"We spent the previous decade telling ourselves that we're happy as we are, and if it happens, it happens," she says.
Three years ago, hoping to get over an unrequited crush, she took matters into her own hands and joined the Ok Cupid dating website. Three years later, she has gone on dates with men in their 30s, 40s and 50s, but has remained single. In 2004, there were 844,100 Singapore residents who were singles, compared to 1,048,100 last year - a jump of almost 25 per cent over 10 years, figures from the Department of Statistics show.
Expectations of what a partner should be like are thorny issues to navigate.
Life found that men's concerns tend to revolve around appearances and child-bearing abilities of their partners, while women's preoccupations centre on financial stability in their potential husbands.
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.
I'd think, maybe another girl would be better," he says, which would spur him to get on the dating treadmill again.
Having given up on dating apps, he says he still wants to find a wife who shares his Christian faith. Another common reason that older singletons give about their lack of prospects is their shrinking social circles.
As they get older, more of their friends get hitched and start families. Kang, 40, who has never had a relationship, puts it this way: "As a single, you tend to hang out with singles.
Take bachelor Benjamin Koh, 36, a consultant in learning and development at a corporate training firm, who three years ago gave up on the Lovestruck app he used to meet people.
He found the constant search for romantic possibilities tiring and fruitless.