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The Most Romantic Date I’ve Been On- My Date’s Perspective (Part 1 of 2)

Hey guys, guess what? Chance is a novice writer too. I was impressed by the first few excerpts of his writing he’d sent me, so I proposed an idea. After reading him part one of the post I wrote about our first date (link here), I asked if he’d be interested in writing about that night from his perspective. I thought it’d be cool to give you guys both sides of the story. He said yes! I was surprised, but ecstatic! So, without further ado, here is our first date from his perspective. 


Meeting on the Dating App

I don’t really remember when was it that we matched. It was January 31st when I sent that first message, “Hey” along with my favorite emoji, the one with the smiley face, the one with closed eyes and a big smile showing its teeth, to me, that emoji’s smile feels genuine. 

In my past adventures in the dating app world I would always break the ice with an over the top joke or comment, as you can expect, it did not work, at all. I also tried a more formal approach, it didn’t work either. One of the things I found out is that if you begin the conversation with a compliment about the person, from something you saw in their pictures, this gives you their attention, and from there you can work your way to getting to know the person.  But if you want to know the secret, the best way to get people interested in you is to, putting it in simple terms, be yourself. Not everyone is going to connect with you but when someone does, it feels natural, you didn’t have to pretend to be something you are not. And so, with that “Hey” and my favorite smiley face I decide, I’m just going to give this one more try, no tactics, no over the top jokes, no holding back, I’m just going to be myself.

Like that, Laura and I began talking. To me, it felt natural, we talked about different sorts of things, I remember deep conversations about pigeons and what not, really exciting, haha, but in all seriousness, I just felt like maybe she could be the one person I can get along with and just be me. We had been texting for a while. I didn’t want to ask her out too soon. I wanted to make sure she liked talking to me, you know, just feeling comfortable in general. I don’t remember exactly how it happened but she took the lead and we decided on a date together. Honestly she did most of the work. She found a place; I just helped her decide on the date and time. So we agreed to meet on a Tuesday. I was really nervous. It’s normal I think. After all, I was meeting her for the first time. I didn’t want to mess things up.


Meeting at the Café

Tuesday came, she sent me a text to confirm that we were indeed going on a date. I was really glad. I thought she might cancel at the last minute, haha. It began just like any other Tuesday. I went to work like usual, didn’t have class that day so after I got off work I went to the gym, took longer than I had planned, finished what I was doing, took a shower and headed straight to the cafe we agreed on. I was late. 15 minutes late but I finally made it there.  

We only texted in English so I wasn’t really sure if she spoke Spanish, and then she said “hello” and all I thought was “oh fuck, my English kinda sucks”. I guess she either read my mind or saw my scared reaction because she started speaking spanish, and when she did it felt just like when you find a bathroom after you’ve been holding it in at movies for like 3 hours. What a relief it was, haha. I’m too self aware so I was trying not mess things up. I opened the door and let her go in first, but I was so nervous I walked past her, and walked in front of her on our way to the counter. “Wait, I should wait for her, or let her go in front of me, or maybe go side by side”  my mind was doing overtime, I tried to play it cool but I knew she could tell I was nervous.

I managed to order coffee, and waited for her to order one as well, and then I picked a spot for us, it was kind of uncomfortable but it was near a window. When we both got called to get our coffees we moved to a more convenient table and began talking. Well she did most of the talking anyway as I tried to find the perfect combination of things to say, but my mind was blank, so I just listened to her talk. My mind was in potato mode and couldn’t think of something interesting to say. I just listened to her, and looked at her, and thought “man, she sure looks pretty, don’t mess this up, come up with something cool”.  So as I drank my coffee and looked at my cup hoping to find in it something impressive to say, I just asked questions about her work, and simple things like that. We got some cake, I got a carrot cake and she got a slice of cornbread. I offered her some of mine and she offered me some of hers. After that I don’t remember who was that suggested we get out of there. I gave her options, stay there near where we were or go somewhere else. I was tasked with this important decision and decided San Juan would be nice place to go to. It looks beautiful, it has date-ish feel and I just really enjoy going to San Juan.


Old San Juan

On our way to San Juan I could feel myself getting more comfortable around her. I don’t really remember what we talked about but I was having a good time. Even though I live here, I don’t know how to get to a lot places so I used my gps to get there. Eventually we arrived and parked. When I got out of the car I could feel the cold breeze. It felt good. The night sky was cloudy, the city was quiet, there were people walking by and having a good time. So, I asked her to follow me to El Morro. It was dark, with some light posts here and there. We sat at a bench and looked at what was in front of us, a beautiful view of a city across the bay, bright and colorful lights, small ships passing by, and the night breeze was cold, but not too cold. It felt relaxing. I asked her to come with me, to get a little bit closer to the castle. As we walked, we talked and I enjoyed being with her even more. We got to another bench, and then it happened. As I sat down, she fell, and I couldn’t help but laugh because she was bragging earlier how she almost always falls but never does. It was really funny. I tried to help but she insisted on getting up on her own.

I don’t remember how we got on the topic of kissing, but I said to her that I was a good kisser, or so I had been told. That maybe she could tell me how good I really was. From what I saw she didn’t really want to talk about that. It didn’t feel like she wanted to avoid kissing me, but I took it like maybe she’d rather talk about that at a later point. So, I changed the subject. I’d say I’m very perceptive. As we talked, drops began falling on my face, cold and wet, and somehow refreshing. I don’t really mind rain, but it was our first date and I was thinking I wanted to be somewhat dry just in case we might want to do something else. I remember back when I was in middle school and high school, I used to like walking under the rain. All the other students ran for cover or made a big deal about it, but I just walked and enjoyed the rain falling on me. Just to be sure, I often asked how she was feeling so far, if she was having a good time like I was.



I hope you guys enjoyed that little extra. Chance is a bit more on top of things than me, it seems, and already wrote the part two of our first date. I have not however, so! I’m going to cut his version off right there. I plan to write my side of the second half of our date on Saturday, March 2nd. Either way, whenever I post my part two, I’ll post his. I wouldn’t want to spoil anything. 😉


Photo credit to 3dman_eu from Pixabay

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