She had always been plus-sized, but it had never bothered her.
Until one day, when her then-husband - now her ex-husband - told her after sex that getting intimate with her was uncomfortable because she's too heavy.
Said Ms Annie Chan, 45: "He told me, 'Do you know you're very heavy? Do you know I feel very uncomfortable with you weighing on top of me?
"'Can you do something about yourself?'"
The comment hurt her badly and led to self-doubt and insecurity.
But those dark days are over.
Ms Chan, who once weighed 90kg but now weighs 74kg, is comfortable in her own skin.
She is so confident that she took part in a plus-sized fashion show last Wednesday.
The matchmaker and relationship coach, who also does corporate events training, told The New Paper that she has always been big-sized.
Recalling her ex-husband's comment, which was made towards the end of their five-year marriage, she said: "It left the deepest hurt, one I will always remember. He sounded very disgusted."
Ms Chan said her weight had never bothered him when they got married. But due to marital problems, she put on some 20kg and weighed about 90kg towards the breakdown of the marriage, which finally ended in 2012.
Her ex-husband was about 76kg.
"I hit a low point after that, always doubting myself, always noticing fats here and there," she said.
"I went for slimming programmes, but they didn't work.
"On top of that, I had hit rock bottom when my marriage failed. There were times when I was driving home to our empty matrimonial home, I would think about crashing the car and ending it all."
Ms Chan was among 15 women who walked down the fashion runway at Evolution! Plus Size Fashion Show last week.
The show was organised by former local supermodel Hanis Hussey and online magazine for plus-sized women, Big Is Gorgeous, and it gave bigger women a platform to build their confidence and fulfil their modelling dreams.
The event, which was held at Hilton Singapore, also promotes a positive and healthy body image.
To keep fit, Ms Chan tries to jog at least three times a week. She reduces her carbohydrates intake and tries to eat dinner before 7pm.
Strutting down the runway for the first time, she felt that the event delivered a positive message.
"It's for all plus-sized women to tell themselves that there is nothing to be ashamed of," she said.
"The fact that I dare to get up there is already one step forward, regardless of size.
"I found it admirable that most of them are so much bigger than I am, but they fully embrace themselves."
And when it comes to her love life, Ms Chan wants to take it easy and is dating.
"Happiness is relative, but I'm happy where I am now," she said.