- May 3 Kevin Kilner, American actor (Earth:Final Conflict), born in Baltimore, Maryland
- May 3 Sandi Toksvig, Danish-British comedian and radio presenter (The Great British Baking Show), born in Copenhagen, Denmark
- May 6 (María) "Lolita" Flores, Spanish-Gypsy singer ("Sarandonga"). and actress, born in Madrid, Spain
- May 12 Beth Maitland, American actress (Traci-Young & Restless), born in Rapid City, South Dakota
- May 12 Kim Greist, American actress (CHUD, Brazil, Payoff, Manhunter), born in Stamford, Connecticut
- May 13 Frances Barber, English actress (Castaway), born in Wolverhampton, England
- May 15 Ron Simmons, American professional wrestler
- May 18 Toyah Wilcox, English singer ("I Want to Be Free"), actress, and Mrs. Robert Fripp, born in Birmingham, England
Drew Carey (66 years old)
May 23 American actor and comedian (Drew Carey Show), born in Cleveland, Ohio
Annette Bening (66 years old)
May 29 American actress (Grifters, Bugsy, American Beauty), born in Topeka, Kansas
- May 30 Ted McGinley, actor (Love Boat, MWC, Dynasty), born in Newport Beach, California
- May 31 Kyle Secor, American actor (Tim Bayliss-Homicide), born in Tacoma, Washington
About May 1958
How Old? 66 years old
Generation: Baby Boomer
Leap Year: No
Actors
Actresses
Comedians
Directors
Models
TV Stars