Leonardo DiCaprio: Latest Sightings
Leonardo DiCaprio & Kevin Connolly Try On Halloween Masks | Ryan Reynolds

Leonardo DiCaprio & Kevin Connolly Try On Halloween Masks

Tuesday, November 01, 2011 05:55 AM EDT

Getting into the Halloween spirit or just out for a fun afternoon? A single Leonardo DiCaprio and good friend Kevin Connolly did some last minute costume shopping together at the Spirit Halloween pop-up shop in West Hollywood. The two pals tried on a variety of monster and ghoul masks, and they hung around for a while checking out the scene. In the end, though, the line was too long, so they decided to hit the road empty-handed. – Dahvi Shira

Leo & Blake: Hungry for Burgers | Blake Lively, Leonardo DiCaprio

Leo & Blake: Hungry for Burgers

Monday, August 22, 2011 10:00 AM EDT

Leonardo DiCaprio and Blake Lively worked up an appetite shopping at Fred Segal in Santa Monica. The 23-year-old Gossip Girl actress wore a blue dress that matched his blue shirt, and both were hiding under their hats as they stopped by Umami Burger to pick up some food.

Blake & Leo Grab Burgers in L.A. | Blake Lively, Leonardo DiCaprio

Blake & Leo Grab Burgers in L.A.

Tuesday, August 09, 2011 06:00 AM EDT

Blake Lively enjoyed some time away from Gossip Girl and the Upper East Side for a burger date with beau Leonardo DiCaprio in L.A. The couple tried to stay under the radar at Umami Burger in Los Feliz, Calif., as they quietly ate. "Blake looked very happy and kept smiling," an onlooker tells us. DiCaprio appeared to enjoy himself, too. Says the onlooker: "He gently grabbed her hand at one point and he seemed very into Blake."

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Leonardo DiCaprio & Blake Lively's 'Shady' Date | Blake Lively, Leonardo DiCaprio

Leonardo DiCaprio & Blake Lively's 'Shady' Date

Monday, July 25, 2011 06:00 AM EDT

Looks like they're still on! Leonardo DiCaprio and Blake Lively went for an affectionate shopping trip together at Solstice Sunglass Boutique in Santa Barbara, Calif., where the actor tried on Carrera X-cede shades. "Blake gave Leo her final approval on each pair he tried on," a source says, adding that the two "did not let go of each other the entire time." The two stuck around for about 10 minutes, but rushed out of the store once a crowd noticed them.

Shopping

Solstice Sunglass Boutique

Los Angeles, CA

to my to do list

    Leonardo DiCaprio Grabs Dinner To-Go in L.A. | Leonardo DiCaprio

    Leonardo DiCaprio Grabs Dinner To-Go in L.A.

    Wednesday, July 20, 2011 06:00 AM EDT

    Leonardo DiCaprio may have grabbed dinner to-go, but the actor and his guy pals still turned heads as they waited for their food at Fig & Olive in L.A. The posse – featuring a who's who of international stars, including British bad boy Alex Pettyfer and French soccer stud Thierry Henry – laughed it up in the restaurant's indoor garden as they waited for their free-range chicken with roasted figs and polenta and filet mignon with mashed potatoes.

    Dining

    Fig & Olive

    Los Angeles, CA

    to my to do list

      Leonardo DiCaprio & Bradley Cooper's Boys' Night out in L.A. | Leonardo DiCaprio

      Where's Blake? Leonardo DiCaprio added a new member to his posse – Bradley Cooper – during a night out at Beacher's Madhouse inside the Hollywood Roosevelt Hotel. The guys snuck into the club before 1 a.m. and took a seat in the front row for the vaudeville show. DiCaprio cheered for the burlesque performers and seemed more animated than usual. Grabbing Cooper's attention? The same troop of burlesque dancers.

      Hotels & Travel

      Hollywood Roosevelt Hotel

      Los Angeles, CA

      to my to do list

        Leo & Charlize Avoid a Missed Connection at the Club | Charlize Theron, Leonardo DiCaprio

        Leo & Charlize Avoid a Missed Connection at the Club

        Thursday, July 29, 2010 03:00 PM EDT

        Leonardo DiCaprio and Charlize Theron were enjoying separate nights out when they saw each other hanging at Teddy's inside the Hollywood Roosevelt Hotel. The actress and her girlfriend were invited to join the Inception star and his pals at their table. According to an onlooker, the vibe was polite and sweet, and Theron introduced herself to the table with handshakes and hellos. Conversation flowed and everyone laughed, seemingly having a great time. Theron snuck out before other guests, though not before giving DiCaprio a hug goodbye.

        Hotels & Travel

        Hollywood Roosevelt Hotel

        Los Angeles, CA

        to my to do list

          Leonardo DiCaprio Gets Lots of Female Attention | Leonardo DiCaprio

          Leonardo DiCaprio Gets Lots of Female Attention

          Thursday, March 04, 2010 03:00 PM EST

          Leonardo DiCaprio knew exactly where he wanted to sit during a recent night at Teddy's inside the Hollywood Roosevelt Hotel: At deejay Samantha Ronson's table. The actor sported his baseball cap, low over his eyes, and grabbed a seat in between three ladies. The Shutter Island star was handed drinks and acted very chatty as female clubgoers snapped his picture with their camera phones. Also at the nightspot: Shaun White, who celebrated his Olympic victory with a group of friends.

          Hotels & Travel

          Hollywood Roosevelt Hotel

          Los Angeles, CA

          to my to do list

            Leonardo DiCaprio Buys Sunglasses | Leonardo DiCaprio

            Leonardo DiCaprio Buys Sunglasses

            Thursday, July 09, 2009 05:00 PM EDT

            After biking around New York City with four friends, Leonardo DiCaprio pulled up to Solstice Sunglass Boutique in SoHo for a little shopping. The actor left the shop with five pairs of shades, including four different Marc by Marc Jacobs frames.

            Shopping

            Solstice Sunglass Boutique

            Los Angeles, CA

            to my to do list

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              Stars' Summer Love Boats | Blake Lively, Leonardo DiCaprio
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