Britney Spears and Jason Trawick Engagement in the Works

It looks like wedding bells are ringing for Britney Spears again.

Spears and boyfriend Jason Trawick are rumored to be engaged soon.

Radar Online reported that agent-turned-boyfriend Trawick is trolling Tiffany's and Harry Winston in search of an engagement ring for his girlfriend of a year and a half.

Trawick is reportedly planning to propose to the pop star once her tour concludes in Puerto Rico on Dec. 10. The proposal could come days after Britney Spears birthday on Dec. 2.

“Trawick, who is currently with Spears on the South American leg of her Femme Fatale tour, has visited several established celebrity jewelers looking for the perfect bauble for Britney and is vey close to picking the winner,” reported Radar.

The 29-year-old singer features Trawick in the video for her single "Criminal," where the two share passionate scenes.

"It's an interesting situation, filming intimate moments like that between two people who, off-screen, would be sharing moments similar to that," said Director Chris Marrs Piliero to People magazine.

"Off camera, Jason is a very cool, chill guy," the director added. "Which goes really well with Britney because she's so much the same ... she's a really sweet girl that, when the cameras aren't rolling, she's just chilling out. They would just [hang] out together."

Trawick, 39, is an agent who works for the William Morris agency, and represents Spears.

Spears and Trawick's engagement has been the topic of conversation amongst tabloids for several months. The couple has been together for a little under two years.

Spears was spotted every now and again wearing an engagement-like ring on her left ring finger, but each time there is a new report that she and Trawick are ready to tie the knot, the story is denied by a representative.