Usher Raymond and Grace Miguel

R&B singer Usher Raymond, 36, popped the question to his longtime girlfriend Grace Miguel, who turns 49 this year.

Usher started wooing Grace, an executive at his record label, five years ago, when he was 31 and she 42. Grace was Usher’s product manager at the record label.

The couple began dating in 2009 while Usher was still married to his ex-wife, Tameka Raymond. They divorced later that year.

“She’s happy but they’re trying to keep it quiet,” an insider tells Us of the private couple, who looked cozy with one another at the Golden Globes Art of Elysium Heaven Gala in Los Angeles on Jan. 10. Miguel’s ring finger was noticeably adorned with a giant diamond ring at the event.

Usher, who was raised by an overbearing single mother, has always shown a preference for older women since he was a wee young lad.

The great psychoanalyst Sigmund Freud termed this sort of May-December relationship — when a boy desires to marry his mother — as the Oedipus Complex.

Despite the psychological facets of their relationship, it’s clear that Usher loves Grace. On New Year’s Eve, the singer punched out a rude drunk who referred to Grace as “old” and “ugly”.

This will be the 2nd marriage for both Usher and Grace.

From US magazine:

Usher’s wife-to-be’s ring is so massive, Page Six previously reported “you wouldn’t think it was an engagement ring because it’s so big,” after the couple were spotted ringing in the New Year together at E11even nightclub in Miami.
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The 36-year-old singer only recently started opening up about his longtime love. “I have an incredible partner and manager,” he told Billboard magazine in October 2014. “She has helped me through some of the hardest times in my life and my career. She’s someone who’s been able to support and understand all of who I am. Not just as a dancer or as a performer or as a singer, but as a humanitarian and a business man and as a person.”

Usher, who is dad to sons Naviyd Ely and Usher Raymond V, was previously married to Foster from 2007 to 2009.

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