| 2025-12-07 | Geek (out) |
| 2025-10-13 | Bookish type, stereotypically |
| 2025-05-22 | Square one |
| 2024-12-17 | Geeky type |
| 2024-07-31 | Passionately discuss minutiae, with "out" |
| 2024-07-09 | Jock's counterpart |
| 2024-06-23 | Enthusiast |
| 2024-04-08 | Brainy sort |
| 2024-03-26 | Techie or Trekkie, say |
| 2024-01-26 | Many a Comic-Con attendee |
| 2023-10-11 | Wonk |
| 2023-07-25 | Person who might do the Vulcan salute |
| 2023-04-09 | Trivia lover, maybe |
| 2023-01-16 | Self-description for a D&D enthusiast, maybe |
| 2022-10-18 | Brainy oddball |
| 2022-07-24 | Square type |
| 2022-04-12 | Wonkish sort |
| 2022-02-01 | Peter Parker in "Spider-Man," for one |
| 2021-10-31 | Fluent speaker of Elvish, say |
| 2021-09-04 | "Jobs vs. Gates: The Hippie and the ___" (2015 TV movie) |
| 2021-08-13 | Lead-in to core or fest |
| 2021-07-04 | One who's able to rattle off digits of pi, perhaps |
| 2021-05-23 | Brainy sort |
| 2021-02-10 | Homework lover, say |
| 2020-09-29 | One who knows all the answers, maybe |
| 2020-09-07 | Brainy sort |
| 2019-06-30 | Spend all weekend solving crosswords, say, with "out" |
| 2019-05-28 | Superbrainy sort |
| 2019-04-26 | Wonkish sort |
| 2018-07-02 | One probably not with the jocks at the lunch table |
| 2018-03-21 | Put-down that nowadays may be worn as a badge of honor |
| 2017-10-29 | Get excited about crosswords, say, with "out" |
| 2017-06-04 | Homework lover, maybe |
| 2017-03-22 | Jerry Lewis's "Nutty Professor" was an early example of one |
| 2017-02-06 | Jock's antithesis |
| 2017-01-06 | Brainiac, stereotypically |
| 2016-10-04 | Do 10 crosswords in a row, say, with "out" |
| 2016-09-19 | Socially maladroit sort |
| 2016-04-12 | Dorkmeister |
| 2015-12-30 | Almost any character on "The Big Bang Theory" |
| 2015-09-01 | One scoring 100% on Sporcle quizzes, say |
| 2015-01-13 | Geek |
| 2014-12-16 | One whose favorite website is Sporcle, say |
| 2014-11-09 | With 77-Across, when combined into one word, national trivia championship, e.g. |
| 2014-11-06 | Filmdom's Napoleon Dynamite, for one |
| 2013-12-05 | Napoleon Dynamite, e.g. |
| 2013-11-27 | Hardly Mr. Cool |
| 2013-11-20 | Stereotypical Mensan |
| 2013-11-12 | Mathlete, stereotypically |
| 2013-08-27 | Weenie |
| 2013-07-28 | Bookworm, maybe |
| 2013-07-13 | Pi Day celebrant, perhaps |
| 2013-06-03 | Stereotypical techie |
| 2013-05-02 | Swot : Britain :: ___ : America |
| 2013-03-31 | Brainy person, and proud of it |
| 2012-12-12 | Square figure |
| 2012-11-05 | Unlikely prom king |
| 2012-09-11 | Unlikely prom king |
| 2012-08-06 | Uncool sort |
| 2012-06-14 | Dweeb |
| 2011-10-12 | Poindexter type |
| 2011-10-06 | Lover of brain games |
| 2011-10-04 | Anyone who can speak Klingon, e.g. |
| 2011-09-25 | Quiz bowl lover, say |
| 2011-08-18 | Creature in Dr. Seuss's "If I Ran the Zoo" |
| 2011-04-08 | Unlikely prom king |
| 2011-03-11 | Square type |
| 2010-11-30 | Dweeby sort |
| 2010-11-13 | Many a character on "The Big Bang Theory" |
| 2010-05-07 | High-school put-down |
| 2010-04-17 | One who might celebrate Pi Day |
| 2010-04-13 | Dorky sort |
| 2010-03-21 | Brainiac's put-down |
| 2009-07-07 | Jock's counterpart |
| 2008-11-29 | Square type |
| 2008-10-03 | Square |
| 2008-09-15 | Guy with his nose always stuck in a book |
| 2008-07-15 | Geek |
| 2007-11-27 | Social misfit |
| 2007-08-10 | Bully's target, maybe |
| 2007-07-12 | Unlikely party animal |
| 2007-06-12 | "Happy Days" put-down |
| 2007-05-17 | Studious sort, and proud of it |
| 2007-05-02 | Geeky guy |
| 2006-12-10 | Eggheady sort |
| 2006-05-06 | Whom a bully may bully |
| 2005-11-21 | Overly bookish sort |
| 2005-10-12 | Uncool sort |
| 2005-10-04 | Encyclopedia reader from A to Z, say |
| 2005-07-31 | Mathlete, stereotypically |
| 2005-06-06 | Dweeb |
| 2005-05-24 | Uncool sort |
| 2005-03-20 | Unlikely prom king |
| 2005-03-09 | Geeky sort |
| 2004-12-01 | Hardly Mr. Cool |
| 2004-11-29 | Geeky sort |
| 2004-10-24 | Typical Rick Moranis film role |
| 2004-09-04 | Social bungler |
| 2004-05-11 | One who's unhip |
| 2004-02-17 | Dork |
| 2003-10-09 | Square |
| 2003-07-14 | Dweeb |
| 2002-09-16 | Socially challenged person |
| 2002-08-20 | Social misfit |
| 2002-05-17 | Computer ___ |
| 2002-03-10 | Doofus |
| 2001-12-09 | Bully's prey, traditionally |
| 2001-11-26 | Unhip person |
| 2001-07-14 | Role in many teen flicks |
| 2000-12-11 | Dweeb |
| 2000-11-20 | Dweeb |
| 2000-11-10 | Unpopular sort |
| 2000-10-05 | Bully's prey, often |
| 2000-06-06 | Doofus-y sort |
| 2000-06-05 | Dweeb |
| 2000-05-11 | Dateless sort |
| 2000-05-01 | Mr. Uncool |
| 2000-01-30 | Square |
| 1999-11-21 | Propeller-head |
| 1999-10-24 | Unlikely class president |
| 1999-08-08 | Socially challenged person |
| 1999-07-22 | Unlikely candidate for prom king |
| 1999-05-18 | Unlikely candidate for prom king |
| 1999-05-17 | Person who gets picked on |
| 1999-05-16 | Computer ___ |
| 1999-04-20 | Internet addict, perhaps |
| 1999-04-18 | Dweeb |
| 1999-04-13 | Uncool sort |
| 1999-04-05 | Dilbert, e.g. |
| 1999-03-03 | Overly brainy sort |
| 1999-02-26 | This may be hard to date |
| 1999-01-18 | One who's socially clueless |
| 1999-01-04 | Uncool one |
| 1998-11-03 | Hardly Mr. Cool |
| 1998-10-18 | Hardly a hipster |
| 1998-09-27 | Social misfit |
| 1998-09-07 | Brainy, socially inept sort |
| 1998-07-06 | Uncool sort |
| 1998-05-27 | Disappointing date, maybe |
| 1998-03-18 | Bookworm |
| 1998-02-11 | Overly bookish sort |
| 1997-10-27 | Dweeb |
| 1997-10-12 | Dweeb |
| 1997-07-01 | Taped eyeglasses wearer |
| 1997-06-29 | Square |
| 1997-04-17 | Square, updated |
| 1997-03-25 | One socially challenged |
| 1997-02-03 | Eggheady sort |
| 1995-12-19 | Dork |
| 1995-09-15 | Teen outcast |
| 1995-06-08 | Dweeb |
| 1995-04-03 | Uncool fellow |
| 1995-01-28 | One who's not in |
| 1995-01-16 | One who's socially challenged |
| 1994-11-03 | Dweeb |
| 1994-10-14 | One who's not in |
| 1994-10-10 | Hardly Mr. Cool |
| 1994-04-24 | Common butt of jokes |
| 1993-12-06 | Wonk, maybe |