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| Date | Grid | Clue | Author |
|---|---|---|---|
| Thursday, October 4, 2012 | 12D | Major downer? | Bill Thompson |
| Monday, October 10, 2011 | 51D | Excessive lover of the grape | Ian C. Livengood |
| Sunday, January 10, 2010 | 52A | Thunderbird enthusiast? (2) | Mel Rosen |
| Tuesday, October 7, 2008 | 12D | "Brown bagger" (3) | Kevin G. Der |
| Monday, April 7, 2008 | 60A | One who indulges too much in the grape | Randall J. Hartman |
| Monday, September 18, 2006 | 11D | Overindulger of the grape | Dave Tuller |
| Friday, December 16, 2005 | 27D | Lush (4) | Joe DiPietro |
| Sunday, June 16, 2002 | 42A | Big tippler | Manny Nosowsky |
| Thursday, March 22, 2001 | 59A | Lush (4) | Nancy Salomon and Harvey Estes |
| Monday, January 8, 2001 | 57D | Bowery bum | Gregory E. Paul |
| Sunday, December 17, 2000 | 42A | Brown bagger (3) | Frances Hansen |
| Thursday, August 24, 2000 | 19D | Lush (4) | David J. Kahn |
| Sunday, April 9, 2000 | 87A | Thunderbird enthusiast? (2) | Joe DiPietro |
| Saturday, April 8, 2000 | 26A | Brown bagger (3) | Rich Norris |
| Saturday, February 26, 2000 | 8D | Port authority? | Bob Klahn |
| Wednesday, January 26, 2000 | 6D | Skid row sort | Dan Reichert |
| Friday, November 5, 1999 | 32D | Lush (4) | Mark Diehl |
| Friday, April 16, 1999 | 21D | Dipsomaniac | John Wolting |
| Thursday, February 11, 1999 | 34D | Lush, perhaps | Cathy Millhauser |
| Wednesday, December 9, 1998 | 3D | Bowery denizen | Alan Arbesfeld |
| Friday, November 22, 1996 | 44A | Skid row radio station? | A. K. Justin |
| Wednesday, August 14, 1996 | 38D | Skid row type | G. E. Sykes |
| Tuesday, September 20, 1994 | 60D | Souse | Christopher Page |
2 results for WINO from Variety puzzles.
| Date | Type | Grid | Clue | Author |
|---|---|---|---|---|
| November 11, 2012 | diagramless | 16D | Thunderbird lover, say | Paula Gamache |
| May 15, 2011 | cryptic | 25A | Alcoholic's round after victory (4) | Don Manley |
14 results for WINO from older pre-Shortz puzzles.
| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Thursday, May 21, 1992 | 60D | Bowery inhabitant | Alex K. Justin | Maleska |
| Friday, January 17, 1992 | 51D | Lush | I. Judah Koolyk | Maleska |
| Monday, March 18, 1991 | 62A | Toper | Peter Swift | Maleska |
| Friday, January 11, 1991 | 40A | Bowery character | Ernst Theimer | Maleska |
| Saturday, August 18, 1990 | 4D | Skid-row denizen | Kevin Boyle | Maleska |
| Thursday, February 22, 1990 | 53D | Bowery character | Ernst Theimer | Maleska |
| Saturday, October 28, 1989 | 3D | Skid-Row resident | Kevin Boyle | Maleska |
| Sunday, July 9, 1989 | 60D | Skid-row denizen | Jacques Liwer | Maleska |
| Tuesday, January 17, 1989 | 39D | A certain derelict | Don Groat | Maleska |
| Friday, May 20, 1988 | 25A | Skid-row type | Rhonda Kraus | Maleska |
| Friday, April 15, 1988 | 52D | Captive of the grape | Jesse Roarke | Maleska |
| Sunday, November 22, 1987 | 89A | Bowery denizen | Bette Sue Cohen | Maleska |
| Thursday, October 22, 1987 | 59A | Skid-row denizen | Judson G. Trent | Maleska |
| Thursday, May 19, 1983 | 47D | Skid-row denizen | John Greenman | Maleska |