Did Rob Kardashian Ask Rihanna to Sister Kim's Wedding?

After sending a slew of flirty tweets to Rihanna on Monday night, Rob Kardashian let the twittersphere know that he's in need of a date to sister, Kim Kardashian's forthcoming wedding to New Jersey Nets player, Kris Humphries.

After Rihanna tweeted that she was in for the night with popcorn and her TV remote, Kardashian boldly tweeted, "I can make this right here happen."

But the Kardashian bro wasn't the only one who was playing the sandbox flirting game.

"Its past your bedtime," Rihanna tweeted in response.

But the 140 character quipping wasn't over as Kardashian coyly responded, "You can put me to bed ;)" after tweeting, "I need a date for my Sis @KimKardashian WEDDING!"

Was that Kardashian's way of slyly hinting to the 'S&M' singer that she's at the top of his list for potential plus ones?

This after Kardashian admitted to mom, Kris Jenner, on the latest episode of 'Keeping Up with the Kardashians' that he may have gotten a girl pregnant -- his confession came before the discovery that said 'girl' suffered a miscarriage. Looks like you've got a real winner on your hands, Rihanna.

Kim Kardashian’s Brother Rob Doubts the Wedding Will Take Place

Earlier this week, reality TV star Kim Kardashian announced her engagement to NBA pro Kris Humphries--and while her sisters were super excited, it seems her little brother, Rob, just doesn't think a wedding will actually happen.

"I just don't feel confident because Kim has always been so like, you know, she's, how old? She's just been through a lot of relationships and she always gets hurt or never finds the right dude, but Kris is a really good dude," he said to radio hosts Kidd Kraddick and Hyla on the Hollywood 5. "They've had their own personal, private relationship a long time now and I feel like they are a really good match for each other."

Rob also described the scene when Kim told the family she was engaged. We were having a family dinner and we didn't know what it was for, we just thought everyone was in town, we were at my mom's," he said. "She had a ring on and we didn't believe her and we thought it was a joke, no one really, like, did anything, and it was like, oh wait, then it got crazy and there were ponies, it was really bizarre!"

But even though Rob isn't so sure his sister will walk down the aisle with Humphries, he did admit that he likes the NBA star. "I spent like a family vacation with him and he's a cool dude from Minnesota and like normal, and I'm about being normal and chill."