During a flight, I 27[M], quite a shy person, managed to gather my courage and engage the beautiful girl 24[F] that was sitting next to me in the plane in conversation, that led to us having sex in her hotel room the night just after

Jan 06, 2024

Jordan Zhou

Summer 2018. It was my last day of vacation in the Azores. I spent a dozen days there, and it was time for me to go back home. I really enjoyed the time alone with myself there, where I hiked and visited a lot. I did not know what to expect from this not so famous location, but it was actually amazing and had a great time there. I definitely recommend it.

So, I was in Horta Airport, walking around in the boarding room, listening to a podcast and awaiting boarding time. I was relaxed and happy, and had mixed feelings about going back home: happy to the idea of meeting friends and family again and being back in my home country, yet sad that vacations are already over. I consoled myself with the fact that the flight I will take is a flight to Lisbon, where I will have a 1-day stop, before taking the final flight to my home country. I managed to catch that a 10-minute delay is announced, and continue walking around the hall.

Start of boarding was announced, but I continued taking my time because I felt very light and relaxed. Minutes later, I eventually joined the queue. Boarding pass and passport checked; I enter in the aircraft through the front door. I checked my phone to find my seat number and continue progressing to the rear of the cabin, when I finally arrived at my row. A final look near the overhead compartment, to check where my seat is located in the row. It is a 3-seat setup, on the right side of the cabin, and my seat is the one in the middle.

As I was one of the last passengers to board, almost all the seats were busy now and I would need to bother the person on the aisle side, so that I could reach my seat. At this moment, I made eye contact with this person. It is a young woman, and I instantly froze. She was really beautiful: she had a long and olive-skinned face, very bright blue eyes, long and curly dark hair. She smiled at me, as a way to say hi. Wow, never have I been this lucky, traveling with such a good-looking woman, traveling alone next to me, in a 2.5-hour long flight.

I smiled back, and before I could say a word, she stood up to let me access the seat in the middle. Now that she was standing, I could see that she is tall (quite as tall as me, and I am 1,84m high - 6 ft), very long legs, thin, wearing black leggings, white sneakers and a bright t-shirt. I was quite disturbed because of the immediate attraction I felt, but still managed to say "Thanks!", with quite an insecure voice (we will get back to my shyness later haha). I sat down, got rid of the headphones I had in my ears, stored my bag between my legs and fastened my seat belt. Few minutes later, after the expected "Cabin crew, prepare for take-off!", we are in the air.

When we reached our target altitude, I got a book in my hands, and music in my ears. After several pages of reading, I realized that I did not really focus on what I was reading, because my mind was elsewhere: focused on the girl seating on my right. As of that moment, I started considering engaging her in conversation, but immediately remembered that I am quite shy, especially on these kinds of situations, with strangers. My body immediately sent a confirmation that it was not a good idea, as I felt my heart pounding. So, I quickly gave up on the idea of this move. To take my mind off this, I started looking for the postcards I still had to write during the flight, which were located in my bag. Same as reading the book: I did not manage to focus on what I wanted to write on these 3 stupid postcards, my brain did definitely not want to cooperate. And I came back to the frightening idea of engaging the conversation with her.

I was so disturbed, that I even feared to turn my head to the right, to take another look at her, probably scared to catch her eye. This simple idea freaked me out, making me nervous. So nervous, that I was frenetically playing with the pen I was using, so much that it got out of my hand and fell. Where did it fall? Between our seats, of course. Oh my! Before I could even react, she offered her help, picked it up and handed it to me, with her pleasant smile. So, I got my unhoped for second eye contact with her, along with my heart beating hard. Ok, she was charming, no doubt about that.

The flight passed very quickly, and I did not manage to gather the courage to engage the conversation (despite her pen also accidentally falling near me, few minutes after mine), when suddenly. "Ladies and gentlemen, as we start our descent (...)". I told myself "No chance that I don't make a move, I will regret it forever. What could happen anyway?". I started thinking fast and came up with an idea that could get around my shyness. I opened a new note on my phone, started typing a catch phrase. Probably rewrote it 10+ times, until I finally found something that I considered decent, probably urged by the pre-descent hustle in the cabin. My heart reached another level of hammering, but this time was the right one.

I hold out my arm in her direction, so that my phone was in front of her, just under her eyes. At this moment, every scenario of rejection came to my mind: mocking laugh, polite and awkward smile, backward movement in reaction of my arm breaking into her personal space. However. She started reading, caught my arm to adjust the reading distance, read the line, smiled from ear to ear and took my phone in her hand, to start typing an answer. I remember the explosion of emotion that occurred, knot in the stomach giving way to butterflies in the stomach. Woow, this is incredible for me - I am well aware that for many men, this would have been way easier.

I read her reply and smiled instantaneously too. Not that it was funny, but just out of mixed pleasure and relief. We now stared and smiled at each other a lot, and started then talking smoothly. We introduced ourselves. Let's call her A. We quickly agreed to continue our conversation in town, in a bar. We disembarked, heading straight to the area where we could collect our luggage. We ran into an American couple she met in the Azores, who seemed quite surprised to see her with someone, as she boarded alone. It makes us laugh with complicity. Remember these Americans.

Once all of our luggage was collected, A took the lead, booked an Uber to get us in town. We continued to get to know each other, when we arrived. We took the first bar we saw: Lisboa's Hard Rock Café. We chatted a lot, and had several drinks. Fast forward to the moment when we left. (Remember the shy part I mentioned earlier? Be ready.) At this stage, we only had discussed and had not made any move yet. We arrived in the street and it became a bit less fluent, as one of us should have done the move, that no one wanted to do apparently. So, we shared our phone numbers and split up...

I started walking and directly wrote to her. I was relieved immediately, as it was fluent again. When I arrived at the place I was staying, I faced the person at the reception that was quite pissed, because he had been waiting for me for hours (stayed awake from what I understood), as my trip-in-a-bar-with-the-pretty-girl-from-the plane made me obviously late - arrived at like 3a.m. I discovered quickly that the room was narrow and not very nice - the least I can say. I sent A a photo of it, to which she replies immediately with a photo of her very chic room, with a spectacular view. She offered me to join her and I... accepted. Of course, I did.

During the quick shower I took, I remembered that I had no condoms, so I would have to find a pharmacy with a distributor. I went out of the building, quickly answering the inquisitive questions from the still pissed very same guy ("Hiiii again, finally not gonna sleep here, see ya tomorrow. Thaaaanks", I am awful right?), and told him that I would come back in the morning to collect my belongings. Anyway, tried and find a distributor among the half a dozen pharmacies I went to, and there was none. As a French person, I thought it would be piece of cake (it is in France), but it was not in Portugal (bear with me if this is a hasty generalisation). So, I arrived at her hotel, met a welcoming person (for a change) at the reception, who asked me how she could help me with. A goes out of her ground floor room, to wave at me. I joined her, letting the person at the reception with only hypothesis on what just happened in front of her.

And from that moment, no shyness anymore. She was already back in bed when I entered her room. I undressed and joined her without questioning myself, in the big bed, complimenting the view at the same time. We started kissing, as if it was totally natural (we were both still tipsy), the second I was under the sheet. My hands landed on her naked and firm butt in the same move. She was only wearing a simple yet cute small black thong. Her nice and generous breasts were all visible to me. She was even more curvy than what I imagined from what I saw of her when she was dressed. This view of her, and the fact that we cuddled up immediately, got me quickly very excited and hard. She felt it.

She responded to my kiss with a kiss, that I unwaveringly paused for a moment to tell her that I have no condoms and could not find any. Neither did she. I told her that I would find some first thing in the morning, she nodded with a smile. We agree that we could still enjoy the moment without penetration, and we started kissing again even more vigorously. We kissed and kissed. And caressed. It was all dark, so we had to rely solely on our sense of touch. I slid both my hands under the sides of her thong and slowly got rid of it. She also removed my underwear, so that we could now feel our intimate body parts distinctly, thanks to the power of skin to skin. We began playing with our hands, getting each other very excited. She was perfectly shaved, and her softness got me even more aroused. I got her on her back. By making ups and downs from her tights to the edge of her labia, by starting to go gently inside of her with just the tip of my finger, not more for the moment, my fingers got her moist. When I saw her face with a smile, and when I felt heat and her liquid on my finger when inside of her, I deducted that she was enjoying it. I then firmly took my two strongest fingers in her. She moaned softly for the first time.

I moved my hand to her breasts to touch them and to continue to get her aroused. At this moment, she grabbed my cock and started giving me a very slow hand job. She was soft. It got me even harder. I continued to finger her, faster and faster. She is wet. Her breathing quickens. I continue quicker and quicker, she moaned again, and multiple times. I continue for a few seconds, admiring her jerky breath, her loud reactions and body movements in response to my stimulation. My fingers were drenched when they came out of her, abruptly to get her a last sensation. I got up to have my knees on both side of her and put my cock between her breast. She pushed them together to surround me and I moved back and forth, for a long moment, until I was on the edge. I asked if I could cum on her breasts, she nodded. Few movements from my hand on my cock after, she was full of cum, and I was light as I can be after an intense orgasm. We cleaned up, went back to tender cuddling and talking and both fell asleep short moments after.

Next morning, I managed to motivate myself to go outside to buy some condoms. When I came back to the hotel, she was still in bed. We started to kiss and got each other excited again. It was still very smooth between us. As it was daytime, we could enjoy the whole room more easily, so we headed quickly to the small desk. She was fully naked, walking in front of me. I stared at her nice and muscled butt, all the time. I touched it on every occasion I had, so tempting it was. When we were near it, I made her bend over and put her hands on the desk. She could feel my hands on her breasts again, stimulating her nipples, while my hard again cock was poking gently her cheeks and my lips kissing her neck. I penetrated her with both my hands on her hips. I went in effortlessly. I fucked her intensely in that position, accompanied by the characteristic sound of this setup. Her moans were back.

Then, she made me sit on the edge of the bed. She made room between my legs and sat slowly on my lap, turning her back on me. She got me inside of her with a surprising ease. She was drenched again. She started making ups and down, quicker and quicker, getting her louder and louder. When we are interrupted by an incoming call from the American couple from earlier. "I have to take it".

She picked up and let herself fall in the bed, on her back. To get this call spicier, as she seemed not particularly enthusiastic to have a long chat with them, I gently opened her legs. She received this move with her usual and charming smile. Taking that as an authorization for me to continue, I went on my knees, bent over so that my chest was on the bed and I started trying to get her disturbed, by playing with my head between her thighs, with my fingers around her lips, with my tongue on her clit, with my thumb slightly rotating deeply in her. It was funny to see her pausing me when it was her turn to speak, pause that I didn't always strictly respect.

After these nice moments, as she needed to go to the airport the afternoon, we packed and left the hotel. We had lunch together, spent another hour or so together in a park before I left her to her taxi.

Some days later, when we were both back home, we shared some text messages and photos where we were both quite naked, but the intensity of the discussion quickly faded away in a few days. I haven't had contact with her ever since, but I think it is for the best, to keep this perfect memory as it is. I will remember this story forever, as it was an unexpected encounter and a very intense yet short relationship. The fact that it happened during vacations, while I was happy and peaceful, settles this memory in a very special part of my mind. The joyful part.

Oh, and because I know you are wondering and you were starting to be frustrated, here is what I wrote on my phone (I deliberately kept the typos & mistakes I made due to stress):

"I like to guess the origin of people around me and I couldn't be sure of it for you, and it drives me crazy. Are you an Italian? (mixed information that make me doubt) :)"

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