[1] Originally produced by musician and fashion designer Mana, Wakeshima debuted under the DefStar Records label on May 28, 2008 with the single "Still Doll", the ending theme for the anime adaptation of the manga series Vampire Knight.

Wakeshima's second single "Suna no Oshiro", released on November 12, 2008, was used as the ending theme for the series' second season (subtitled Guilty).

Appearing in a variety of recitals and concerts throughout her school years, she began writing her own music and combining singing with her cello playing at the age of sixteen.

[3] Wakeshima auditioned at Sony Music Entertainment as a singer, originally not intending to include her cello playing with her demo tape, but later changed her mind after experimenting with performing with the piano.

She became a finalist at the audition, contracting with the Sony subsidiary DefStar Records and debuting on May 28, 2008 with her first single, "Still Doll".

Wakeshima performed at Japan Expo 2009 in Paris, France, and appeared at Otakon 2009 in Baltimore, Maryland.

The duo sang the second theme song for the anime adaptation of Shiki, called "Calendula Requiem", which was released November 23, 2010.

Wakeshima released a solo double a-side single on November 7, 2012 called Foul Play ni Kurari / Sakura Meikyuu.

[7] In February 2014, Wakeshima released her fourth single, "Signal", which was used as the new ending of the anime television series Strike the Blood.