Chloe & Gentry

Saturday, November 15, 2025 • Palm Springs, CA
225 Days To Go!

Chloe & Gentry

Saturday, November 15, 2025 • Palm Springs, CA
225 Days To Go!

Our Story

Chloe had always been the new girl, moving from city to city whenever her parents job demanded it. But Texas felt different. It was her junior year, and the move to Dallas was supposed to be a fresh start, though the idea of starting over again was exhausting. Little did she know, this particular chapter in her life would be one she'd never forget.


Gentry, on the other hand, was no stranger to change. He had just returned to Texas after years in a New York City boarding school, trading the bustling streets of Manhattan for the familiar roads of Preston Hollow. His return was met with excitement from old friends, and he decided to kick off the school year with a party.


It was a humid summer night when Chloe and her friends decided to venture outside of their comfort zone. The buzz about Gentry's party had reached them, and they figured it would be a fun way to meet new people and break out of their usual routine.


A mutual friend, aware that both Chloe and Gentry had seen each other's posts online but had never met, took it upon themselves to introduce them.


Gentry, in the midst of managing the chaos of hosting, barely glanced her way. "Nice to meet you" he mumbled before excusing himself to deal with something on the other side of the party.


Chloe shrugged it off. But as the night wore on, she found herself occasionally glancing in his direction, wondering if they’d ever have a real conversation.


Days turned into weeks, and school began. Chloe and Gentry started crossing paths more often. They started talking, realizing how much they had in common-- one of them being a shared love for English Bulldogs. It wasn’t long before hanging out felt natural, and what started as casual conversations grew into something deeper.


One weekend, Gentry asked Chloe if she’d like to join him on a trip to the local pet store to look at puppies. Chloe agreed, secretly hoping that this was more than just another hangout. Afterward, they grabbed burgers at Shake Shack, chatting easily about everything from school to (shocker) their love for bulldogs. Yet, as the night came to an end, there was no kiss, just a friendly hug and a smile.


Weeks passed, and though they continued spending time together, Gentry still hadn’t made a move. Chloe found herself growing impatient. After one particularly fun date, she decided she’d waited long enough. As they were about to say goodbye, she leaned in and kissed him. Gentry, caught off guard, laughed and said, "I was going to do that eventually!"

Chloe just rolled her eyes, not quite believing him. But from that moment on, they were inseparable.


Nearly six years have passed since that summer night. Chloe and Gentry have built a life filled with love and laughter. They still enjoy sushi on Fridays at Anchor Bar, their weekly El Come Taco dates, and spending time in the sun at Gentry’s family ranch. Their love story, which started with a simple introduction at a party, has grown into something neither of them could have ever imagined—a bond that only gets stronger with time.


Five years into their relationship, Chloe and Gentry were stronger than ever. As Chloe’s 23rd birthday approached, she longed to revisit Palm Springs, a place that held cherished childhood memories from her years in Del Mar, California. The desert had always been an oasis for Chloe, and she wanted to share a joint girls’ trip with her best friends, Reilly and Meghan, followed by a romantic getaway with Gentry.


Gentry, knowing how much Palm Springs meant to Chloe, saw this as the perfect opportunity to propose. After dropping Chloe off at the airport for her girls' trip, he visited her parents to share his plans, receiving their blessing.


When Gentry arrived in Palm Springs, they spent a few days together at the Parker Palm Springs. On January 23rd, under a perfect sunny sky, Gentry had the hotel set up a serene picnic overlooking the desert mountains. As they enjoyed lunch, he got down on one knee and proposed. Chloe was overwhelmed with joy, realizing how full circle this moment felt—returning to a place that meant so much to her, now sharing it with the love of her life.


That evening, as the sun dipped below the mountains and the sky turned a brilliant shade of pink, they celebrated their engagement, toasting to the past, present, and the beautiful future that awaited them. Palm Springs had given Chloe so much over the years, but this moment, this memory, would forever be her favorite.

Our Proposal

Picture of Our Proposal
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