[M]y one night stand with a cute [F] I met that night off of AOL

For my Sept. monthly submission I choose to reflect back on a Polish gal I met off of AOL 19 years ago when I was 25. Her name started with an ‘I,’ and perhaps it’s ubiquitous in Poland, but in case it is as unique as I thought at the time, I will just call her ‘Iris,’ to protect her anonymity.

It’s only my opinion, but I think a good one-night-stand story should meet four criteria: (1) It should include intercourse; (2) It should be mutual – both parties should go into the ‘stand’ knowing it’s just a one-nighter; (3) It may seem obvious, but it must truly be one-time-only – any return trip to the fountain disqualifies it; and (4) There must be something unique that happened unlike any other hook-up you’ve ever had.

My evening with Iris met all four criteria. As I said Iris and I met off of AOL. She was in her mid-20’s too, and it did not take long before we both admitted we were looking for some real life sexual action that night. Even if we had Quickcams (which we did not), we were each not interested in cybersex/masturbation. To be sure, I had my cock out and I was playing with myself the whole time I was chatting with Iris but this was not my intended means of cumming that night. She had no intention of just flicking her clitorus all night and told me so. Iris boldly suggested we meet at a public place like a restaurant and if we liked each other in person we could take it to the next step. I readily agreed and suggested a 24 hour diner in Chicago (where we both lived).

By the time we met it was midnight. I liked what I saw. Iris was a round, curvy girl with reddish/strawberry blond hair. She had glasses on her cute-featured face, and the glasses, I thought, only enhanced her overall cuteness. I was 5’8” and all of 125 lbs. at the time, but I was always attracted to bigger girls like Iris, and I routinely had awesome times sexually with them. Iris and I talked about innocuous subjects over our midnight meal. I got the impression it was because we both knew we were going to hook up so there was time enough later to be sexual and talk about sex. Feeling as though it was my turn to be bold, upon paying the check, I said, ‘Well, I certainly like what I see, and I’ve enjoyed talking with you just now, would you like to follow me back to my apartment?” Iris smiled suggestively and replied, “Yes, I would.”

Once we got to my apartment we went into my bedroom and straight onto my bed. I had my lamp on so I could see Iris in all her Rubenesque glory. In true one-night-stand fashion, we were both completely naked within the first three minutes of our hook-up. Iris had large breasts with big, pink aureolas; a round, chubby belly; a big, curvy ass to match; and a pretty pink pussy with ample pubic hair around it. Interestingly, though ample, her bush was not so visible because of the extremely light strawberry blondness of her pubic hair.

I didn’t spend too long admiring her vagina before taking my first lick. Iris was very accommodating, spreading her legs when she saw my face had down there. I laid on my back and lapped her labia and clitorus. Iris was one of those marvelous women that moans as soon as my tongue made contact with her vagina. She’s not doing anything to my erect penis, but I’m not too worried about that; I have the rest of the night to cum. Right now this Polish girl is working on polishing off her first orgasm. I can tell she’s particularly stimulated by her clitorus, so I pull back her hood and concentrated on flicking her small but sensitive clit with my tongue. To my delight, I hear an “Oooh, I’m cumming.”

Now I say, “Do you think you can cum again? Because I’d love to have sex with you.” Iris responds, “I can, and I’d like to have sex too.” I take a condom out of my night table drawer and put it on. Now anyone who’s read my accounts knows that I have always had an awful time with condoms. My night with Iris was not much of an exception. Yes, I did manage to get the rubber on my erect penis. I stood to the side of the bed, flipped Iris’s legs over my shoulders in order to fuck Iris wheelbarrow-style. I did manage to penetrate her vagina, and I even managed to get a few honest strokes in her. Iris, to her credit, was moaning straight away, however, my inability with condoms got the better of me. After those first true thrusts, the feel (or lack thereof) of the condom robbed my penis of the requisite sensation and I lost my erection.

I was glad I was able to at least give her a few pleasurable strokes and at least I could legitimately say I met the first criterion of my one-night-stand test, but, alas, I had to apologize and withdraw, removing the barely used condom. Iris was very understanding. She maintained that she was still having a really fun night. I responded with asking if I could go down on her again. Iris gladly obliged. Knowing what Iris liked orally, it did not take long before I was able to bring her to her second orgasm.

Knowing that my having an orgasm through intercourse was not in the cards that evening, Iris proceeded to get on her knees and blow me. Her head certainly got me hard, but I think she changed her style a little too much. It was difficult to get into the groove of repetition that I usually need to orgasm from fellatio. Iris switched to a hand job and, while I think that could have eventually gotten me off, I wasn’t cumming as fast as Iris expected me to cum.

“I really want to make you cum,” Iris intoned.

I told her that she would, but it might be taking a while because of the earlier ‘coitus interruptus.’ Iris nodded in understanding and continued jerking my cock. Perhaps impatiently, after another minute, Iris said, “I know what you need.’ Before I could ask, “What’s that,” BAMM, in goes Iris’s finger right into my anus! I had never experienced a finger (or anything) in my anus, but, whatever, it felt good. Iris wiggled her digit around as she continued to stroke my cock, and sure enough, not 10 seconds after she invaded my ass, I orgasmed.

“Yepp, that did it, Iris, I’m gonna’ cum.”

And cum I did, all over my chest and abdomen and Iris’s right hand. (The index finger of her left hand was servicing my asshole.)

We had a wonderful time, but true to our original understanding, it was a many splendored one-night-stand.

Source: reddit.com/r/gonewildstories/comments/poli8b/my_one_night_stand_with_a_cute_f_i_met_that_night

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