2025 Olive Proposals
The moments, memories, and love stories that made this year shine.
As 2025 comes to a close, we’re looking back at the proposals that made us smile, tear up, and believe in love all over again. From picturesque, beachside promises to thoughtful, first-date recreations, your stories were the heart of our year.
Enjoy a few of the amazing love stories that that remind us that love grows in the little moments, the bold gestures, and the memories still ahead. Here’s to 2026 and all the love stories still to be written!
From First Date to Forever: Sydney & Wyatt
Sydney and Wyatt’s story started with a first date full of laughs, nerves, and excitement at Chase Field and came full circle when he asked her to marry him in the very same spot. Some love stories are meant to be relived, and theirs couldn’t be more perfect.
A Swipe Worth Saying Yes To: Sarah & Anthony
We met on Hinge in November 2023, and from the very first message, something just felt right. A few dates in, he asked me to be his girlfriend during a walk on the beach, and we’ve been inseparable ever since. On July 13th, 2025, he brought me back to that same beach… this time with a ring in his pocket. I said yes to forever with my best friend.
Across the Dance Floor to Forever: Michael & Hope
We first spotted each other across the dance floor at a Lunar New Year celebration, after connecting on Instagram and discovering we went to the same college. That one night sparked a friendship that has grown into three beautiful years. He proposed in the Rose Garden at Brookside Gardens, surrounded by my favorite flowers, and I said yes to forever.
A High School Sweetheart Fairytale: Luke & Kennedy
Luke and Kennedy, high school sweethearts for over seven years, celebrated their graduation year with a trip to London and Paris. He worked with Olive Ave to design a meaningful ring, choosing an emerald-cut customized Otto that reflected her style and values. After a beautiful day trip to Provins, a private picnic awaited at their bed & breakfast, complete with roses, champagne, and Luke asking Kennedy to marry him.
