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5566 was a Taiwanese boy band, formed under Taiwanese music company, J-Star. The name is derived from their original five members (Zax Wang, Jason Hsu, Sam Wang, Rio Peng and band leader Tony Sun), working in six entertainment fields (singing, movies and dramas, hosting, modelling, commercials, and dancing). Over the course of their career, they have starred in three idol dramas: My MVP Valentine, Westside Story, and Mr. Fighting. They have also released four albums: 1st Album, Boyfriend, Long Time No See, and Bravo; two compilation albums: C'est Si Bon Greatest Hits, I Love 56 - Re-emerging Legends: 5 Years Greatest Hits; and taken part in four OSTs: My MVP Valentine OST, Westside Story soundtrack, Mr. Fighting OST, and Ying Ye 3 Jia 1.

5566 disbanded in 2008, but occasionally reunited in 2014, 2016 and 2019.

Grouping

5566 not only work together as a group, but also individually. For instance, Sam Wang is famous for his appearances in many TV series as well as his membership in another company's band called 183 Club, which effectively makes him the busiest 5566 member; Tony Sun and Zax Wang often have dramas to shoot; while Jason Hsu has been featured in many local promotional campaigns. Zax Wang and Jason Hsu are also hosts of SETTV's entertainment show, Showbiz (完全娛樂 / Wan Quan Yu Le) (2002–2011). 5566 as a group has hosted TTV's Young Guns (少年特攻隊 / Shao Nian Te Gong Dui) (2002–2007) and CTS's Dou Zhen Ju Le Bu (鬥陣俱樂部) (2004–2005). Additionally, leader Tony Sun is also known to take part in a lot of the behind-the-scenes work at Jungiery. The Hunger Games, Hosted by them (2017 -?).

Pre-debut

Tony Sun has gained much solo experience by releasing several well-received albums in the Taiwanese dialect in the 1990s; he even gained the title of the "Taiwanese little champion". However, his popularity waned when he had to fulfill his mandatory military service. Sun was signed under Jungiery since his earlier days; this was how he used his connection with the company to secure the second part of his career.

Zax Wang was a member of short-lived boyband POSTM3N. After the group disbanded, he was planning to start a cellphone shop with a colleague when Sun De Rong, Jungiery's head, contacted him. Wang took up the deal.

Sam Wang was a national soccer player and a model before signing with Jungiery. He is also a member of another Jungiery boyband 183 Club.

Jason Hsu was originally obese and unpopular in school. However, he started appearing in several commercials when he successfully lost weight, giving him the looks of an idol. He was also a model. Jungiery offered him a contract, and he gladly accepted.

Rio Peng was known as Xiao Dao. He was playing at My MVP Valentine with another member, too.

2002: Popularity Rise

5566 was formed on 21 January 2002 by manager Sun De Rong (also known as Sun Zhong).

5566's debut and sudden rise to popularity has been a controversial topic. They showcased their multiple talents in their debut interview, yet their hard work was not respected, drawing much criticism and earning them a negative nickname, "Turkey", which is still used today. This continued until their first idol drama, aired on local television. The drama, featuring 5566 in the lead roles, exceeded expectations by having a higher viewership rating than several other idol dramas during that season. Not only did this drama help skyrocket 5566 to fame, it was also the driving force behind the careers of Angela Chang and Yen Hsing-su.

Due to a serious injury that he suffered during the filming of a variety show, Rio Peng was temporary pulled out from group activities to recover. Although the remaining 5566 members confirmed that Peng was still part of the group, Peng would eventually leave the group, forming his own management company, Wingman Entertainment.

In December, 5566 released their first album, which sold 240,000 copies in Taiwan. However, ever since the album was re-released in two additional versions, 5566 would become infamous for regularly repackaging their albums. This holds true till today; the Westside Story soundtrack and the Top on the Forbidden City OST are the only two albums that remain unrepackaged.

2003: Westside Story and Peng's Departure

Promotional activity for their first album continued during the first few months of this year. When activities ended, 5566 temporarily bade farewell to their home country for overseas promotion in Southeast Asia. After this was finished, 5566 began work for their second idol drama, Westside Story. This drama was also well-received, and the Westside Story soundtrack complimented the drama nicely, faring well on the music charts.

2003 also saw the start of Jungiery's marketing strategy, which was to utilize 5566's fame to increase the popularity of other Jungiery artists. This was seen on the Westside Story soundtrack album, where a song by the now-defunct bubblegum-pop group R&B and a duet between Tony Sun and Cyndi Wang were included. Both R&B and Cyndi Wang became well-known artistes almost instantly.

Rio Peng, with his company Corvette Entertainment (the name Corvette was later abandoned in 2006 in favour of Wingman), formed and managed a dance group K One.

2004: Top on the Forbidden City and In Love With A Rich Girl

In 2004 Sam Wang played a supporting role in the drama Top on the Forbidden City. The theme song for this drama, "Twist The Fate", was a collaboration between 5566 and the group managed by Peng, K-One. During the period "Top on the Forbidden City" was aired, 5566 began advertising for the 7-Eleven convenience store chain. 7-Eleven released special junk food and instant food varieties based on 5566's own ideas. 5566 recorded a short jingle, C'est Si Bon, to aid this campaign.

After "Top on the Forbidden City" was finished, Sam Wang joined a new group called 183 Club, which fame eventually rivaled 5566 in China.

The same year, 5566 released their first compilation album, C'est Si Bon Greatest Hits. This compilation featured songs from their previous three works, and three new songs, one of which was the re-recorded full version of C'est Si Bon, which also featured 7 Flowers. The song was initially only a jingle for the 7-11 advertisement. By popular demand, verses were newly written and composed to make a full song. The ending of promotions of this Greatest Hits album also signaled the end of 5566's core activities for the year.

2004 is also the year in which member Jason Hsu starred in his own TV series / idol drama, In Love With A Rich Girl. The other three 5566 members were featured as special guest stars in episode one.

2005: Mr. Fighting and Long Time No See

5566 sprang to an early start in 2005 with their new idol drama, Mr. Fighting. Unexpectedly, both the drama and the OST did not do as well as expected. Many thought 5566 was beginning to lose their grip on the entertainment industry. Jungiery's manager, seeming to notice this and fearing that the whole J-Star group would collapse if their main pillar fell with no backups for support, then decided to shift his attention to 183 Club. After this drama, problems between Avex Taiwan and Jungiery arose, and Jungiery defected to Warner Music.

5566 also released their third album this year, Long Time No See. This album was also 5566's first musical work released under the Warner Music label. This album featured more of Tony Sun's vocals, as there were complaints that Zax Wang's vocals were featured too much in their second album. Despite this, the above-mentioned decline and many fans' voicing a deterioration of quality slightly dented the album's performance.

2006: Hiatus

2006 was a hiatus year for 5566's activities. Tony Sun and Zax Wang both went to Mainland China to film their own dramas; Sam Wang along with 183 Club starred in idol drama The Magicians of Love which aired early in the year, and released an album during the summer; Jason Hsu at first stayed in Taiwan to attend various promotional campaigns, as…