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    1. Fashion

    I'm Entering My Wedding Guest Era—19 Dresses on My Shortlist

    I've waited years to be this girl.

    Grace O'Neill Dougherty's avatar
    By Grace O'Neill Dougherty
    Published 27 May 2026 In Buying Guides

    When you purchase through links on our site, we may earn an affiliate commission. Here’s how it works.

    two photos of Grace O’Neill Dougherty wearing a black top and skirt and a yellow dress
    (Image credit: Grace O’Neill Dougherty)
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    I have waited years to be the girl who attends multiple weddings a year. I'm always envious of those who go to dozens in a single season, yearning to have that many close friends. Finally, last year, three of my closest friends got engaged—and suddenly my dreams of being a wedding guest came true.

    However, much to my surprise, finding The Dress is proving more difficult than I imagined. The weddings in question are in June, September, and October. First in New York, and then the latter two in Los Angeles.

    Grace O'Neill Dougherty wears a long black dress with pointy black pumps

    (Image credit: Grace O'Neill Dougherty)

    In addition to finding a dress, I have to find the perfect shoe and clutch to go with each one. That’s nine items in total, at the very least. As previously stated, I’m not much of a dress girl to begin with, so shopping my closet isn’t an option here. I only own black dresses, and they aren’t formal enough for a wedding.

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    There are a few black dresses I've seen recently that I love, largely on the Calvin Klein Collection front. Anything from '90s Calvin I would make an exception for, like this one from 1998 (great with these Manolos), or this one with perfectly skinny straps. I can’t wear gray with my fair skin, but this is unbelievable, even for a bride! But I am trying to stay away from a black dress for these weddings—a little challenge for myself.

    Calvin Klein Collection, Vintage 1998 Long Dress

    Calvin Klein Collection
    Vintage 1998 Long Dress
    $2375$2019
    SHOP NOW

    Manolo Blahnik, Satin Crystal Embellishments D'Orsay Pumps

    Manolo Blahnik
    Satin Crystal Embellishments D'Orsay Pumps
    $495$396
    SHOP NOW

    Calvin Klein Collection, Vintage Midi Length Dress

    Calvin Klein Collection
    Vintage Midi Length Dress
    $1095$986
    SHOP NOW

    Grace O'Neill Dougherty

    (Image credit: Grace O'Neill Dougherty)

    Typically, I gravitate to vintage. I dread looking across the room to see someone else wearing the same dress as me; I can’t imagine the humiliation. If I didn’t care about that, it would be easy for me to wear this number from Dôen (another here).

    AmÉrelle Dress -- Jardin De Camelias

    Dôen
    Amérelle Dress
    $698
    SHOP NOW

    Zelia Dress -- Sunflower

    Dôen
    Zelia Dress
    $798
    SHOP NOW

    For the June wedding, I found a lovely Alfalo dress on markdown from Poshmark. It's quite similar in color to this from Reformation. I plan on bringing a shawl or wrap of some sort, like this one from Emily Dawn Long that I’ve had my eye on for a while. I’m thinking of pairing it with these earrings from Completed Works and this Lalique ring. These are also special— it looks like they are referencing Margiela’s ice cube jewelry from Spring 2006. Especially with this necklace—almost an exact match.

    Reformation, Lilibeth Silk Dress

    Reformation
    Lilibeth Silk Dress
    $328
    SHOP NOW

    River Shawl - Scarf, Top, Shawl

    Emily Dawn Long
    River Shawl
    $298
    SHOP NOW

    Flower Silver-Plated Earrings

    COMPLETEDWORKS
    Flower Silver-Plated Earrings
    $330
    SHOP NOW

    Lalique, Crystal Bronze Cocktail Ring

    Lalique
    Crystal Bronze Cocktail Ring
    $195$156
    SHOP NOW

    Crystal Drop Earrings

    COMPLETEDWORKS
    Crystal Drop Earrings
    $315
    SHOP NOW

    Resin Necklace

    COMPLETEDWORKS
    Resin Necklace
    $330
    SHOP NOW

    I keep coming back to this buttery Aflalo number, I think it’s the perfect wedding guest dress with the rosette detail. Easy pairing with these Sophie Buhai dangling pearls and this clutch.

    Annora Dress in Silk

    Aflalo
    Annora Dress in Silk
    $1200
    SHOP NOW

    Large Eleanor Silver-Tone Pearl Earrings

    Sophie Buhai
    Large Eleanor Silver-Tone Pearl Earrings
    $475$285
    SHOP NOW

    The Opera Clutch in Satin

    Hunting Season
    The Opera Clutch in Satin
    $750
    SHOP NOW

    Grace O'Neill Dougherty styles a wraparound textured dark dress

    (Image credit: Grace O'Neill Dougherty)

    This silk option from Matteau is beautiful, the halter adds a nice elevation to it. I’d pair with these Emme Parsons sandals.

    Open-Back Printed Silk-Crepe De Chine Halterneck Maxi Dress

    Matteau
    Open-Back Printed Silk-Crepe De Chine Halterneck Maxi Dress
    $650
    SHOP NOW

    Loop Satin Sandals

    Emme Parsons
    Loop Satin Sandals
    $615
    SHOP NOW

    Rohe has some options I’m looking at for the fall, like this dusty brown with pankou closures (on trend!) and her similar sister in black. Another option for fall is this La Ligne navy ruched dress. A drop waist flatters my long torso quite well. For a strapless option, this from SIR has a really subtle pattern; typically I avoid those out of fear of Doing It Wrong.

    Pankou Closure Silk Dress | Earth

    Róhe
    Pankou Closure Silk Dress | Earth
    $1250
    SHOP NOW

    Pankou Closure Dress | Black

    Róhe
    Pankou Closure Dress | Black
    $880
    SHOP NOW

    Ruched Jersey Maxi Dress

    La Ligne
    Ruched Jersey Maxi Dress
    $495
    SHOP NOW

    Lilou 裙子

    SIR.
    Lilou Strapless Maxi Dress
    $560
    SHOP NOW

    I wanted to save the best for last. This mermaid dress from Tory Burch is my ideal WGD (Wedding Guest Dress) with its bright blue color and asymmetrical skirt. Mostly high on my list because it reminds me of this perfect blue skirt from Chloe Spring 2003. I’d pair with the classic Maryam Nassir Zadeh Olympia Wedge. I got my first pair in 2018 and they are still going strong! One of the most worn shoes in my closet. I think a pop of red here elevates the look. Finishing touch: this satin pouch from Sophie Buhai.

    Tory Burch, Flared Cotton Silk Dress

    Tory Burch
    Flared Cotton Silk Dress
    $895
    SHOP NOW

    Chloé, Silk Mid-Length Skirt

    Chloé
    Silk Mid-Length Skirt
    $979
    SHOP NOW

    Olympia Pvc Wedge Sandals

    Maryam Nassir Zadeh
    Olympia PVC Wedge Sandals
    $550
    SHOP NOW

    Teardrop Embellished Satin Drawstring Pouch

    Sophie Buhai
    Teardrop Embellished Satin Drawstring Pouch
    $990
    SHOP NOW

    I am hoping by the time my October wedding rolls around this Ulla Johnson number will be on markdown. I recently discovered my color analysis is Soft Summer, so this is the ideal color for my skin tone. I’d pair with this clutch from Dôen and these heels that I’ve been waiting to purchase for the perfect occasion.

    Freesia Silk-Crepon Gown

    Ulla Johnson
    Freesia Silk-Crepon Gown
    $990$594
    SHOP NOW

    Muriel Clutch -- Black Raffia

    Dôen
    Muriel Clutch
    $248
    SHOP NOW

    Comporta Sandal -- Brass Foil Leather

    Dôen
    Comporta Sandal
    $428
    SHOP NOW

    I would really like to wear something from Giovanna Flores to a wedding, like this one. Everything Flores makes is from recycled materials. This dress on a balmy summer night with a silver heel is what I am really striving for here.

    Elle Dress

    Giovanna Flores
    Elle Dress
    $850
    SHOP NOW

    Party Silver

    Martiniano
    Party Silver
    $580
    SHOP NOW

    Grace O'Neill Dougherty takes a mirror selfie in a light colored satin dress

    (Image credit: Grace O'Neill Dougherty)

    I think if you can shop vintage for a wedding guest dress then it’s worth doing. The colors and patterns are more exciting and it’s always rewarding to find something that’s just right. Dolce & Gabbana was doing it right in the early 2000s.

    D&G, Vintage Knee-Length Dress

    D&G
    Vintage Knee-Length Dress
    $610$519
    SHOP NOW

    I almost pulled the trigger on this 2009 Margiela for my June wedding. I’ve also always wanted to wear a skirt set like this one. Such darling colors that remind me of Ralph Lauren 2003. Finally, more options from Ralph Lauren and Calvin Klein.

    Maison Martin Margiela, Vintage Knee-Length Dress

    Maison Martin Margiela
    Vintage Knee-Length Dress
    $425$340
    SHOP NOW

    Vintage Unbranded, Knee-Length Dress

    Vintage Unbranded
    Knee-Length Dress
    $995$498
    SHOP NOW

    Ralph Lauren Black Label, Silk Midi Length Dress

    Ralph Lauren Black Label
    Silk Midi Length Dress
    $365
    SHOP NOW

    Calvin Klein Collection, Vintage Midi Length Dress

    Calvin Klein Collection
    Vintage Midi Length Dress
    $2525$2273
    SHOP NOW

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    Grace O'Neill Dougherty
    Grace O'Neill Dougherty
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    Contributing Editor

    Grace O'Neill Dougherty is a writer and actress living in Los Angeles. She authors the popular Substack Jelly Sandwich.

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