Chris Conran and Alana Milne Mark Second Dating Anniversary with Heartfelt Posts

Bachelor in Paradise alums Chris Conran and Alana Milne recently celebrated a significant milestone in their relationship, marking their second dating anniversary with heartfelt posts. 

On July 19, 2023, the couple took to social media to mark their journey together with a collection of touching pictures capturing cherished moments from the past two years. 

Conran expressed, “Cheers to life’s best two years with the girl who makes me the happiest guy on the planet. I love you to Pluto and back baby, here’s to many many many years more,” alongside the pictures.

Milne reciprocated the affection by commenting, “Love you so damn much,” on Chris’ touching second-anniversary post.

Chris Conran and Alana Milne marked their second dating anniversary. (Source: chrisconran/Instagram)

Milne also took to her Instagram to celebrate their milestone with a post of her own. Alongside an array of photos and videos capturing their journey together, she expressed her love for Conran.

She captioned the post, “2 years. I love you endlessly @chrisconran,” to which Conran replied, “I love you so much baby, the best two years of my life!”

Similarly, on their first anniversary, back on July 19, 2022, they treated themselves to a sweet and intimate staycation trip in Utah. 

Staying at The Grand America Hotel, they engaged in several romantic activities, including drinking champagne, a relaxing bubble bath, and a delightful brunch, among other treats. 

Chris Conran and Alana Milne reconnected after leaving ‘Bachelor in Paradise’

Conran and Milne first crossed paths on the set of Bachelor in Paradise in early September 2021, where he had initially formed a strong connection with contestant Jessenia Cruz. 

However, their seemingly unbreakable bond was tested when Milne made her entrance at an invite-only VIP party hosted by Tituss Burgess. 

Conran wasted no time in kissing Milne, and the two were seen passionately making out on the dance floor, much to Cruz’s dismay.

After Cruz left the VIP party heartbroken, Milne officially joined the Bachelor in Paradise cast the next day and didn’t hesitate to ask Conran out on a date, to which he readily agreed. 

From then on, the couple became inseparable, sparking rumors that they might have had a pre-show relationship or a strategic plan for their Paradise journey. 

Cruz even shared details about Milne’s previous advances on Conran at a friendly gathering in San Diego, painting a complicated picture of their relationship dynamics.

Despite facing criticism and accusations from their co-stars, Conran and Milne stayed committed to each other. However, the toxic environment on the show eventually became too much for them, leading to their decision to leave Paradise. 

After the season aired, Conran issued a lengthy apology to Cruz on Instagram, acknowledging his mistakes but also expressing that he felt wronged by his fellow contestants.

Despite the challenging circumstances surrounding their beginning, Conran and Milne’s love continued to blossom after they left Bachelor in Paradise. 

Conran made an effort to win Milne’s heart once again, sending her flowers and booking a flight to be with her. 

Their bond only grew stronger, and they went public with their relationship through a romantic Instagram Story in October 2021 that showed Milne kissing Conran. Eventually, they moved in together in Salt Lake City in the fall of 2021.

Chris Conran and Alana Milne don’t shy away to flaunt their relationship

Conran and Milne make no efforts to hide their affection for each other, proudly flaunting their relationship on social media. 

In January 2023, Conran shared several pictures capturing their moments of joy, writing, “What a year!!! I always love the new year and a chance to make the next even better than the last. Cheers to 2023 and more memories with this babe.”

Milne also reciprocated the sentiment, posting several snapshots of the two of them together and writing a heartfelt message acknowledging Conran’s significance in her life. 

She expressed, “It’s not very often that people as special as Chris come into your life. taking a moment to gush on this truly incredible man who has made my life so full.”

Similarly, on Milne’s birthday, Conran made sure to make the occasion unforgettable, dedicating a sweet video to the love of his life. 

In his message, he expressed gratitude for making every day more memorable, stating, “Thanks for making every day more memorable and cheers to another trip around the sun. I love you Alana.”