When I started online dating, I had already heard plenty of horror stories. Most of my friends and colleagues told me they hated it, the very idea of it. The window shopping of the whole thing. They despised the apps and wanted to throw their phones into the ocean for all the good the swiping did them.
I understood some of it. It is kind of like window shopping. And I’ve felt the sting of cancelled dates and being turned down in the worst ways possible. But, honestly? I didn’t get it.
I fucking loved the apps. The whole thing. How it’s almost like a game, swiping left or right, trying to balance the act of staring at a photo, or a variety of them, and reading through some text to find out if sending a message will be worth not just my time, but hers, too.
I got the assignment, though. Knew the risks and the pitfalls and everything else. Just like life itself, there’s always the possibility you get let down in one way or another. But what my cohorts didn’t understand was the game of it. The fact it’s not just about quality, but quantity. It’s a numbers game!
But, most importantly, it’s about the fun of it. Because, like anything else, if you take it too seriously it’ll find a way to eat you up from the inside out, whittle away your hope. You need to find the fun or you risk driving yourself insane.
It took me a while to realize that myself, and I had some help. Her name was Margaret. And she changed my outlook on the whole damn thing.
We had a lot in common and we enjoyed talking, which mostly happened via text. We had some conversations over the phone, but that was rare. We agreed to meet up pretty quickly after we started talking, telling each other it was about the experience more than anything else.
She wanted to make sure we found the fun.
And, believe me, I found the fun with Margaret.
Our first and only date went well. We talked and had dinner and eventually got some ice cream. We ate it in the backseat of my car in the parking lot of her work, where I had picked her up earlier. We enjoyed one another’s company and we left it at that. We didn’t talk about plans, or expectations. We just went along as things developed.
Which is why I knew we were on the same page as we ate our ice cream. We sat there, our knees touching, laughing, but we both knew this was probably going to be the last night we saw one another.
When she set her empty cup down on the middle console and looked at me, I got the message. I set mine down in her cup and then I took her in my lap as her lips found mine.
My hands rested on her hips as we kissed. She moaned softly in my mouth as our tongues danced from her mouth to mine. My hands made their way to the curve of her jeans and she shifted her hips into me, making sure I could feel her crotch against mine.
She eventually leaned back and told me we couldn’t keep going. Not there. Not in the parking lot of her work. I knew better than to argue, despite the fact my pants were suddenly very tight. I adjusted myself and we both climbed into the front seat and I drove.
It didn’t take long to find a dirt road that took us off the main path, then, eventually, a spot to pull over. We didn’t say anything; we just scrambled back into the rear of the car and she was back in my lap and our lips were moving together and she tasted so damn good.
She pulled her shirt up and over her head, revealing her breasts captured in real-time within the cups of her bra. I unhooked the undergarment and tossed it into the front, and then she moved off of me to sit in the spot to my right.
I unzipped my pants as she did the same to hers, and then they were both in the footwell, our underwear with them. I turned towards her, on my knees, bent over to avoid the roof, and pulled my shirt up over my head.
Midway through the process, Margaret’s hand cupped my balls and her other hand grabbed my hard cock. I took in a sharp breath, the shirt still over my face, as she wrapped her mouth around the head of my member and let her tongue slide across the sensitive skin.
It was good enough, her tongue especially, that I just knelt there, shirt on my face, breathing heavily into the fabric as my heart raced in my chest.
Eventually, she helped me out of the shirt and then she laid down in front of me. She licked her fingers and spread her legs, and then she opened her soaking wet, bright pink pussy for me. I laid down between her legs and slid my hands up the backs of her legs, grabbing her ass and pulling her towards me as my mouth collided with the warmth between her legs.
I slipped my tongue into her, exploring the inside of her as much as I could. She grabbed the back of my head and tilted her pussy towards me, moaning my name. She screamed and told me she was coming and I held her wetness to my face, licking faster, licking harder, as my nose pressed against her clit.
And then, just like that, I was inside of her. She was so wet, it didn’t matter I tried to move carefully. My throbbing cock went head first into her deep end and she swallowed me to the base, the lips of her pussy tightening around me just above my balls.
Margaret grabbed my ass with both hands, squeezing, pulling, as I thrusted again and again into her. She held on as I moved harder, faster. She demanded more, wanted it faster, wanted it harder, and I breathed heavily against ther breasts as I obliged her every whim.
The silence in the car made everything so loud. My ragged gasps, her moans, the way she slapped my ass before she grabbed me, and the wetness of my thrusts as her juices soaked my balls and her ass.
Margaret told me to turn her around and I did. I pushed her head out of the open window, along with her torso, all the way until her breasts hung over the side of the door. She moaned, screamed into the darkness of the night for the trees to hear, as I fucked her from behind, my hands pulling her hips back towards me.
I came in her pussy before I could stop myself. Her pussy tightened around me and she moaned until she couldn’t.
So, yeah, Margaret helped me see the light of online dating.
I found the fun.
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Comments (1)
I totally get your take on online dating being a game. I've been there. It's about finding the right balance between quality and quantity, and most importantly, having fun!