It features rappers Gucci Mane and Soulja Boy and serves as the second single from Songz' third studio album, Ready.

"LOL Smiley Face" is an R&B song featuring bouncy, poppy synths, and lyrically refers to sexting and other electronic multimedia messaging.

[1] "LOL" was written by its performers, Trey Songz, Gucci Mane and Soulja Boy, and its producers, Troy Taylor and Tony Scales also contributed to the writing process.

[6] Ken Capobianco of The Boston Globe said that Ready was built about the "popping tracks" of "LOL Smiley Face" and "Say Aah".

"[9] Ajitpaul Mangat of Tiny Mix Tapes said that in the song, "we have a genuinely novel pop music moment: a booty call (an R&B staple) that only this generation can relate to.

"[4] Mangat also commended the song's beat, chorus, and Soulja Boy's cameo, commenting, "In the end, it is all somehow apropos.

[12] At the time "LOL" was Songz's second biggest hit overall, only behind his breakthrough single "Can't Help but Wait.

[14] Songz and Drake performed the song on music video show 106 & Park on September 2, 2009 as a part of a medley with "I Need a Girl" and "Successful.