The National Film Board of Canada site offers this summary:
This is a film about a young man, a girl and a dog, in which the visuals are overexposed or, more technically, given a high contrast. The girl tries to fly with wings more symbolic than practical; the young man and the dog make similar attempts. Music by poet Leonard Cohen, played by The Stormy Clovers.
Excerpt from The Poetry of Leonard Cohen Illustrated by Two Short Films by Josh Jones (Open Culture: July 18th, 2013)
In … Derek May’s Angel, a young couple portrayed by Cohen and an uncredited woman scuffle in the snow and play with her floppy, polka-dotted fabric wings. The look of the film is extremely high-contrast with only pitch blacks and pure whites, distorting perspective and effectively creating a vast landscape of continuous snow. Bordering on twee, Angel features music written by Cohen and performed by The Stormy Clovers, Cohen’s early backing band. The instrumentals sound very much like that of Cohen’s debut album, Songs of Leonard Cohen, which was released the following year.
The film features music by Leonard Cohen, performed by The Stormy Clovers. Awards for the film included the Genie Award in the arts and experimental category.
The YouTube description of Angel follows:
A man, a woman and a dog take turns donning wings in this 1966 experimental film that both mocks and embodies the spirit of its decade. Featuring music and an uncredited appearance by Leonard Cohen. Short film directed by Derek May included as a DVD bonus on “Ladies and Gentleman… Mr Leonard Cohen” (The National Film Board of Canada, 2006).
Note: Originally posted Jan 3, 2010 at 1HeckOfAGuy.com, a predecessor of Cohencentric