Playin' with Your Head is the 11th album and fifth HBO special by American comedian George Carlin.

The album was recorded May 2–3, 1986, at the Beverly Theater in Los Angeles, and was released on July 30, 1986, on the Eardrum/Atlantic label. It was Carlin's fifth HBO stand-up concert special. In the HBO airing there is a short skit before and after the show in which he flees from three men seeking an envelope in his possession before going on stage. The identities of his pursuers are unknown (though one of them is played by Vic Tayback of Alice fame): the credits before the skit merely dubs them "The Bad Guys". Carlin tears the envelope up after the performance, never revealing its contents or why his pursuers wanted it. It could be speculated that the entire skit was relevant to the title of the album. That is to say that it was only designed to play with the audience's head and didn't actually have to do with the concert at all. At the end of the closing credits, the envelope is seen back on the table.

Tracks:

1. "Hello-Goodbye" 4:13

2. "Love and Regards" 5:36

3. "Groups and Charities" 3:55

4. "Sports" 9:40

5. "Five Twos" 2:01

6. "Losing Things" 7:59

7. "You're Lost" 1:40

8. "Missing" 1:04

9. "Earrings" 5:28

10. "Battered Plants" 3:44

11. "Things to Watch Out For" 2:35