In 1961, King married his third wife, Alene Akins, a Playboy bunny at one of the magazine’s eponymous nightclubs. The couple had a son Andy in 1962, and divorced the following year. In 1963, King married his fourth wife, Mary Francis “Mickey” Stuphin, who divorced King. He remarried Akins, with whom he had a second child, Chaia, in 1969. The couple divorced a second time in 1972. In 1997, Dove Books published a book written by King and Chaia, Daddy Day, Daughter Day. Aimed at young children, it tells each of their accounts of his divorce from Akins.
On September 25, 1976, King married his fifth wife, math teacher and production assistant Sharon Lepore. The couple divorced in 1983. In the mid-1980s King dated actress Angie Dickinson and even had her as a guest on his Mutual Radio broadcast.
King met businesswoman Julie Alexander in summer 1989, and proposed to her on the couple’s first date, on August 1, 1989. Alexander became King’s sixth wife on October 7, 1989, when the two were married in Washington, D.C. The couple lived in different cities, however, with Alexander in Philadelphia, Pennsylvania, and King in Washington, D.C., where he worked. The couple separated in 1990 and divorced in 1992. He became engaged to actress Deanna Lund in 1995, after five weeks of dating, but they never married.
In 1997, he married his seventh wife, Shawn Southwick, born in 1959 as Shawn Oro Engemann, a former singer and TV host, in King’s Los Angeles, California, hospital room three days before King underwent heart surgery to clear a clogged blood vessel. The couple has two children: Chance, born March 1999, and Cannon, born May 2000. He is stepfather to Danny Southwick. On King and Southwick’s 10th anniversary in September 2007, Southwick boasted she was “the only [wife] to have lasted into the two digits”. On April 14, 2010, both Larry and Shawn King filed for divorce, but have since stopped the proceedings.
In July 2009, King appeared on The Tonight Show with Conan O’Brien, where he told host O’Brien about his wishes to be cryonically preserved upon death, as he had revealed in his book My Remarkable Journey. In December 2011, preceding a CNN Special on the topic, the Kings had a special dinner with friends Conan O’Brien, Tyra Banks, Shaquille O’Neal, Seth MacFarlane, Jack Dorsey, Quincy Jones and Russell Brand where his intent to do so was reiterated, among other topics that were discussed.