Top Reads Charlize & Sean: MET exact These two are a mind f-ck. A MIND F-CK. Would you have predicted, yesterday, before the event, that it would be Charlize Theron and Sean Penn arrivng at the MET Gala wearing the purest interpretation of the dress code?!?!? She’s in Dior, predictably, and it’s lovely, naturally, but By Lainey • May 06, 2014 12:28 pm
Relationship Assumption Charlize & Sean…and SNL? Charlize Theron and Sean Penn arrived hand in hand in New York yesterday. And I repeat, I REPEAT, these two are still f-cking up my sh-t. What is up with 2014? George Clooney gets engaged. Sean Penn shows public affection while cameras are around. This might be a vintage year By Lainey • May 05, 2014 04:06 pm
Baby and Bump Obsession Charlize & Sean: family day at the ballgame Check out these low quality shots of Charlize Theron, with her son Jackson, and Sean Penn at the baseball game the other day. They weren’t even sitting in a box. They risked being among the people. The rowdy people. The ones who’ve been in the sun all day By Lainey • Apr 22, 2014 03:33 pm
Movie Reviews and Previews Charlize Penn? Apparently there was a rumour happening out there about Charlize Theron and Sean Penn being engaged. So PEOPLE took it upon themselves to tell you that they’re not engaged but that… Friends of the couple "wouldn't be surprised" by a proposal, says the insider. " By Lainey • Apr 15, 2014 03:55 pm
Movie Reviews and Previews Charlize on the beach – without Sean Penn Lately, whenever Charlize Theron’s on a beach, Sean Penn’s always there with her. And they’re kissing and touching each other. And it is still a trip. Here’s Charlize on the beach in Miami for a photo shoot with (boring) Mario Testino. She had her son Jackson By Lainey • Mar 20, 2014 11:19 am
Sean Penn Sean Penn’s love hair You know what’s crazy? I’m now surprised to see Sean Penn without Charlize Theron now. How about that for a trip? Penn was in Dublin today at the 2014 Frontline Defenders Award Ceremony where he presented an award. As you can see, his hair is something special right By Lainey • Mar 07, 2014 03:05 pm
Assy Style Charlize Theron: Oscars Worst Dressed (Lainey) Before you start yelling, please click here to remember. Remember what Charlize Theron wore to the Oscars last year when she was named Best Dressed on this blog. I want you to remember this for comparison. Because when we consider the Worst Dressed at the Oscars, it’s always about By Lainey • Mar 03, 2014 04:54 pm
Amazingness Charlize & Sean's Oscar weekend I can't. I still can't process this. All of the following: Charlize Theron and Sean Penn are together. Charlize Theron and Sean Penn are even posing together. What in the actual f-ck?! They were out last night at a party celebrating Pharrell Williams and his hat. By Lainey • Feb 28, 2014 01:10 pm
Relationship Assumption Sean Penn’s Valentine Someone asked me the other day if we do anything special for Valentine’s Day here at LaineyGossip.com. I can’t remember. Am I nicer? This year I’m spending Valentine’s Day at home in Vancouver. With Miley Cyrus and not my husband. What’s the problem? Sean By Lainey • Feb 12, 2014 10:05 am
Relationship Assumption At the nail bar and kisses in the car Charlize Theron went to the nail bar the other day. And Sean Penn went with her. Like, he didn’t pull up at the curb and wait for her to get in. No. He was inside. He accompanied her. And didn’t punch someone in the process. A couple of By Lainey • Feb 10, 2014 04:34 pm
Relationship Assumption More Sean Penn smiles Can we just revisit those pictures from yesterday of Sean Penn and Charlize Theron holding hands, smiling, and (almost skipping)? Let’s do it for Jacek because I made him pay extra for them and he’s really cheap. Last night Sean spoke at the Grammys Beatles salute. Have you By Lainey • Jan 28, 2014 12:40 pm
Relationship Assumption Holding hands and skipping That’s a sliggggght exaggeration, the skipping part, but look at them. Almost, right? Charlize Theron and Sean Penn are holding hands and (almost) skipping. Laura suggested “walking jauntily”. The point is, these are two ordinarily crusty ass celebrities. And this is about as far from crusty ass as it By Lainey • Jan 27, 2014 01:00 pm
Baby and Bump Obsession Family time with Charlize & Sean Can we play Photo Assumption with this shot of Sean Penn and Charlize Theron’s son Jackson at the grocery store this week? I wish we could get a look at the boy’s face. But his shoulders, to me, are side-eyeing the sh-t out of his mom’s boyfriend. By Lainey • Jan 23, 2014 11:48 am
Coincidence or conspiracy Charlize: Sean’s co-host? Sean Penn hosted a fundraiser for Haiti on Saturday night, major stars in attendance, including Charlize Theron, his…girlfriend? Can we call her his girlfriend now? There were photographers all over the place. And she sat next to him, and they were ok with the pictures, and it was almost By Lainey • Jan 13, 2014 03:38 pm
Hook Ups A movie but not dinner Charlize Theron and Sean Penn. They've seen each other every day this year. Last night they went to the movies. Not sure what they saw. But God I'd love to sit behind those two, both Oscar winners (and I think in the same year too) looking By Lainey • Jan 07, 2014 05:13 pm
Hook Ups What is Charlize & Sean Have you caught up yet from the holidays? Charlize Theron and Sean Penn spent NYE together in Hawaii then flew home together to LA. Then he slept over. And they went for coffee on the weekend. Relationship or casual hooking up? Here are some more factors for you to consider: By Lainey • Jan 06, 2014 01:47 pm
