These women come in all shapes and sizes, but what they all have in common is that they're all women that Usher has either dated or canoodled with.It's not hard to get jealous of these women that Usher has gone out with, so try your hardest to contain your envy.Related: Lena Dunham Sings Taylor's Praises Following Testimony! Now Mueller's case against Tay is already over -- the judge has dismissed the claim, saying Mueller had not proved in any way that Taylor personally did anything to get him fired. In September 2015, Usher married his long time girlfriend and manager Grace Miguel.Usher's dating history includes Usher's famous exes like Naomi Campbell, Rozonda "Chilli" Thomas, and many more.Usher, who was raised by an overbearing single mother, has always shown a preference for older women since he was a wee young lad.

In turn, she countersued him for sexually assaulting her as he allegedly "grabbed her ass" during a meet and greet back in 2013.

The two secretly married in September 2015 while vacationing in Cuba.

More About Birthplace: Brooklyn, New York, United States Profession: Executive, Manager Usher was married to dating stylist Tameka Foster from 2007 to 2009. Tameka Foster is an American wardrobe stylist and the ex-wife of singer Usher.

At this point, it’s safe to say that Usher likes his women older, seasoned and the complete opposite of Chilli like longtime girlfriend Grace Miguel whose recent engagement to the R&B star sparked widespread intrigue (and speculation) across the internet.

Hit the flip for a look into Ursh’s relationship with newly-minted fiancée Grace. Well, she’s a former Def Jam exec who currently manages Usher who she’s been privately dating since 2009.