| 2026-07-21 | Old-school term for "cool" |
| 2026-03-01 | Cool, old-style |
| 2025-06-16 | No-longer-cool way to say "cool" |
| 2025-01-13 | With it, in last-century slang |
| 2024-07-17 | With it, in old slang |
| 2024-04-07 | With it, in old slang |
| 2024-03-08 | In, in the past |
| 2024-03-02 | With it |
| 2024-02-17 | Cool, in old lingo |
| 2024-01-07 | Cool, back in the day |
| 2023-11-05 | "Cool" that's no longer cool |
| 2023-04-07 | Old-school cool |
| 2021-12-26 | With it, in old slang |
| 2021-06-09 | With it, in old slang |
| 2021-03-07 | Old-fashioned "cool" |
| 2020-11-13 | Not square, once |
| 2020-09-19 | Like the latest, in the past |
| 2020-09-06 | Cool, in old slang |
| 2020-04-19 | Cool, in an uncool way |
| 2019-11-13 | Wise (to), in dated slang |
| 2019-02-20 | Cool, in dated slang |
| 2018-09-25 | Cool, to a jive talker |
| 2017-09-10 | Au courant, once |
| 2017-08-26 | It was cool in the '40s |
| 2017-08-06 | Cool, in the '40s |
| 2017-05-12 | With it, man |
| 2016-10-12 | Like a zoot-suiter |
| 2015-11-17 | Cool, in jive talk |
| 2013-08-01 | What was cool in the '50s? |
| 2013-05-08 | Not square |
| 2013-03-28 | Like a cool cat |
| 2012-05-28 | Cool, in old slang |
| 2012-02-07 | Up on things, in the '40s |
| 2012-02-04 | Like '40s boppers |
| 2012-01-10 | Cool, '50s-style |
| 2011-09-24 | Cool, once |
| 2010-11-09 | Like a cool cat |
| 2010-06-13 | Lead-in for cat |
| 2010-05-30 | In the know, in old slang |
| 2010-05-12 | In the know, old-style |
| 2010-04-03 | Tuned in |
| 2009-08-27 | Up on things, daddy-o |
| 2009-07-19 | Like many a 21-Down |
| 2009-01-15 | Viral inflammation, informally |
| 2009-01-12 | Cool, in the '40s |
| 2008-12-20 | Zoot-suited, say |
| 2008-05-09 | Not squaresville |
| 2008-03-07 | Clued in, once |
| 2008-02-05 | Cool, to a cat |
| 2007-12-11 | With it, once |
| 2007-06-30 | Plugged in |
| 2006-04-09 | With it, once |
| 2005-05-25 | Not squaresville |
| 2005-01-06 | Cool, once |
| 2004-04-27 | With it |
| 2003-12-22 | Sound repeated while marching |
| 2003-06-16 | With it, 50's-style |
| 2003-05-08 | With it, baby |
| 2002-12-16 | With it, man |
| 2002-05-04 | Cool, man |
| 2002-01-29 | Jivey |
| 2000-05-07 | Not square |
| 2000-04-30 | In the know |
| 2000-03-05 | Drillmaster's word |
| 2000-01-16 | With it |
| 1999-12-14 | With it, in the 50's |
| 1999-07-22 | Like cats, once |
| 1999-04-16 | Like some cats |
| 1998-08-10 | Cool, once |
| 1998-08-04 | Cool, once |
| 1998-06-23 | Wise |
| 1998-04-24 | Drill bit? |
| 1998-01-18 | Cool, once |
| 1997-10-15 | With it, once |
| 1997-06-23 | Wise, man |
| 1997-03-17 | Jitterbug's "cool" |
| 1996-12-30 | With it, 40's-style |
| 1996-08-06 | Cool, old-style |
| 1996-03-19 | Cool, in the 50's |
| 1994-06-17 | Hardly square |
| 1994-03-10 | Drill sergeant's call |
| 1994-01-27 | Up on |