Ashlee Simpson's Engagement Party: She Wears Feathers, Her Fiancé Wears Fur

03/27/2014 at 12:12 PM ET

Ashlee Simpson engagement partyCourtesy Ashlee Simpson

Ashlee Simpson and Evan Ross may want to get married “right now,” but they’re sure making the most of the wait while they get ready for the big day. The couple recently celebrated their engagement in a very sweet (and uniquely stylish) way.

The duo marked the occasion in what appeared to be a backyard strung with fairy lights and set up with heat lamps, surrounded by family and friends (including Ross’s mom Diana, pictured below, and Simpson’s sister Jessica, above, who wrote on Instagram, “Celebrating my best friend and sister @missbananahammock @ashleesimpsonofficial. I love her so much!”). And as befitting a couple with one of the most memorable engagement rings around, their personal style was on full display.

Simpson, 29, celebrated in a flapper-esque silver headband adorned with large ostrich feathers, a burnout-velvet tunic and extra-long blonde extensions. Ross, 25, wore an oversized short-sleeve fur coat over a white top and added earrings for good measure (see the full outfit below). And Jessica (who recently hit her weight loss goal) was snapped in a sexy white-and-silver mini that could do double-duty for her own wedding events.

RELATED: All the scoop on Ashlee Simpson’s diamond-and-ruby engagement ring!

Happy birthday mom I love you sooooo much

A photo posted by Evan Ross (@realevanross) on

What do you think of Simpson and Ross’s engagement party attire? What did you wear to your own engagement party?

–Alex Apatoff

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Showing 44 comments

peet on

Jessica looks amazing not so sure about the outfits the bride and groom are wearing…….

didi on

That little boy is too young to get married and be a step dad. Sadly, I’m willing to bet that there’ll be a baby added to the mix soon.

Nanu 08 on

Does he realize what is he taking on?

Jenb on

She is not her in thirties yet and this is her second marriage? Oh well

guest on

He’s 25, not 16! Why are you calling him a little boy? Ashley has one son, she isn’t Kate or Octomom. Get a grip, people. As if all of your families are so perfect. I’m sure you each have a family member who is a single mom or one who is divorced and remarried. Don’t you know what they say about people who live in glass houses?

cynda p on

Jessica really looks great.

Seabot on

That dress Jessica has on is not “plunging.” It looks like a great dress, but there’s nothing dramatic and “plunging” about it.

Henny on

Ashlee had the best cosmetic surgery money could buy.

erica2 on

@didi you could be right…there may be a bun in the oven….it looks like Jessica is touching Ashlee’s stomach in the photo like you do when a woman is expecting that’s what got her down the aisle the first time and Ashee and Evan are in such a rush to get married hmmmmm…your theory may be correct we’ll see?!?!?

anon on

Even on Ashley’s big day, the writers have to give so much attention to Jessica.

John Marlin on

That Dude might end up with Joe Simpson

hrword on

when is ole evan coming out of the closet?

mrsmass on

I’m guessing that Ashlee is wearing a large curtain to cover her pregnant stomach (the one Jessica has her hand on in the first picture), but what is he wearing & why?

heather on

“Even on Ashley’s big day, the writers have to give so much attention to Jessica.” It’s an engagement party, not a wedding. Also, if you’re familiar with People, all they do is write about Jessica constantly.

guest on

There’s something creepy about this guy.

guest on

John Marlin I think you’re about right

Tess on

Wonder if his mama, Diana Ross, attended the soiree?

Jillie on

Get a grip Henny she just got her nose fixed. Good grief.

Jenb64 on

His get up looks ridiculous.

Guest on

Her hat looks ridiculous and the dress looks too loose for her.

great on

Jessica looks awesome… the bride and groom however look like they are going to a renaissance fair…. weirdos

Mirela on

Who makes Jessica’s dress that she’s wearing at Ashley’s engagement party @people

Jessica on

She’s gorgeous as always and he is a cutie too, he looks just like his mother Diana Ross, he has her pretty eyes and smile. Congrats guys!

susan on

She has the worst taste in men!

Lolo on

and this is news because…?

harr on

both sisters look amazing!! wishing ashley lots of happiness!

Diane on

The only plunging neckline here is his.

Vera Pianto on

Jessica looks great, but I think that Ashlee and Evan should wait a while because of her son, Bronx. This may be too much for the little one- looks to me like she’s pregnant too!

cindyann on

First Vera, why should she wait when her ex is having a baby with another woman. Secondly, if she was male, the age ( WOW a whole four years) wouldn’t even be mentioned for flip sakes. Third, who cares how much plastic surgery she has had, you aren’t paying for it?!

Cyndi on

I’m happy for them…I hope they have a lovely marriage. The way Jessica is holding her sisters stomach says there maybe a baby on the way for Ashlee..Congratulations!!

starbbycat on

another 2 yr marriage for Ashlee

starbbycat on

another 2 yr marriage for Ashley

txlady on

anon, I agree. Why is Jesscas’s mug always in the picture when something major happening to Ashley? Look at Ashley’s face…you can almost read her mind! She has lived in Jessica’s shadow forever. For goodness sake Jessica, the media has been all over you and your “weight loss” lately…LET YOUR SISTER HAVE HER TIME IN THE SUN!!! She has more talent in her little finger than you do anyway.

Mrs. Winkler on

Why does it look like Jessica is cradling and zeroing in on Ashlee’s possible baby bump???

guest on

the picture of Diana ross {mom} and son, he doesn’t look thrilled to have that picture taken? something wrong..

PW on


guest on

why are you bringing duchess kate into this? she is royality. these people are far from it. and all is talked about is how Jessica looks like in her get up. PEOPLE mag. you s@@@ck. let’s again read about the kartrashians, especially on “VOGUE’ WHICH a lot of people will never buy again..

Anonymous on

Ashlee is pregnant. Jessica gave it away by touching her stomach in the picture. Hasn’t Ashley done this already….gotten knocked up and then gotten married? To her credit, she looks more in love with Evan than she was with Pete Wentz. Maybe her acting just improved. Evan is obviously sprung.

Susan on

Ashlee must be knocked up again.

betty on

Why does People love Jessica Simpson so much!? She has a story every week!

Feeniegal on

Diana Ross still looks great at age 70. Evan is a cutey pie.

Jean on

she hardly knows the guy and she’s pregnant. OMG.

JRP on

These two are so in love that it is completely infectious! I love how excited they are about each other and building a life together. Good for them! And wow, Diana Ross looks so beautiful and radiant!

Anne on

Evan Ross is very feminine looking. But, so was Ashley’s first husband.

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