back against you. Your hand tightens around my throat and I moan again. You release my throat and push my shoulders forward so that I can climb onto the bed in front of us. I get on all fours, leaning forward on my elbows with my back arched and my ass up, and look back at you over my shoulder. You spread my ass cheeks and slide one finger along my wet slit and up inside of my pussy. You take a moment to watch yourself finger me.
“Fuck me,” I tell you again. “Use me.”
You push your thick head against my opening, parting my pussy lips and slowly, deliberately penetrating me. In one stroke, you slide deep into me, filling and stretching my pussy to take your cock. I gasp at the sensation, reveling in the fullness. You take hold of my hips and begin thrusting long, deep strokes into me. In and out, filling me entirely with each push, my pussy flooding with arousal.
“Goddamn, that’s a nice dick.” I manage to say between gasps and groans, and you moan in return. You start to thrust faster, but you continue to move all the way in and almost all of the way out again, giving me full, long strokes. I can feel the ridge of your swollen head as it pushes into my pussy over and over, and it’s intoxicating.
My pussy is throbbing, building up to a delicious release. I claw at the sheets, trying to stabilize myself as you continue to drive yourself deep inside of me. You must know that I’m getting close, because you slow down, teasing and keeping me on edge. I turn back to look at you again and you give me that damn smile again.
I grab onto your arm and pull you towards the bed.
“Lay on your back.”
Your dick stands at attention and I waste no time climbing up on top of it. I rub my clit and part my pussy as I slide down, taking the full length. Your blue eyes take in the sight of my naked body above you. I pause at the bottom of your cock, appreciating the way you fit inside of me, and let you look at me.
“Is this what you’ve been wanting?” I ask.
“Fuck, you have no idea.”
“Oh I think I do. Isn’t this what you’ve jerked off to for all these years? The thought of my wet pussy around your dick instead of your hand? Imagining how I fuck?”
You groan as I slide back up, my pussy lips gripping your cock, and I start to ride up and down. My tits bounce and you reach out to massage them, then pinching my nipples. I cry out in pleasure and throw my head back. I ride you faster, my pussy dripping down your cock.
“You never answered me earlier. Where do you want to cum? This is your chance, remember?”
“I’m going to paint your face with my jizz,” you answer. My pussy tingles in response.
“Oh yes please. Cum on my face and mark me as yours. Claim me as your little cumslut.”
The thought drives me wild. My desperate need for you has taken complete control of my body. I’m riding you wildly as my pussy throbs and builds towards my orgasm. I sink down deep and grind my clit into your pelvis. Your hard cock is completely engulfed in my pussy as it clenches and then finally explodes in ecstasy.
“Fuckkkk” I cry as the waves of orgasm pulse through my body. You thrust your hips up and wrap your arms around me, pulling me down to your chest. My pussy spasms around your rock hard cock and my thighs quiver. Quickly, you flip us over and rise to your knees above me. Your strong hand grips your dick and starts to jerk it over my face.
“Mmm yes, give it to me.” I open my mouth wide and offer my face to you. Your other hand grabs me by the hair again and brings me closer. I reach up and cup your tight balls, wishing I could suck on them, but your grip on me is too strong.
With a loud guttural groan, your orgasm explodes, and the first rope of cum lands in my open mouth. The next pumps across my cheek, and another up across my eye and into my hair. Another two, back down towards my mouth but end up on my lips and chin. You shove your cock back into my mouth and continue to pulse. I suck and slurp the remaining cum from your dick as I look up at you with a jizz covered face.
After a moment, I release your dick from my mouth. You collapse back into the bed, and I get up to rummage through my purse.
“What are you doing?” You ask, sounding concerned as I find my phone and turn on the camera. I adjust the angle to make sure your cum is visible dripping from my chin and take a selfie.
“Don’t worry, it’s just for me. I want to remember how much cum you dumped on my face next time I fuck myself.”
“Goddamn you’re sexy. I hope this isn’t the last time.”
“Your cock is delicious. I’m not done with you.” I look at the clock. “Although you should probably get back to your room so Liz doesn’t wonder.”
“We’re in separate rooms. It wasn’t a line when I told you we were done. Besides, she’s passed out from red wine and Ambien.”
“Does that mean you’re staying for another round?” I can’t help but be hopeful.
“Do I get to choose where to cum again?”
“Absolutely. Although I was kind of hoping that you’d cum in my ass this time…”
“Fuck, yes please.”
Source: reddit.com/r/eroticliterature/comments/vjy5ns/your_chance_mf