| 2025-08-24 | Playboy's founder, in brief |
| 2021-01-29 | Exec with a noted mansion |
| 2020-06-12 | Onetime nickname in magazine publishing |
| 2019-02-09 | Former publishing nickname |
| 2019-01-21 | Playboy founder, for short |
| 2018-05-20 | Publisher in a robe, familiarly |
| 2018-05-05 | Late mag publisher |
| 2018-04-03 | Mag mogul with a mansion |
| 2018-01-26 | Noted mansion man, for short |
| 2016-08-14 | Bunny boss |
| 2015-11-05 | Bunny's beau |
| 2015-10-06 | Mogul with a Bunny |
| 2015-09-20 | Publishing mogul, for short |
| 2015-05-24 | Magazine mogul, familiarly |
| 2015-03-30 | Playboy founder, informally |
| 2014-07-16 | Playboy nickname |
| 2014-05-25 | Star of reality TV's "The Girls Next Door," briefly |
| 2013-05-24 | Pajama-clad exec |
| 2012-07-15 | Mag mogul with a mansion |
| 2012-04-22 | Bunny man, for short |
| 2011-11-06 | PJ-clad mansion owner |
| 2011-09-08 | Bunny fancier |
| 2011-05-17 | Playboy founder, for short |
| 2011-03-20 | Famous bathrobe wearer, informally |
| 2010-06-18 | Bunny lover |
| 2009-12-25 | Hutch's head, briefly |
| 2008-07-02 | Mag mogul beginning in the '50s |
| 2008-03-28 | Mag founder of 1953 |
| 2007-12-09 | Mag magnate |
| 2007-10-28 | Magazine exec in a robe, familiarly |
| 2007-01-23 | Playboy publisher, to friends |
| 2005-07-10 | Magazine exec in PJ's |
| 2004-10-10 | Pajama-clad exec |
| 2003-05-11 | Mag magnate |
| 2002-09-21 | Mag magnate |
| 2002-07-15 | Playboy Mansion guy |
| 2000-11-05 | Nickname in adult publishing |
| 2000-06-06 | Debonair "bunny man" |
| 1999-04-01 | Playboy head, to friends |
| 1999-03-14 | Bunny man |
| 1998-10-22 | Playboy Mansion name |
| 1998-03-19 | Nickname in magazine publishing |
| 1998-02-08 | Bunny boss, briefly |
| 1997-07-03 | Playboy Hugh, familiarly |
| 1997-06-01 | Nickname in magazine publishing |
| 1996-01-31 | Playboy mansion boss |
| 1994-03-17 | Playboy nickname |