Hello and thank you for being a DL contributor. We are changing the login scheme for contributors for simpler login and to better support using multiple devices. Please click here to update your account with a username and password.

Hello. Some features on this site require registration. Please click here to register for free.

Hello and thank you for registering. Please complete the process by verifying your email address. If you can't find the email you can resend it here.

Hello. Some features on this site require a subscription. Please click here to get full access and no ads for $1.99 or less per month.

Winona Ryder's Ex-Boyfriends

Ryan Adams, Dodi al Fayed, Beck, Bono, Ed Burns, George Clooney, Matt Damon, Evan Dando, Daniel Day-Lewis, Johnny Depp, Robert Downey Jr., David Duchovny, Adam Duritz, Jakob Dylan, Everlast, Jimmy Fallon, Tom Green, Dave Grohl, Corey Haim, Chris Isaak, Stephen Jenkins, Val Kilmer, Chris Noth, Rob Lowe, Conor Oberst, Gary Oldman, Dave Pirner, Keanu Reeves, Henry Alex Rubin, Charlie Sheen, Christian Slater, Blake Soper, Mark Wahlberg, Paul Westerberg, Bruce Willis, and Pete Yorn.

Offsite Link
by Anonymousreply 117February 11, 2020 3:44 AM

Wanna Ride Her?

by Anonymousreply 1February 6, 2020 4:11 AM

Mark Wahlberg is gay? Typical Hollywood lesbian bearding . Sloppy Matt Damon.

by Anonymousreply 2February 6, 2020 4:15 AM

It's quite educational to Google dating history of actors and celebs.

by Anonymousreply 3February 6, 2020 4:16 AM

A friend of mine (dead now-OD) who was a grip, claimed to have fucked her in a club in the 90s, before the shoplifting thing. I didn't believe him until I read that she was a total nympho and fucked random guys in clubs.

by Anonymousreply 4February 6, 2020 4:23 AM

Is that list for real? If so, what a ho!

by Anonymousreply 5February 6, 2020 4:23 AM

she is someone whose face has always screamed "untreated mental illness" to me.

by Anonymousreply 6February 6, 2020 4:27 AM

Why not just tie a mattress to your back? No wonder she’s an old maid. Nobody wants to marry someone that everyone’s already fucked?

by Anonymousreply 7February 6, 2020 4:27 AM

You do realize that this is a list of gay actors and that she is a confirmed lesbian??? Lchat seems to be smarter than u guys when it comes to Hollywood closet. Frankly, u guys are asleep

by Anonymousreply 8February 6, 2020 4:33 AM

How she looks like after getting boned by all those guys.

Offsite Link
by Anonymousreply 9February 6, 2020 4:33 AM

I thought Chris Noth had a thing for black women.

by Anonymousreply 10February 6, 2020 5:56 AM

What can I tell ya, dolls? I'm a girl who likes to get around!

by Anonymousreply 11February 6, 2020 6:11 AM

She's 48 years old + 36 confirmed boyfriends (how many one night stands aren't confirmed?!) = A rate of 2-3 boyfriends per year!!

Damn!! Nympho doesn't even cover it.

by Anonymousreply 12February 6, 2020 6:29 AM

Well done, Winona.

by Anonymousreply 13February 6, 2020 6:32 AM

Three biggest cocks on OP's list: Duchovny, Isaak and Lowe.

by Anonymousreply 14February 6, 2020 6:33 AM

R14 Where is the proof Duchovny has a big dick other than hearsay?

by Anonymousreply 15February 6, 2020 6:43 AM

R8 Sure, Jan

by Anonymousreply 16February 6, 2020 11:27 AM
Offsite Link
by Anonymousreply 17February 6, 2020 12:00 PM

OP she was never with Corey Haim in any capacity. They weren’t even close friends.

They were tweenaged co-stars in the lovely drama LUCAS (1986) and had wonderful chemistry, but that is all. As a matter of fact, it’s said that Haim treated Ryder quite shabbily and with disdain while the on-set (for reasons never uncovered) and she was very hurt by this (personally, not professionally).

I remember reading or hearing somewhere that he apologised to her decades later (sometime in the mid-late 2000s) and all was forgiven.

Offsite Link
by Anonymousreply 18February 6, 2020 1:28 PM

David harbour called her the whore of Babylon

by Anonymousreply 19February 6, 2020 1:34 PM

That's a lot of dick to take!

by Anonymousreply 20February 6, 2020 1:41 PM

That list OP shows is rather amateurish, crude, and shallow compared to my gold star list of gentleman callers.

by Anonymousreply 21February 6, 2020 1:54 PM

I say GOOD. Nobody says anything when men do it. She was gorgeous, rich, talented with great tits. I hope she enjoyed every minute of it.

by Anonymousreply 22February 6, 2020 2:07 PM

My entire life I sort of dated one guy for three weeks and only on the weekends.

by Anonymousreply 23February 7, 2020 2:10 AM

I’m a little jealous, I must admit. Some of them are a total no go, but others can do it twice, in order to even things out, J suppose...

by Anonymousreply 24February 7, 2020 2:55 AM

Based on my own hard-hitting investigative research in proportionality, I imagine that Bruce Willis, Bono, Adam Duritz and George Clooney are likely in the larger side of the group.

by Anonymousreply 25February 7, 2020 2:59 AM

R18 Corey and Winona were both linked to Charlie Sheen during the filming of Lucas, so there was obviously a lot of sex on that set.

by Anonymousreply 26February 7, 2020 3:22 AM

She needs to write her autobiography.

by Anonymousreply 27February 7, 2020 3:32 AM

Straight chick’s opinion:

Ryan Adams - too much bullshit. Not worth the effort.

Dodi al Fayed - too wealthy. Scary wealthy, so no.

Beck - not my type, but could convince me.

Bono - Depends when. Pre-fame? Probably. Post fame? Probably not.

Ed Burns - I say no, but I would, and hate myself for it.

George Clooney - fuck no.

Matt Damon - another fuck no.

Evan Dando - Am I traveling in a foreign country, and he’s the only other English speaking person that I run into?

Daniel Day-Lewis - Yes. Can’t stand him, but he’s gorgeous and at 19, I would have done it, so...

Johnny Depp - When still approachable and ONLY once, maybe.

Robert Downey Jr. - this is a joke, right? Robert’s the guy you smoke crack with all weekend. You never have to fuck him, because he prefers crack (not yours) and he is very nice, until the paranoia set in, BIG TIME.

David Duchovny - Hard vodka required, but yes.

Adam Duritz - Oh god no.

Jakob Dylan - who?

, Everlast - who?

Jimmy Fallon - Party buddy for bar hopping and coke vials. That is all.

Tom Green - Nope.

Dave Grohl - Oh fuck NO. Nope, nope, nooooo.

Corey Hair - Seriously? LOL.

, Chris Isaak - Awww. Yasss!!!!

Stephen Jenkins - ????

Val Kilmer - Kilmer is the kind a dude who will give you a bucket of crabs, without hittin’ the boardwalk.

Chris Noth - Mo comment.

Rob Lowe - NEVER x 100 million.

Conor Oberst - ???? If it’s who I’m thinking, then nah.

Gary Oldman - Very chill dude, so yes.

Dave Pirner - nope.

Keanu Reeves - A friend for life perhaps, but no hanky panky.

Henry Alex Rubin - ????

Charlie Sheen - I don’t believe this one. Sorry. Who wrote this list, btw?

Christian Slater - Oh, another resounding FUCK NO!!!!

Blake Soper - ????

Mark Wahlberg - Fuck no. The violence thing back in Southie is just too much to overcome.

Paul Westerberg - Yes, but only in London. Don’t ask. Issa vibe.

Bruce Willis - LMAO!!!!!!

Pete Yorn - Yeah. OK. Yorn is a good choice, I admit.

by Anonymousreply 28February 7, 2020 3:40 AM

“Typical Hollywood lesbian bearding.”

That means she’s the legal Ryder in the bearding contract.

by Anonymousreply 29February 7, 2020 3:45 AM

Charlie Sheen claims that before Winona Ryder ever hit the big time, he came up with her stage name.

"We were listening to the Doors, to 'Riders on the Storm.' [Winona's] real name is Horowitz," he explained during an appearance on CenterStage airing Friday. "And I said, 'You know, I'm thinking Winona Ryder sounds cool,' and she was like, 'Yeah!'"

Offsite Link
by Anonymousreply 30February 7, 2020 3:47 AM

I commend her, some of those men were HAWT

by Anonymousreply 31February 7, 2020 3:56 AM

She probably had them when they were younger and better looking. I don't think that list is bad compared to how many people I got with in my late teens and 20's.

by Anonymousreply 32February 7, 2020 4:00 AM

I didn't just play a woman with borderline personality disorder. I am one.

by Anonymousreply 33February 7, 2020 4:02 AM

Oh, fuck the BPD bullshit. At 19 or 20, with clear skin, a pretty face and a nice set of boobs, this list is NORMAL in NYC and Hollywood.

Shout out to the UK, and wherever Dando popped up.

by Anonymousreply 34February 7, 2020 4:08 AM

I'm impressed if she landed all that dick

by Anonymousreply 35February 7, 2020 4:09 AM

Who is saying no to Christian Slater? He was super hot in the 90's

by Anonymousreply 36February 7, 2020 4:17 AM

And every guy on that list has probably been with 3-60 times as many women. Also no Dave Pirner.

by Anonymousreply 37February 7, 2020 4:24 AM

This list is bullshit but I hope she fucked even MORE people if she wanted to! I love her.

by Anonymousreply 38February 7, 2020 4:31 AM

R36, Slater’s a dick. Pick a decade, pick a dick. His name is Christian Slater.

by Anonymousreply 39February 7, 2020 4:31 AM

But Slater would at least be good for a screw, I don't think she actually dated him so even better

by Anonymousreply 40February 7, 2020 6:02 AM

The way Slates tells it, he & Noni had a mutual teen crush that never got off the blocks. Everyone else says he fucked her once on the set of HEATHERS behind his girlfriend’s back (the girl who played the main Heather, no less) then laughed in 16-year old Noni’s face when she asked to go steady. The truth is always somewhere in the middle.

Offsite Link
by Anonymousreply 41February 7, 2020 7:45 AM

Smell Miss Thing R28.

Honey, back in the day there wasn’t a man or woman alive who didn’t want a piece of ‘80s Val, and whether they got a piece or not isn’t germane to the discussion unless we’re talking about Winona’s bedpost.

I want to know if Ryder fucked him before or after he & Joanne Whalley were an item.

Offsite Link
by Anonymousreply 42February 7, 2020 2:34 PM

Eww...Ryan Adams

by Anonymousreply 43February 7, 2020 2:37 PM

Eww...Ryan Adams

by Anonymousreply 44February 7, 2020 2:37 PM

(That absolutely deserved the double post)

by Anonymousreply 45February 7, 2020 2:38 PM

r5 I’m sure you’ve fucked more guys in one weekend. Lol, at gay men calling anyone a slut.

by Anonymousreply 46February 7, 2020 2:38 PM

Ok but the real question is did Angie eat everything in her hamper and how many times?

Offsite Link
by Anonymousreply 47February 7, 2020 3:00 PM

R42, Val may or may not bring you roses, but an STI or critters? I hear “yes” is the answer.

p.s. Morrison was hotter.

by Anonymousreply 48February 7, 2020 3:13 PM

I can’t see Angie wanting Winnie. Say what you want about Angie, but the girl has always been the star of what ever show she’s asked to play a part in, Girl Interrupted was literal. Jolie Interrupted Ryder’s Oscar. Winona is not Jolie’s cup of tea.

We know the rest.

by Anonymousreply 49February 7, 2020 3:16 PM

I had to google some of these dudes. Winona has always liked musicians, along with actors/directors so I think a lot, if not all of these are plausible. She was a hot piece for a very long time and probably the crazy helps in the sack.

by Anonymousreply 50February 7, 2020 3:23 PM

Whoa dude I've never touched her winona (or anyone else's)

Offsite Link
by Anonymousreply 51February 7, 2020 3:27 PM

[quote]Three biggest cocks on OP's list: Duchovny, Isaak and Lowe.

The only one of those we've seen hard is Lowe's and it didn't look big.

by Anonymousreply 52February 7, 2020 3:31 PM

Who would fuck Lowe, anyhow? I mean, look at his perfect, pretty, beautiful face. Too perfect.

Plus, Lowe said some really shady shit about certain people through the years. He’s an arrogant dude, and doesn’t like competition. The threesome with the 16 year old? Dumb, dumb move, and gross.

He’s been a great father, and husband, and always works. So no complaints where it counts, I suppose.

Winona’s list is mostly BS. She didn’t fuck even half of those dudes. I have never believed the slut shit, and the slut shaming shit is bullshit. Shit, shit, shit.

Lol!

p.s.: No one in their right mind fucks Charlie Sheen. TRUST.

by Anonymousreply 53February 7, 2020 5:43 PM

She had a pretty open affair nwith gwenyth paltrow

by Anonymousreply 54February 7, 2020 5:54 PM

Someone get R28 a Google bc Stephan Jenkins from Third Eye Blind could have GOTTEN IT in the 90s.

Offsite Link
by Anonymousreply 55February 7, 2020 6:11 PM

Jenkins was banging Charlize Theron for a bit, as I recall.

by Anonymousreply 56February 7, 2020 6:18 PM

R53 you seem like an informed source

by Anonymousreply 57February 7, 2020 11:28 PM

R51 Nope, never touched her

Offsite Link
by Anonymousreply 58February 7, 2020 11:35 PM

Courteney Cox dated Adam Duritz after he dated Jennifer Aniston and they joked in an interview that he is known for his "oral" skills.

Offsite Link
by Anonymousreply 59February 7, 2020 11:41 PM

wowowowwwwwww r51 that gif is everything

by Anonymousreply 60February 8, 2020 2:47 AM

I would have gladly fucked Rob Lowe in the 80's, he was super hot back then.

by Anonymousreply 61February 8, 2020 2:51 AM

I can't believe people here are slut shaming her. When I was cute in my teens and 20's I was with more people than that. I have been with the same guy for 15 years but I got around when I was single (and never got an STD either fortunately)

by Anonymousreply 62February 8, 2020 2:54 AM

"She was gorgeous, rich, talented with great tits."

FAKE tits. Look at that photo of her in the black dress with the very low v-neck. That's not much of a chest. Later on she grew melons. Breast implants, for sure.

by Anonymousreply 63February 8, 2020 2:57 AM

“Hollywood Mattress” Melissa Benoist fucks that many guys in a weekend.

by Anonymousreply 64February 8, 2020 3:09 AM

Stephan Jenkins always pinged to me. Plus he “dated” Charlize Theron.

by Anonymousreply 65February 8, 2020 3:11 AM

Jenkins @R55 looks like journalist Ashley Parker. Cute.

by Anonymousreply 66February 8, 2020 3:16 AM

Louise Post from Veruca Salt said Dave Grohl cheated on her with Winona.

by Anonymousreply 67February 8, 2020 3:24 AM

With Bob Dylan's son Jakob Dylan and Giorgio Armani

Offsite Link
by Anonymousreply 68February 8, 2020 3:34 AM

R59 what a random ass couple.

by Anonymousreply 69February 8, 2020 3:36 AM

Matt Damon & Winona

Offsite Link
by Anonymousreply 70February 8, 2020 3:44 AM

whats wrong with that?

by Anonymousreply 71February 8, 2020 3:49 AM

her eyes look crazy now

by Anonymousreply 72February 8, 2020 3:50 AM

Smoking cigarettes and driving Bono in his mirror-plated convertible around Manhattan in 1992

Offsite Link
by Anonymousreply 73February 8, 2020 3:52 AM

There was some stupid story about her and Keanu Reeves actually being married. Seems in that awful "Bram Stoker's Dracula (they were both awful in it)" the minister or priest or whatever conducted an actual ceremony. So they're really "married." Bleah! At any rate, they starred in some terrible rom-com movie called "Destination Wedding" that sank like a stone. The New York Times called it "torture."

by Anonymousreply 74February 8, 2020 3:55 AM

Gwenyth and rider were a couple. Tons of pics of them holding hands. Every gay should know she is gay and so is Matt Damon.

by Anonymousreply 75February 8, 2020 4:55 AM

R75 Every gay thinks you're gay

by Anonymousreply 76February 8, 2020 4:59 AM

A lot of closet cases on that list. I'm guessing it's just a list of every famous guy she's ever been linked to-whether it was a publicist's lie, some random dude her agents thought she should go to a premiere with, and a few actual relationships or hookups thrown in.

Meanwhile, let's say she had sex with a million guys. So fucking what? Her body. Her rules.

What's up with this right wing Christian slut-shaming bullshit?

by Anonymousreply 77February 8, 2020 5:15 AM

I thought Gwenyth and Winona hated each other??

by Anonymousreply 78February 8, 2020 5:16 AM

Gwyneth saw the script for "Emma" at Winona's apartment in New York, since she was up for the lead, and went after the role behind Winona's back, won the Oscar for Best Actress, ending their friendship.

by Anonymousreply 79February 8, 2020 5:33 AM

r79 it was actually 'Shakespeare In Love' not Emma

by Anonymousreply 80February 8, 2020 5:36 AM

R78 Google them. Lots of pics of them holding hands. Winona looks more like a guy when she is relaxed and candid.

by Anonymousreply 81February 8, 2020 6:03 AM

Yes, Winona was a lesbo in the beginning but she had the money to pay for quality conversion therapy. She dumped her girlfriends and started dating tons of handsome leading men and never looked back.

by Anonymousreply 82February 8, 2020 2:33 PM

She did inspire a fantastic bit of shoegaze by the Drop Nineteens. One of my favorite dream-pop records to this day.

Offsite Link
by Anonymousreply 83February 8, 2020 2:38 PM

Whoa still not touching her winona dude...

Offsite Link
by Anonymousreply 84February 8, 2020 3:29 PM

Lezzies

Offsite Link
by Anonymousreply 85February 8, 2020 4:06 PM

More Lezzies

Offsite Link
by Anonymousreply 86February 8, 2020 4:07 PM

And again

Offsite Link
by Anonymousreply 87February 8, 2020 4:07 PM

She was fucking both Courtney Love and Brittany Murphy for a bit.

by Anonymousreply 88February 8, 2020 4:11 PM

R87 their difference in height is amusing.

by Anonymousreply 89February 8, 2020 4:32 PM

"What's up with this right wing Christian slut-shaming bullshit?"

This is a GOSSIP site, hon. The sex lives of celebrities are a frequent topic. If that makes you squeamish maybe you should go elsewhere.

by Anonymousreply 90February 8, 2020 7:55 PM

Freshly fucked with Matt

Offsite Link
by Anonymousreply 91February 8, 2020 8:54 PM

R91. Matt is a gay actor.

by Anonymousreply 92February 8, 2020 9:01 PM

R92 as if you would know

by Anonymousreply 93February 8, 2020 9:06 PM

Winona Ryder and the married Bono were quite the item during the 80s. I wonder if they still are. I hear he's so wrecked from all his years of rock star excess that he's almost crippled.

by Anonymousreply 94February 9, 2020 12:02 AM

She was never with George Clooney, except maybe as beard duty. That list is fake

by Anonymousreply 95February 9, 2020 12:04 AM

R73 Cocaine not pictured.

by Anonymousreply 96February 9, 2020 1:01 AM

George Clooney was just a Hollywood rando before ER.

Offsite Link
by Anonymousreply 97February 9, 2020 1:09 AM

[quote] She needs to write her autobiography.

Too bad there’s already a book called “Steal This Book.”

by Anonymousreply 98February 9, 2020 1:11 AM

R88 Courtney Love?? 😦

R97 I think that's the sexiest George has ever looked 😆

by Anonymousreply 99February 9, 2020 1:19 AM

I don't think Winona Ryder was much into women, although she probably did have some lesbian experiences. I think she'd be up for that. I doubt she and Courtney Love were lovers, though. They were buddies for a while. They ran in the same circles, both of them being very, ahem, fond of musicians. On one of Howard Stern's shows Love told him she and Ryder would go to fashion shows, try on clothes and then walk out wearing them, that is, stealing them. I think even Stern was shocked at that. Love airily dismissed their actions, saying "oh they knew we were going to pay for it!" DID they pay for the clothes? I really doubt it. I think they both got a kick of out of committing theft. They probably thought it was harmless fun.

by Anonymousreply 100February 9, 2020 1:42 AM

That pic at R97 is pretty much the clincher for me.

Presley Gerber is actually, Presley Clooney.

Look at the eyes. No question.

Offsite Link
by Anonymousreply 101February 9, 2020 3:03 AM

Getting some Christian Slater

Offsite Link
by Anonymousreply 102February 9, 2020 5:45 AM

R102 Slates looks super uncomfortable and trying not to engage lmao. He really did not want to date her.

Isn’t Christian bi and more into men, anyway? I know there used to be posts somewhere in the archives here about him getting wasted and taking guys to play at his beach house (iirc oral & masturbation but no kissing, which is too gay...).

He looked convincing in KING COBRA, given his acting abilities aren’t *that* great..

Offsite Link
by Anonymousreply 103February 9, 2020 9:10 AM

Love and Ryder fucked. I don’t think Ryder does ‘friendships’ with anyone that don’t involve sex.

by Anonymousreply 104February 9, 2020 9:15 AM

Slater was never all that until he had surgical intervention. He was dating a few of the girls on the set of Heathers, Winona was one of them. He got by doing a Jack Nicholson impersonation and his mother's connections as a casting director.

by Anonymousreply 105February 9, 2020 12:54 PM

R103 "Slates" didn't want to date her so much they went to the Oscars together.

Offsite Link
by Anonymousreply 106February 9, 2020 3:00 PM

R103 you know what bi means, right?

by Anonymousreply 107February 9, 2020 3:35 PM

R107 bi means you are half out of closet. run to your beard when the heat gets too much.

I doubt there is a straight actor in Hollywood save Mel good Gibson. All of America s sweet hearts like Reese Witherspoon are lesbians.

by Anonymousreply 108February 9, 2020 4:22 PM

R108 Bi means you are SEXUALLY ATTRACTED TO WOMEN and HAVE SEX WITH WOMEN.

DataLounge is for learning.

by Anonymousreply 109February 9, 2020 9:03 PM

R109 you shouldn't have to explain R109

by Anonymousreply 110February 9, 2020 9:46 PM

OP Are You sure she’s not a gay man in drag?

That bitch is competition!

by Anonymousreply 111February 9, 2020 11:08 PM

A "nympho"??? That term went out with the1950s.

Moreover, calling her a nympho or a ho is both sexist and hypocritical. If a gay man had slept with all those names, you would either be complimenting him for fucking so many famous men or else wondering why he didn't get out more.

by Anonymousreply 112February 9, 2020 11:25 PM

R109 you defined a straight male. Bi is a euphemism for gay. If bi existed, you would go with flow and marry the opposite sex. Being gay makes people suicidal. It causes murderous rage. Totally changes your personality . So, no, bi dies not exist.

by Anonymousreply 113February 10, 2020 2:37 AM

R113 Goodnight, Jan.

by Anonymousreply 114February 10, 2020 2:45 AM

You guys, Soul Asylum is on tour.

by Anonymousreply 115February 10, 2020 6:26 PM

I knew she got around but hadn't heard about some of these. Who's she with these days?

by Anonymousreply 116February 11, 2020 3:36 AM

Just imagine all the non-famous men....

by Anonymousreply 117February 11, 2020 3:44 AM
Loading
Need more help? Click Here.

Yes indeed, we too use "cookies." Take a look at our privacy/terms or if you just want to see the damn site without all this bureaucratic nonsense, click ACCEPT. Otherwise, you'll just have to find some other site for your pointless bitchery needs.

×

Become a contributor - post when you want with no ads!