The 'You Da One' singer announced on her twitter page that she was heading out for a fun evening and was snapped at the Giorgio Baldi restaurant in Santa Monica, California.
Rihanna was wearing a plain sleeveless white shirt dress finished off with a pair of sexy black tights adorned with a fake suspender belt pattern, which was exposed when her dress opened at her leg.
Rihanna then revealed her 'date' was with her close friend Melissa Forde and after the pair left the eatery they then headed to the famous Roxbury nightclub in Hollywood.
In a series of tweets, Rihanna wrote: "I'm on my first date in almost 2 yearz. #datenight my lover for the night @mforde11.
"So Melissa's only f**kin wit me til 4/20 ... 2night is gon' be a good one, I could feel it! #1LOVE #420 #MARLEY (sic)"
The 'Battleship' star continued to tweet throughout the night and her posts became more and more cryptic hinting that her relationship with Melissa could be more than just friendship.
Rihanna - whose relationship with Chris Brown ended after he assaulted her in February 2009 - tweeted: "Beautiful is great, submissive is even better. Bawse bitch who's submissive yet the captain of the ship HONEST...#priceless #marryME ... But she bad ... So maybe she won't ... But s**t, then again maybe she will."
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