Think you’ve been on some of the worst dates ever while dating in Singapore? Wait till you read some of the worst date stories shared by the CLEO Bachelors. From being told how a man should behave to being sold insurance on a date, their stories will make you undecided whether to laugh or cry.
“The worst, hah! It would definitely be that time when my date panicked while we were having dinner and said, ‘S***! My boyfriend is calling!’ She said she needed to answer this one. Guess what? She never came back. In my defense, I didn’t know she had a boyfriend. I SWEAR!”
“We made an appointment to meet for dinner at Dempsey (supposedly romantic) and she was just on her phone and not engaging in conversation—always on Instagram. And when I asked her questions, there were sometimes lengthy conversations and others were just one-word answers. And when the bill came, she didn’t even attempt to offer—she deflected the waiter to me. We were supposed to go for drinks after but I couldn’t take it and just left. Also, she tried to sell me insurance.”
“It was a day out to Universal Studios Singapore (USS) at Sentosa. As we got into USS, we found out a lot of the rides were down. We went to take the Revenge of the Mummy™ ride, after which it started pouring really heavily and we got drenched. There was a lightning storm, so we couldn’t hang out at the beach. And other parts of Sentosa and VivoCity were crowded with people seeking shelter from the rain.”
“It was just a simple dinner but it was filled with awkward silence because she was just giving one-word replies to my questions. I had to crack my head to keep the conversation going.”
“She was not a talker at all. Half the time, she was on the phone and the next, she was answering questions asked only by me. I literally made plans with my friends on the spot to end the date faster.”
“I went for a midnight movie with this girl once. We didn’t have much to talk about, so we went for a movie since we couldn’t talk more inside. The movie was a comedy A Million Ways to Die in the West by Seth McFarlane. Basically, she fell asleep in the cinema and was snoring. When the movie ended, we hugged awkwardly and left.”
“The answer is possibly gonna be as short as the actual date. I’m not even kidding. I think she had just been through a horrible break up and was feeling quite miserable. We were having drinks at a bar near Holland Village. Halfway through the date, she started crying. I offered to take her home but she left anyway, leaving me with twice the amount of drinks to finish.”
“She was very demanding. She said, ‘You should pay for every date; a man should be like this; a man should be like that.’ That’s not accepting others’ flaws! We went out for a movie and thank goodness we didn’t contact each other after that. She was also very judgmental when she found out I’m doing business, acting and modelling.”
“We went out and it was silent 90% of the time—really awkward and uncomfortable for both parties. We just couldn’t find a common topic.”
“We were having a very simple, casual dinner at Club Street. We were talking and touched on a few sensitive topics such as current affairs, politics and religion. It started to feel like a debate and got too awkward. But I’d say, to each their own. We wished each other well and I didn’t meet her again.”
“We had dinner at a steak place and went for drinks right after. The bartender at the bar happened to be my friend and he ended up hooking us up with plenty of drinks for the night. The girl I was out on the date with had a low tolerance for alcohol and ended up puking all over the place. I had to take care of her and send her home. Let’s just say I had to spend a lot on dry cleaning and couldn’t look at steak for a long time.”
“We went to ONE°15 Marina Club, had dinner, shared wine, took a walk down the quayside… only to find out I had been friendzoned.”
“It was my first time meeting her and after a movie, we decided to go to another place. I suggested taking the train because it was the fastest way since it was during peak hours, but she insisted that she didn’t want to because she felt that taking the train is very ‘cheap’. That was the last day we met.”
“I went out with someone and she didn’t really talk a lot, so it was quite awkward. I was always trying to start a conversation.”
Watch the Bachelors give dating advice to some of the most searched questions on Google below.