I really don’t know what’s going on with Ashlee Simpson these days. Professionally, she’s not doing much of anything. She hasn’t released an album in several years, and the highlight of her IMDb profile is still a mere 13 episodes of that Melrose Place remake. Ashlee is kind of a mess. I remember wondering why she was all tarted up like a Real Housewife at the recent LA premiere of Catching Fire. She was there with her then boyfriend, Evan Ross. He’s the son of Diana Ross and will play Messalla in the upcoming Mockingjay movies. Poor Messalla doesn’t know what’s coming to him.
Ashlee has had an interesting love life over the past few years. She and Pete Wentz divorced, and she moved on to Boardwalk Empire‘s Vincent Piazza. In early April of last year, Ashlee was said to be “determined to marry” Vincent and “have his baby.” They broke up shortly thereafter, and Ash quickly moved onto Evan. Now Ashlee has posted a engagement announcement on Twitter with a halfway decent shot of her ring. Nice Instagram filters.
My baby love and I are ENGAGED!!! Hallelujah Hawaii !!!!! pic.twitter.com/KVwoltverE
— Ashlee Simpson (@ashleesimpson) January 14, 2014
Congrats? I mean, really. Congratulations to Ashlee and Evan. I don’t know anything about the guy, but he must have money if his mom is Diana Ross. I imagine Ashlee is still earning some residuals off her old music. I wonder if she still has a drinking problem and if this ultra-blonde Housewife look is merely a phase. I worry about Ashlee and hope that she is well.
Photos courtesy of WENN
Ever since the beginning of Evan’s “career”, I always found him exceptionally creepy looking.
Congrats to him and Ash, but I don’t really see this lasting a while. it seems so rushed
Yeh, it’s the eyebrow situation. Couldn’t be with a guy with those eyebrows.
So glad it’s not just me with those eyebrows. Just no.
I agree the eyebrow situation plus the overall facial weirdness is what makes him creepy.
Yes, he has his mama’s eyes. I keep waiting for him to break into “Ain’t No Mountain High Enough”—and put on a wig and blue eye shadow.
I’m 15 yes older than him and it creeps me out to say i always thought he was cute
I don’t know about him, but she seems very unstable. This is likely to not last and will end badly. But best of luck.
Child needs to pull his pants up before he does anything.
Your user name rocks!
Papa Joe will be looking for that easy access.
Comment of the day!
She seems like a mess these days.
Yeah, but I think she might have always been? I mean, it can’t be easy to be the less successful Simpson. I dunno, I’ve always felt sorry for her so I hope she’s happy.
I always feel sorry for the siblings of big stars who also try to make it in Hollywood. I wouldn’t want to be “the other one,” that’s for sure.
I haven’t really heard much about her lately, any good stories I missed out on indicatineg she is a mess?
She seems happiest coupled up. At least they’ll have cute kids. Oh wait, I completely forgot about the infamous rhinoplasty. It’s so hard to make predictions about Hollywood kids…
Hard to predict what the kids would look like, since Evan is half Norwegian. His late father was a billionaire also. Who cares if he has funny eyebrows!
Ross met her second husband, Norwegian billionaire shipping magnate Arne Næss, Jr. in 1985 and married him the following year, later having boys Ross Arne and Evan Olav
Anyone else getting a Ricki from “My So Called Life” vibe from this guy??
Thank you! That was going to drive me nuts all day! (Because I have no life.)
I had a similar experience years ago watching The West Wing. The real Ricky was on one (maybe two) episodes (near the end of the series).
He’s extremely interesting looking. Hot androgyny.
I hear you…though I can’t decide if it’s creepy or sexy. Maybe a bit of both.
Of course, as soon as he hitches his wagon to the Simpson clan and to Alcoholee, I mean Ashlee, that kind of takes the intrigue down a notch.
His dad was Diana Ross’ second husband, a European industrialist. Scads of money. He died in a mountain climbing accident when Evan was a kid . Very sad. But Evan has lots of money from Dad’s side – never has to work in his life.
I agree this is worrisome. I’ve always had a soft spot for her for some reason, I guess because her parents always seemed to be so obvious about treating her as second best.
Hopefully her son is OK through all this stuff, too. Presumably life is more stable when he’s with dad?
he’s incredibly creepy looking. he ACTS weird too. i’ve seen him in 90210 and jeff, who lives at home and in both movies he gave off such a creepy vibe- something i think was unintentional as the characters were not meant to be creepy. he has crazy eyes too ugh. i can’t be the only one who thinks this, right?
GAH SUCH crazy eyes! Thank you, I knew a girl like that in school, every time I looked up she
was like ( o ) ( O ) , it was super creepy!
Lol @ crazy eyes! He has eyes like his mother. I find her to be beautifully strange-looking as well. Its hard to explain.
I can’t imagine Diana Ross is excited about being related to the Simpson clan, though she can out-diva all of them, including Papa Joe.
Now that’s funny.
…d-does he tweeze his eyebrows?
Possibly. But it looks pretty natural. I give him a pass since he’s nowhere near Jesse Metcalfe or Billy Zane levels of obvious manscaping.
Hmm, I didn’t realize she was no longer married. Those crazy kids these days. (That pic she used to announce their engagement is very creepy.)
Evan has plenty of money. Not only from Diana but his dad was a european billionaire. There is probably more money coming from his dads side than his mom. Pretty sure Evan has been engaged before so they both seem like they like to get engaged to whoever they are dating. Doubt this will last.
Wow! Barely recognized her! Girl needs to stop jacking up her face! Looks plastic and like it doesn’t move. She use to be such a cute girl too!
Me too, I never recognize her anymore.
I agree – in the post of Ashlee at the Hunger Games premiere, I had to do a double take because I didn’t believe that it was her.
At first I saw only MJ but now everytime I see the picture again I cannot unsee Casper.
Lol!
Again, another *barely* starlet walked into the plastic surgeons office and asked for the #3
Doesn’t he look like JLo’s boytoy Casper Smart? lol
Very much so.
Ooh, yes. I couldn’t place the resemblance but that’s it.
Wow, yes. He does look like Casper Smart!
^^This^^
The first thing I thought was that it was Casper! I was wondering if anyone else saw it too.
I don’t know much about him but the resemblance is unfortunate, since Casper is a massive douchebag.
I saw him once on a movie called ATL ft T.I and he was the cutest thing everbut now the wannabe goatee and the eyes does nothing but make him look like a serial killer.And thus Simpson chick…i only know one Simpson,this must be the ugly quackling.
I remember him in that, he was still more of a kid then though. The latest major movie he was in was the TLC biopic on VH1 where he was horribly miscast as Dallas Austin, a tall, lean, brown, sexy-in-an-edgy-way music producer who has a child with Chilli of TLC. Hated him in that movie. But for some reason, even though this pairing is VERY random, they kind of do look like a cute couple. Kind of.
Does he look like Caspar Smart or do I need new glasses ? (forgive me, I’m 40!)
YES omg i wrote earlier that he gives me a creepy vibe and now i totally see one of the reasons why. he’s totally casper smart with crazy eyes which makes him so much more creepy. i know he’s diana ross’ son and she’s an icon but damn they just don’t work for him like they do for her.
You called it 🙂
Um, I think alcohol is the least of her problems.
I thought she was a known Coke head?
It makes sense. He is in the shadow of his mega famous mother and she is in the shadow of her more famous sister. Mazel tov.
wow, I’m surprised at some of the comments. I don’t much about this kid, but he doesn’t look “creepy” to me — but maybe he plays one? I don’t know. He dad was Ross’ second husband, Arne Naess, a billionaire.
Ugh. She seems like she needs five years of therapy and dating probation. Girl CANNOT be alone for two seconds. Actually, neither can Jessica.
Murphy- and wasn’t there a blind about this Ross kid being gay as can be? That the talentless Simpson is hanging on b/c of money and drugs?
Hollywood life makes me feel so much better about my own. 🙂
Just say it like it is–Jessica and Joe cut her off b/c she won’t quit the drugs. So she’s been trying to latch on and finally caught a fish. Kudos to Piazza for figuring it out (eventually)
He looks like Michael Jackson to me.
He looks like MJ to me too.
While sometimes I can see why some people describe others as “creepy-looking” (most of us have done it at some point), I never really understood why so many of them do it as if the other person (the one described as creepy) could do something about it. Like, what’s up with that?
I have a soft spot for him because of the movie “Mooz-lum.” I don’t like her, though, and I wish he had better taste.
I generally judge her mental state by how much she weighs. Looks pretty healthy right now so I’m guessing no drugs and less partying. Maybe he’s a good influence, although he’s got that rich kid never has to work vibe going.
He sets my gaydar off for some reason. I had never heard anything about him, til he started dating her, so maybe it’s a relationship based on things other than love.
I don’t know too much about him other than he is Ms. Ross’ son. I do remember a rumor that he was close to Michael Jackson and there were insinuations in the net that MJ was “fond” of him too when he was a kid.
She should fix her problems before committing to another relationship.
This guy just oozes Michael Jackson! Maybe because MJ had so much work done to look like Diana Ross??
Arne Naess jr’s wealth dwarfed whatever money Diana Ross had/has. His money came from shipping and oil.
Even if he inherited an equal share with his other 6 siblings, this kid probably has more money than his own mother.
Edit: i keep forgetting that MJ had so much surgery to look like Diana Ross. All i see in this kid is MJ.
Actually Diana Ross just had 2 sons for Ness so he wouldn’t be splitting it with the other Ross siblings. Btw, there are just 5 of them. Diana had 3 kids with her first husband (well, technically 2 cuz the oldest is Berry Gordy’s) all girls, and the 2 boys for Ness.
LAK was talking about his father’s kids, Evan is one of 7 kids that Arne Naess Jr. had:
Leona Naess, Ross Naess, Louis Naess, Katinka Naess, Nicklas Naess, Christoffer Naess, and Evan Olav Næss, but he goes by Evan Ross professionally.
She looks pregnant to me in the top photo.
Ashlee cannot get over being in Jessica’s shadow. I don’t understand why she’s tried to “make it” in the same industry. You would think she’d want to do something her sister has never done.
That hair is so dry, chop off the ends and get some deep conditioner honey! This is a PSA: long hair is not hot when it’s in terrible shape! This goes for everyone! No, your extensions are not hiding your horrifying 4 inches of split ends. If you can’t take care of your hair you have no business growing it out. Bleaching = not taking care of your hair, FYI.
Ashlee seems as plain as a pumpkin and the most boring person on the planet.
She seems to be a mess and a permanent teenager. Her “baby love”? I hope Pete Wentz is doing most of the raising of their kid, which he seems to be. You never see Ashlee with their son, but Pete is always with him.
I think the “baby love” thing was a nod to Diana Ross. It was a song she sang with the Supremes. If it weren’t for that connection, yeah, I would totally think it was a weird thing to say 🙂
He seems desperate and so does she. And Yes he does look creepy with that goatee. She is so basic and what some would call thirsty. She is definitely in it for the money. He is trying to be famous.
Ms. Ross must be pretty upset about this as she could really sing and had an amazing career as both a musician and actress. Ashlee Simpson is a nobody, she was caught lipsyncing, (clearly can’t sing) hasn’t any real acting experience and doesn’t even have aspirations to do better.
Is that Ricky from My So-Called Life?