Ashlee Simpson wants ‘a stress-free wedding’ as long as Diana Ross sings

Ashlee Simpson

These are some photos from last October of Ashlee Simpson with her then-boyfriend, Evan Ross. Yes, that’s the one and only Diana Ross in pink. They were all at the TLC: Crazy, Sexy, Cool screening. Ashlee and Evan had just begun dating, and they announced their engagement in January. E! Online says they will marry at Diana’s Greenwich, Connecticut estate on August 31. That’s pretty speedy.

Ashlee and Evan seem pretty low key as a couple. She’s been though the fuss of a wedding once before to Pete Wentz. I still remember Papa Joe’s rollout of that relationship. Pete and Ashlee were just kids, and they didn’t last long. Radar Online says that Ashlee is keen to avoid all the buzz of her first wedding. She also wants to keep things simple the second time around, unlike Jessica’s glitzy vows. Ashley is also letting their tantrum-throwing mom call most of the shots. Good plan, Ash:

Ashlee Simpson famously sang about living life in big sister Jessica Simpson’s shadow. But when she walks down the aisle in just a few short weeks, she’s going to do it her way. has learned the laid-back bride-to-be is insisting on “enjoying” a “stress-free” planning process in the run-up to her big day.

“She actually doesn’t have wedding jitters,” a source told Radar. And it’s all because of her fashion designer sibling, who tied the knot with former NFL pro Eric Johnson July 5 at Montecito’s luxe San Ysidro Ranch during a lavish wedding weekend in front of 250 friends and family members.

“Seeing how much went into planning Jessica’s wedding, Ashlee wants to take the time to enjoy the wedding process and every minute before it comes,” added the source.

In fact, Pete Wentz’s ex, who’s slated to say “I do” with Diana Ross’s son, actor Evan Ross, 25, over Labor Day weekend at the legendary singer’s Connecticut estate, would rather leave all the details to everyone else.

“She loves that her mother is assisting with planning the wedding,” continued the source.

But, despite being care-free — and stress-free — about her nuptials, there is one must-have on Ashlee’s checklist.

“All she wants is Diana to sing at the wedding,” said the source.

[From Radar Online]

That’s a cool touch for Ashlee to ask Diana to sing. That way both Ashlee and Evan’s moms both do their part, and I agree with the low-stress plan. Weddings are stressful enough already. A second one should be simpler than the first. It will probably still be expensive. Ashlee seems to be rushing into another marriage, but I could be wrong. I don’t know much about Evan except that he’s Diana’s son, and he has a small role in the Mockingjay films. Here are some photos of Evan and Ashlee at Universal Studios in Hollywood and leaving the Ivy. His style is so young. He’s only 25 years old.

Ashlee Simpson

Ashlee Simpson

Photos courtesy of Fame/Flynet & WENN

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39 Responses to “Ashlee Simpson wants ‘a stress-free wedding’ as long as Diana Ross sings”

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  1. paola says:

    I think her nose is slowly growing back.

  2. Racer says:

    Maybe I’m remembering a dream, but I really thought Evan “came out” a few years ago.

    • Frida_K says:

      Well, he does make my gaydar ping.

      Her ex-husband is bi as well, isn’t he? Maybe she’s bi too, or maybe she’s recreating something that she grew up with at home in terms of her father and mother’s dynamic.

      Could be anything, who knows?

      But yes, the newest future husband does not exactly scream “110% heteroselectual” to me either.

    • serena says:

      Doesn’t he look like J-Lo ex toyboy, that Casper something? lol

    • Gea says:

      I can hardly recognize Ashley…yes she is lucky one. Diana Ross will be her mother in law. She have done such a great job as a mom after all. She is loved by so many….

    • Boxy Lady says:

      Maybe his brother Ross was the one who “came out?”

  3. AlmondJoy says:

    You’ve never seen the movies ATL, Life Support, Pride, Mooz-lum, According To Greta, or the TLC biopic? Evan Ross was pretty good in those.

    I think I like these two as a couple. They seem pretty low-key. Congrats to them!

    • TheOriginalKitten says:

      I think he’s a bit too good for her but I wish them well.

      • AlmondJoy says:

        TOK I’m embarassed to admit that I used to love Ashlee Simpson and I played her first album constantly *hides face* She does seem to be a bit of a loose cannon these days, though. Is that why you dislike her?

      • TheOriginalKitten says:

        I don’t even dislike her but I really like him a lot.
        I think he has a lot of talent.

        My inclination is that he might be too young to get married..she’s what, 5 years older than him? Then again, they’re both adults so…eh, congrats I guess.

      • AlmondJoy says:

        I agree that he is VERY talented. Hopefully he’ll continue choosing roles wisely and get more exposure.

        They’re a pretty odd couple and I was surprised when they first got together. Hopefully it works for them.

    • Gypsy says:

      Problem is he is taking jobs from actors who really need the money, he doesn’t need the money because he’s a trust-fund baby from his dead father the billionaire.
      I think he’s on his second tranche of his trust fund so if he wanted to be in the movie business he should bankroll movies and leave the acting to those in need.

      I know I don’t have the right to tell people what to do with THEIR money, so this is just a suggestion.

  4. FingerBinger says:

    Evan and Ashlee both have some interesting taste in clothes.

  5. doofus says:

    looks like the two of them are cornering the market on diaper pants.

  6. Pri says:

    I really like her a lot more than Jesssica. She’s just more low key, comparatively.

    And yea, good idea with the stress free wedding.

  7. bella says:

    i don’t know him, but i like these 2 together.
    imagine having diana ross as your mother-in-law?
    that has got to be amazing…
    big bucks, here…
    his dad was a shipping magnate to boot who died at only 66 climbing a mountain.
    horrible tragedy.
    i hope this kid is up to being a step-dad.
    so young…
    i wish them the best.

    • Erinn says:

      He’s 25 and she’s 29 – that’s not exactly kids getting married.

    • Sarah says:

      Does anyone know why he doesn’t use his father’s last name? His father was a very successful businessman and an outdoorsy mountain climbing type (his death was so tragic), so there’s no embarrassment there. Just curious.

      • Gypsy says:

        Nobody in Hollywood knows the father’s name, so the Ross name is Hollywood royalty so that’s what he uses, but his actual name is a very Norwegian name, first middle and last

  8. Jess says:

    Ashlee looks really pretty here, and I’m so jealous she gets Diana Ross as a mother in law!

  9. MorticiansDoItDeader says:

    He looks like a vampire bat

  10. Dawn says:

    I think they make a sweet couple. Good luck to them.

  11. Marlene says:

    Evan does’t have to act or really do anything, he is RICH and not hollywood rich but really RICH . His late father was a billionaire.

  12. Rusty Machine says:

    I think they were friends for a long time before they started dating, so if you consider that time of knowing each other, this is not too quick. Maybe I’m desensitized nowadays because I know so many people who met and married within 3 months. (Gurrrrllllll, you need to let his crazy come out first. 3 months is still honeymoon phase.)

    Side note: His clothing style makes my nerves bad.

  13. Leah says:

    I don’t see them as necessarily “low key” they are always getting pap’d and he posts a lot of kissing photos on his instagram. I just think they aren’t really tabloid targets so they get to be labeled as low key.

    • whatsmyname? says:

      They ARE pap’d alot even in the most random places, I think they call them more often than they get followed. I don’t really see them as low key either..

  14. SamiHami says:

    Anyone here watch “Hot in Cleveland?” It looks like she’s wearing Mrs. Ladypants to me.

  15. Serenity says:

    What does Ashley Simpson do nowadays? Ever since her music career went down the drain, she hasn’t done much except for a few acting spots here and there.

    I wonder why her and her sister’s music career fizzled out so quickly. For Ashley, I recall some lip-syncing debacle but for Jessica, I’m not sure why. I didn’t like either of their songs/voices though.