1. Harry Styles & Mick Jagger

Photos: Getty Images

Harry was born in 1994 and Mick was born in 1943.

2. Halsey & Pink

Photos: Getty Images

Halsey was born in 1994 and P!nk was born in 1979.

2. Ashley Graham & Eva Mendes

Photos: Getty Images

Ashley was born in 1987 and Eva was born in 1974.

3. Zac Efron & Leonard Whiting

Photos: Getty Images

Zac was born in 1987 and Leonard was born in 1950.

4. Jesy Nelson & Geri Halliwell

Photos: Instagram@jesynelson/Getty Images

Jesy was born in 1992 and Geri was born in 1972.

5. Kelsea Ballerini & Reese Witherspoon

Photos: Getty Images

Kelsea was born in 1993 and Reese was born in 1976.

6. Taylor Swift & Debbie Harry

Photos: Getty Images

Taylor was born in 1989 and Debbie was born in 1955.

7. Andra Day & Billie Holiday

Photos: Getty Images

Andra was born in 1984 and Billie was born in 1915.

8. Carly Rae Jepsen & Carly Simon

Photos: Getty Images

Carly Rae was born in 1985 and Carly Simon was born in 1945.

9. Selena Gomez & Annette Funicello

Photos: Getty Images

Selena was born in 1992 and Annette was born in 1942.

10. Zendaya & Rihanna

Photos: Getty Images

Zendaya was born in 1996 and Rihanna was born in 1988.

11. Justin Bieber & Vanilla Ice

Photos: Getty Images

Justin was born in 1994 and Vanilla Ice was born in 1967.

12. Janis Joplin & Joss Stone

Photos: Getty Images

Janis was born in 1943 and Joss was born in 1987.

13. Gwen Stefani & Madonna

Photos: Getty Images

Gwen was born in 1969 and Madonna was born in 1958.

14. Teyana Taylor & Dionne Warwick

Photos: Getty Images

Teyana was born in 1990 and Dionne was born in 1940.

15. Michael Clifford of 5SOS & Gerard Way of My Chemical Romance

Photos: Getty Images

Michael was born in 1995 and Gerard was born in 1977.

16. Victoria Justice & Nicole Scherzinger

Photos: Getty Images

Victoria was born in 1993 and Nicole was born in 1978.

17. Sam Smith & George Michael

Photos: Getty Images

Sam Smith was born in 1992 and George Michael was born in 1963.

18. Kendall Jenner & Cher

Photos: Getty Images

Kendall was born in 1995 and Cher was born in 1946.

19. Christina Aguilera & Cyndi Lauper

Photos: Getty Images

Christina was born in 1980 and Cyndi was born in 1953.

20. Beyonce Knowles & Tina Turner

Photos: Getty Images

Beyonce was born in 1981 and Tina was born in 1939.

21. Milly Bobby Brown & Natalie Portman

Photos: Getty Images

Millie was born in 2004 and Natalie was born in 1981.

22. Billie Eilish & Scarlet Johansson

Photos: Getty Images

Billie was born in 2001 and Scarlett was born in 1984.

23. Nicki Minaj & Chaka Khan

Photos: Getty Images

Nicki was born in 1982 and Chaka was born in 1953.

24. Lily Collins & Audrey Hepburn

Photos: Youtube/Getty Images

Lily Collins was born in 1989 and Audrey was born in 1929.

25. Julianne Hough & Meg Ryan

Photos: Getty Images

Julianne was born in 1988 and Meg was born in 1961.

26. Rachel Bilson and Kaia Gerber

Photos: Getty Images

Rachel was born in 1981 and Kaia was born in 2001.

27. Brittany Murphy and Lili Reinhart

Photos: Getty Images

Brittany was born in 1977 and Lili was born in 1996.

28. Rob Lowe and Ian Somerhalder

Photos: Getty Images

Rob was born in 1964 and Ian was born in 1978.

29. Carrie Underwood and Emily Osment

Photos: Getty Images

Carrie was born in 1983 and Emily was born in 1992.

30. Carla Bruni and Bella Hadid

Photos: Getty Images

Carla was born in 1967 and Bella was born in 1996.

iHeartRadio Music News

Coast 93.3 · Throwbacks and Hits from the 90's, 2000's and Today!