The Gap LL Cool J (commercial, 1999) @20thcenturymase
The Gap LL Cool J (commercial, 1999)  @20thcenturymase
Uploaded September 2011 | Updated September 2026, 3 days ago
The Gap ran a series of commercials featuring dancing and singing in front of a white background. These were popular and led to several spin-offs, including variants for Christmas, kids gap and these celebrity musician series.

This one features LL Cool J (I hear ladies love him) doing what started him out, freestyle rapping. He is plugging "easy fit jeans", which was the Gap's version of the oversized jeans style of the late 90s and early 2000s.

This spot aired during the episode "Return to la Grunta" of King of the Hill on FOX on Tuesday, February 23rd, 1999.
The Gap LL Cool J (commercial, 1999)Tylenol extra strength for headaches (commercial, 1997)Dennys Clyde DrexlerPriceline Kelly (commercial, 2003)UPS moving at the speed of business (commercial, 1997)Bank of America help you marry today (commercial, 1997)Generation As 1999 scouting prospectsWay better Scratchers Phyllis (commercial, 1997)10-10-220 Dennis Miller and dog (commercial, 1999)Mazda 626 left brain right brain (commercial, 1997)Bill Murray Comedy Central bumperFSN Giants D-backs promo with Rollie Fingers
20thcenturymase |

The Gap LL Cool J (commercial, 1999)

SHARE TO X SHARE TO REDDIT SHARE TO FACEBOOK WALLPAPER