"Playboy" is a song by American singer Trey Songz, released as the second single from Tremaine the Album, on February 14, 2017.

[4] Revolt's Maurita Salkey said that it has a "smooth R&B style and vocals, powered with his usual theme of love, sex, and passion.

[...] Trey expresses his feelings on finding true love and slowly wanting to change his playboy ways [...] deliver[ing] a much more mature sound in which fans will be appreciative of".

[4] The music video was directed by Songz along with YashXana, and released the same day as the song.

Trey Songz is shown surrounded by multiple women that touch and kiss him, while he remains visibly apathetic to the situation and pensive, showing his thoughts in other scenes in which he is happy and being intimate with a single woman, remaining, however, at the end of the video, in a bed surrounded by numerous sleeping women, with an expression of reflection and emptiness.