Issue dated November 25, 2019: John Legend
I'm a little late publishing this; if you haven't heard, John Legend is the Sexiest Man Alive for 2019, a surprise pick that I didn't see coming. (I did have him on the Guessing Game list for something else, see it here.) If memory serves, this is the first year they've published two covers; the final version includes headlines about Harry and Meghan, and Demi Moore:
I've updated my list:
1985 Mel Gibson
1986 Mark Harmon
1987 Harry Hamlin
1988 John Kennedy, Jr.
1989 Sean Connery
1990 Tom Cruise
1991 Patrick Swayze
1992 Nick Nolte
1993 Sexiest Couple: Richard Gere and Cindy Crawford
1995 Brad Pitt
1996 Denzel Washington
1997 George Clooney
1998 Harrison Ford
1999 Richard Gere
2000 Brad Pitt
2001 Pierce Brosnan
2002 Ben Affleck
2003 Johnny Depp
2004 Jude Law
2005 Matthew McConaughey
2006 George Clooney
2007 Matt Damon
2008 Hugh Jackman
2009 Johnny Depp
2010 Ryan Reynolds
2011 Bradley Cooper
2012 Channing Tatum
2013 Adam Levine
2014 Chris Hemsworth
2015 David Beckham
2016 Dwayne Johnson
2017 Blake Shelton
2018 Idris Elba
2019 John Legend
Last year at this time: Issue dated November 26, 2018
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