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.
