They Hit It First: A History Of Baddies Ray J Has (Allegedly) Dated…And Done Other Things With

Kim Kardashian – Let’s get this one out of the way. Ray J became a household name across America for starring in a sex tape with one Kim Kardashian.

https://www.instagram.com/p/BppmM1eh5lg/

Pamela Anderson – They were seen canoodling a bit in 2007 and rumors flew that they had some fling.

Lil Kim – They had a 2001 song together but were allegedly dating briefly in 2007

https://www.instagram.com/p/BnB0VwmhMM4/

Tila Tequila – She claimed in 2009 that they were dating, combining two worlds of reality dating stars

Karrine Steffans – He admitted to being with her when he was young

http://www.vh1.com/video-clips/cnnarg/brandy-ray-j-a-family-business-play-on-playa-ray-j-and-cocktail-fight

Cocktail – She won the first season of For Love Of Ray J and they dated briefly before he needed a season 2

Olivia Alvarez – They were quite the couple back in the day

https://www.instagram.com/p/B5ilSS0ge2A/

Mia Milano – She dated Ray J and led to engagement rumors

Whitney Houston – They were alleged to be dating on her last days but the less said about this the better.

Source: Tommaso Boddi / Getty

Moniece Slaughter – She admitted that she and Ray J had a little fling that lead to some bad blood

https://www.instagram.com/p/B5Dr9EhBHm_/

Teairra Mari – She dated Ray J and was a central Love & Hip-Hop storyline

Source: FreddyO.com / Freddyo

Draya Michele – Ray J “hinted” at a fling but nothing is proven

Source: Astrid Stawiarz / Getty

Princess Love – This is his current wife…for now. They have battled in-law drama and cheating accusations and are holding on by a thread it seems.