- May 1 Changmin [Lee Chang-min], South Korean K-pop singer (Homme; 2AM), born in Busan, South Korea
- May 1 Christian Benítez, Ecuadorian soccer striker (58 caps; El Nacional, Santos Laguna, América), born in Quito, Ecuador (d. 2013)
- May 2 James Kirk, Canadian actor (She's the Man), born in Vancouver, British Columbia
- May 3 Pom Klementiff, French actress (Oldboy; Marvel Universe films), born in Quebec City, Quebec, Canada
- May 3 Poppy Delevingne, British model and actress (Kingsman: The Golden Circle), born in London, England
- May 5 Théo Ceccaldi, French jazz violinist, viola player, and composer, (Tricollectif), born in Pithiviers, France
- May 6 Cindy Daniel, Québécois singer ("Sous une pluie d'étoiles"), born in Montreal, Quebec
- May 6 Tyler Hynes, Canadian actor, born in Toronto, Canada
- May 7 Frances Quinlan, American singer-songwriter and guitarist (Hop Along; Likewise), born in New Jersey
- May 7 Mark Furze, Australian actor (Home and Away), born in Orange, New South Wales
- May 7 Matt Helders, English musician and drummer (Arctic Monkeys), born in Sheffield, England
- May 11 Abou Diaby, French footballer
- May 11 Manuel "Grubby" Schenkhuizen, Dutch real-time strategy gamer and professional esports player (2× World Cyber Games champion), born in Nieuwegein, Netherlands
- May 12 Emily VanCamp, Canadian actress (Revenge, Captain America films), born in Port Perry, Ontario
- May 13 Giuliana Marino, German model, Playboy Playmate (Apr 2005, Playmate of the Year 2006), born in Nuremberg, Germany
- May 13 Ji Eun-hee, South Korean golfer (US Open 2009), born in Gapyeong, South Korea
Lena Dunham (38 years old)
May 13 American actress, writer and producer (Girls), born in New York City
Robert Pattinson (38 years old)
May 13 English actor (Cedric Diggory-Harry Potter, Edward Cullen-Twilight), born in London, England
- May 14 Camila Sodi, Mexican actress ("Inocente de Ti"; "Rubí"), born in Mexico City
- May 15 Adam Moffat, Scottish football player, born in Glasgow, Scotland
- May 15 Kyle Loza, Freestyle Motocross Rider, born in Orange County, California
- May 15 Matías Fernández, Chilean footballer
- May 16 Andy Keogh, Irish soccer striker (30 caps Republic of Ireland; Wolverhampton Wanderers, Millwall), born in Dublin, Ireland
Megan Fox (38 years old)
May 16 American actress (Transformers) and model, born in Oak Ridge, Tennessee
- May 17 Tahj Mowry, American actor
- May 18 Adam Bałdych, Polish jazz violinist, contemporary classical composer, and music producer, born in Gorzów Wielkopolski, Poland
- May 19 Eric Lloyd, American actor
- May 19 Mario Chalmers, NCAA basketball player
- May 20 Dexter Blackstock, English footballer
- May 20 Yolanda "LaLa" Brown, American R&B singer ("S.E.X"), born in Milwaukee, Wisconsin (d. 2007)
- May 21 Da'Vine Joy Randolph, American actress (High Fidelity, The Holdovers), born in Philadelphia, Pennsylvania
- May 21 Myra [Quintana], Mexican-American pop singer ("Miracles Happen (When You Believe)"), born in Los Angeles, California
- May 21 Sarah Gibson, American pianist and contemporary classical composer (“warp & weft”), born in Spartanburg, South Carolina (d. 2024)
- May 23 Ruben Zadkovich, Australian soccer player
- May 23 Ryan Coogler, American director and screenwriter (Fruitvale Station, The Black Panther), born in Oakland, California
- May 24 Jordan Metcalfe, English actor (Genie in the House), born in Kingston-upon-Hull, East Yorkshire, England
- May 24 Mark Ballas, American professional dancer (Dancing with the Stars), born in Houston, Texas
- May 25 Juri Ueno, Japanese actress (Last Friends), born in Kakogawa, Hyōgo, Japan
- May 25 Yoan Gouffran, French footballer, born in Villeneuve-Saint-Georges, France
- May 28 Berrick Barnes, Australian rugby union inside back (51 Tests; Queensland Reds, NSW Waratahs), born in Brisbane, Australia
- May 28 Charles N'Zogbia, French footballer
- May 28 Joseph Cross, American actor
- May 28 Michael Oher, American NFL player (Baltimore Ravens, story depicted in "The Blind Side"), born in Memphis, Tennessee
- May 28 Seth Rollins [Colby Lopez], American professional wrestler (WWE), born in Buffalo, Iowa
- May 29 Dylan Postl, American professional wrestler (Hornswaggle), born in Oshkosh, Wisconsin
- May 29 Jaslene Gonzalez, Puerto Rican-American fashion model
- May 29 Valy Hedjasi, Afghan pop singer, born in Maschhad, Iran
- May 30 Ashley Slaney, daughter of Olympians Mary Decker & Richard Slaney
- May 31 Robert Gesink, Dutch professional cyclist, born in Varsseveld, Netherlands
- May 31 Sopho Khalvashi, Georgian pop-electronic singer, born in Batumi, Adjara, Georgian SSR
- May 31 Waka Flocka Flame [Juaquin Malphurs], American rapper ("No Hands"; "O Let's Do It"), born in New York City
About May 1986
How Old? 38 years old
Generation: Millennial
Leap Year: No
20-29
30-39
40-49
50-59
80-89
Over 90