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| Date | Grid | Clue | Author |
|---|---|---|---|
| Friday, April 19, 2013 | 31D | Mate via mail | Ned White |
| Wednesday, December 15, 2010 | 46A | Friend from afar | John Lampkin |
| Tuesday, November 2, 2010 | 43A | Letter-writing prisoner, perhaps | Brendan Emmett Quigley |
| Monday, August 10, 2009 | 46D | Someone from whom you might collect exotic stamps | Paula Gamache |
| Saturday, December 9, 2006 | 16A | Friend you may never have met | Robert H. Wolfe |
| Thursday, August 31, 2006 | 1A | Person of letters? | Patrick Merrell |
| Sunday, August 7, 2005 | 8A | Friendly correspondent | Lee Glickstein and Nancy Salomon |
| Thursday, January 6, 2005 | 39A | Foreign correspondent? (2) | Robert H. Wolfe |
| Friday, June 29, 2001 | 48A | Friend who keeps you posted? | Holden Baker |
| Saturday, February 3, 2001 | 21D | Receiver of exotic stamps, perhaps | Elizabeth C. Gorski |
| Saturday, October 28, 2000 | 19A | Photo requester, maybe | Elizabeth C. Gorski |
| Saturday, August 19, 2000 | 45D | Favorite writer | Charles E. Gersch |
| Wednesday, March 31, 1999 | 10D | Letter getter, maybe | Patrick Jordan |
| Saturday, January 9, 1999 | 42D | Foreign correspondent, perhaps | Harvey Estes |
| Sunday, January 25, 1998 | 25A | Special correspondent | Dave Tuller |
| Wednesday, July 2, 1997 | 43D | One involved in foreign exchange? | Richard Hughes |
| Saturday, July 13, 1996 | 6D | Man of letters? | Eli Wesoff |
| Sunday, December 31, 1995 | 114A | Foreign correspondent? (2) | Bob Klahn |
4 results for PENPAL from older pre-Shortz puzzles.
| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Sunday, December 15, 1991 | 39D | Correspondent of a sort | Norma Steinberg | Maleska |
| Thursday, April 25, 1991 | 5D | Correspondent of a sort | Christy Ridley | Maleska |
| Saturday, May 27, 1989 | 44A | Correspondent in jail? | Stanley Newman | Maleska |
| Tuesday, February 24, 1987 | 5D | Friendly correspondent | Judson G. Trent | Maleska |