John Mayer – 43, Singer

Singer-songwriter John Mayer may have captured the hearts of many women with his heartfelt songs, but he has never experienced tying the knot. The crooner had humble beginnings in 2002, but he’s now considered a pillar in music, with his best-selling albums, sold-out concert performances, countless awards, and high credit score.

Aside from singing, Mayer is best known for being busy in the dating world. He has been linked to Jennifer Love Hewitt, Taylor Swift, Jessica Simpson, Cameron Diaz, Katy Perry, and Vanessa Carlton, among many other famous personalities. Sure enough, these gorgeous ladies might have inspired him to write a number of love songs. In recent news, Mayer said he is ready to give up his bachelorhood. When asked about his life’s bucket list, he answered, “wife and kids.” For now, he enjoys taking care of his brothers Carl and Ben’s kids while dreaming of having his own someday.