Top 11 Hottest Women Floyd Mayweather Has Hooked Up With

Floyd Mayweather is one of the most recognized names in the world at the moment. The American boxing promoter left his mark on the boxing world, having competed 49 times and winning every single match.

Retiring for the second time in 2015, a return is thought to be very possible and it would be quite something to see him compete a 50th time. It’s safe to say that the fighter has made loads of money during his career. Imagine walking away with more than $70 million from one fight; unbelievable right?

So you could also imagine him having his fair share of partners over the years. He’s rich and talented, so why not? Only thing going against him is the fact that he’s short. Well, there’s also the fact that he’s been involved in several cases of violence against women and has served a prison term as a result.

Despite all of that, he’s still been lucky with the ladies and doesn’t appear to be slowing down just yet. As mentioned before, he’s rich, and that always helps in such a regard.

As such, let’s take a look at a list of the hottest women Mr. 'Money' Mayweather has hooked up with.

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12 Josie Harris

via fabwags.com

Josie Harris is the mother of three of Floyd’s four children. The pair started seeing each other in 1993 and went through several breakups before getting engaged in 2005. That didn’t help a bit though, as they would never marry and call things off two years later.

It was on her account that Floyd spent time behind bars, as she reported him for assaulting her. She has since revealed that she was beaten by the ex-boxer on six different occasions, with the worst of it coming in 2010, when he entered her home, dragged her by her hair, kicked and punched her in front of her children.

He was handed a 90-day sentence as a result.

Floyd and Josie are now completely estranged, but he does make arrangements to spend time with his kids, flying via private jet when necessary.

11 Erica Dixon

via uffetvaccess.net

Floyd Mayweather was rumored to have been dating Love & Hip Hop Atlanta star Erica Dixon at some point. The model had just broken up with former fiancé Lil’ Scrappy and began seeing Mayweather, but refused to move along as he wanted until he committed to her.

He is said to have flown to see her in Atlanta on two occasions, also showering her with expensive gifts. That did not get her to budge, though.

Whatever it was didn’t go down well with Lil’ Scrappy, who tweeted his regret for ever getting involved with Erica after hearing she was dating the former athlete. That was around the time that the rapper was forced to go to rehab to overcome a marijuana addiction, so you could well imagine how hard he must have been hit.

10 Shantel Jackson

via pinklipstv.com

Shantel Jackson is now dating Nelly – a downgrade, according to Mayweather – as she used to be with him prior to getting hot in here with the rapper.

The pair had an on-off relationship going on and were engaged at one point, but obviously never tied the knot. Shantel revealed that she was also abused by the millionaire, who threatened to expose her nude photos and videos, among other things.

She also revealed a hilarious marriage proposal made by Mayweather, promising her parts in movies and what not, as long as she changed her attitude.

"This is what I offer to you,” said the former fighter, according to his ex-fiancee. “Let's get married move in together you can go back in forth to L.A and stay at the condo. I promise I will get you in 3 A list movies this year and I'm willing to go to counseling to make us work and you can get the stuff you want and I'm willing to change but I need you to have a better attitude."

A proposal like this must be every woman’s dream, but she turned it down anyway.

9 Doralie Medina

via yahoo.com

This beauty dated Mayweather for about a year, having hooked up with the 39-year-old around early 2014. The pair went public while Mayweather was preparing for his fight with Filipino star Manny Pacquiao last year.

Apparently, Mayweather hired Doralie, also known as Bad Medina, as his masseuse, but things took a twist, which make it that his sessions were free; unless of course, if you take all the lavish spending into consideration.

Doralie had been reaping the benefits of being with a man called ‘Money’, having moved to his $20 million mansion in Las Vegas. Despite of all the controversy surrounding Mayweather, she described him as a ‘sweet and generous’ man, whom persons would love as long as they got to know him.

There are a few women who would disagree, however.

8 Keyshia Cole

via theboxhouston.com

Mayweather was also rumored to have dated singer and record producer Keyshia Cole. This bit is as recent as early 2016, and there was never any official word, but the pair seemed quite comfy around each other in a certain video where they appeared to be flirting.

There’s also the stories of the champ taking her on a lavish spending spree and even getting her a luxurious Mercedez Benz.

“Was going to sleep, but Mae said get what you want, the money don’t stop,” she posted on Snapchat. “My ‘friend’ is so sweet for buying me this car, love him so much,” she continued.

Interestingly, Cole met her biological father for the first time in May of 2016 and he happens to be a respected boxing trainer.

7 Raemarni Ball

via heavy.com

The 19-year-old is Floyd’s current girlfriend. And their relationship became public knowledge after the British teenager began posting photos of the two of them to her Instagram profile.

Reports suggest that Raemarni paid $800 for a meet-and-greet with the retired boxer in Cannock, Staffordshire and he just couldn’t get enough of her after that.

The aspiring singer worked at a clothing store where she made $9 an hour prior to hooking up with Mayweather. She lived with her mother Mandy and five siblings, but is now touring the world with the Money man, going to NBA games and sitting courtside next to Jay-Z and Beyonce.

“Nobody can quite believe how she’s managed to do it,” said one of her friends. “She’s a legend.”

6 Princess Love

via bet.com

Floyd Mayweather is known for having partners outside of his main relationship and Princess Love was one of his side chicks at one point. She’s really quite a beauty, so it would be pretty strange if Floyd was the only one attracted.

The ex-fighter showered lavish gifts on the now reality TV star, as is quotidian of him, but that wasn’t enough to keep her at his side. She was probably well within her right to see other people, although Floyd might disagree and that she did.

Princess began seeing singer Ray J while still with Floyd and the affair (so to speak) was exposed by his former associate, 50 Cent.

The rapper posted a few pictures to social media, blatantly referring to Princess as a ‘thot’. He also posted a photo of Ray J to taunt Floyd.

Well, Princess Love is now married to Ray J. So yeah, that’s that.

5 Jessica Burciaga

via dubmagazine.com

Jessica Burciaga was rumored to be one of Floyd’s girlfriends as well. The model, who has also worked as a Playboy Playmate, bears a stunning resemblance to Jennifer Lopez and is often compared to TV reality star Kim Kardashian.

She has also been accused of having an affair with former Los Angeles Lakers Star Kobe Bryant and was blamed for the split between the ex-player and his wife a few years back. She categorically denied the allegations, however.

Jessica was also blamed for the breakdown in Mayweather’s relationship with Shantel Jackson in 2011 and is believed to have dated the millionaire for a while.

She also dated another NBA player in Paul George, as well as former NFL players Lance Moore and Shawne Merriman. Oh, and let’s not forget Playboy owner Hugh Hefner.


3 Rozonda ‘Chilli’ Thomas

via blackgirlhealth.com

Given the name ‘Chilli’ by the late Lisa Lopes when she replaced Crystal Jones as a member of girl group TLC, Rozonda Thomas helped the group sell over 65 million records and become the best-selling girl group in the US.

She’s six years older than Floyd, but according to rumors, she was seeing the ex-boxer for some time. They appeared together on an episode of her reality TV show, What Chilli Wants, that showed the pair enjoying themselves at an amusement park, which Floyd paid to stay open during a time when they would normally be closed.

Chilli has made appearances in various movies and TV shows including House Party 3, The Parkers and That 70’s Show.

She was also involved in a relationship with R&B singer Usher, whom she began seeing in 2001, but later dumped after he cheated on her.

2 Jamie Lynn

via fightsday.com

Mayweather reportedly picked a woman named Jamie Lynn while he was still with Bad Medina. She made sure everyone knew about it, posting several pics of herself along with the 39-year-old undefeated ex-boxer on her Instagram.

The two of them went on a world tour, visiting the likes of Russia, Milan, St Tropez and Dubai, and you could imagine just how much he splurged. Jamie’s Instagram was littered with images of the pair enjoying shopping trips, showing off jewelry and donning Middle Eastern wear.

Upon return, Bad Medina was handed a $2 million diamond ring, which Mayweather supposedly ordered while traipsing around the place with his other girl. His way of saying sorry, obviously, and the recipient was way too modest to refuse such a present.

1 Liza Hernandez

via hiphopstan.com

Latina model Liza Hernandez is another one of Floyd’s past girlfriends. She is said to have an eye out for Cristiano Ronaldo nowadays, but that’s for another story.

She was born in Panama and started modelling from a very young age, taking part in pageants and the like, having won a school contest that spurred her on.

Liza then became Miss Hawaiian Tropic, which led to her becoming a Latin correspondent for the Lose Angeles Lakers. She is also said to have dated Kobe Bryant (looks like Kobe and Floyd share the same taste), as well as action movie star Vin Diesel.

It goes without saying that the Money man showered gifts upon his fair maiden back when they were an item, but it’s nothing she wasn’t already used to.

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