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After months, maybe longer, of texting, sexting, sharing every dark kinky twisted fantasy, exposing my inner cravings and desires, I finally work up the courage to meet you for a drink.
My brain is telling me to run. Leave. Get out before I meet you. But I remind myself of our agreement. One drink. No obligation for anything else. Just one drink to finally meet. Worst case, I get a free drink and leave and spend the rest of my night with relief and Netflix. So I take a deep breath, adjust my dress, and walk into the bar.
I stand there briefly, scanning the room, and breathe a sigh of relief when I don't see you. I decide this is my sign to bail and leave, get out while I can. I quickly turn to leave and walk directly into you.
I recognize you from the photos we've shared. Tall, handsome, dark hair. You catch me as I collide with you and you immediately know it's me. Not only from my photos but because of the outfit you asked me to wear. A tight, white, form fitting sundress. Low cut exposing enough of my chest to draw attention but not enough that there's nothing left to the imagination. Short enough to make a man want more but just enough coverage to still be innocent and sweet.
My mouth drops open as I regain my balance and I feel myself blush. My eyes look down and I can feel the butterflies and nerves immediately take over. You laugh gently. "Already trying to bail huh?"
Your friendly and casual tone instantly calms me. I remind myself it's just a drink. No different than a blind date. Except this blind date knows what makes me ache and drip and every fantasy I have....
I laugh embarrassed. "I was trying, but I guess I was too late."
"Well I'm glad I caught you," you say smiling. "Since we're both here, how about that drink?" I look up and smile nervously. I nod and you place your hand on my back, guiding me to an open high top table in the back,
I'm short, 5'1, and I hate high bar stool chairs, especially in a short skirt. But it's the only thing available so I suck it up and try to sit as gracefully as I can as I climb up. I start fidgeting with the coasters as you get settled. "Relax kid," you smirk smiling at me. "You're going to pass out if you don't breathe."
I laugh embarrassed and nervous. "Guess I could use that drink."
The waiter arrives and I order a glass of white wine and thankfully it isn't long before he returns with the drinks. Both times at our table I catch him looking down at my chest. "He's not the only one impressed. You look beautiful," you say as the waiter walks away. I blush again. Normally I'm pretty good at small talk but here and with you, I'm at a loss for words and I'm struggling to make eye contact.
"So.." I struggle to break the ice. "It's nice to finally meet you." You laugh at my uneasiness. I can tell you're enjoying making me so nervous. Thankfully the tv has the NBA game on and we start chatting about the game. For awhile, we just chat normally about work and sports. The more we chat casually the more I sip my wine and feel myself relaxing.
"Would you like to play Truth or Dare?" you suddenly ask me? A sly and daring look in your eyes. The wine has relaxed me enough so I agree. "Sure. I'll start with truth."
"Are you glad you didn't run away?" you ask softly with a smirk. I laugh easily.
"Yes so far you're not so bad." Your phone has a Truth or Dare app that starts with some easy questions. Nothing sexual or complex, just chatting, and I sip my wine until it's finished. The next question is a truth and it's to me. The app is getting more sexual and intense as we move through questions. You read the question to yourself and smirk again before turning to me.
"Is it true you've fantasized about tasting my cock?" It's the first time we've escalated the conversation to something this sexual, and I choke a bit as I sip my water, feeling caught off guard. I immediately feel myself blush.
I pause playing with the coasters, before shyly admitting it. "Yes, that's true."
You brush the hair out off my face and ask a follow up question. "Is it true that you're thinking about tasting my cock right now?" Your eyes tell me you're enjoying making me squirm. But I don't want to back down from a silly game and the wine is loosening me up. "Well, I guess now I am." I laugh back.
The next question is to you and it's truth. "What's hotter, cumming on her face or cumming inside her?"
I laugh again nervously. "Did we advance levels or something? These questions escalated." I joke, feeling more aware of why we're both here.
You ignore my question and look me in the eye with mischief and and confidence. "As much as I love cumming inside a woman, there's nothing hotter than cumming all over a beautiful sweet face. And have I mentioned how beautiful you look tonight?"
I squirm a bit in my seat and feel my face turn red. The next is dare to me. You dare me to lower my dress strap and lean over a bit as the waiter comes to order a new drink. You want him to get a good look and see if I catch his eye. I feel a bit embarrassed but empowered so I play along. As the waiter approaches I go a step further and let my dress straps slide down, making it easier to look down my low cut dress. I pretend not to notice as the waiter walks up. At first he doesn't notice but it's obvious when he does. "Can I have another glass of white wine?" I ask politely. His eyes are staring down my dress at my chest spilling out of my bra.
"Uhh sure. Whatever you want." he stammers. He takes your order and walks away, glancing back a few times. I look at you defiantly, proving I don't back down, and slide my straps back up.
"Hmm I'm realizing you like being a bit of a tease and show off. Noted. That's pretty hot. And now it's time for another truth." you say turning to meet my eyes. "How wet are you right now?"
I instantly blush again. I've felt my panties getting wetter with every question but I don't want you to know. "I'm not at all." I say, lying, hoping to make you believe me.
"Well, if that's the case, you won't mind this next dare. Go to the bathroom, and take a photo of your panties. I want to see for myself."
I stare at you surprised, trying to figure out a way out. But I don't have one, so I do as you ask. In the stall I raise my dress and lower my panties, hoping it won't be so bad, but I let out a small gasp when I see them. My little white panties have a large, soaked, wet spot. There's a little bit of creaminess glistening. I stand for a moment debating my next move. Do I try to find a fake photo on the internet to lie? But I suck it up, I snap the photo, feeling ashamed, embarrassed, but also enjoying the kinkiness of it. Thank goodness for wine.
I walk back to the table and slide into my seat. You look at me and hold out your hand. I stand for a moment before sighing, and hand my phone over to you. I look down and play with my hair. You open it and smile. "That's what I thought. And since you lied, you earned another dare. Go back to the bathroom, remove your panties, and bring them to me." Your eyes are shifting, they're still safe and friendly, but there's something more dominant in them. Your tone is more authoritative.
"And if I don't do as you say?" I ask playfully, pushing back. "Then I'll show this beautiful photo to the waiter." I don't really believe you, but I also don't want to risk it. And the wine has made me more brave and tipsy than I realized. Slowly I turn, and return to the bathroom, sliding down my soaked panties and hiding them in my hand as I walk back to you. That's when I notice my chair is gone.
I hand you my soaked panties and you put them in your pocket and kiss my head. "That was very brave of you. I'm impressed. Now your next challenge. We're going to finish this next drink and keep playing our game. I want you to stand, your legs hips width apart. I think you're going to get so wet playing our games, that you're going to drip all the way down your leg. And when you do, we're leaving."
As you finish speaking the waiter comes up with our drinks and stares at me again. This time taking in my whole body. He smiles as he drops them off and says again if there's anything at all we need to let him know.
The next truth is to you. "Would you rather handcuff her or lay her over your lap for spankings". You again brush your hand over my cheeks and smile as you answer. "Both. I want to do both."
I squirm at the idea and try to fight hard not to drip or get wetter. It's taking all my control. The next truth is to me. "What names do you want to call your partner?"
Fuck. I don't want to say it out loud. I've never said it out loud. It's easier to say perverted things in text than it is out loud. I feel myself drip a little, and it hits the top of my thigh. Shit shit shit.
You lean in closer as you stroke my cheek and look me in the eyes. "We both know what you want to call me baby," you whisper softly in my ear as you kiss my neck. I bite my lip and try to squeeze my dripping pussy together. "What is it baby?" With your hand stroking the side of my face I give in.
"Sir..."I whisper..
You kiss me softly. "That's one baby. What's another name?" you whisper again.
".... Master." I whisper again.. biting my lip, feeling the wetness drip a little further down my leg, it's still hidden under my dress.
You kiss me a little firmer before placing a hand behind my head and forcing my gaze to look into your eyes. "That's right, that's another baby... but what do you REALLY call me?" I take a gulp of wine.
"Look at me baby, and tell me my name."
"..... Daddy." I whisper, staring into your eyes. As I say it I feel my pussy drip, a lot, down my thighs. It pushes the earlier droplets all the way down to my ankles and I can feel the long thin stream down my leg. I shiver. You kiss me deeply before letting me go and looking down. A proud smile forms on your face. "Finish your wine baby. It's time to go."
The waiter returns to ask if we want anything else. I turn my body so he can't see my pussy dripping down to my ankles. You tell him we're all set and leaving.
"Any fun plans for the night?" he asks.
"Oh yes," you laugh. "I'm going to spend the night fucking her and making her cum." You sign your bill with a smile and look him in the eye as you hand it back. The waiter looks stunned but laughs.
"You're a lucky man." My mouth falls open and I'm in shock that you said that to him. But I hate to admit it to myself that it turned me on hearing you share it. You take my hand and lead me outside. As we walk, you place your hand on the small of my back. We don't walk far before you stop.
"Is this your apartment?" I ask trying to hold my dress down from the breeze and looking around.
"No, we're making a quick stop first baby." You take my hand and lead me inside a store, and I realize it's a sex toy shop. "I want to make sure we're prepared and I'm spoiling you."
You take my hand and start walking the aisles. For the moment, my pussy has stopped dripping as I take in the sights of the toys. You stop in front of a vibrator and select one, placing it in the basket you're holding. You squeeze my hand and I feel the flutters in my stomach.
We walk through a couple aisles of hardcore toys I've never seen before and I breathe a sigh of relief as you ignore them. You stop and squeeze my hand as you select a packet containing a pair of handcuffs, and ankle cuffs, lined with soft pink fur, and a pink blindfold, and place them in your basket.
Shit. I feel myself starting to drip again and a stream runs down my leg. You kiss the top of my head as you notice. We're not speaking much and without realizing it I've already begun to follow your move, letting you lead.
"True or false baby, have you ever had anyone inside your bottom?" you ask softly as we walk.
"No," I whisper softly. "Never." You nod and lead me to a section of toys I was dreading. Training plugs. You select a pack of 3 pink plugs, different sizes, and some lube. I shiver as more of my pussy drips down. I'm too afraid to look but I'm starting to worry there's a river forming down my legs.
"Don't worry baby. But now, you will." you say softly squeezing my hand. I'm feeling a bit light headed from the wine and my face and skin is flushed. You turn and we start heading to the register but you stop at one final stand and look at me, smirking. My eyes widen a bit when I realize and I watch you select a package containing a pink collar, leash, and pink training ball gag. The ball gag has small air holes, but I glance up at you nervously. You squeeze my hand again reassuringly.
"Let's go home baby, I think we have everything we need... for now." You lead me to the counter and there's a man in his early 30s behind the register. You hand him the basket and he glances up to see me. His eyes fall on my thighs and I watch his gaze move down my legs.
He sees it. He smiles. Shit shit shit. He can see my pussy dripping uncontrollably. He smirks and glances at you. "You're a lucky man. If you need anything else, here's my card." He hands you his number and you thank him, tucking it inside your pocket.
"Yes, I am. She's a very good girl." you say proudly shaking hands with him. You kiss me softly on the head again. "She's very shy, but she thanks you too. You can see for yourself." The clerk's eyes again are on my dripping legs and he stares at me as we turn to leave.
"Come back any time," he calls after us.
You hold my hand as we walk the final blocks to your apartment. My pussy for now has stopped dripping again. As we enter your apartment you place the bag down and lead me to your bedroom. You sit in your armchair and motion for me to sit on your lap, facing you. I straddle your lap, my dripping pussy beginning to ache again. You kiss me deeply and run your hands over my lap.
"You've been such a good girl so far. Tell me what you want now." You start stroking my hair and kissing my neck as I whimper. I don't realize it but I'm starting to rock and grind my pussy against your leg.
"I.... I..." I'm still too reserved to say what I need out loud so you kiss my neck and nibble it, while squeezing my ass cheeks.
"I asked you a question baby.. what do you want?" You squeeze my ass cheeks again and start to massage my breasts.
I start to breathe heavier as I hump your leg harder. "..... you... I want you."
"You can do better than that baby girl." you say as you spank my ass for the first time. I whimper and hug you tighter.
".... you Sir... I want you.... to.... to... use me." You're spanking my ass a little firmer.
"More baby, tell me who and what you are to me."
My hips are starting to grind against you without me realizing it and my breath is getting heavier. You lean against my ear and whisper. "Show me what a good girl you are baby..."
I whimper again and start humping your leg more. "Yours.... Daddy.. I want to be yours... to use.... to play with.... to fuck.... I want to be your good girl Daddy." I start to ramble before realizing what I'm saying as I grind my dripping pussy all over your leg.
"Keep going baby.. tell Daddy everything..."
I'm holding on to you tightly as you squeeze and spank and kiss me. "I want to be your toy Daddy, your pet, your doll, I want you to use me and fuck me and own me Daddy...."
I'm humping you harder. Whimpering. Losing control.
"Are you going to be Daddy's little cumslut? His little kitten and pet and sex slave?"
I moan loudly and start to buck my hips.
"Yes Daddy. I'm yours."
"Good girl baby. Now stand up. It's time to begin."
... to be continued.
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