PHOTOS: Look Back at Baylen & Colin's Engagement

Check out these must-see pics from the day the Baylen Out Loud couple got engaged! Catch them on a new season, premiering on Tuesday, May 19 at 9P.

April 27, 2026

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Photo By: Alex Ashman

Inside Colin's Surprise Proposal for Baylen

Look back at the big day from Baylen Out Loud and click through all the spectacular photos you didn't see!

After decorating the space and perfecting the proposal plan, Colin waited for Baylen to arrive.

These gorgeous rose petals led the way to the floral heart arch where Colin was standing.

Baylen and Colin's loved ones gathered to watch the big proposal in action!

They looked around, anxious for Baylen to enter the scene.

Baylen's father, Allen, stood between Colin's parents, Chuck and Marlene, and Baylen's siblings.

Everyone waited patiently for Baylen to arrive.

Baylen's family told her they were having a family photo shoot at the proposal venue and it served as the perfect cover. At last, Baylen's mom, Julie, guided her into the room.

When Baylen entered the room, she was shocked!

Baylen was thrilled and hugged Colin.

After dating for over two years and moving in together, Colin was ready to pop the question.

Colin recited the most beautiful speech. It was so heartwarming to hear his love for Baylen put into words.

And so, Colin got down on one knee.

Colin took out a ring box and Baylen's smile lit up.

He asked Baylen, "Will you marry me?"

And of course, she said, "Yes!"

Colin slid the stunning engagement ring on Baylen's finger as their families cheered.

Our first look at the ring on Baylen's finger.

Baylen and Colin's first kiss as an engaged couple!

The Duprees were thrilled to witness this moment in Baylen's life.

Chuck and Marlene were so proud of Colin.

It was a sweet moment that everyone would remember forever.

Baylen and Colin had their first kiss as an engaged couple!

These two have come such a long way and they complement each other so well.

They're adorable!

Once their nerves calmed down, they couldn't contain their excitement.

The couple posed for some photos to remember this moment.

The surprise proposal went off without a hitch!

The way they look at each other is so endearing.

Let's take a closer look at Baylen's ring.

It's safe to say Colin did an excellent job!

A dip for the bride to be.

Then, they headed over to their loved ones.

Baylen's younger brother, Bechnir hugged her tightly.

The Dupree ladies shared a warm embrace.

Colin felt all the love from his parents as well.

Baylen showed off her engagement ring to Julie.

Baylen asked her family, "When he took it out did you see it bling?!"

And it truly did sparkle! This style is breathtaking.

Everyone gathered by the heart arch for some group photos.

What a lovely picture of both families joined as one.

We're sure that Baylen and Colin's families will treasure this moment.

Hooray for Colin and Baylen!

Baylen was positively glowing this day.

Looking good, fiances!

The couple's photographer took some incredible pics.

This photo perfectly showcased Baylen's ring.

Earlier that day, Colin was worried about the weather forecast.

As we've seen on Baylen Out Loud, Baylen doesn't like thunderstorms and they make her extremely anxious. And sure enough, the weather report claimed it would be a stormy proposal day.

However, the storm held off that day.

Luckily, Baylen and Colin's special day didn't include any rain, thunder, or lightning.

A kiss by the beach.

Did we mention this all happened while Baylen was on vacation?

The Duprees took a family trip to Ocean City, Maryland — where the proposal took place.

Right before Baylen left, she said she hoped Colin would be invited on family trips moving forward.

Little did she know, Colin had plans in Ocean City all along.

This made the proposal an even better surprise!

We can't get over this stunning shot of the couple.

Baylen was so excited about her ring.

An amazing shot of her and her rock.

A smile as sparkly as her engagement ring.

Baylen was all smiles all day long.

Colin's parents joined in for this gorgeous photo.

You could feel the joy in the air that day.

Baylen got close with her future mother-in-law and father-in-law.

Marlene took another gander at Baylen's ring.

A delightful squeeze from Colin's parents.

Baylen's sister, Sammi, posed by her side.

Sisters and smiles.

The Dupree boys!

All the siblings posed with Colin and Baylen.

We love this giant group hug.

The three Dupree ladies smiled from ear to ear.

Mom in the middle!

Julie definitely shed a few happy tears during the proposal. Then, her smile took over.

Julie and Allen took this couple's pic together.

How cute!

A big bear hug from Dad.

Julie and Allen took a sweet photo with the freshly engaged couple.

All of Baylen's siblings, Vick, Bechnir, Burke, Sammi, and Sven, joined in.

The stunning sunset was the cherry on top of an unforgettable day.

They ran across the beach.

A little lift in the sand.

We can only imagine how Baylen's ring sparkled in person.

We love everything about this pic!

Could this day have been any more perfect?

We're absolutely enthralled by this ring.

Another glance at Baylen's new favorite piece of jewelry.

The new fiances watched as the sun set over the horizon.

A kiss beside the twinkling lights.

Colin and Baylen were excited to plan their future together.

Congrats to the happy couple! We can't wait to see their next chapter unfold.

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Inside Colin's Surprise Proposal for Baylen

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