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November 22, 2025
Woodbridge, CT
#CallUsTheCliffords

Brandon & Jessica

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Brandon Clifford

and

Jessica DelMedico

#CallUsTheCliffords

November 22, 2025

Woodbridge, CT
125 days125 d9 hours9 h51 minutes51 min4 seconds4 s

Match made in heaven

June 1, 2019

Brandon and Jess first crossed paths in January 2019, through mutual friends. Their connection was one of a kind and they instantly developed a strong friendship. Little did Jess know, Brandon had his eyes on her from the start. Then, through the loss of a dear friend, while leaning on eachother for support, their relationship turned into something more. Finally, on June 1, 2019 Brandon asked Jess to make it official and the rest is history!

Engagement

April 6, 2024

Brandon had curated a plan to propose to Jess on a pier in NYC. Unfortunately, because of an injury, Jess had to cancel the trip to NYC, not knowing Brandon’s plan. Brandon had just a few days to come up with a new idea. He quickly planned a double date night with their close friends. They all arrived at Rooftop 120 in Glastonbury, CT, on that evening in April. As they arrived to their table, Jess quickly noticed that their table stood out, as it was covered in a white table cloth with rose petals scattered all over it. Claiming they had told the staff it was a “date night” as an explanation to the decor, they decided to bring Jess outside for a tour of the rooftop. The group started taking photos and as Jess turned around from looking out at the view, Brandon was on one knee! As he poured out his heart to her, Jess screamed “YES!!!”. Filled with joy, as they entered back into the bar, they quickly noticed they had an audience. All the staff and guests were cheering! They were greeted at their table with champagne and roses. It was more special than ever imagined!

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