This is the story surrounding a "quasi-hookup" I met on Tinder. Her name is Dawn, in her mid-late 20s, works in finance department for an IT company.
I was on a short trip to my hometown away from Singapore when I casually swiped on a profile that has no identifiable face but an interesting tagline. "You give me what I want, and I will give you what you want".
I am already in a steady relationship for a couple of years now but at the time I was just bored. I did however state in my profile that I wasn't looking for a relationship.
There wasn't much conversation going between me and Dawn. Well at least not until I returned to Singapore when I realized from the distance shown on Tinder that she was actually visiting Singapore. At the time I was a bit busy with work, so only a few days later that I messaged her and asked her what she was doing in Singapore. It turned out that she came to attend Bruno Mars concert with her friends. A few days worth of conversation later I told her I would be visiting my hometown again and how I would like to meet up with her for a dinner.
We met at a casual restaurant near her workplace and we had a pretty good conversation. For a guy, I am quite talkative so it kinda helped to get things going, just about enough for her to confide in me about almost anything, even about her heartbreaks and relationships.
I knew I wasn't playing the right game that would lead to a hookup, but she seems like a nice girl. So I listened and she shared how she had bad experience with men. From her first boyfriend with whom she lost her virginity to, to where she recently (unknowingly/or so she said) got involved with a married man. She did asked me about my relationship status, to which I told her the truth.
Nothing happened between us that night. We hugged and I dropped her off at the gate of the hostel she was staying in
A little bit of back story about Dawn. Born to a not-too well-off family, being the eldest of 3 siblings, she's by default the backbone of her family. She moved away from her hometown a few years ago seeking a better living right after graduation from college. In order to save more money, she was sharing a room with her high school friend, of whom I later found out to be quite protective of her.
Dawn skin is mildly tanned, big beautiful eyes, black hair, around 155 cm tall, slim built but shapely figure.
I returned to Singapore and continued with my life. It's just so happened that not too long after, my girlfriend was gonna be away for a weekend overseas. I casually texted Dawn and told her that I was gonna be 'single' for the weekend and she said she's bored with her daily life.
I don't know what gotten into me, but I dared her to pay me a visit over the weekend. To my surprise, she actually came to Singapore.
On a hindsight, I realized how creepy my proposition was, and in any situation, a woman or a man should NEVER, EVER fly overseas to meet with a person he/she met just once before. This is super wrong and very dangerous. Come to think of it, I should have been more careful as well, because she could be some psychopathic killer or something.
She then texted me her flight details and expected that I come and pick her up at the airport. She said that since she fulfilled her part of the dare, then it is only fair that I must take good care of her while she's in town. I quickly booked a nice new hotel for her one night stay.
I picked her up at the airport, we had lunch and I insisted in paying her for her flight tickets knowing how little money she makes per month back home. She gladly accepted it and she told me that her roommate is kind of upset of her behaviour (and rightly so I think), that she was being really stupid and endangering her self to have done such reckless act. Dawn told me that, her roommate was coming over the following day just to make sure she is safe.
We went around town for some sightseeing before returning to the hotel early evening. In our conversations, we discussed about what we think about hooking up, its sad nature and how to best prevent falling in love situations. I told her that from my experience, if we were to have casual fun, my rule is that it should not be repeated. Because if you repeat many times, that means there is something. It wouldn't be just from lust or physical attraction anymore.
She was really upset because I actually said it beforehand that there is a possibility that we may actually not meet again regardless whether we have sex or no sex, since I didn't want too much complications with my life.
Yes, I was being a blatant jerk, a stupidly honest one, but still a jerk.
Tears rolled in her eyes.. and I felt really bad.... Like a total asshole...

at the same time, I had to find ways to assure her, that it is really no big deal if we don't have sex.
All I could say was that I really appreciate our moments together and I would do my best to make her stay as pleasant as possible. I mean, she doesn't come all the way to Singapore just to cry, right?
We then headed out for some supper, drinks and returned to our hotel. We did however, heavily made out that night, got naked, she was super wet, but she didn't want to have sex. I was quite chilled about it, because I understood she was seeking something more than sex, something that I couldn't give. Hooking up is just a hook up for me. Nothing more and nothing less.
We cuddled until morning, went for breakfast and checked out of the hotel and recommended a different hotel for her to stay with her incoming roommate.
<to be continued>