Memories of a Casual Encounter. | 2016

I messaged her on a dating site. She was cute looking, but a little chubby in her pictures. We decided to go to Universal Studios City Walk and check out the new putt putt golf. I’m not sure if the pretense was a date, or just hanging out and meeting new people. Those facts are lost to time.

We met at a neutral location, a walgreens parking lot, and took my car to the park. I had an annual pass, so parking was free. No reason she should have to pay for parking when I could get us both in for free. We ended up talking a bit about her and I. We talked about our jobs, lives, cats, all while either driving there, or walking from the parking to City Walk. She had a much higher tone of voice than I had expected; those little details that stand out.

Once we arrived, I paid for two rounds of golf for each of us (one for the alien side, and one for the ghost side). She was just as shocked as I was that this cost well over $60 for the both of us, and thanked me with empathy in her voice.

We actually had a lot of fun with it, and joked quite a bit. We both identified those annoying families that never seem to get off your heals while playing. And as we both predicted, we let them pass and suddenly their pace came to a standstill, while more families creeped up upon us. Mother fuckers…

So we took our time. I don’t think we kissed or even touched each other during any of this; again, lost details. This was great because it meant we got to talk a lot more and learn a lot more. Eventually, after we finished out 36 holes, we decided to walk around, and settled on people watching. This is where we both exchanged that we had some sexual deviant sides. Actually, writing that makes me believe the date was strictly platonic. I think she and I just wanted something normal for a chance, but how wrong we ended up being.

After throwing away perhaps three hours, we elected to grab a bite to eat, walked back to my car, and drove away from the attractions. I had my mind set on a Panda Express, but we agreed to stop at the first place that looked good. I don’t remember how the conversation got sexual, but whoever does? We were driving down the road, and both of us probably horny as hell, and something snapped in me. This wasn’t the first time I had gone on a date, and I’ve had a few encounters before, but those all had the pretense of sex. This was bold, even for me.

After a silence, I asked her without taking my hands off the road “I really want to do something right now.” I had her attention, “but I hope it’s not too much.”

I couldn’t tell you exactly what she said, but I think it would best be summarized as an accepting “alright.”

“Well what I wanted to do was…” and I had reached over, and placed my right hand directly over her crotch, cupping her under her dress. I was expecting her to yell, push my hand away disapprovingly, or try and laugh this off as an awkward moment, but instead… she spread her legs.

She moaned, saying “I was hoping you’d do something like that” and I could feel how soft she was. Heat was radiating off her, and my greedy fingers slipped into the side of her panties, running through the now parted lips, spreading her wetness throughout. I’m honestly a little surprised I didn’t crash, but I did keep my eyes on the though, if only darting every now and again to take in her sexuality in the passenger seat.

We didn’t get much further before I said “would you rather just go back to my place? I’m sure there’s something to eat there, or we could order out.” This was actually a pretty bold request considering I was fingering her in my car. She had previously divulged that she had work in the morning and it was already getting a little late. It seemed like she pondered the question for a moment, and said yes.

Moments later we were on a high way, a toll road, and then a hop and a skip from my apartment. I was living alone at the time in a relatively unfurnished apartment. It was clean, but there wasn’t much to fool around on besides my bed. I really like my bed, a sleep number my ex insisted I buy because she liked hard beds and I liked soft. But the advantage of it was it had some soft padding while being able to become a hard surface to fuck like animals on.

We made out once we got inside, and started stripping each other. She got on her knees and started giving me a blow job. I think she really rather enjoyed acting like a slut. That’s not to say she was one, but that she enjoyed taking on the role she was portraying in my living room. We moved to the bed room and while the bed quickly inflated to its rigid position, I bent her over on it, and started to rub my cock between her spread cheeks.

I got it nice and wet off of her, and slid into her, pressing deep, and fucking her from behind. We moved onto the bed, and she begged me to keep fucking her from behind, telling me it was her favorite position. I continued for what seemed like forever, groping at her sides, ass, and bending over onto her to grab her tits. I bit down on sections of her upper back and shoulders, and gripped her body hard as I thrust into her over and over, and pulled her head back by her hair, gripping just as firm.

Eventually I needed to feel her closer to me, and pulled out, flipping her onto her back, and mounted her again. We kissed while she wrapped her tiny legs around me, pulling at my hair and biting into my shoulder as well. She loved all the dirty things I let escape my lips, but I can’t bring myself to even imagine what exactly I said. She even played at it too, with us both exchanging sexy banter. I think our favorite kink was settled upon when I made reference to how she was “taking some strangers cock into her wet little cunt, like a little whore in heat.”

Unfortunately (and yes, I mean this) I don’t cum very easily. A mixture of foreskin and a large cock means the skin doesn’t come down over the head during sex. This means it takes me an unusually long time to cum through sex, although I still enjoy the living hell out of it obviously. After perhaps an hour of changing positions and fucking each other relentlessly, with her cuming a few times, I pulled out of her to catch my breath.

She seemed a little disappointed, but hungry (not literally, but I’m sure we both were). She moved down a licked all of her own fluids off of me, and took me into her mouth. She sucked me off, and eventually I motioned for her to move up to me. We make out while she touched my body, and I jacked off. I was so close throughout all of this, but I couldn’t make it over the edge until I grasped my own cock and jacked off next to her. She continued to whisper sexy things to me all while touching my ass, balls, thighs, and cock, and kissing me deeply from time to time.

When I knew I was about to cum, she knew too and moved down, taking the erupting head into her mouth. Every last drop poured into her mouth, and she swallowed it; every last hot, sticky drop. We collapsed on each other, and rested for about an hour.

It was during this time that we talked a little more. Exchanged more sexual stories, talked about my cat who had joined us at some point then, and she adored her. We cleaned up then and made something to eat. She then asked me something, and made it clear that any answer was fine, and that I should choose what I wanted, not what was polite. She wanted to know if I should drive her to her car now, or if I should drive her there in the morning. I’m a night owl, so I reversed the decision, telling her that she was welcome to stay, but that I wouldn’t likely be going to bed any time soon.

She stayed, we talked a little more, and then I tucked her into bed. The rest of my time was spent play video games (I know, I know), only interrupted when she woke up about an hour before she needed to, pulled me into bed like a cute little thing wrapped in my comforter as she pulled me, and snuggled. The snuggling though quickly turned into more sex, and we fucked each other thoroughly for one more hour.

I drove her to her car and we parted ways. I only met her one more time to my memory, and it was just as fun, but this time she didn’t spend the night. We actually were making plans to fool around when I had just gone on a date with someone, and it went well. I decided that I liked this new girl a lot, and declined to meet her again, and she congratulated me and understood.