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The 1990s was an era when gods fought each other. Although there were many handsome men and beautiful women in the Hong Kong circle, the classic saying "The most beautiful is Michelle Reis, and the most popular is Leon Lai" was still circulating.

Among the Four Heavenly Kings, Leon Lai looks the most gentle, elegant, infatuated and honest, but in fact, he has the richest love history among the Four Heavenly Kings.

There is a kind of stunningness called Leon Lai’s girlfriends. Among the 22 girlfriends, each one is more beautiful than the other, while Shu Qi is only average.

01

When he was in high school, Leon Lai was sent to a British boarding school by his father. Being tall, handsome and a great guitar player, he was very popular among the girls in school.

Leon Lai's first love was a female classmate from Hong Kong who was also studying in the UK. She had long hair and was pretty, but not gentle. The two of them spent most of their time together arguing.

Maybe love is so wonderful. Leon Lai and his first love met every day and quarreled every day. After the quarrel, they broke up and wanted to meet each other again.

The two were together for more than two years. In 1985, 19-year-old Leon Lai returned to Hong Kong for recuperation due to illness. He was discovered by a scout by chance and started his journey into the entertainment industry. His relationship with his first love gradually faded over time.

02

In 1986, 20-year-old Leon Lai joined the Asia Television Artist Training Class. Leon Lai, who had no acting experience, was often scolded by his teachers, which made him very frustrated.

Fortunately, with the comfort and guidance of his classmate Huang Hongqin, Liming finally cheered up. The two encouraged each other, and as they got along more and more, their feelings quickly heated up and they got together.

This relationship of dependence did not last until the end. Later, in order to prove himself to his teacher, Leon Lai ran to participate in various competitions and ignored Huang Hongqin. The two people who were together less and more often eventually drifted apart.

03

In 1986, Leon Lai participated in the 5th New Talent Singing Contest and won the third place. He was then spotted and signed by TVB's Huaxing Company, thus officially debuting as a singer.

In order to improve his musical quality, Leon Lai became a disciple of the "music godfather" Dai Sicong and became a junior of Anita Mui, Faye Wong, Joey Wong and others.

While learning music from his master Dai Sicong, Leon Lai and his master's daughter Dai Yunhui fell in love with each other secretly without telling Dai. This relationship came and went quickly and ended in vain.

04

After bidding farewell to his junior sister Dai Yunhui, Leon Lai started a relationship with his senior sister Joey Wong.

At that time, Joey Wong and her boyfriend Chyi Chin were separated from each other, and they had constant conflicts and often quarreled and broke up. Leon Lai took advantage of the opportunity to comfort his senior sister and they developed feelings for each other and were obsessed with each other.

After Chyi Chin heard about what happened between the two, he immediately flew over to coax Joey Wong. Joey Wong, who had been with Chyi Chin for many years, still had feelings for her boyfriend Chyi Chin. In the end, Joey Wong decided to reconcile with Chyi Chin, and Leon Lai chose to let go and help her.

05

In 1989, Leon Lai and Sharon Chan collaborated in "Song Girl of the End of the World". They turned their fake love into reality and continued their love in the play outside the play.

Because Leon Lai and Sharon Chan had just started their acting careers at that time, and TVB did not allow artists to date, under pressure from all sides, Leon Lai and Sharon Chan's relationship did not last long before it was "strangled".

06

In 1990, Leon Lai filmed "No Regrets in This Life" and "No Regrets in This Life", working with Charmaine Sheh twice, and the two became acquainted because of the drama.

During the filming, Leon Lai and Kathy Chow were very close, their behavior was intimate, they often flirted on the set, and there was a lot of gossip. However, this gossip was like a flash in the pan, it came and went quickly.

07

In 1991, Leon Lai was preparing for his third album "Will You Come Tonight?". He had previously filmed a MV with his senior sister Joey Wong, which received very good responses. Therefore, he once again invited Joey Wong to play the leading role in the album MV.

Unfortunately, Wang Zuxian had other filming commitments and did not have time, so she declined Leon Lai's invitation. Although they were unable to work together again, Wang Zuxian introduced Li Jiaxin to Leon Lai and said that Leon Lai and Li Jiaxin were a good match.

With the help of Joey Wong, Michelle Reis became the heroine of Leon Lai's song "Will You Come Tonight?". The talented and beautiful couple sparked a passionate romance and wrote a love story.

Leon Lai and Michelle Reis were once hailed as the "golden boy and jade girl". It is really unimaginable if two such good genes could be combined. Many people hope that they can walk into the marriage hall hand in hand.

However, the high-spirited Leon Lai at that time had no plans to make his relationship public or get married. He was still young and had not had enough fun. Michelle Reis was heartbroken for not getting Leon Lai's promise, so she turned and threw herself into the arms of the wealthy man Liu Luanxiong, who only had her in his heart and eyes.

08

Also in 1991, Leon Lai and Vivian Chow sang "True Love In Tomorrow" on stage. Their feelings were the same as the song title, and they accidentally sparked love.

For a period of time afterwards, Leon Lai and Vivian Chow were inseparable. They appeared on variety shows together, sang together, and filmed dramas together. Every time Vivian Chow looked at Leon Lai, her eyes were full of love.

It has to be said that Zhou Huimin and Leon Lai were indeed a perfect match, but due to various reasons, the two were unable to continue their relationship. Later, Zhou Huimin had Ni Zhen by her side, while Leon Lai had a love affair with the queen Faye Wong.

09

In 1992, Leon Lai, Michelle Reis and Faye Wong co-starred in "The Legend of Mir". At that time, Michelle Reis was heartbroken by Leon Lai's "philandering affairs" and was having a passionate affair with Liu Luanxiong. On the other hand, Leon Lai and Faye Wong were also having a passionate affair.

In "The Legend of Mir", Leon Lai and Faye Wong have many scenes together, including a kissing scene. It is unclear whether it was real love or if the kiss sparked sparks, but before the filming was finished, rumors about Leon Lai and Faye Wong were spreading like wildfire.

Perhaps they were no longer surprised to see "couples on the set", the relationship between Leon Lai and Faye Wong only lasted during the filming. As soon as the filming was finished, the two turned around and said goodbye to each other.

10

Before the romance rumors with Faye Wong had completely faded away, Leon Lai immediately had a wonderful love affair with Hong Kong sister Chan Suk-lan.

Speaking of which, Chen Shulan has some "connection" with Leon Lai's ex-girlfriend Michelle Reis. Back then, Chen Shulan and Michelle Reis participated in the Miss Hong Kong beauty pageant together. Michelle Reis won the championship, while Chen Shulan won the runner-up.

Not only did they participate in the same competition, but they also liked the same type of men. It really was "fate" for them.

11

Leon Lai is always there, but his romantic relationships come and go. In 1994, Chen Shulan was no longer by Leon Lai's side, and was replaced by the newly crowned Miss Hong Kong, Li Qiong.

In 1994, Li Qiong participated in the Miss Hong Kong beauty pageant and was appreciated by TVB and signed to make her debut. She was strongly supported by TVB as soon as she debuted and co-starred in the TV series "Good Morning, Sir" with popular stars Leon Lai and Louis Koo.

This drama did not cause much splash, but the romance between Leon Lai and Helen Lee caused a huge stir.

What’s interesting is that when faced with romance rumors, the two seemed to have communicated with each other in advance and have been on a united front, neither admitting nor denying it.

12

In 1995, Leon Lai went to Korea to promote his new movie "Fallen Angels". During a promotional event in Korea, Leon Lai and Kim Hee Sun met and they fell in love at first sight, thus starting a "Sino-Korean love story".

Perhaps due to the communication difficulties and the long separations caused by being in a long-distance relationship, this "China-Korea love" did not last long and ended.

13

In 1996, Leon Lai met Maggie Cheung while filming "Comrades: Almost a Love Story". At that time, Maggie Cheung was heartbroken and in a bad mood. Leon Lai, as a "passionate and warm-hearted man", tried every means to make Maggie Cheung happy after knowing this.

With Leon Lai's company, Maggie Cheung slowly came out of the shadow of a broken heart, and their relationship grew stronger day by day, being "sweet" both in and out of the drama.

Maggie Cheung also knew that Leon Lai would not settle down for her, so she was ready to withdraw at any time. The two of them snuggled together for a while and then parted ways amicably.

14

In 1998, Leon Lai and "sexy goddess" Shu Qi collaborated on "City of Glass". The two felt like they had met too late and had a great time talking to each other. Their love gradually grew and they got together.

Because Shu Qi's road to fame was not glorious and was full of controversy, she had always wanted to transform herself. In order not to affect Leon Lai, the two started a secret relationship and when their love deepened they started living together.

Although the two were very cautious, they were still caught by reporters and their secret relationship came to light.

Shu Qi did not fight or compete, and silently gave to Leon Lai for 7 years. The two have been together for 7 years and their relationship is pretty good. Shu Qi thought that her forbearance and dedication would be recognized and cherished by Leon Lai.

What Shu Qi didn't expect was that what she got in return for her years of youth was not a wedding dress, but Leon Lai's words "My parents don't agree".

How many people in love have been separated by their parents? A momentary impulse and various external pressures have forced lovers to separate.

This relationship became a regret in Shu Qi's heart. Giving up Shu Qi and this seven-year relationship also became Leon Lai's regret.

15

The reason why Shu Qi and Leon Lai broke up was not only because she couldn't wait for Leon Lai to propose, but also because of the pressure from public opinion and the opposition from the boy's parents. Another very important reason was that Leon Lai was too amorous.

During his time with Shu Qi, there were always gossips surrounding Leon Lai. While he was flirting with Shu Qi, he was also having affairs with other actresses.

In 1998, Leon Lai and Li An filmed a telecommunications advertisement. Later, Li An also participated in the movie "New Love Century" starring Leon Lai. The two collaborations made the two more familiar with each other. They were also photographed by reporters behaving intimately, which led to rumors of a scandal.

Liming and Li An always kept in touch and they had a very close relationship until Li An went to study elsewhere and they reluctantly broke off contact.

16

In 2000, Lee Na-young and Leon Lai co-starred in the MTV "You Are the One" and the movie "Angel Dream". Leon Lai was attracted by the young and beautiful Lee Na-young and began to pursue her.

The two were photographed having a date and dinner together, behaving very affectionately, like a couple in love, and the gossip spread like wildfire.

17

Only one year later, Leon Lai's rumored girlfriend changed to Cecilia Cheung. In 2001, Leon Lai and Cecilia Cheung struck up a romance on the set of "The Liar".

Leon Lai was very caring and concerned about Cecilia Cheung. When Cecilia Cheung was not feeling well, Leon Lai took her to see a doctor without saying a word.

In order to please Cecilia Cheung, Leon Lai would prepare breakfast with different flavors for her every morning when the two were filming in Nepal.

After work, the two had supper and played billiard together. Reporters also photographed Leon Lai spending a lot of money to buy a car for Cecilia Cheung.

The love affair between Cecilia Cheung and Leon Lai was sweet in the beginning, but ended abruptly. When the passion faded, the two of them did not continue. Cecilia Cheung even changed her words and said that she bought the car herself and that she and Leon Lai were just friends. The two of them were just playing around.

18

Also in 2001, Leon Lai and Japanese actress Asaka Seto co-starred in "Undying Love" and developed a deep relationship.

Not only did they flirt with each other at the premiere, but they also gave each other tokens of love and were photographed by paparazzi on many private dates. Seto Asaka even confessed her love to Leon Lai in front of reporters, saying that she was indeed in love with him.

Although Seto Asaka is the goddess in many people's hearts, she is not the only goddess in Leon's heart. His love is very broad. After appreciating Seto Asaka's beauty, he can't wait to explore the next target.

19

In 2004, Leon Lai and Kate Tsui met through a TV show. Later, Leon Lai appreciated Kate Tsui and selected her to shoot a telecom commercial. This collaboration brought the two closer.

Kate Tsui broke up with her then-boyfriend Dylan Wen after filming an advertisement. The outside world once speculated that their breakup might be related to Leon Lai's involvement, but Leon Lai's record company denied the rumors with Kate Tsui in order to protect the reputation of both parties. Whether the two were together or not is still a mystery.

20

Just as Leon Lai was entangled with Kate Tsui, he fell in love with Charlie Young. In 2004, Leon Lai met Charlie Young on TV and they became friends. It was also in this year that Charlie Young won the Miss Hong Kong title and entered the entertainment industry, while Leon Lai continued to maintain a friendly relationship with her.

It is said that rabbits don't eat grass near their burrows, but Leon Lai is different. He eats grass near his burrows like crazy. Not wanting to be friends with Charlie Yeung, Leon Lai adheres to the concept that whoever is close to the water gets the moon first, and directly appoints Charlie Yeung as the female lead in his advertisement.

In 2005, with Leon Lai's recommendation, Charlie Young starred in "Seven Swords" with Leon Lai again. During the filming, she was accidentally stabbed in the chin by a sword. Leon Lai flew over to stop the bleeding for her, which moved her very much.

As Leon Lai was getting older, he was tired of his wild and unruly girlfriend. When he met Charlie Young, who was smart and independent, he could not help but be attracted to her. After they finished filming and returned to Hong Kong, Leon Lai took advantage of the situation and made a phone call to pursue the beautiful woman, and finally succeeded in winning her heart.

21

It was thought that Leon Lai and Charlie Young would end up together, after all, they were deeply in love back then. However, unexpectedly, in 2005, Leon Lai's girlfriend changed again. He was replaced by Chinese-Vietnamese mixed-race model Gaile Lok, who was 14 years younger than him.

Speaking of which, Leon Lai and Gaile Lok knew each other as early as 2000, but at that time they both had their own loves, so there was not much intersection and development.

In 2005, Leon Lai met Gaile Lok at a party held by his company. As old acquaintances, the two reminisced and talked and found that they got along very well. After getting to know each other better, they confirmed their relationship.

Perhaps because he had had enough fun and was getting older, Leon Lai wanted to settle down, so in 2008, Leon Lai married Gaile Lok in Maldives. The wedding was a grand occasion.

After marriage, Leon Lai doted on Gaile Lok and gave all the financial power of the family to Gaile Lok. However, what Leon Lai did not expect was that while he treated Gaile Lok like his first love, Gaile Lok abused him thousands of times.

Leon Lai is busy with work on weekdays and rarely has time to accompany Gaile Lok. Gaile Lok often brings some friends home to smoke and drink, making the house a mess. When Leon Lai comes home after a day of work, he has to help her clean up the wine bottles.

Not only that, Gaile Lok also spent money lavishly, buying things and investing randomly, squandering a lot of Leon Lai's property and leaving a lot of messes for him.

What's even more outrageous is that Gaile Lok cheated on Leon Lai, which was caught and exposed by gossip gossips. Their marriage broke down and ended in divorce.

22

After a failed marriage, Leon Lai remained silent for a long time and there was no news of a new relationship for many years. Many people speculated that he was hurt too deeply by Gaile Lok and it would be difficult for him to enter the palace of marriage again.

What no one expected was that in 2018, Leon Lai was revealed to have a daughter. Only then did everyone know that he and Wing had been secretly married and had a daughter.

It is understood that Wing is Leon Lai's assistant, who has taken care of and helped Leon Lai manage his career for many years. Wing had a failed marriage, and after the divorce, she and Leon Lai fell in love, and the two finally decided to join hands in marriage.

Ah Wing is not young anymore, has been married before, and has an average appearance, so many people think that she is not worthy of Leon Lai. Some even think that Leon Lai married her just to live together and there is no love between them at all.

In any case, the two have been married for six years now, and their relationship is quite stable. Having experienced so many relationships and so many things, Dawn has finally settled down with his wife and daughter by his side.

Some people say that among his many girlfriends, Leon Lai's relationship with Michelle Reis was the most regrettable, his relationship with Shu Qi was the most regrettable, his marriage to Gaile Lok was the most hurtful, and his remarriage with his female assistant Wing was the most compromising.