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| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | January | 2008 | | | | | | Mary Louise Parker,Jennifer Hudson,Bryan Batt,Bill T. Jones,Thom Brown |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | April | 2008 |  |  |  |  |  | Tilda Swinton |  |
| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | January | 2009 | | | | | | Gus Van Sant,Cheyenne Jackson,Katy Perry,Sam Sparro |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | March | 2009 |  |  |  |  |  | Andy Samberg |  |
| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | April | 2009 | | | | | | Javier Beltran |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | May | 2009 |  |  |  |  |  | Beth Ditto |  |
| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | September | 2009 | | | | | | Lady Gaga |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | October | 2009 |  |  |  |  |  | Donatella Versace,Paul Sculfor |  |
| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | January | 2010 | | | | | | Cyndi Lauper,Adam Lambert,Wanda Sykes,Rob Marshall,Lt. Dan Choi |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | February | 2010 |  |  |  |  |  | Danny Schwarz |  |
| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | March | 2010 | | | | | | Ewan McGregor |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | April | 2010 |  |  |  |  |  | Billie Joe Armstrong |  |
| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | May | 2010 | | | | | | Jesse Tyler Ferguson |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | July | 2010 |  |  |  |  |  | Christina Aguilera |  |
| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | August | 2010 | | | | | | Kylie Minogue |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | March | 2011 |  |  |  |  |  | Darren Criss |  |
| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | April | 2011 | | | | | | Madonna |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | July | 2011 |  |  |  |  |  | Adele |  |
| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | January | 2012 | | | | | | Andrej Pejic |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | August | 2012 |  |  |  |  |  | Chloe Sevigny |  |
| | | | | | | | |  | | | | | | | Out Magazine Magazine | | | | | | | January | 2013 | | | | | | Sharon Needles |  |
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Out Magazine Magazine |  |  |  |  |  |  | April | 2016 |  |  |  |  |  | Ilana Glazer,Abbi Jacobson |  |