Top 15 Things You Didn't Know About Floyd Mayweather's Relationships

Some of the rumored romances have been simply that: rumors, and we will separate fact from fiction.

Love him or hate him, Floyd Mayweather Jr. knows how to grab headlines. He is the most accomplished boxer of the last 20 years and one of the greatest fighters of all-time. With 49 fights and 49 wins, he is one of the few boxers to retire undefeated. Mayweather won 15 world championships and annually ranked as the highest paid athlete in the world.

However, as much as some people love Mayweather inside the ring, they hate him just as much outside the ring. His personality has been known to rub many the wrong way and even some boxing aficionados are quick to call him out for not taking on all challengers. Then there are the legal issues Mayweather has faced in his career ranging from domestic violence against women to charges of battery. Even 90 days in jail wasn’t enough to satisfy some of his dissenters as he appeared to be unapologetic after the jail stint.

Outside of the ring, and the courthouse, Mayweather is also known to be quite the womanizer. The list of women he’s been with, or been rumored to have been with, is quite extensive…and famous. Never married, Mayweather has enjoyed the bachelor life for the last 20 years and he hasn’t shied away from the publicity that comes with it. Some of the rumored romances have been simply that: rumors, and we will separate fact from fiction. Here are the 15 things you didn’t know about Floyd Mayweather Jr.’s relationships.

15 Mayweather’s Ex-Fiancee Didn’t Care That He Slept Around

Uri Schanker/WireImage

In 2013 Mayweather had a Showtime documentary which detailed his day-to-day life leading up to a fight. At the time he was dating “Miss Jackson” and the aforementioned quote about Mayweather sleeping around was presented to Miss Jackson. Her response?

“I’m not the jealous type…I just feel like when you have that type of relationship where you can be open and honest, I just think it helps the trust and it helps keep things new and fresh. So it doesn’t bother me and it’s never bothered me.”

14 Floyd Spent 90 Days In Jail For Battery Of An Ex-Girlfriend


Josie Harris accused Mayweather of battery in 2005 but did not press charges. However, five years later she again filed a police report against him for battery and proceeded with the charges. Mayweather was initially charged with four felonies and four misdemeanors. He ended up pleading guilty to one charge of misdemeanor battery and pleaded no contest to two counts of misdemeanor harassment. Mayweather was sentenced to 100 hours of community service and spent 90 days in a Las Vegas jail.

13 Contrary To Popular Belief, Floyd Never Dated Chilli


In 2010, Mayweather appeared on the VH1 show “What Chilli Wants” which starred Chilli from the group, TLC. That sparked rumors that “Chilli wanted Floyd” but both denied that anything romantic went on between the two and both say that they are just friends. Chilli: “I am always going to be cool with Floyd. That’s my boy. I love him. He loves me. We did not have anything romantic going on.”

12 If You Break Up With Mayweather, He’ll Take Back All Of The Gifts


11 Floyd Gave One Of His Girlfriends A Custom Rolls Royce


10 Floyd And Jerry Buss Both Dated The Same Girl


9 Mayweather Has Four Children By Two Different Women


8 Floyd Dumped His Fiancee After She Had An Abortion

AP Photo/Mark J. Terrill

Just two days before defeating Marcos Maidana in a welterweight unification bout, Floyd Mayweather revealed to the world why he broke up with his fiancée, Shantel Jackson. Mayweather posted a sonogram and ultrasound results on his social media pages. Attached to the picture was the caption:

"The real reason me and Shantel Christine Jackson @missjackson broke up was because she got a abortion, and I’m totally against killing babies. She killed our twin babies."

7 Mayweather’s Ex-Fiancee Is Now Nelly’s Fiancee


After Floyd and Miss Jackson broke off their engagement, Jackson rebounded with rapper Nelly and those two are now engaged. Nelly and Jackson became an item pretty quickly after Floyd and Jackson broke up which sparked some rumors that Nelly actually stole Floyd’s girl. Nelly was quick to dispel any beef with Floyd at the same time he threw a shot at Floyd for his lack of education:

"I don't have beef with Floyd Mayweather. For the most part I think the whole thing is misunderstood. I try to understand where he's coming from which is a little hard to do, but I guess it's one of those things where he is who he is."

6 Floyd May Or May Not Have Hooked Up With Lindsay Lohan


5 His Baby Mamas Beefed With Each Other On Instagram


Apparently when Floyd isn’t beefing with his exes, they are beefing with each other. But these aren’t just two of Floyd’s random ex-girlfriends, but rather the mothers to his children. Josie Harris, the mother of three of Floyd’s kids, started it off by taking a shot at Melissia Brim, the mother of one of his kids:

4 Floyd Got Friend-zoned By Keyshia Cole


Keyshia Cole is single now after divorcing former NBA player Boobie Gibson. Floyd befriended the suddenly single Cole and the singer even attended Floyd’s daughter’s birthday party. But then Floyd did something that said he wanted to be “more than friends” – he bought Cole a Mercedes-Benz. We’ve seen that Floyd loves to buy cars for women he’s romantically-involved with but here is the comment Cole put on SnapChat after Floyd bought her a Benz:

“My friend is sooo sweet for buying me this Car love him so much”

3 Floyd Lost A Girlfriend To Ray-J


2 Floyd’s Current Girlfriend Is 20 Years Old


In October 1996 Floyd Mayweather gave up his amateur status and had his first professional bout. A few months later, his current girlfriend (as of March 2017) was born. Raemarni Ball is a 20-year-old singer from England and she appears to be Floyd’s #1 girl.

But wait, there’s more…

Ball appears to be cut from a similar cloth to Mayweather as she also has another boyfriend just as Mayweather has multiple girlfriends. Ball also seems to be exactly the type of girl that Mayweather likes to have around him as judging by this quote from a local English resident who knows Ball well:

“She’s the sort of girl who wants to be a star I’d say she was a bit of a wannabe WAG.”

1 Mayweather May Have More Side Chicks Than He Has Cars


Floyd has never been married but the number of women he’s been with is somewhere in between Tim Tebow and Wilt Chamberlain. Floyd was asked about maintaining relationships with multiple women at the same time, and he used a car analogy to express his views on polygamy:

“When it comes to females, even though you can’t drive 10 cars at one time, but, you got people that got 10 cars. So you’re able to keep maintenance up on 10 cars. So I feel that as far as it comes to females, that same thing should apply. If you’re able to take care of 20 then you should have 20.”

We knew that Floyd collected championship belts, cars, and even pet tigers; now we know he keeps a fleet of women as well. Some men can’t even take care of one woman, much less 20, so in a way; we have to tip our hat to Floyd for his ability to keep up with so many women.

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Top 15 Things You Didn't Know About Floyd Mayweather's Relationships