I would say in general, it would be everyone from the 1980s to today. But here's my list:
Men:
Hulk Hogan (1987 but 1980s in general)
Ric Flair (Hard to pick a year, so I picked 1985, but also 1980s in general)
Sting (1990/1997) (Torn between 'Surfer' and 'Crow')
Randy Savage (1988, but will include the early-mid '90s attires because I personally like them)
Bret Hart (1994) (Again '90s in general)
Shawn Michaels (2003)
Stone Cold Steve Austin (1998)
The Rock (2000)
Andre The Giant (1988, "Long Term" Run: 1970s)
Undertaker (1998)
Owen Hart (1994)
Ricky Steamboat (1989)
Goldberg (1998)
Rick Rude (1992)
Roddy Piper (1986)
Vader (1993)
Harley Race (1983, mainly due his match with Flair at first Starrcade)
Chris Jericho (1998)
Eddie Guerrero (2004)
Triple H (Torn between 2000 & 2003)
Jake Roberts (1991)
Ultimate Warrior (1990)
Mick Foley (1998, gimmicks up to me/Foley)
Dusty Rhodes (1985)
Ron Simmons (1992)
Women:
Trish Stratus (2004)
Lita (2004)
Mickie James (2006)
Stacy Keibler (2003)
Torrie Wilson (2003)
Eve Torres
Maryse
Michelle McCool
Layla
Melina
Summer Rae
Becky Lynch
Charlotte
Alexa Bliss
Managers:
Bobby Heenan
Miss Elizabeth (For Randy Savage)
Jimmy Hart
James J. Dillon
Paul Bearer (For Undertaker)
Jim Cornette
Announcers:
Team A: Jim Ross, Jerry Lawler
Team B: Gorilla Monsoon, Bobby Heenan
Interviewers: Gene Okerlund, Gordon Solie
In-Ring Announcers: Howard Finkel, Gary Michael Cappetta
Titles
Main: Torn between ‘Winged Eagle’ WWE Title & ‘Big Gold Belt’ World Heavyweight Title
Secondary: Like Main Titles, torn between WWE Intercontinental Title (1980’s) & WCW United States Title (1991-1994)
Tag: WWE World Tag Team Titles (‘80s-‘90s)
Women’s: WWE Women’s Title (Attitude Era)