- May 1 Teodor Peterson, Swedish cross-country skier (Olympic silver individual sprint, bronze team sprint 2014), born in Umeå, Sweden
- May 1 Nicholas Braun, American actor (Succession), born in Bethpage, New York
- May 2 Lara Liang, Russian-Taiwanese-American singer (Nan Quan Mama), born in California
- May 5 Jessica Dubroff, American aviator (attempting to become the youngest person to fly a light utility aircraft across the United States), born in Falmouth, Massachusetts (d. 1996)
- May 5 Brooke Hogan, American singer (Undiscovered), born in Tampa, Florida
- May 5 Skye Sweetnam, Canadian singer and songwriter (Sumo Cyco), born in Bolton, Ontario, Canada
- May 7 Natalie Mejia, member of the American R&B/Pop group Girlicious, born in West Covina, California
- May 9 Skye Regan, Canadian Actress and Writer
- May 9 John Ryan Fitzpatrick, Canadian race truck driver
- May 11 Ace Hood [Antoine McColister], American rapper, born in Port St. Lucie, Florida
- May 12 Marcelo [Vieira da Silva Júnior], Brazilian football player (Real Madrid, Brazil national team), born in Rio de Janeiro, Brazil
- May 15 Jessica Falkholt, Australian actress (Hope Morrison-Home and Away, born in Sydney, Australia (d. 2018)
- May 17 Nikki Reed, American actress
- May 18 Ryan Cooley, Canadian television actor
- May 18 Ksenija Sidorova, Latvian classical accordionist, born in Riga, Latvia
- May 20 Carla Humphries, Filipina actress
- May 21 Jonathan Howson, English footballer
- May 23 Morgan Pressel, American golfer (ANA Inspiration 2007), born in Tampa, Florida
- May 24 Billy Gilman, American singer (One Voice), born in Westerly, Rhode Island
- May 26 Joel Selwood, Australian footballer
- May 28 David Perron, Canadian ice hockey player
- May 29 Cheng Fei, Chinese gymnast (Olympic gold female team 2008), born in Huangshi, Hubei
- May 29 Steve Mason, Canadian NHL goaltender (Calder Memorial Trophy rookie of the year 2008-09), born in Oakville, Ontario
- May 31 Hope Partlow, American Singer
About May 1988
How Old? 32 years old
Generation: Millennial
Leap Year: Yes