The Night That Could Have Been

Chapter 1: Tony's Perspective

So here you are back in your old town, but a completely different woman. So alike but now empowered in a way that makes you even more attractive. You have decided to join me on an adventure that is both new and in so many ways familiar. Trusting each other to push each other. My life has taken many turns since our last encounter which led me to our current location on this new adventure. Long ago I had a friend that worked at a private sex club as a waitress. Some nights she would kind of feel freaked out. She would ask me to come and sort of support her and give her ease. Long story short I was invited as a member. Now when you hear of sex club many salacious things come to mind, And many of them do happen here, but all in all it is mostly a place for those with slightly voyeuristic tendencies and light BDSM fetishes to gather. The rules are very strict so nothing unwanted or violent ever occurs. But it would not be uncommon to see a woman loosely tied up and being gently spanked while others lounge on couches, whispering to each other with drinks in hand. As the night progresses maybe you will see a woman with her skirt pulled up as her partner caresses her as she gets off for one and all to see. Some wear masks, others are unabashed.

So here we are, we park around back as is custom and you are in your beautiful blue corset. You have asked about 20 questions on the ride over and I know you wanted to ask 20 more. I comfort you and let you know you will be safe and the only thing you have to commit to is walking in the door and having a sweet delicious beverage. I do know that you have your toy in your purse as I have requested. And your beautiful blue mask on your lap. I can see the top of your beautiful tits pushing up against your corset. I come around the truck and open your door. Guiding you by your hand, I have my purple shirt on and look over my shoulder seeing both the anticipation and trepidation in your face. I stop for a second and look at all of you. 5'6" blond haired with a smile that can light up not just a room but a city. Filling out your dark blue corset with your 38C breasts.

How did I get so lucky? I pull you into me in the parking lot and push your hair over your ear as I kiss you. I remind you again: you make the rules all will follow. We enter the club. They have a coat room where I take your scarf off of your shoulders and remove my jacket. They must check for anything nefarious and as he looks in your purse I see you flush a little bit at what you know he has seen. But this is just a normal day for him and he waves us through. As you enter, the bar is to the right and it is a large open space with lots of red and black on the walls. There are multiple BDSM crosses and rope space throughout. There are maybe 30 or so people spaced around, mostly at the bar. But there is a short blond in nothing but her black thong already tied up on one rack being softly flogged while 2 or 3 couples enjoy themselves on the couch. You see a tall women of dark complexion begin to undress another pale brunette next to a play table farther to the right. And i see you look at both of them multiple times as we make our way to the bar.

You have forgotten to put your mask on in anticipation, and I take it from your hand and place it on you. We stroll over to the bar - many eyes are on us as they admire your new corset and perfect smile. I order a martini and ask if they have anything nearly as sweet as you on the menu. You roll your eyes and he stares you up and down and says he thinks he might have just the thing. He returns with mine and serves you a blackberry mojito. I take you to a couch in the corner slightly farther away from the play area and sit you down.

I ask, "So not as bad as you thought?"

You still sip your drink awkwardly due to your mask. You say, "Far better then i expected!"

I rest myself back on the couch and put my arm around you, kind of pulling you into me and also allowing my fingertips to gently stroke your shoulder and top of your breasts. We rest like this as a few more people move to the play area. Now there are multiple couples doing their various proclivities while we watch. The dark brown brunette is laying on her back as her partner rubs a vibrator up and down her fully nude body. She has larger breasts but small nipples. We can see from our couch that she has darker lips than you but is nicely shaven. I can tell as you glance around, for some reason you keep coming back to her as you scan the room. I reposition myself to give you a better angle to see all of her. Your hand is in mine and I feel you tightening and snuggling closer as the show goes on. Her partner now begins to slowly start to focus the toy on her thighs and slowly drag it across her pussy over and over.

Even from here we can see how wet she is. I take my left hand and start running it further and further up your thigh. As she quickens on the brunette I slowly start to inch your dress up a little every time i drag my fingers up. Every time I look at you, making sure you are fine with my decision. Now it is at your knees and if someone would want to look closely I'm sure they would see your nicely waxed pussy. But you don't stop me. My right hand is now openly messaging your breast as my left keeps inching your dress higher. I can feel your breathing quicken and watch you look around a little more as your dress keeps exposing more of you. I pull you to me and kiss you slowly and ask is this ok? You place your hand on mine and pull your skirt up even higher. Now she is holding the vibrator on the brunette for longer and longer as she starts to buck and move from side to side.

Chapter 2: Cleo's Perspective

My heart is pounding, feeling both arousal and anxiety. When we first came in, anxiety was dominating. But as I sit there, sipping my delicious drink, cuddled up safe against you, the anxiety starts to lessen and my curiosity and arousal become dominant. I look around, taking in everything but trying not to stare too long at anything. I'm glad you put my mask on because I'm sure my face is bright red. There are lots of beautiful people in various states of undress and engaged in various activities. But it's the brunette in the play area that I keep coming back to. Her breasts are just perfect and all I can think about is how much I want to run my hands over them and squeeze those cute little nipples. I notice your hand slowly moving my dress up my thighs. I feel a little self conscious, I'm aware of all the eyes that are on me. I finish my drink and you reluctantly get up to get me another. My eyes go back to the brunette and this time they lock with hers. She is moaning and arching her back and she looks directly at me. I smile and watch her cum with my hand brushing my upper thigh.

It's at this point you come back with my drink and the biggest shit eating grin on your face. You laugh and ask me if I'm having fun. I pull you down onto the couch and kiss you hungrily.

'Good,' you say as you gently push me away, kiss my forehead, and reposition yourself back to one arm around me and the other on my thigh. Your one hand starts lightly brushing just above the top of the corset, your other pulls my dress a little higher. Now it's to my upper thighs and my pussy is visible. Your hand creeps up my thigh and gently parts my lips, exposing me for all to see. I have a little moment of panic and close my legs and tense a little. You brush my hair behind my ear and kiss me gently but deeply. And I relax and let you gently push my legs back open. Your fingers back spreading my lips and wow I am wet.

You kiss my neck and whisper in my ear, 'time for the toy? I think its time for the toy.' I nod and reach my hand into my purse while you gently rub my clit. I don't need any lube and I slip it in me and you turn it on. I smile and check if the brunette is still watching me. She is.

Chapter 3: Tony's Perspective

I see your fixation on the brunette and gently lift your skirt higher so I can get a better angle with my hand to part your lips, and can feel how wet you are immediately. The next time the brunette lifts her head and makes eye contact she can clearly see me playing with your wet pussy and know that it is for her. She smiles slightly and gets a quick slap on her nipple from her partner. I think both of you quiver and shake a little from that. Her partner looks over and realizes what is taking place now. She gives me a slight smile and a small nod of her head to me. I return both and slightly cock my head back to her. My hand never leaves your pussy as I do. She begins with the vibrator on the brunette's clit again and leans down and kisses her softly before nuzzling up to her ear.

I can't tell with the music and chatter what was said but I could clearly make the brunette's response, "Yes please," through her barely parted lips with the toy still fully on her clit. Her partner looks over to me with a smile and shakes her head yes to me.

I increase my pace on your clit as I lower my head to your ear and ask, " Do you want her?"

You immediately respond, "yes'.

I ask, "Yes what?"

You know and giggle from under your mask, "yes sir". I quicken one last time and as your eyes shift you and the brunette lock eyes as you both cum. As you catch your breath I lick my hands clean and correct your skirt. The brunette's partner is running her nails up and down her thigh slowly, finally removing the vibrator.

I ask you if you are ready. This takes you off guard as you're coming out of your last orgasm.

"For what?" You ask.

"What you desire," I reply with a smile on my face and mischievousness in my eyes. I shift you off of me and stand, fixing my shirt and myself, and then taking your hand. You're still not sure what my plans are, but you trust me. We begin to walk across to the table that has had us so captivated. We can smell her arousal and sweet release as we walk up. I approach the brunette's partner and introduce myself.

"Hello I'm Mr. Tony and this is Ms. Cleo. Thank you for giving us quite a display of beauty for the evening."

She introduces herself as Mrs Dawn and this beautiful specimen Is Ms. L. She is looking up at you smiling as she is fully relaxed after 2 or 3 orgasms; not a care in the world that all can see her. Mrs. Dawn asks if my beautiful little pet would like to play with Ms. L for a few minutes. I look at you and it is like a deer in headlights - you're not sure what to say, at first I can see your eyes get wide through your mask. I tell you if you want to you have permission, but first you must ask Mrs. Dawn her rules. You look at her and slightly shake your head. Are you really going to do this, In front of all these people?

But you square your shoulders and look Mrs. Dawn in the eyes and say "Yes ma'am I would enjoy it very much. What are your rules?"

She replied they are very simple. No biting, no anal and her safeword is Blue. If she says it you stop. My command word is purple if I say it you stop. She is yours for 10 minutes. You nod your head and look up at me with both anticipation and trepidation for the second time tonight.

I lean over and kiss you deeply and whisper, 'She is yours. Follow the rules and enjoy.' I step behind you and and unzip your skirt allowing it to fall to the floor. Now you're only in your Corset, your perfect ass open for all to see.

I pull back your beautiful blonde hair and kiss you on the back of your neck and say, 'Go enjoy my beautiful desert rose.' As I collect your skirt you hear Mrs. Dawn ask me if I would like a drink as we watch. Ms. L and you lock eyes as I step back from you and sit on the couch.

Chapter 4: Cleo's Perspective

As you let my skirt fall and step back, I lock eyes with Ms. L and I smile. But I must still have those deer in the headlights eyes. She asks me if this is my first time.

"Not my first time with a woman but my first time in a club."

She smiles at me and takes my hand and puts it on her breast. It's warm and soft and her nipple is hard. All hesitation (hell most thoughts) go out of my mind and I pull her to me and kiss her. At first hesitant and gentle, not using our tongues. Then our lips part and the kisses become more intense, our tongues caressing each other's. My hand on her breast starts to squeeze lightly. God I love the feel of it, the weight in my hand. I lightly squeeze her little nipple and her kiss becomes more hungry. I can feel her body lean into mine and her hand starts caressing my back. I pull away and look her in the eyes again, then I kiss her neck and down along her body until I reach her breasts. I take her nipple lightly in my mouth and suck, my other hand rubbing her other nipple. I feel her push into me. My other hand starts to run gently up her thigh.

As I approach her hot wet pussy I have a moment of hesitation again. Am I really doing this? She can sense my hesitation and she pulls me back up to her mouth and kisses me. This time her hand is lightly caressing my breast. We stand there for a minute, kissing, each other and caressing the other's breasts. And my hand goes back to her thigh. But this time it doesn't stop and I slide her lips apart and feel how wet she is. I lay her down on the couch and lay on top of her. Our bodies pressed together, one of my hands rubbing her clit, which is nice and pronounced and not hard to find like mine, the other rubbing her nipple. One of her hands is on my ass and the other on my breast and we kiss like that for a while. Then I start to kiss my way down her body. Her lips, her neck, her collarbone. I spend a few minutes sucking on her breasts before kissing my way down to her stomach, her hips, and finally I get to her sweet smelling pussy. I look over at you for approval, and you nod. My tongue goes straight for her clit and she moans and her body rises as I find it.

I start slowly, licking her clit gently and feeling her hips turn so I'm in the perfect spot. I almost forgot I still have my toy in, but you don't. You open the app and take control of the toy. I gasp as it starts to vibrate as you move your fingers and my eyes shift over and we exchange a knowing smile. I go back to the wet pussy in front of me. I put my mouth fully over it and start to suck in the juices. She tastes of vanilla and it reminds me of that time in college. I insert one finger and gently find her g spot, my tongue never leaving her clit. I look up into her eyes and she gives me a smile and grabs her breast, pinching her nipple. You turn up the vibration on the toy and I let out a moan with her. She's grinding her pussy against my tongue, I'm lapping up every bit of sweetness. We're both getting close, moaning, wiggling, fully absorbed in the moment. And then you turn off the toy, gently wrapping your fingers in my hair and pulling my head back and kiss me. Tasting Ms L on my tongue.

Chapter 5: Tony's Perspective

So as I am sitting on the couch with Mrs. Dawn I see you are completely entranced on your couch, shifting farther up to give yourself a better angle on her pussy. You are on your knees, ass in the air, at the edge as you begin to fully devour her. Mrs. Dawn looks at me as she sees I am controlling my toy in you and leans over.

"I see your cub is very enthusiastic."

I smile back and tell her you have far exceeded my expectations. "This is her first time not just to this club but any." She gives a little laugh and looks at me with surprise. I smile and say, "she is obviously is a quick learner."

Mrs. Dawn looks at me and asks, "I did say only 10 minutes. Should we enforce It?"

I smile back and say yes. I think it's good for rules to be enforced. We both smile at each other knowingly. I inform her of our preset rules and she nods approvingly and asks how we should continue. I ponder for a moment. And respond let them each finish other but with both of us in control of ours. She gives me a grin almost equal to mine. I shut off your toy and place my drink down.

Now what you have not realized is that at this time there is about every person in the club slowly gathering around and watching the show that you are putting on. I stand up and help Mrs. Dawn to her feet and we both give each other a wicked grin. She moves to Ms. L at the same time as I circle around to your side of the couch.

As Mrs. Dawn leans down and whispers to Ms. L "your time is up," you feel me pull your head back and kiss you deeply. I can taste her excitement on your lips but it is the look of wanting more and excitement that truly makes me more aroused. I turn your head and have you look at Mrs. Dawn as she is slowly running her hand up and down Ms. L kissing her softly and whispering in her ear.

I whisper in your ear, "What do you say?"

Mrs. Dawn looks down at you, her piercing hazel eyes staring straight into you and you respond, "Thank you".

She looks over your shoulder at me and say,s " So do we let them?"

I respond, "Your call ma'am."

She smiles at me and looks back into your beautiful blue eyes and says, "Please commence."

I shift myself behind you slowly rubbing my hand down your back as I reposition you over Ms. L's beautiful pussy. I push your face back into her in one motion as I release your hair. You feel me shifting. At this point you don't care who's watching or what is going on around you. You are only focused on her and her bucking and moving as you latch back on to her. Now you feel me reposition your tether as your toy turns back on and I can feel you shudder and moan as I lift it and you feel my face fully pushed against your lips, my scruff against your thighs as my goatee pushes against your warm wet pussy. As my tongue, searching for your beautiful little clit, explores and takes in all of your spicy wetness. I find it and as I do you open your eyes and see that Mrs. Dawn has her ass to you as she has one leg over the couch and is pulling Ms. L into her fully as well. I take my ques from you and pick up and slow down as you buck against me. The tempo quickens and quickens. Until I can see Mrs. Dawn arch her back which creates a chain reaction through Ms. L and I follow quickly for 3 or 4 quick whips of my tongue and feel your orgasm push back into me.

I am out of breath and almost resting my head against your thigh as I regain myself. I can tell that you are also leaning in and resting yours on Ms. L. I square my shoulders and steady myself and stand up. Mrs. Dawn is also unraveling herself from the couch. We both look at each other and step closer. You and Ms. L are both exhausted and in a perfect state of bliss. You almost fall as you extend your legs and relax on top of her.

Mrs. Dawn kisses me on the cheek and says, "Thank you for letting your cub play with mine."

I look down at your beautiful ass wrapped between Ms. L's legs on the couch as you both softly kiss. With a smile almost as big as yours I respond, "trust me the pleasure is all mine."

I gather your skirt and mask that I'm sure you didn't fully realize fell off, and help you to your feet. As I do those around give a gentle round of applause for the show you put on. You look around and realize how many are gathered around watching all of what you did. You blush briefly. I place your mask on you and pull you to me. Kissing you deeply but slowly.

I lean over and whisper, "wow you even amazed me."

I stand straight and turn you, placing your skirt on the ground and pulling it up slowly, fastening it and making you all proper again. I wrap my hand around your waist and pull you tightly to my chest. Kissing your neck I only have one thing I could say.

I whisper "Thank you".

I can almost feel you melt into me. I reach down and collect your purse and take your hand as I lead you to the bar.

The bartender has a smile and says "What a show! Nice to meet you, Miss Cleo".