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5 of the Cutest Proposals Ever + Winners!

When How He Asked offered to recount five of their sweetest proposal stories, we couldn’t pass up a chance to share. So before you embark on those Friday festivities, flip through the slideshow and be reminded of what true, wildly romantic, let’s-grow-old-together love is all about. Better yet, let us know your proposal story in the comments and keep an eye out below for this week’s special winners.

Cutest Proposal Stories
View Slideshow

From How He Asked First comes love, than comes marriage (than comes the baby….), but in between, there’s the proposal and the adorable website HowHeAsked.com. The site shares hundreds and hundreds of marriage proposal stories, photos, and videos, and we’ve asked them to share a few of their favorite ones. Below, you’ll find amazing proposal moments, plus a quote from each story on “how they met” or “how they asked”. For the full story, follow the link to each story on HowHeAsked. Don’t forget your tissues!

If you’d like to share your story on HowHeAsked.com, go ahead and submit here. Shortly after you submit, you’ll get an email with your very own link to share. It’s the perfect way to share all the details of “how he asked” (because you KNOW that’s the first question any one asks!) and be able to re-live that amazing moment over and over again.

Proposal 1: Kate Price Photography | Proposal 2: Dana Ann Photography | Proposal 3: Gray Wedding Photography | Proposal 4: Chrissy Vensel Photography | Proposal 5: Exquisite Image Photography | Proposal Blog: How He Asked


Macy’s Registry to Reality Giveaway
Alexandra Grecco tulle skirt
Something Blue Prize pack from La Marca Prosecco
Something Blue Nile Pinterest Contest

This week’s DISCOUNTS…

Alexandra Grecco

For our California brides… Mark your calendars for the Hayley Paige Trunk Show at JLM Couture Boutique, August 22-24th.

For Our Midwest brides… Enter to win the WASIO Photography engagement session giveaway and checkout their discount!

For our Tri-State brides… Mark your calendars!  Bridal Reflections is hosting an exclusive Trunk Show + end of summer event for the Lazaro Bridal Collection on Thursday, August 28th. And don’t forget about the special engagement session offer from Twah Dougherty.


Congratulations to Katie who won a signed copy of the Soda Fountain Cookbook

And a second hooray for Jessika who snagged a $250 sprinkles gift card!

From the pages of the
{ The latest from our most exclusive, hand-picked list of vendors }
Mexico Dreaming: A Destination Wedding in Sayulita

Sayulita is pure magic. Sunny, tropical, ocean views for days magic. And for a couple who wanted an intimate, zero fuss affair with a side of churros and the best dance party ever, this locale was a winner. So with fancy wedding day attire packed, loved ones in tow and Jillian Mitchell Photography enlisted to capture all the awesome, these love birds said “I Do” in true destination wedding fashion.

From Jillian Mitchell PhotographyThis wedding is close to my heart. Danielle is a photographer in California and contacted me about a year before her wedding to see if I was available and tell me that she may or may not have been stalking me. I knew immediately that I had to document her day and I am so glad I did. The love that she and David have for each other is infectious and just being around the two of them makes you yearn for the kind of love they have.

From The Bride…Entering the crazy realm of wedding planning solicited many conversations between my husband and I in terms of what was truly important to us for our special day versus what we didn’t need to spend much energy on. There were many wedding traditions that didn’t make sense for us, and that we didn’t feel the need to participate in, and it took us awhile to realize how much control we actually had in personalizing our day in a way that made sense for us as well. When it really came down to it, what we wanted more than anything was to have a personal, intimate wedding, with little frills and zero fuss…and…we also really wanted a churro maker and the most intense dance party that would make anyone’s toenails sore the next day.

Choosing to have a destination wedding kind of forced us to think outside the box, and by default, there were so many wedding related details we couldn’t possibly worry about, simply because we knew we wouldn’t have access to them. While we didn’t really have a theme, a consistent color palette, a bridal party, or other traditional elements, we were diehard about providing an environment for our friends and family to truly unplug, where cellphones didn’t really need to be on, and one that would undoubtedly encourage everyone to slow down a bit, with the end goal being that we could all truly “live in the moment” with each other. While traveling is such a part of our identity, the need for adventure makes up an even larger percentage, and we deliberately chose a wedding location that many had to pull up a detailed map of Mexico to find, and a location we had actually never been to as well (although it had come so highly recommended by a plethora of other travel-obsessed friends, we knew wholeheartedly that it was a perfect fit for us). Beyond the wedding day being one of the most emotionally exhilarating days in this kind of out-of-body way that we’ll never be able to articulate, we had invited all of our guests to our villa (that overlooked all of Sayulita and all of its wonder) for a cocktail party the night before. Seeing all of our favorite people meet for the first time and connect with one another was undoubtedly one of the most indescribable feelings that still makes us smile, months later. All of these people that we’ve loved over the course of our lives were so excellent to each other, and we had a mutual sense of proudness to call all these amazing people our biggest supporters. The memories we’ve collected from our “wedding adventure” in Sayulita still flood our daily lives and we still love to reminisce about “that one time we went to Mexico and got married in a place we’ve never been”. We STILL know exactly what those churros tasted like based on collective memory, and we still reference our dance party and the group speeches immediately followed by tequila shots. For lack of a better phrase, we wouldn’t change a thing about our wedding day, it could have been more “us” if we tried.

Photography: Jillian Mitchell Photography | Wedding Dress: Enozoani | Ceremony Venue: Villa Amor | Jewelry: Gemologee | Hair: Garrett Markenson | Makeup: Mindy Karuk | Suit: Hugo Boss

Baroque meets Gothic Inspired Wedding Shoot

We’re all about light, blush infused festivities but sometimes moody, dark details are wildly gorgeous. Take a cue from Christina Bernales Photography + Erin Ostreicher Designs who were inspired by gothic and baroque art and how those dark details could be infused into a modern day wedding. With a simple color palette, touches of gold and historic details, this inspiration is all at once elegant and modern but with a gorgeous old world feel

From Christina Bernales PhotographyWe incorporated shed antlers, magnolias and very subtle shades of black, ivory and grey with hints of gold. Our goal was to use texture to add depth and keep our color palette clean and simple. A color palette reminiscent of Gothic or Baroque art. We also incorporated plum into the decor to add a little pop of color to the shoot. We were super excited to collaborate with the amazingly talented Rebecca Schoneveld who was kind enough to lend us a couple of dresses for the shoot from Brooklyn and worked with so many wonderful vendors in Vermont. While we used these historic elements to make the shoot unique, we still tried to maintain a clean, elegant aesthetic. 

Photography: Christina Bernales Photography | Stationery: Christa Alexandra Designs | Shoes: Valentino | Bridesmaids Dresses: Fiori Bridal | Groom's Attire: Miller Bros-Newton | Bride's Gowns: Rebecca Schoneveld | Cake Artist: Caketopia Cakes | Calligraphy & Lettering: Inky Quills Calligraphy | Cutlery, Glasses, Plates: Vintage Inspired Marketplace | Florals & Styling: Erin Ostreicher Designs | Hors D'oeuvres: The Wooden Spoon | Linens: The Linen Shop | Make-Up Artist: Flawless Cosmetic Design | Wedding Venue: Riverside Farm VT

Riverside Farm is a member of our Little Black Book. Find out how members are chosen by visiting our FAQ page.
Riverside Farm

Natural Outdoor Wedding at Levyland Estate

I’m a huge believer in the beauty of simplicity, and these California nuptials encompass that idea in perfect form. Surrounded by sweeping views and sandy shores, Erin and Ben let the setting speak for itself and focused on what’s most important – the love. With Natalie Bray behind the camera every light-filled moment is beautifully documented all waiting right here.


From Natalie Bray Photography… Meet Erin and Ben! They are the most heartfelt and sincere couple I have ever met. Incredibly kind, generous, and soooo in love! You can see it in all the details surrounding their spring wedding at the Levyland Estate in Carlsbad.

Erin wanted a spring wedding with stunning wildflowers and the light and airy feeling of the ocean encapsulating their day. And the Levyland was the perfect location to capture her vision. Erin and Ben wanted the wedding day to be laid back with romantic touches to juxtapose the modern lines of the venue. She did that with lots of vintage details, such as an antique library desk seating chart…where guests names were hand typed and placed like an old library system. A great way to start guests on the journey through their wonderful celebration. She had a vintage type writer and sweet notes to complete the look. Also, a beautiful banner over head by rifle paper company to welcome guests. Such a lovely detail!

Erin’s dress was stunning chiffon full length gown from a small shop in London … she loved the back and the silhouette. Chiffon and lace truly complimented Erin’s petite frame. Also, Nancy Lui did a beautiful job with a natural look to highlight our stunning bride. She looked like a dream!

The maid-of-honor hand painted each bridesmaids name on the hangers as a gift. Such a sweet detail. Her bridesmaids chose complimentary colored dresses, but not matching, with light blush and cream, which made for a stunning addition to her wedding party. From lace to chiffon their dresses added a nice detail. Plus, the ladies can use the dresses again. Erin bought each of her bridesmaids a Kate Spade rose gold rope ring. Gorgeous!

Florals by L& S truly completed the look romance with pops of color and whimsy. Erin wanted the reception to be romantic as well. With market lighting overhead and handmade paper garland lining the dance floor made for a perfect atmosphere for family and friends to dance the night away. For a different look L&S made a beautiful floral crown for the reception as well. The day was full of stunning light and wonderful moments between family and friends. So happy we got to celebrate and share in this joyous occasion.

Photography: Natalie Bray Photography | Florist: L & S Florals | Banner : Rifle Paper Co. | Catering : Four Seasons Catering | Coordination: Stecklair Events | Make-up : Nancy Lui | PHOTOBOOTH: Mobile Photo Booth | Rentals : Platinum Party Rentals | Rope Ring : Kate Spade | Videography : Natalie Bray | Wedding Venue: Levyland Estate

Mobile Photo Booth is a member of our Little Black Book. Find out how members are chosen by visiting our FAQ page.
Mobile Photo Booth