He had his first son in 1993 with designer Misa Hylton-Brim, his high school sweetheart.In 1998, his second son was born in 1998 with his on-again-off-again girlfriend Kim Porter.After their relationship ended, Combs famously dated pop superstar Jennifer Lopez for two years, followed by Bruce Willis’ current wife Emma Heming and supermodel Naomi Campbell.He eventully reunited with Kim Porter, who gave birth to their twin daughters in 2006.In 2011, Diddy was finally acquitted of all the charges related to the case, and he settled with the three victims of the shooting.In addition to their arrest, the tumultuous relationship marked the first time Jennifer "was with someone who wasn't faithful." Jennifer opened up about the split in a 2003 interview with Vibe magazine, saying, "I was in this relationship with Puff where I was totally crying, crazy and going nuts, it really took my whole life in a tailspin." During their time together, there were reports that Jennifer would hunt Diddy down and knock on hotel room doors looking for him.Puff Daddy may therefore come across as rather cool and aloof - much more so than he feels.
If you're feeling nostalgic, look back on their happier times.
The celebrity couple sparked rumors that they were heading for marriage in early 2014 when Combs posted a picture on Instagram of a diamond ring with the caption, “Baby do you like it? I just wanna Mk you smile [sic].” Although Cassie Ventura was spotted wearing the same ring on that finger, his rep denied that the celebrity couple was engaged; the ring was just an extravagant gift for his younger woman.
He is very sensitive, cautious, and shy about showing others his feelings.
Very often Puff Daddy's love for someone is expressed by his wish to help him, do something tangible to benefit him or serve him in some way.
It is also difficult for him to receive warmth, affection or appreciation, for he often feels that he does not really deserve it or that "they do not really mean it".