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Lindsay Aims High With Leo and Adrian

Fri, 02/15/2008 - 10:01am by PopSugar
6,604 Views - 99 comments

Lindsay kept a low profile for awhile, but these days the starlet is regressing. LL spent Tuesday night trying to score a Valentine's Day date, only she was clearly out of her league. She divided her time between flirting with Adrian Grenier and Leonardo DiCaprio, neither of whom returned the love. Can't say we're surprised about Leo (hello, supermodel girlfriend Bar), but we guess this also squashes those rumors of a romance between Adrian and Lindsay. Her love for men wasn't the only thing in overdrive that night, apparently the starlet was drowning her sorrows in vodka and champagne. As expected, since we saw her take her first swing from the bottle on New Year's, LL may be on another downward spiral that will only get worse.

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99 Comments Add a Comment

  • LArceNY's picture
    LArceNY
    4

    She's a drug addict and promiscuous but damnit, I still love her.

    19 weeks 6 days ago Report Comment
  • Christina23559's picture
    Christina23559
    5

    She's looking tore up too. Man, these girls have GOT to figure it all out or they will NOT be around long term. Oh what am I saying, LL doesn't have the fortitude to stay in Hollywood sucessfully long term.

    19 weeks 6 days ago Report Comment
  • LArceNY's picture
    LArceNY
    6

    Whoever dresses her needs to go. She could do better with all the money she has.

    19 weeks 6 days ago Report Comment
  • LolaSvelt's picture
    LolaSvelt
    7

    Why does she always wear bloody tights? I swear, her wardrobe must be filled with 1000 different types of tights!

    19 weeks 6 days ago Report Comment
  • letsgetloud21's picture
    letsgetloud21
    10

    She needs to scrub off whatever is on her face.. why would she need to drown any sorrow,this b*tch has tons of money and to most people is living the good life.. I feel bad for these celebs,most of them are so arrogant and feel that they deserve what they have,when most of the times they just get lucky.

    19 weeks 6 days ago Report Comment
  • marybethrizalucy's picture
    marybethrizalucy
    12

    Linsay Lohan! You are a disgrace to all women. Learn to love yourself and then maybe people will learn to love you, otherwise you will always behave and be looked at as a nasty wh*re.

    19 weeks 6 days ago Report Comment
  • blob's picture
    blob
    13

    If I never see or hear anything about Brangelina, Lindsay Lohan, Paris Hilton, Britney Spears, Rumour Willis and her sisters and the rest of their ilk, EVER AGAIN, I'D BE VERY HAPPY.

    19 weeks 6 days ago Report Comment
  • Woop's picture
    Woop
    15

    Wow! She really wants Leo. Talk about overreaching.

    19 weeks 6 days ago Report Comment
  • Christina23559's picture
    Christina23559
    16

    Oh and I must say that whatever cretin came up with leggings should be driven deep into the woods and SHOT repeatedly in the head. Leggings are a HORRIBLE abomination on the world, and they HAVE GOT to go away.

    19 weeks 6 days ago Report Comment
  • MartiniLush's picture
    MartiniLush
    17

    GROSS! Why would anyone be interested in her skanky self anyway? If she disappears tomorrow, it wouldn't be soon enough!

    19 weeks 6 days ago Report Comment
  • morgs's picture
    morgs
    18

    Her career is over. Tabloids should focus on other starlets who actually have talent...

    19 weeks 6 days ago Report Comment
  • The Grizz's picture
    The Grizz
    22

    I love that she got rejected by them. Maybe she will realize that being a slut will get you nowhere with decent men. Well, Adrian is kind of a sleeze ball, but still thats bad.

    Those tights are very see through. Dumb girl.

    But I do like her style usually. Her skin and hair look ugly to me though.

    19 weeks 6 days ago Report Comment
  • pinkprincess1101's picture
    pinkprincess1101
    23

    the question should be what does she have against US to put us through this misery of seeing her in this sh*t that she calls clothes

    19 weeks 6 days ago Report Comment
  • Christina23559's picture
    Christina23559
    24

    Yea, seriously Pink. What did I ever do to you LL? Why do you hate me so to make me look at this "style" of yours? Are we sure that the tights aren't crotchless?

    19 weeks 6 days ago Report Comment
  • j2e1n9's picture
    j2e1n9
    25

    That's weird. Why would she think she could get either of those guys?

    I dont even think Adrian is hot, I just think everyone knows that she's very played out right now.

    She needs to take a step back and wait for someone to come and try to get with her.

    There's nothing more repulsive than a girl who's been around the block (and back again) who's still trying to hit the men up for more.

    Aggressive tactics are just not going to work for her right now.

    19 weeks 6 days ago Report Comment
  • Shopaholichunny's picture
    Shopaholichunny
    26

    UGH. She's so annoying. She seems so freakin clingly! Guys hate that. And why would Leo want to be with her when he has Bar! HAHA

    19 weeks 6 days ago Report Comment
  • Banzai's picture
    Banzai
    27

    I heard she's broke maybe that's why all she ever wears are leggins? they're cheap. =)~

    She should really focus on reviving her career instead of trying to date take men.

    19 weeks 6 days ago Report Comment
  • Kristinh1012's picture
    Kristinh1012
    28

    Yeah I just don't like her. And every time she wears another pair of tights, I just want to smack her even more. Someone should tell her that they are see through.

    19 weeks 6 days ago Report Comment
  • j2e1n9's picture
    j2e1n9
    30

    Exactly! I have a feeling Bar is laughing her hot super model ass off right now.

    19 weeks 6 days ago Report Comment
  • karisaamy's picture
    karisaamy
    31

    That's low to hit on other girls men on Valentine's Day, but that's what we have all come to expect from Lindsay. Hey at least her hair isn't super nasty blond now.

    19 weeks 6 days ago Report Comment
  • Brendelwoman's picture
    Brendelwoman
    32

    You can tell from her interviews that she still doesn't take her drinking or drugging seriously. She will have a full blown public relapse one of these days.

    19 weeks 6 days ago Report Comment
  • spitfire's picture
    spitfire
    33

    I don't know what POP's fascination is with "some" of the people it ALWAYS reports on. I think the media in general is really taking a nose dive in society in that America cares more about some "nothing" wearing leggings and who's dating who, than we do about what's actually going on around us and is effecting us and our loved ones. I know this is a celeb gossip site, but there has to be gossip out there to talk about besides the SAME OLD SAME OLD people. I have skipped over the last 15 posts about LL, but when I saw her face again this morning, I'm like, you know, does POP actually think it's interesting hearing about this loser again? DO we have to see her orange face with bleached hair again? I think it's a disgrace how she has all this money and wants to blow it on gas, drink, and drugs. Sounds like the path most in Hollywood are taking. Sad
    Oh well..I'm done with my rant.
    Carry on girls!

    19 weeks 6 days ago Report Comment
  • eeeyore138's picture
    eeeyore138
    38

    if u are going to wear legging at least wear a dress or long sweater over them. SO TIRED OF SEEING HER... what about her new "focus" on her career... i guess her career = partying so in that case shes doing great, right along with Paris.

    19 weeks 6 days ago Report Comment
  • Jenny86's picture
    Jenny86
    39

    What a slut! No wonder she's not getting offered any movie roles. Her stupid ass album is going to tank too.

    19 weeks 6 days ago Report Comment
  • The Grizz's picture
    The Grizz
    40

    Spitfire: With everything going on right now, maybe POP is giving us a humerous break from the serious things. I know I don't take this stuff seriously. Its fun.

    But I agree that lately, its been boring. I am ready for some more drama, drama.

    19 weeks 6 days ago Report Comment
  • pinkprincess1101's picture
    pinkprincess1101
    42

    damn i didnt even notice those fugly sh*tney boots she has going on there, with all the hype with her leggins her ugly orange face i missed the shoes

    19 weeks 6 days ago Report Comment
  • Julienne's picture
    Julienne
    43

    I think the whole rehab stint had only one reason, convincing the judge that she's a good girl. Now, she was in jail for how many minutes? And she worked a week for community services or something? One day she'll learn that the joke is on her, the day everyone's tired to talk about her leggins, fake tan and boozing and on that day she'll realize in fact she has absolutely nothing to build a life around.

    19 weeks 6 days ago Report Comment
  • Christina23559's picture
    Christina23559
    44

    Spitfire - there are other branches of the popsugar family, perhaps you would find more acceptable topics on those other sections? I'm not trying to be unfriendly, but if you're tired of constantly seeing people you have no desire to see, then perhaps one of the other sites that focuses on other social subjects would better suit you?

    19 weeks 6 days ago Report Comment
  • StayGold's picture
    StayGold
    45

    "clearly out of her league" hahahahaaaaaaa i love it Pop.