Best first date sex I’ve ever had [MF]

I wanted to wait for something extra awesome or ridiculous to happen before writing one of these, but I’ve come to realize my expectations are unreasonable. So instead of waiting for the day I bang twin cheerleaders, or moon sex, OR MAKING SOMETHING UP (looking at you 70% of what I’ve read here) I’ll write about the best sex I’ve personally ever had. Not because of anything crazy, but because she was my perfect woman.

About me: 6″2, Mediterranean, broadly built on the chubbier side… Unlike everybody else on the internet, I’m 6 inches on a good, pressed to the bone day, but I’ll admit (brag) I’m pretty girthy, 6.4″ around (but whose counting). Currently a medical resident at a big educational facility in the South, a major change of scenery from my home planet of NYC.

This happened about two months ago when I matched with this super cute, foreign looking undergrad on Tinder. We’ll call her Daniella, because that’s her real name and there’s enough anonymity already!

We hit it off instantly… messaging turned to texting nonstop, then to Snapchat vids and pics (nothing sexual), all within hours. Unfortunately I had to fly early the next morning for a weeklong trip, so this routine kept up for days. It soon turned into hours-long conversations at night, texting constantly throughout the day, etc. It honestly felt like we were bf/gf before even meeting. After a few days things began turning sexual… talking about how she wanted me to squeeze her ass, how she’s masturbated imagining us having sex, and how wet she was. She sent me a topless pic, I sent her a video stroking it… you know, the typical pre-bang tinder stuff.

We finally met up at a coffee shop when I got back, and oh my lord was she fine… 5″0, 95 lbs, brownish red hair down to her plump (“my best feature”) ass, borderline B/C cup breasts that looked huge on her. She was also beautiful, with dark green eyes.

We sat down together on a couch and started casually talking. For all the hype/build up/her being so much hotter than me it was going relatively well. I was profusely sweating, worrying she wouldn’t like me in person. But after the first half hour things continued to flow well and I decided to make my move. She got up to go to the bathroom and when she sat back down, I snuck my hand under so she’d sit on it.

“What are you doing?”

“Umm… You’re the one sitting on my hand”

She rolled her eyes and told me to move it. I felt bold and gave it a squeeze before I did, at which point she stopped me and asked, “wait, why did you move it?”

I laughed. I put it back. She said not to squeeze it again, so I did. Then she sat up and grabbed my arm, saying, “Okay but seriously, that’s enough we’re in public.” I let her pull it away and she goes, “why are you taking your hand off?”

Now that I understood the rules, more groping ensued with opposite girl. Soon after, I pay the bill and invite her over to feed her fruit (an inside joke we made earlier, but trust me it was hilarious). She says no but I walk her to my car. She insists no, I tell her we’ll keep it pg-13 and offer a pinky swear. She agrees but “we’re only hanging out in the living room”.

We get there and go straight to my bedroom. “Fine, but no kissing”…. you guys get the idea. We start to make out, I immediately grab her ass and squeeze hard. She moans and I slide my hands under her pants, now palming both ass cheeks as we’re standing next to the bed. After a few confirmatory “Stop, nothing under the pants” comments, I pull my signature move: squeeze a cheek with my right hand and pull it to the side, and move my left hand to the front and work her pussy. She purrs into my mouth.

I can feel the dampness of her panties. With my middle finger, I move her thong to the side and start fingering her G spot. At this point she’s practically screaming but thankfully nobody is home. I move her to the bed, put her in a spooning position and pull her pants down with my free hand. I pull my jeans down and press my dick against her perfect ass, using the finger inside her pussy to push her into me.

She reaches behind and starts stroking me. It’s obviously terrible form, but the sight of her fingertips not touching makes up for it (small girls ftw). I turn her around so she’s facing me and keep fingering her. In one motion I put her on her back and get on top of her, aligning my dick over her pussy.

“No not tonight”, leaving me at a major crossroads… to proceed or not to proceed? The whole opposite routine worked up until now, but the stakes are much higher this time (namely, rape). I decide to play it safe and instead move my head down so I’m face to face with her pussy. Like everything else about her, it’s petite and fucking beautiful. I bite the inside of her knee and continue nibbling up until I reach her clit, giving it a slow, sensual kiss. She arches her back in approval so I keep it up, kissing it over and over again before running my tongue over it. I grab the bottom of both ass cheeks and spread her pussy apart, now working my tongue inside her.

She mentioned earlier she’d never had an orgasm from oral sex so I was determined. I went back to her clit and started working it really gently, again kissing and slowly caressing it. I pick up the pace and after a minute or so I can tell I’m hitting the perfect spot as her moaning rapidly picks up. She digs her nails into my scalp as she cried, “Fuck I’m cumming, fuck, fuck.”

Her body relaxed and I moved back up, kissing her neck.

“Fuck,” she said feeling herself. “I don’t think I’ve ever been this wet”

“Let me feel,” I said. I reached down and grabbed my dick, still hard, and pressed the head to her hole. She gasped and I whispered, “Yeah it is really wet, but still tight. I bet it’d feel really good if I stretched it out a little”

“Mhmm” she half said, half moaned. I kept kissing her neck between sentences.

“God I want to fill your pussy up so badly,” I said penetrating slowly. She moaned again and I kept going deeper, though barely able to fit my head in. I pulled out and went back in, again and again, slowly making progress.

I readjusted myself and put both hands back on her ass, pushing her into me as I kept working in deeper. After a little while I was mostly inside her and started doing longer, harder strokes. Her pussy was as tight as you’d expect for somebody her size.

She started screaming out in some mix of pleasure and pain, yelling how much my dick hurt “but still feels so fucking good”. It was enough to send me into the danger zone, and I pulled out asking where to cum (making sure to convey the urgency of the situation). She said her chest and I did the best I could, but I was still positioned down by her legs. Rope after rope my cum shot out like a cannon, at first hitting her stomach, then chin, tits, stomach again and the last few spurts right above her pussy.

I can feel the layer of sweat on my back as I collapsed next to her. She made some comment about how much I came before getting up and grabbing a towel resting on my chair. We cuddled and talked for a bit before getting dressed. I walked her to the door and kissed her goodnight. She looked incredible from behind as she walked away, her amazing ass bouncing below sex hair two-feet long.

We saw each other everyday for about three weeks straight, at which point we had a pretty bad break up. But that’s a whole different, nongonewild story for a different time. Sorry it was so long, but at least it’s not a shitty “to be continued” 3-part post

Source: reddit.com/r/gonewildstories/comments/6e4wtb/best_first_date_sex_ive_ever_had_mf

9 comments on “Best first date sex I’ve ever had [MF]

  1. This was a great story but the constant jibes at the meta posts in this sub really detracted from what was overall a great retelling of a believable sexual encounter.

  2. > She mentioned earlier she’d never had an orgasm from oral sex so I was determined.

    Old trick, but sometimes you like falling for them.

  3. Good story

    I just want to be included in the inside joke bout eating fruit lol

  4. For some reason I pictured you as Dophinder from Deadpool, my boner wont go down.

Comments are closed.