The Original Wino Is ENGAGED Rockin'!
Filed under: Winona Ryder

Winona Ryder announced her engagement to rocker Blake Sennett (guitarist in the indie rock band Rilo Kiley) at the fall 2008 Valentino fashion show in romantical Paris.
We didn't even know they were dating!!!!
After a loooong Hollwood hiatus we may be seeing more of the orig Wino.
Johnny Depp's ex and fiancee Sennett have supposedly been working on a film called Water Pill. She is also going to start filming The Private Lives of Pippa Lee.
Winona sure loves them rockers. She's been linked to Soul Asylum’s Dave Pirner and the Counting Crows’ Adam Duritz (who previously dated Jennifer Aniston and Courtney Cox!).
Congrats to the happy couple. May they celebrate with a few pills from Ryder's ample medicine cabinet!
Update: Despite the reports, Winona's publicist tells us she is NOT engaged - but they are dating.
[Photo via Getty Images.]



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looks like a Conor Oberst aka Bright Eyes wannabe
they look like twins….
WTF IS GOING ON WITH THIS LITTLE MANBOY NEXT TO WINONA? SHE IS 4'10" TALL, WHICH MAKES THE SHRIMPERTON TOMBOY PINNOCCHIO DATE ABOUT 4'4" TALL BY THIS PHOTO!!! HOW WEIRD IS IT TO GO AND BUY YOUR HUSBAND CLOTHES IN THE CHILDREN'S DEPARTMENT? IS THAT A GRRRANIMALS TUXEDO??? PLUS ISN'T IT A LITTLE WEIRD THAT HIS DICK IS PROBABLY A MAN'S (ATTACHED TO A FUCKING LEZBIAN 10 YEAR OLD DWARF?)? GOOD LUCK WITH THE DIVORCE KIDS!!!!!!!!!!
She's a nutball, yanno. Genetic whacko.
Lucky bitch. First Johnny and now to Blake. I wish I was her, minus the bizarro shop lifting incident.
Hey it's Ronnie Pinsky from "Salute Your Shorts"!
That never gets old. Blake's a former child actor and I remember him well. And oh yeah, I can never get enough Rilo Kiley.
Come back Winona - we miss you! Gawd, where has she been??? She is one of my fave actresses but she seems to have dropped off the face of the earth since "Girl Interrupted."
Congratulations Wino number 1, on getting engaged to the guy from salute your shorts!!
What a beautiful gal. Hopefully this will be the beginning of her triumphant return to the A-list. Plus, despite height difference, Blake's a cutie and Rilo Kiley is a great band. Can't wait to see them at Bonnaroo this year.
I'm sorry but her man looks like female to male transsexual!! Well I guess I'm not sorry, that is kinda hot.
really everyone…its been years since her theft, get over it! Shes paid the price in her career, and obviously is moving on with her life-its an engagement arent we supposed to say congrats now shame on you for your ridiculous arrest years ago? Shes a person as well as a great actress…and that NO ONE can deny
She had Johnny Depp at one point….oh well. And then her personal assistant meets and marries Christian Bale…the hottest guy out there…oh well. But she settles for a short awkward looking guy who looks like Fisher Stevens???? OUCH. and YUCK.
How much dope did Wino toot before she left the car?! Her eyes are like saucers and the dude just looks so played out! I mean, damn, I had to look again and I see no pupils! WOW…
He probably met her through Conor Oberst (Bright Eyes frontman). I think Conor and Winona were dating, and at the time Rilo Kiley was signed to Saddle Creek Records.
She looks crazy. He looks short. Who gives a shit? Not me.
Re: Snickers – Girl…….she got…..interrupted!
When Midgets Collide
I can't believe he went from Jenny Lewis to Winona. She's such a groupie. It seems as soon as someone's music starts to get popular, she's ON IT. At least Jenny has real talent. What a skank. No wonder Conor denied hitting it. I would too.
He looks like DJ Qualls from The New Guy, Hustle and Flow and a few episodes of Lost.
Re: Annie – Thats what he said, dumb fuck!!
wasnt he on boy meets world?
just love the fuckin deer in the headlights look
just love the fuckin deer in the headlights look
Don't they look like Le Tigre missing the other chick?
he looks like a male version of her.
2 rabbits caught in the headlights
WEIRDEST coupling in the entire world, how weird. blake can't be engaged!
HE ALSO CAME OUT ON BOY MEETS WORLD!!!
WHO KNEW HE ACTS/SINGS?
Blake Sennett is amazing!
Love Rilo Kiley, love The Elected.
how bad does it suck to be johnny depp's ex???
Yeah, i've seen this guy before. He's one of Froddo Baggins' mates and he lives in The Shire, right?
Woah, Winona, what a shitteous trade-in for Johnny Depp. How could you get sexy with that?! Looks like he's gonna start singing 'Ding-Dong, The Witch is Dead' any minute.
They should get married. Just look at how compatible it would be. I'm going to marry my girl Tracey for the same reason.
Dont you mean at the "2007" fall fashion show?? Fall of 2008 has not even happened yet silly! Still love ya!!!
HE'S FROM SALUTE YOUR SHORTS!!!!
she is WAY too hot for him! but i love rilo kiley's music.
i saw them totally making out all nite at a x-mas party at ryan kavanaughs house.
who cares!!!!!!
..to once again, be immortalized in song by yet another band member boyfriend, as in the case of 'Winona's got a big brown beaver, and she shows it to all her friends"………
Damn, normally I could give a crap, except that I LOVE Winona Ryder
(Remember Heathers flash backs).
HOT A$$!!!
P.S. Dude looks like a lady, and yes I am a HATER!
Is it just me or is there something totally lesbian about this pic? LOL
Ronnie Pinsky!!!! From Salute Your Shorts, yikes!
That's a guy?
A Winona movie needs to be made!
She was an A-list actress and was getting the best movie offers in Hollywood. Then, she threw it all away to be the ultimate groupie/druggie. She made her name into a joke.
Am I forgetting any of Winona's conquests?
Dave Pirner
Beck
Ryan Adams
Pete Yorn
Rhett Miller
Paul Westerberg
Dave Grohl
Jack White
Bono
Evan Dando
Page Hamilton
Jim O'Rourke
Julian Casablancas
Tre Cool
Stephan Jenkins
Mike Nesmith
Adam Duritz
Mark Wahlberg
Damien Rice
Conor Oberst
Erik Schrody
Jay Kay
Chris Isaak
Jimmy Fallon
Blake Sennett
What the hell is wrong with that poor girl's eyes? Good lord- she's in a state of constant shock…..she's waaay to young to have fugggged herself up that badly-
Re: shelter –
Wait….Mike Nesmith? Are you serious?? WTF?
That list of hook-ups is crazy…..no wonder she's bug-eyed……..
Re: designstar –
So true.
Winona briefly dated Mike Nesmith from The Monkees!
That list is basically musicians.
Actors she "dated" are Johnny Depp, Christian Slater, Matt Damon, Edward Burns, Rob Lowe and Daniel Day-Lewis.
Winona definatey has a hard-on for the musicians.
O.K. Perez + P-Readerz……What is up with WR? It seemed like WR was the shitz….GIRL INTERUPTED, HEATHERS….cool, cool….she's very very very likable onscreen…then the shoplifting thing happened and no good movies. WHO WHAT WHEN WHERE…..WTF happened to this talented actress?? I for one thought Miss Thing did a fab job on THE CRUICABLE. So, no insults or jokes…just answers!!! WTF HAPPENED? AND WHEN?
Winona was like the cool, smart Britney. Cute, talented girl at the top of her game in the 90's. Winona was probably always mentally unstable, but after her high profile breakup with Johnny Depp, she went all sorts of crazy.
People stopped taking her seriously, cause she turned into an oxycontin poppin' bimbo.
what with there eyes. It look like a "let see who can keep there eyes open" contest.
they were at my work, canters together. she looked hot but very pale. they seemed sober.
Perez you forgot to mention her dating Connor Oberst of Bright Eyes. He even mentions her in a song.
she used to be with Conor Oberst too! She has a thing for the Saddle Creek Records guys.
They look a nice couple ! This photo made me smile and happy (^O^)-*