John F. Kennedy Jr. was known for his relationships with some of Hollywood’s most famous women, including Pamela Anderson and Madonna.
In the late 1980s, there was a brief fling between Kennedy and Madonna that caught attention.
Kennedy reportedly wanted his mother, Jackie Kennedy, to meet Madonna, but Jackie had her own distinctive way of handling the situation.
According to J. Randy Taraborrelli’s book “Jackie: Public, Private, Secret,” John asked Jackie to attend one of Madonna’s performances.
However, Jackie only agreed to go in disguise as she did not want to publicly acknowledge the relationship.
Taraborrelli mentioned interviewing someone who assisted Jackie in her disguise, revealing that Jackie wore a red wig to avoid being recognized.
Despite Jackie’s interest in vetting Madonna for her son, she declined an offer to meet Madonna backstage.
Taraborrelli explained that Jackie appreciated Madonna’s performance but did not want to endorse the relationship through photographs.
The affair between John and Madonna did not last long.
In Christopher Anderson’s book “The Good Son: JFK Jr. and the Mother He Loved,” it was noted that John was uncomfortable with Madonna’s emulation of Marilyn Monroe.
Jackie’s disapproval of Madonna was not solely based on this, as Taraborrelli pointed out that Jackie disapproved of Madonna being married to Sean Penn while involved with John.
Jackie was puzzled by Madonna’s desire for attention and her approach to the paparazzi.
Unlike Madonna, Jackie had always avoided the spotlight, leading to a clash in their perceptions of fame and privacy.
Madonna’s marriage status and her penchant for publicity were among the reasons why Jackie could not approve of her relationship with John.
In conclusion, Jackie Kennedy’s discreet yet thorough approach to vetting JFK Jr.’s partners highlights her protective nature and discerning eye for those entering her family’s circle.
Her actions reveal a blend of maternal concern and traditional values in assessing potential companions for her son, emphasizing the importance of compatibility and integrity in personal relationships.
