The 24-year-old singer was seen leaving the Two and a Half Men star's Hollywood home earlier this week and is said to be smitten by Kutcher, who split from wife Demi Moore in November amid a cheating scandal, reported Sun online.
According to her friends, the singer is also considering joining Kutcher's Kabbalah group.
"The flirting began as soon as Rihanna and Ashton met and swapped numbers. That moved on to texts and arranging to meet. They snuck off to a Santa Monica hotel a few weeks ago. They are two single people having a fling, so thought it would be best to meet in secret," a source said.
Rihanna has told friends he's funny and cute. Both of them love a good time and think they're too busy for anything serious just yet. She's starting to enquire about Kabbalah sessions with his rabbi.
Kutcher, 34, is keen to keep the romance as secret as possible as he doesn't want to upset Moore, who has recently completed a stint in rehab where she got treatment for exhaustion, substance abuse and an eating disorder.
"Ashton does not want to rub a new relationship in her face. She's still vulnerable. He's a good guy and, with all Demi's recent health problems, people have forgotten that," the source said.
Rihanna was recently linked to her abusive ex-boyfriend Chris Brown.
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