It must suck to date Lindsay Lohan. Aside from the obvious reasons, which we won’t even get in to. No one likes to think about their current partner’s past. In fact we all know it’s polite behavior to generally assume they never loved, liked, or kissed anyone until you came along. Then all of a sudden it was like a rush of hormones and they discovered all these previously unknown emotions.

But that’s pretty damn hard when three quarters of Hollywood knows exactly how many freckles your lady love has on her lady bits. Thus the dilemma of being Samantha Ronson. While dating Lohan has some obvious advantages – including increased career exposure for the deejay – as someone who does the music at the very best parties, the odds of running into some guy that Lindsay use to… well… [insert various filthy act here ______]… are pretty damn high. And several previous lovers all came together to make Ronson and Lohan feel damn uncomfortable at a party recently.

Talk about awkward: Lindsay Lohan was celebrating the grand opening of West Hollywood club Apple Lounge with Samantha Ronson on August 14 when she ran into two ex-boyfriends - and an ex-girlfriend! “Lindsay chatted with her ex Harry Morton for a few minutes,” a witness explains about the first encounter. “Sam wasn’t thrilled.” Lindsay, 22, was there to support her live-in galpal, who was deejaying the event. But before the night was over, another of Lindsay’s exes, Calum Best, showed up, followed by former girlfriend Courtenay Semel. Although Lindsay’s rep says, “It wasn’t awkward for her to be with all of her exes,” a witness says, “That was definitely enough drama for Lindsay. She made sure the rest of the night was very mellow, drinking little as she smoked and stuck by Sam’s side.” “Lindsay reassured Sam,” a witness says, “by gently rubbing her lower back whenever they were alone.” Courtenay Semel dated Lindsay in late 2007, says an insider. Lindsay dated Calum Best for three months in 2007. Harry Morton romanced Lindsay in 2006.

[From In Touch]

I love how In Touch is polite enough to say “romanced.” As though anyone, guy or girl, has ever bothered to slip even the slightest notion of romance into a relationship with Lindsay. Here is what qualifies for romance to a Lohan: “Oh you didn’t slip any GHB into my drink? That’s so thoughtful of you! Sure I’ll take my panties off.” Roses and chocolates are not required.

Here’s Lindsay Lohan, Calum Best, Tila Tequila and Courtenay Semel at the Apple Lounge Grand Opening on August 14th. Header of Lohan and Samantha shopping yesterday. Images thanks to WENN.

What is going on with Lindsay Lohan lately? I realize that’s one hell of a Pandora’s box to open. But the woman just makes no sense. At first she seemed to enjoy the positive attention and good publicity she was getting for her relationship with Samantha Ronson. But that must have gotten old, because then she started acting old school Lindsay and being all tacky and rude. Then there were rumors that she and Samantha were breaking up. Now it seems like even Lindsay Lohan, the queen of all photographer’s subjects, is tired of the spotlight.

It was supposed to be a double celebration for twins Samantha and Charlotte Ronson Tuesday night, but suddenly camera-shy Sam bailed on their 31st birthday bash at the Bowery Hotel. The deejay and her girlfriend, Lindsay Lohan, “fled the scene” when paparazzi swarmed the joint. “Charlotte and Sam do this party every year with [power publicist] Amanda Silverman,” said our source. “The photographers must have caught on because they were outside the hotel. Sam and Lindsay were livid and just left to go do their own thing.”

[From the New York Post]

I find that really strange. For one thing, Lohan and Ronson have been photographed nonstop for the past several months, but especially this last month. When I look through the photo agency’s pages I’m genuinely surprised there’s no “Here’s Lindsay Lohan on the can,” or something. Why is it all of a sudden a problem? Especially at a birthday party for her girlfriend – when it’s obvious she should expect paparazzi there. It seems incredibly rude to just skip out like that – not that manners ever stopped a Lohan from doing with they wanted.

Here’s Lindsay and Samantha shopping in Beverly Hills yesterday. Photographer: Michael Wright. Images thanks to WENN.

Courtenay Semel and her new girlfriend, Tila Tequila, on 8/14/08. Tequila confirmed to in Touch in their 8/18 issue that they’re a couple. Credit: Faye Sadou / WENN

Lindsay Lohan was living with socialite Courtenay Semel in LA late last year. There were rumblings that the two were more than just friends, but Lindsay was also dating guys at the time and she wasn’t seen out much with Courtenay.

Courtenay was said to be jealous of any other women that talked to Lindsay and moved out of the Hollywood home they shared in late January.

Semel is the daughter of Yahoo! CEO Terry Semel, and is now openly dating idiotic reality star Tila Tequila.

Apparently she’s not over Lindsay, though, because she’s resorted to talking to the UK paper that gives ex lovers of celebrities a chance to sensationalize their past - The News of The World. Courtenay told the rag that she’s perplexed that Lindsay so quickly moved on to Samantha. She’s also upset that Lindsay refused to acknowledge their relationship, but is openly dating Samantha now:

Lindsay now does little to disguise the tenderness of her relationship with British DJ Samantha Ronson—but this is only after months of covert gay experiments with stunning brunette Courtenay Semel.

Everyone thinks Samantha is Lindsay’s first lesbian love, but we were very passionate until her fear of being found out drove us apart,” Courtenay told a pal.

“At the time she was terrified her career would be over if she revealed her sexual tendencies.

“But then Samantha came on to the scene and I was dropped.”

Courtenay, 25, also told how 22-year-old Lindsay, whose films include Herbie, Fully Loaded and Mean Girls:

BEDDED a string of men in a bid to suppress her lesbian urges — and to hide them from her public.

SANK into addictions as the pressure of her double life grew.

SLIPPED into a bizarre love triangle with both women.

Courtenay’s pal explained: “She met Lindsay in the summer of 2006 at a party in Malibu.

“From the start Lindsay was very confused about her feelings for Courtenay so did more and more drugs to stifle the sexual attraction she was experiencing.

“But eventually she just gave in and at every party they’d kiss and touch each other in the corner. It’s a miracle nobody found out.

“Both of them would do lines of cocaine in the toilets then head home and fall into bed together.”

Throughout the following year, the pair stumbled through an on- off relationship as troubled Lindsay checked into a succession of rehab units and continued to date men as a ‘cover’. But it was as early as January 2007 that she first met 31-year-old Samantha, sister of pop guru Mark Ronson.

[From News of the World]
This makes it seem as if a lot of Lindsay’s addiction and sexual problems came about as she tried to cope with her feelings toward women. Of course it doesn’t excuse her very obnoxious and harmful behavior, and she’s probably still a self-entitled brat, but at least she’s relatively sober and well-behaved compared to her wild past.

Courtenay eventually left Lindsay when she kept sleeping with men and didn’t seem able to take the relationship seriously. She says that Lindsay and Samanth were just friends for a while and that Samantha often gave her advice. The article concludes by making Courtenay seem like a crazy jealous person who is unable to move on:

By October, Courtenay appeared to have the upper hand. [over Samantha] She and Lindsay moved into a rented house in Beverly Hills. “But still Lindsay brought men back,” the pal added. “Courtenay would throw fits of rage, writing her hundreds of angry e-mails from another room in the house.

“The sexual attraction between them was electric though and they’d still kiss and make up.”

That ended last December when Lindsay bedded one man too many and, unable to take more humiliation, Courtenay moved out.

It was less than a week later that Samantha was back on the scene. Outwardly, at least, Lindsay became a changed person, even turning blonde.

The pal added: “Courtenay still can’t understand how Lindsay is now so open with Samantha.

“Every time she sees a picture of them together it kills her.

[From News of the World]
Maybe Lohan just never openly dated Semel because their relationship wasn’t stable. It’s no wonder she refused to make it known that they were together when Semel was acting like that - she must have doubted it would last.

Star Magazine reports this week that Courtenay ran into Lindsay and Samantha at a lounge at bar in LA and that she “was staring daggers [at Lindsay and Sam] all night.” It looks like Tila Tequila is more this woman’s speed and that Lindsay made a wise choice by picking Sam.

Lindsay and Courtenay are shown below in December, 2007. Credit: Splash News

Here are more photos of Courtenay and Tila Tequila on 8/14 and 8/18. Credit: WENN and PRPhotos. Lindsay Lohan and Samantha Ronson are shown out at the movies and to lunch on Saturday and out for a walk on Sunday. Credit: Fame Pictures

As cute as they are together, it appears that some cracks are starting to form in the Lohan/Ronson lovefest. Since they started dating several months ago Lindsay seems to have really calmed down and isn’t nearly as drunk and belligerent as she used to be. She’d still probably be considered a bitch compared to the average person, but for Lindsay Lohan she’s been doing pretty well.

All that said, I don’t think anyone ever thought she’s actually gay. Bisexual maybe – or maybe just experimenting. A lot of people do that in college. I don’t think Lindsay even graduated from high school, but she’s college-age and still at a time in her life where she might be figuring things out. And if you believe OK! Lindsay is figuring out that she’s still into men.

Lindsay Lohan and Samantha Ronson may be inseparable, but following weeks of arguments, friends tell OK! they fear that Linds will leave her DJ girlfriend — for a man. Apparently LiLo has already been flirting with guys, and cracks are seem to be appearing in the relationship.

On August 5 at the Delano Hotel’s Florida Room, Lindsay, 22, cozied up to other men whenever Sam left her side. “Lindsay was laughing and giggling with these guys,” an eyewitness tells OK!. And earlier that day, guests at the Miami hotel witnessed the couple’s repeated clashes.

“Lindsay is the aggressive one in the relationship,” an insider tells OK!. “Sam tries to focus on Lindsay, but it’s never enough.” Another friend adds, “Lindsay has to be the center of attention, or she’ll flirt with other guys to make Sam jealous.”

But back in L.A. on Aug. 6, the pair were “hand in hand and very affectionate” at Crown Bar, and on Aug. 8, they partied for Sam’s birthday. But Lindsay’s friend says, “She’ll be with the next guy who catches her eye — she can’t help it!”

[From OK! Magazine]

I think Lindsay’s calmed down not because she’s with a woman, but because of the type of person Samantha is. Theoretically if she were able to choose guys that were good for her instead of losers, she might be able to sustain some of the improvements she’s made in her life. LiLo and Sam are really cute together, and I hope they don’t break up. But if they do, I’d still bet the odds of Sam selling her out to the tabloids are a lot smaller than any guy Lindsay’s ever dated.

Here’s Lindsay and Sam out and about in Manhattan on July 28th. Images thanks to Fame.

Lindsay Lohan must really be in love. Or be a total follower. I’m guessing it’s probably a mix of the two. According to MusicNews.com, Lohan is going to convert to Judaism for her lady love Samantha Ronson. Not because Ronson has asked her to or because they’re necessarily getting married (at least it’s not referenced directly in the article) but apparently because Lohan has gotten close with the entire Ronson clan.

Lindsay Lohan is reportedly set to convert to Judaism for her girlfriend Samantha Ronson. The 22-year-old singer - who is said to have been raised in a Catholic household - is considering altering her religious beliefs to bring her closer to DJ Sam, who she has been dating since late last year.

A source said: “Sam’s family is Jewish. Lindsay has learned a lot about Judaism from Sam and admires its beliefs.”

However, friends of the ‘Mean Girls’ actress have doubts about her intention to fully convert to the religion and think she is just doing it for attention.

The source added to Life and Style Weekly magazine: “Two years ago it was Kabbalah. Last year it was Alcoholics Anonymous. She was into ‘peace’ for a while. Whatever is of the moment, that’s Lindsay. But the one thing it does show is her commitment to Sam. She could be any religion and Lindsay would be open to it.”

[From MusicNews.com]

Someone once told me that when you have a crush on someone it’s normally because there’s some part of their personality or their life that you respect and want for yourself. That sounds like what might be going on with Lindsay a bit. Not that it’s necessarily a bad thing. But it sounds like she’s probably envious of the closeness the Ronson clan shares, and wants to be more like them. Considering what her own family is like, that makes a lot of sense.

And not only are the three siblings close, but they’re also fairly respected in their individual fields – Mark as a musician and producer; Samantha as a DJ, and Charlotte as a designer. People can argue about their individual levels of talent, but I’d argue that they all get more respect in their fields than anyone involved in Living Lohan. It makes sense that Lindsay has attached herself to people who are more stable than her own family, and given her other options, it’s probably not the worst way of dealing with her issues.

Here’s Lindsay and Samantha at LAX on their way to New York on Friday. Images thanks to Fame.

This past week we reported on what we still believe is a largely b.s. rumor that Lindsay Lohan and Samantha Ronson are planning on getting married in the next few months. But either there’s a kernel of truth in the rumor (unlikely) or LiLo is trying to milk it for publicity (much more likely) because she was spotted wearing a ring on her left hand yesterday.

Lindsay Lohan is setting off another round of wedding-bell rumors. LiLo was spotted wearing a ring of diamonds on her left ring finger while lunching with Samantha Ronson yesterday at Tuscan eatery E. Baldi in Beverly Hills. But they’re not picking out new china patterns just yet…

“Sam and Lindsay are unbelievably happy and in a healthy relationship,” a pal of the couple tells me. “And like any couple in love, they speak about marriage and the future, but right now, there is no wedding planned.”

The pal says Lohan probably wore the sparkler to—shocker!—create “some more buzz.” A few hours after lunch, the two held court at a dinner party at West Hollywood’s Matsuhisa restaurant to celebrate Ronson’s 31st birthday.

No doubt Lohan will be by SamRo’s side when she deejays next Thursday at the opening party for nightlife impresario Allison Melnick’s new Apple Lounge on über-trendy Robertson Boulevard in West Hollywood.

[From E! News]

“Create ‘some buzz’” sounds a lot nicer than “work her media whoring magic” – which is how I probably would have phrased it. Like Lindsay and Sam haven’t gotten a ridiculous amount of publicity lately? And the vast majority of it has been good, too. I’d say whatever her old ratio of bad to good press was, it’s reversed now. A rational person would be at the point of dodging the paps and wearing funny masks. For Lindsay Lohan, it’s time to move the coverage from “high level of interest” to all out frenzy.

Here’s Lindsay and Samantha celebrating Sam’s birthday with lunch at E.Baldi Restaurant in Beverly Hills on Thursday. Pictures with Lindsay in the green dress are from Sam’s birthday party later that night at sushi restaurant Matsuhisa. Images thanks to Fame.

Nothing says “I love you” like needles, ink, and pain. It also says “This is going to last forever,” and “there’s no way I’ve just cursed our relationship” when you get matching tattoos with your beloved. So it can only be a good thing that Lindsay Lohan and Samantha Ronson have added versions of each other’s ink to their own body art collections.

What’s one way to cover up a former flame and simultaneously declare your ladylove? Color in an old tattoo and have your gal-pal get one to match, if you’re Lindsay Lohan.

New pictures have surfaced of Linds and Samantha Ronson rocking identical small, black heart tattoos on their hands.

First acquired in July 2006 with then-beau Harry Morton, Lindsay’s tattoo (on her left hand between the thumb and index finger) was white in color. She has since had the tat outlined with black ink, and Ronson has replicated the heart on her own left hand.

Quick to reciprocate, Lindsay has also turned up with one of Samantha’s tattoos. Ronson has cascading red stars inked down her right arm, and now Lohan is showing off a red star on her right hand.

[From E! Online]

At least they didn’t get each other’s names. That’s about the same thing as declaring “we’re going to have a really bitter breakup in less than two months.” I was thinking it seemed sort of early for the whole matching tattoos bit, but Lohan and Ronson have been together for at least a couple months. I guess this is an important relationship step some couples just have to take. Two of my friends got matching tattoos of Nerd candies on skateboards after they’d been dating for only six weeks, and now they’re living together. Who says love is dead?

Here are Lindsay and Sam leaving Maxfields carrying matching shopping bags in Los Angeles yesterday. The last picture is a close-up of Lindsay’s red star tattoo, taken last week in New York. Images thanks to WENN.

Lindsay Lohan and Samantha Ronson are traveling a lot this summer and getting photographed everywhere they go. The two skinny girlfriends were seen chilling out poolside with Samantha’s family at the Delano hotel in Miami, Florida yesterday. They spent the weekend in Chicago at Lollapalooza and it seems the paparazzi know that the best place to catch them is at the airport.

After their affectionate weekend in Chicago for a music festival, Lindsay Lohan and Samantha Ronson racked up more frequent-flyer miles and touched down in Miami Monday afternoon.

The two – who “aren’t hiding their affection at all,” according to an onlooker – checked into the Delano hotel and are in town to see Ronson’s family.

Monday afternoon, they spent a little more than an hour hanging out at the Delano pool with the entire Ronson clan – a large group of about a dozen people.

“Everyone was having a good time. Lindsay and Sam were very comfortable with the group around. You can tell they’re so in love,” says an onlooker. “Lindsay seemed to really fit in. It seemed like everyone really likes her.”

[From People]

Compared to the way Lohan’s family has publicly spoken about her relationship, Samantha’s family has been positively effusive. Both her brother and his girlfriend have talked about what a great couple they make.

Lindsay’s divorced parents, Dina and Michael, have made tentative statements saying they hope she’s happy and healthy but not really endorsing the relationship. Dina initially denied that Lindsay was even with Samantha calling the rumors “pathetic,” but eventually relented and said “I love Samantha. She’s like a child to me. And Lindsay I love, so they’re great friends and as long as my daughter is happy and healthy it is what it is.” Michael took the same tactic, saying he would not support a rumored gay wedding for his daughter because “She knows about my faith… [but] I want her to be happy and healthy and stay on the right path.”

It sounds like both of Lindsay’s parents want her to be “happy and healthy,” but would rather she was dating a guy. They don’t have much say in the matter and at least Sam’s family is accepting of their daughter’s relationship.

Lindsay Lohan and Samantha Ronson are shown at the airport on 8/4/08. I love that disgusted look on Lohan’s face Credit: MATINGAS/bauergriffinonline.com.

Though I don’t think anyone with half a brain believes the gossip that came out yesterday that Lindsay Lohan and Samantha Ronson are planning on tying the knot, that hasn’t stopped creepy dad Michael Lohan from yapping to the press about it. And how he doesn’t approve.

Though in May Michael told Us Weekly his feelings about the SamRo relationship were that his daughter, “‘is a big girl, and she can make her own life choices. Then it is between her and God,’” apparently Michael has now decided to be a little less open-minded – though deliberately vague in his comments. Because that’s a better way to get press.

Gay marriage may be legal in California now, but wedding bells don’t seem to be in Lindsay Lohan and Sam Ronson’s immediate future. And if the couple were to wed, Lohan’s dad Michael probably wouldn’t play the proud father giving away the bride.

“I haven’t heard anything (about an upcoming wedding) from Lindsay, but if she was marrying Sam, I don’t think she’d ask me to walk her down the aisle,” says Michael. “She knows about my (Christian) faith … she just wouldn’t ask.”

That’s not to say that he doesn’t support Lindsay and a possible relationship with Ronson, he just supports her in more indirect ways.

“I want her to be happy and healthy and stay on the right path,” he says. “If I discuss (her relationship), I say that I want her to be happy.”

[From MSNBC’s The Scoop]

I feel nauseous every time I hear Michael Lohan spout his “I’ve been in too much therapy” jargon. Considering he’s always spouting off about his faith (but not doing anything useful or productive with it – just bragging about it, as far as I can tell) it seems that what Michael is implying is that Lindsay wouldn’t ask him to be part of a gay wedding because he doesn’t approve.

He doesn’t all-out say this so it’s hard to nail him on his comments. And Michael doesn’t actually say he doesn’t approve of Lindsay and Sam’s relationship or being gay in general. There’s just this tone of “wanting her to be happy” and “staying on the right path” and considering how sanctimonious he is, you can’t help but think he’s implying that being in a gay relationship is something other than the right path.

Michael Lohan and his girlfriend Erin Muller at the Social Like Magazine Party in Water Mill, Long Island on July 4th. Images thanks to Fame.

Though Lindsay Lohan could never commit to any one guy (and why should she – she’s only 22), apparently she’s planning on committing the rest of her life to one woman. News of the World claims that Lohan and still-not-officially-acknowledged-girlfriend Samantha Ronson are getting hitched in the fall.

Lindsay Lohan set to prove she and Samantha Ronson are more than friends - she is reportedly planning to marry the DJ later this year. The pair has long refused to confirm rumours they are in a lesbian relationship, but are now reportedly planning to exchange vows in a Los Angeles commitment ceremony.

And Lohan’s mother Dina is said to be planning a lavish reception party to “welcome Sam into the family”. A source tells British newspaper The News Of The World: “Dina is still working on the date of the party but it’s looking like towards the end of the year.

“Lindsay’s new album Spirit In The Dark is out in November, so (the wedding could be held) around then. They’ve been keeping the relationship quiet for months and trying to pass each other off as ‘just good friends’. But they’ve decided it isn’t a fling - it’s for life - so they want to make their romance public.”

[From Contact Music]

I’m guessing the odds are pretty good that this story is bull, but it’s floating around there and people are getting all excited at the potential union. The idea of any Lohan entering into a marriage contract makes me pretty darn nervous, regardless of whom they’re thinking about marrying. Lindsay is only 22. And while Samantha is about to turn 31, that doesn’t make up for Lindsay’s young age. And frankly, Lindsay isn’t a mature 22. She’s a 22 who generally acts like she’s 16.

Something tells me if there is even one kernel of truth to this story, it was something Lohan said in excitement, not something they’re actually planning on doing. Though you know if Dina can use it to pimp her crappy reality show, she’ll be all over it.

Here’s Lindsay and Samantha at LAX on Friday. Images thanks to Fame.