"You Shouldn't Kiss Me Like This" is a song written and recorded by American country music artist Toby Keith.

The music video was directed by Michael Salomon, and premiered on CMT on October 19, 2000.

It features a young man speaking with an older woman (Tané McClure) cleaning up the party.

In stark contrast to the emotions of the lyrics, a surprise ending reveals that the entire video was a daydream.

It is brought to an abrupt halt as she shoves a bag full of garbage in his arms to throw away as he leaves and gives him a tactless tug and pat on his cheek wishing him luck.