I saw my last breakup coming months away, and was relieved when we finally fought hard enough for me to break it off. We were long distance, I moved a sizable drive away for college while she stayed in our hometown.
I’d wanted to get on the dating market and just fuck around. Nights in the dorms got pretty lonely, and as my life got busier I found less and less opportunity to go home. What’s more, she only came to visit me twice in the year I was at school. I was horny and ready to go, and sure enough, I downloaded Tinder the night we broke up.
I’ve never been the guy to sleep around; I’d only been with two girls at the time, the last being my ex. I’d done pretty okay dating and flirting, but I always found some reason I didn’t want to continue before things moved past sexting or hand stuff. I’m 5’11 and around 200lbs (college rough) but I’ve been told I carry it well and don’t look anything above 175, and I’d like to think I make up for it in how I dress.
Tinder went *okay* but I got a lot more male matches than girls- none of them really went anywhere though. But I did match with one girl, who I’m gonna call Caroline. Caroline was short, a little chubby but that’s my type. She had pink hair in her picture, small tits and a cute face. We hit it off pretty quickly, and it was basically more like talking to a friend. We talked about games and movies and stuff, and her recent move to the area.
Admittedly, I was still a little nervous about dating. I’d been out of the game for over two years at this point, and I’d known my ex long before we dated. I also sort of felt like she saw me more as a friend, but was surprised when she asked me to go on a date the next week. We agreed to go for coffee.
Things stayed innocent when we texted- until they didn’t. We were both laying in bed, talking on the phone, and somehow we got onto the topic of sex. We got onto the topic of kinks.
“Don’t judge me,” she said, nervousness dripping from her voice, “but I really like to be choked.”
I laughed a little at that. “Come on, choking is vanilla at this point. Seems like every girl around our age has a daddy kink, a choking kink and a premium Snapchat.”
“Ew, the daddy thing is a definite no-go,” she said, and I’d be lying if I said I wasn’t a little disappointed. “No premium Snapchat, either, but…”
I smiled at my ceiling, knowing exactly what she was going to say. “But…..?”
“Hang on.”
I get a Snapchat notification. “You can screenshot if you want…. I hope I live up to your expectations.”
I painstakingly wait for it to load, feeling the phone buzz again once or twice more while I do so. I moved out of the dorms and into an apartment, and I was seriously missing the wonderful University fiber around this time. Finally, the icon stopped spinning, and I was greeted by a picture of Caroline from the mouth down. Her mouth was open, her tongue out, and she was wearing a tank top without a bra, pushed toward the center just a little so it still covered her nipples, leaving the sides of her A cup boobs exposed. She wasn’t wearing pants, and I could see her cute thighs and a pair of light blue lace panties.
I screenshot it, and say “believe me, you’ve got nothing to worry about.” My cock was already a little hard from our conversation before, and I felt it grow harder as I tapped the screen to reveal the next picture, much like the first except this time she’d popped a titty out of the tank top, and shoved her hand into her panties, teasing me because she knows what I wanted to see. A screenshot and a tap later, and I was looking at her cute, pale butt and wide hips.
“You’ve got a cute ass.”
“Your turn.”
I’ve taken pretty few dick pics. They didn’t do anything for my ex, but they turn me on, so I know what makes a good one. I was pretty hard at this point, but I reached down and rubbed it a little more to make sure I was nice and hard. First impressions are important. I take one with my hard cock laying flat up against my stomach, then another with it in my hand. I’m just shy of 6 inches, with what I’ve been told is a nice girth. A few seconds later, I hear Caroline’s breathing quicken through my headphones.
“Everything alright over there?”
“Shush.”
“You’re horny for me, aren’t you?” I say, recalling earlier when she told me she enjoyed being dirty talked. “You’re touching yourself and thinking about my cock, aren’t you?”
“*Shush* she said, and I could hear the blush over the line. I heard her sigh again after a few seconds.
“I wanna watch.”
She protested at first, but eventually, she sent a video snap. “No screenshots this time. But here.” I opened it to see her, fully naked, skin extra pale in the flash of her phone. She was alternating between massaging her clit and occasionally pushing a finger inside. I stroked myself faster, making sure she could hear me breathe faster and harder. I let it loop a couple of times and let her know *exactly* how I planned to fuck her after our date. We talked dirty for the rest of the night, and I heard her making herself cum. She moaned my name as she finished, and that pushed me over the edge. We fell asleep on the phone not long after.
The date night rolled around. We were going to a local coffeehouse for, well, coffee. I picked her up from where she was staying (she hadn’t found a permanent residence in the city yet) and set us off towards the destination. Her hair wasn’t pink, but her natural brown, and she wore heels, a shortish denim skirt and a lacy top. I felt underdressed, wearing a nice pair of leather white sneakers, light wash jeans and a soft pink T-shirt, but I figured the denim skirt made up for my decisions twofold.
We got to the cafe and I stopped the car. She leaned in for a kiss, and I reciprocated. We kissed for a minute or so, gently, before we both went for the full on make out. her hands moved to my neck and one of mine found her thigh. I slid my hand up her body, tickling her inner thigh as I went until I found her smallish breast. I heard her breath quicken as I did this, and I shot my Hail Mary. She had found the bulge of my cock, growing semi-hard as we made out in the front seat of my Lexus. “Do you want to just go back to my place?” She nodded, kissing my neck. I stuck the car back in drive and drove the painstaking 20 minutes home. We made it inside, and after apologizing for my roommate’s mess that appeared while I was out, we went into my room.
She set her bag down, and sat down on my sofa. I sat next to her, my hand resting on her thigh. I went for a soft kiss, and before long, we were making out with the same ferocity we had in the car. My hand found it’s way under her skirt, and I felt the warmth radiating from under her lace underwear. I pressed against her clit through them, and she exhaled sharply into my ear.
“Let’s get in bed.”
I don’t remember which of us said it, but her clothes were off just as fast as mine, and after grabbing a condom, my face was between her legs. I *love* giving head, and while sucking cock makes me feel dirtier, nothing feels as good as a girl’s legs around your head as you make her cum with your tongue.
After a few minutes, she said “I want you.” I sat up and put on the condom, then climbed on top of her, my cock resting against her swollen, glistening pussy.
“Convince me,” I say, and I start playing with her clit using the tip of my dick, wrapped in latex. She moans my name, begging me. “Fuck me. Please. Fuck me.”
I was amazed I was able to wait that long, and I slid inside her. Immediately she wrapped her legs around my waist. Her skin felt so soft against mine, and I started slow, kissing her passionately as I thrusted.
She was tight, but not the tightest I’d had. Still, it had been probably three months since I’d been fucked, and I wasn’t long for this. To make matters worse, she was very demanding for a self proclaimed bottom. She kept begging “harder, harder,” and I obliged, to the point my ass muscles were sore the next day. I warned her that I was close. “Cum in me,” she whispered seductively in my ear. Magically, I managed to hold it together long enough to make her convince me again. She whispered even softer, “fill me up,” then bit my neck hard. I lost it. I gasped and moaned as I felt my cum flowing out of me and into the condom.
I pulled out, and took off the condom. Despite my best effort, a good amount of my cum dropped onto my stomach. She took her finger and wiped the cum off my stomach, before sticking it in her mouth. Before swallowing, she pulled me into a deep kiss. My hand found her waist again, but she grabbed it and said “you’re not done.” She spread her legs and tapped my lips.
This was a one night stand, but we were definitely not done yet.
Source: reddit.com/r/gonewildstories/comments/9z2cs0/mf_my_first_and_only_one_night_stand_long
the people reading need jesus fast