Planning & Design News - Engagements and Proposals

A casual to elegant new york engagement shoot at a mansion in Tarrytown, New York

When Melany Diaz and Ray Cassens met during their junior year of high school, they became close friends before eventually becoming an item. "After six years of being together, Ray decided to pop the question!" exclaims Melany. Though she had surprised him with a trip to Vegas for his 24th birthday, he was planning his own special surpr... More »

The Pros and Cons of Proposing During Engagement Season

It's a popular time to pop the question, but is it right for you?

Should you propose during engagement season wedding jewelry

The holidays are approaching and jewelry ads seemingly make up every other commercial on TV. That can only mean one thing: engagement season is upon us. Although the tradition must have started somewhere, it feels like the holidays have always been filled with proposals. Whether you’re gearing up to pop the question yourself or you are m... More »

Would You Let Someone Propose at Your Wedding?

Some people love the idea, but it's definitely not for everyone!

why not to propose at someone else's wedding, don't propose at weddings

Lately it seems there’s always another video that’s gone viral of a man proposing to his girlfriend – usually a bridesmaid – at the wedding of a friend or family member. The comment sections are often filled with people proclaiming such a move is selfish, as well as others who say that of course they would be happy to s... More »

Why to Consider a Destination Engagement Session

Is it worth traveling for picture-perfect engagement photos?

traveling for an engagement photo shoot, destination engagement session

Once you and your future spouse have decided to have an engagement session, there are plenty of other decisions about the photo shoot to make. While you may be preoccupied about what to wear, the location of the e-session is also important. The obvious choice is to have the portraits taken in the city where you live, but that’s not the onl... More »

Romantic Engagement Shoot Around the City of Chicago

See more of Sherry and Zach's e-session in the Windy City.

See more of this couple's engagement shoot at Chicago's must-see destinations.

When Sherry Kim and Zach Brake first met, they both new it was something special. "We spent half of our relationship a world apart. I was working in Seoul, Korea and Zach in America," explains Sherry, though the distance only made their relationship grow stronger. On a winter morning in Seoul, Sherry planned to meet a "colleague" at the air... More »

An Engagement Ring Commercial Turned into a Real Proposal!

A former NFL cheerleader got the surprise of a lifetime.

As Kori Kline, a former cheerleader for the Baltimore Ravens, prepared for her third commercial with local jewelry retailer Smyth Jewelers, she had no idea what was actually in store for her. In the past, she had appeared in their commercials as a wedding guest and as a maid of honor – this time she would be a future bride-to-be, on the re... More »

A Classic Summer Engagement Shoot in Southern California

See this couple's romantic e-session in the Malibu hills.

Classic engagement shoot in the malibu hills vintage car convertible mustang

Though they lived only 50 miles from each other their entire lives, Alana Cowan and Michael Norber didn't meet until they ran into each other outside a bar near their respective homes, which were only three blocks from one another. "I never believed in love at first sight, but after that night, I can only believe that this ch... More »

Why You Should Consider a Private Proposal

Is your focus on the moment, or going viral on social media?

The benefits of a low key private proposal

Here at Inside Weddings we love a good, elaborate proposal. We’ve certainly featured several on InsideWeddings.com. However, it’s worth noting that as the more over-the-top methods of asking someone to marry you become nearly standard fare on social media, (even theatric “promposals” are a thing now) it can lead to issues... More »

The Dos and Don'ts of Asking for Her Dad's Blessing

Follow these instructions to make sure he says "yes."

how to ask your girlfriend's dad for his blessing to propose

Photo by Brian Leahy Photography; Planning & Design by Tessa Lyn Events It’s an unfortunate truth that marriage used to be more about an exchange of property than love, but thankfully times have evolved. In the 19th century, the tradition of asking a father for his daughter’s hand in marriage was popularized. Though the romance ... More »

15 Things to Buy Once You Get Engaged

Discover what to shop for after you accept a proposal!

Things to shop for once you accept a proposal engaged shopping list

Photo by Vue Photography You've found the love of your life, they proposed, and now you're engaged! While you have a lot to prepare for your wedding day, there are some items you can cross off your list early to make everything go smoothly in the months ahead. From a ring box to keep your sparkler safe to an organizer that will help you k... More »

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An E-Session for High School Sweethearts at a New York Mansion

View more of this couple's laid-back and elegant engagement photos.