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"Sometimes I would meet someone who I may not have had any connection with.
I'd think, maybe another girl would be better," he says, which would spur him to get on the dating treadmill again.
By all accounts, dating culture should be burgeoning in Singapore with the growth of online dating and dating apps such as Tinder.
Moreover, dating agencies in Singapore have also seen a rise in demand from older singles - as well as interest from divorcees and widows.
Now, 40 per cent are divorced and 10 per cent are widowed.
The friends have less time to hang out and have fewer new friends to recommend as possible matches. We tend to get 'more single'." There have always been more women than men in her life.
She was from a girls' school and mostly socialised with the same group of friends through secondary school, junior college and university.
But attitudes are hard to change: There is still a lingering sense of embarrassment and conservativism about putting oneself out there, especially for older people in the dating pool here. Ms Yeo, for example, sees a marked contrast between men in Singapore and those from abroad.
When American men sent her online messages via Ok Cupid, an international dating website, she could find and identify them on Facebook and Linked In. "There were men who didn't want to give their real names or say what they did for a living.