Is Tony Romo dipping into some of the $67.5 million he banked from his recently inked NFL deal to shower Jessica Simpson with gifts better suited to his grandma? The Chicago Sun-Times reports the Dallas Cowboys quarterback has been wooing the unlucky-in-love blonde, whom he stepped out and supposedly made out with at a Los Angeles hot spot over the weekend, with a present a day. Some of the items he's surprised her with include "corny" drugstore figurines, a pearl and gold brooch and a Baccarat crystal vase stuffed with red roses. "He also got a store to rush an engraving order on a sterling silver picture frame with their initials to give her a photo of the two of them, taken over Thanksgiving weekend," a Romo pal tells the paper, adding that "he is really smitten ... and [has] fallen hard for her." As you know, the starlet-hopping footballer celebrated Turkey Day in Texas with Simpson's family after reportedly getting an assist from her constantly hovering dad, Joe.

Looks like Ryan Phillippe is still spending quality time with Abbie Cornish, who was rumored to have played a part in the breakdown of his marriage to Reese Witherspoon last year. Over the weekend, paparazzi caught the "Stop-Loss" co-stars sharing a smoke and going in for a hug while hanging out at a pal's place in Beverly Hills, Calif. (per FlynetOnline). The Australian actress, who reportedly reconnected with Phillippe over the summer, was also spotted doing a little shopping with Ryan's 8-year-old daughter, Ava, who's becoming more and more of a mini-Reese every day (the actor and his Mini-Me, 4-year-old son Deacon, were said to be waiting outside in the car). When Abbie and Ava exited the store, the tyke was cutely toting a Christmas wreath around her neck. "Abbie is a free spirit," an insider tells Us Weekly. "She indulges a side of Ryan that he's kept under wraps for years."

"Tell me the truth, Blair, are these sideburns too Tiger Beat?"

She may spend her days staring into the limpid pools that are Chace Crawford's baby blues, but Leighton Meester insists they only exchange longing looks when the "Gossip Girl" cameras are rolling. "For the record, not true!" she tells People of reports she was spied swapping spit with her co-star last week. Leighton does fess up to being "really close" and "really good friends" with Crawford, who was most recently seen in the company of Carrie Underwood. Speaking of the squeaky-clean country star, were rumors that she had parted ways with the actor premature? A Chace insider tells Perez Hilton that the two are still an item.

Kate Hudson's marriage to Chris Robinson may be kaput, but they continue to make nice for the sake of son Ryder, 3. The former flames were photographed putting up a united front Monday night in Manhattan as they dined with their flowing-locked offspring. Also tagging along was a woman PageSix.com identified as the scraggly rocker's "new mystery girlfriend." "They seemed very happy and comfortable with each other," says a spy. "It looks like they were all friends."

There's one less age-inappropriate romance in Hollywood, but it's not for lack of trying on Kevin Connolly's part. A month after the petite "Entourage" star, 33, revealed to Howard Stern that he was "actively pursuing" 19-year-old "Dancing With the Stars" hoofer Julianne Hough, he tells People there's nothing going on. "I don't want to bore you, but really, we are just friends," he tells the mag. "We've gone out to dinner a few times, we've gone to a Halloween party, but I don't even know her." Still, that didn't stop him from bestowing her with a diamond-dotted, 18-karat white gold ring last month, which her rep dismissed as merely a token of friendship. Quite a nice present to give a stranger. "You meet people, you like them, you go out to dinner," explains Connolly. "People see you at dinner, they take pictures, and things get misconstrued."

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