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What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? South Florida, USA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? IT
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 50 sex, 55-60 if counting oral
How many hookup stories have you here posted before? 3? I’m losing count.

The Czech Nurse MILF

How long ago did this hookup happen? 10 years ago.

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? Just met that day

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? Lenka was a beautiful 36 year old nurse from the Czech Republic. Her English was excellent, but her accent was strong (which was attractive). She took very good care of her body and was undoubtedly into physical fitness. She had a great South Florida tan, incredibly toned legs, a flat stomach, and fake boobs. I’d guess her chest to have been around a 32 or 34 DD. She was rather short (around 5’5″).

We first began talking on the dating site OKCupid. I was 22 years old and made the decision that I wanted to sleep with an older woman. I immediately sent out a bunch of messages to the older, attractive women in my area. I’m pretty decent looking, but only managed to receive a handful of replies. One of them was the 36 year old Lenka. She gave me a sarcastic reply asking if I intended to take her home to meet my mother, and if I was old enough to drink wine with dinner.

Rather than admitting defeat, I crafted some type of equally sarcastic reply. I wish I could remember what it was. But, as it were, she must have found my response amusing because a conversation was born. Within only a few days, we made plans to go to the beach together at night sometime.

We met in a parking lot up the road from where the spot of the beach we had intended to go just for the sake of meeting one another for the first time in a well-lit, safe area. Her reasons for wanting to meet in safe place are obvious (female, alone, meeting a stranger, etc.) But I had my reservations about meeting a beautiful older woman who looked like a model, too. I was running a scenario through my head that involved her bringing along a “full grown” man and attempting to rob me, among other silly fears. Being 22, I’d never even been on a date with anyone over the age of 24 at that time.

So I pull into the parking lot and immediately see her standing next to her SUV. She’s wearing high heels, extremely tight, torn jeans, and a loose fitting white shirt that hangs off of each of her shoulders. She’s stunning. Her long blonde hair is falling down below her shoulders and she looks like a woman you’d see on television. I immediately understood the notion of being with a “woman” versus a college-aged “girl.”

When I got out of my car and walked up to her, she greeted me with a kiss on the lips. I was totally taken aback, but tried to play it cool, assuming this must be a European thing and not necessarily a sexual advance. We made brief small talk and I asked her if she’d like to head down to the sand where we initially intended to go. She obliged, got in her car, and followed me.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After parking our cars, I opened up my hatchback and took out a rolled-up beach blanket I always keep back there. We walked through the brush, out onto the open beach, and got a seat over the sand dune that the waves had made. This is the spot where you can really hear the roar of the ocean and all other noises are erased.

As we sat there, we actually had a great conversation. It wasn’t sexual, but more about life in general. I don’t know if it was intentional, but I felt as if she was gauging my maturity with her questions. As the conversation went on, she would say things like, “you’re wise beyond your years” and “that’s a very mature outlook you possess.” When the topic came to sex, she talked about how sex could be casual and not necessarily have to mean anything. I knew what she was implying, so I made it very clear that I agreed. I said something about how two people ought to be able to sleep together without any expectations or feelings of jealousy. This was the tipping point.

After feeling like she had heard all the right answers, she finally leaned into met and put her head on my shoulder. When she looked up at me, I caressed her cheek, tilted her chin up to me, and kissed her. Without any more words being spoken, she sat up, took a quick look around, removed her shirt, and sat on top of me, face to face. In her thick European accent, she plainly told me, “I’m going to give you a blow job. I want you to remember this night. Watch the stars, watch the waves, watch the sand, watch for people (she laughed), and watch your cock slide in and out of my mouth.” I stammered an “okay” as she scoot back, unbuckled my belt, undid my jeans, pulled down my boxers, and gently pulled out my dick.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? After taking my dick out of my pants, she locked her eyes on to mine and gently started to stroke me. I was already rock-fucking-hard, but she was taking her time, making one hell of an impression. With her eyes still locked on mine, smirking, she finally lowered her head and took my dick into her mouth. There’s no doubt in the saying that a mature woman has experience. She was phenomenal. Her fingernails tickled my balls; she swirled her tongue around the head of my dick; and she deep throated me every so often, but not consistently.

I wasn’t sure if she intended for us to have sex, but I didn’t want to rush her off of my dick, so I just sat there and let them moment soak into my memory bank. After a few minutes, she said something to the effect of “you’re not going to cum that easily, are you?” to which I replied something I thought was suave, “shouldn’t you be happy about that?” And I suggested she take off her jeans so that we could have sex.

I fully expected her to drop her jeans below her ass and either lay down in a spooning position with me; or, maybe, if I was lucky, in a doggy-style position. Instead, she surprised me by standing up, again glancing around, and completely taking off her jeans. Now there she was, standing in front of me, stripped down to her bra and thong. Her huge tits were glistening from the moonlight bouncing off of her tight skin where the boob job had given them a plastic appearance.

She straddled my lap and I asked her if she had a condom. It was my first and only mistake. “Silly, no. Adults don’t use those.” My head disagreed with her assessment, but I wasn’t about to let my boner down. I reached down between her legs, pulled her lacey panties to the side, and she reached around behind her ass and guided my cock into her already wet pussy.

I was very happy to feel how wet she was. It informed me that she was attracted to me, turned on by me, and not the least bit hesitant about her choices. She bounced up and down on me, moaning into my ear, and seemed to enjoy herself every bit as much as me. I’m not sure how long we went at it, but after a while, she asked me if I was going to cum, to which I replied no, and she climbed off of me, leaving a long string of vagina juice trailing across my thigh.

We didn’t acknowledge as to why neither of us came. For me, I was jerking off on a daily basis, so cumming was something I needed to be in control of by being on top. For her, I would find out later. We continued to make small talk, sincerely enjoying one another’s company. She got dressed, we went back to the cars, and she said something like, “we’ll have to do this again soon. I want to make you cum.”

We kissed, parted ways, and the sometime “soon” wound up being just a few days later.

This time, Lenka invited me over to her friends house, whom she said wasn’t at home. Again, I was having foolish fears about being set up to get robbed. But, not one to let my dick down, I went anyway. Her friend’s house was a duplex, and she wasn’t lying. Nobody was home.

She let me inside and I noticed that her friend’s half of the duplex was really just a single room. At one end was a little girl’s mattress, covered in little girl sheets and a comforter. She led me to the bed, sat me down, and immediately began kissing me.

I was a bit weirded out that we were about to fuck on some little girl’s bed; but, again, nothing gets in the way of getting laid, right?

It was at this point that she told me that she only cums if “you use your mouth.” And, wanting to make her cum, I obliged. We undressed, she laid back, opened her legs, and I got my first clear view of her pussy. Astonishingly, it was tight and totally an “innie.” I kissed up her thighs, gently licked her in the spots I thought she’d enjoy the most, and she ran her fingers through my hair.

After about 5 to 10 minutes, she back was arching up, her fingernails were digging into my scalp, and her breathing was rapid and harsh. My flaccid dick got rock hard knowing that I was giving her an orgasm. After she regained her composure, she laid me down, climbed on top of me, and began riding me in a much more rhythmic and controlled method than what she was able to do on the sand at the beach.

Just as I was feeling the sensations building up of a coming orgasm, her phone rang. She was worried her friend might be coming home, so she sprang up and answered the call. I never thought that she might not have asked her friend for permission to use her house.

As she talked on the phone in whatever beautiful language they speak in the Czech Republic, I was completely mesmerized by her ass. This woman (and I don’t say this lightly) had the PERFECT ass. It was completely round, perfectly shaped, and in unbelievable shape for somebody 36 years old.

To my great disappointment, the phone call was her friend informing her that she was coming home.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

Did your partner have an orgasm? Yes, one

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I was instructed to quickly get dressed, which I did, and we walked out of the house. I picked Lenka up and carried her in my arms. This made her say, “you better be careful before I start to really like you.” This made me feel like a fucking champ. Unfortunately, it was those potential feelings that I assume led her to never talk to me again.

From that point on, she didn’t answer my text messages or phone calls. I got the message pretty quickly and just comforted my ego by telling myself it was because “she was starting to like me too much.” Who knows? I never spoke to nor saw her again.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? I tell some select friends, as with all of my sexual stories.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? A little bit

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I successfully seduced a beautiful 36 year old MILF/foreigner/nurse.

What was the WORST thing about this hookup? I didn’t cum. I didn’t get enough chances in the future to keep fucking her.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

You have a hookup story to share? Submit it here!

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