The singer, 24, was spotted driving up to the actor's LA pad at midnight before leaving in the early hours in the black Escalade.
Earlier in the evening she had a quiet dinner with pal Melissa Forde before heading out for her meeting with Demi Moore's ex.
Rumours have been circulating that Barbados-born Rihanna was planning on getting back with her abusive ex Chris Brown.
But she appears to have added another twist to her love life.
Before reportedly slinking off to see Two And A Half Men actor Ashton — dumped by his 49-year-old wife over his cheating — Rihanna paraded her sexy look at Giorgio Baldi's restaurant in Santa Monica, California. She wore a tiny pair of denim hot pants, red polka dot heels and her hair in a head scarf while her handbag had handcuffs printed on it.
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