Greg Gutfeld’s Second Baby’s Early Birthday Party Featured the Entire Cast of The Five – But One Special Character Surprised Everyone 🎂🥳

Greg Gutfeld, the irreverent voice of late-night on Fox News and co-host of The Five, has long kept his personal life tucked behind the curtain of satire and commentary. But this weekend, that curtain was pulled back—briefly and beautifully—for a celebration that few expected and no one will forget.

In a move that stunned colleagues and delighted fans, Greg and his wife, Elena Moussa, hosted an early private birthday party for their second child—and it quickly turned into the most unlikely Fox News family reunion. The entire cast of The Five showed up, and what began as a quiet gathering evolved into something more: a moment of rare joy, love, and one truly unexpected surprise guest that left everyone in tears.

An Intimate Gathering… With Big Names

Held in a garden just outside the Gutfelds’ countryside home north of New York City, the birthday celebration was designed to be low-key. Elena reportedly planned the event herself—think string lights, picnic tables, soft pastel balloons, and a small acoustic band playing lullaby-style jazz.

But the guest list was anything but modest.

Dana Perino arrived first, carrying a custom-made baby quilt embroidered with the child’s name (which remains unrevealed to the public). Jesse Watters brought along his children, who immediately took over the backyard play area. Jeanine Pirro, rarely seen in a non-televised setting, showed up with a silver rattle wrapped in ribbon and reportedly joked, “It’s the only thing I’ve ever held that’s not a gavel.”

And of course, the ever-present Tyrus brought laughter, energy, and a giant plush dinosaur that quickly became the party mascot.

“Every member of The Five showed up,” a party attendee shared. “And not just to make an appearance—they stayed. They played. They held the baby. It was a side of them the cameras never catch.”

Greg Gutfeld: From Satire King to Proud Dad

Greg Gutfeld, normally armored with sarcasm and snark, was reportedly glowing the entire day. Wearing a T-shirt that read “#DadLife” and sneakers splattered with baby food stains, he was every bit the doting father—holding his child, posing for candid photos, and thanking every guest personally.

“He was a different Greg,” one guest said. “The same humor, but with warmth. He wasn’t performing. He was just… happy.”

Even off the clock, he couldn’t resist cracking a few jokes: “You all thought I didn’t have a soul. Turns out it was hiding under diapers and teething rings.”

The Surprise That Left Everyone Speechless

While the star-studded presence of The Five was headline-worthy enough, it was a surprise appearance by someone outside the Fox circle that turned the entire day on its head—and made more than one guest tear up.

As the group was gathering around the backyard table for cake, a local children’s entertainer dressed as Paddington Bear strolled through the garden gate—soft paws, blue coat, red hat, and all.

At first, it was just for the kids.

But then the bear reached into a satchel and pulled out a folded letter, sealed in wax. Greg took it, opened it silently, and smiled.

Inside was a hand-written note… from his first child.

Penned with help from Elena, it read:

“Dear Baby Brother,
Happy almost birthday! You don’t know it yet, but you have the best dad ever. He reads silly books and makes the best bear voices. I can’t wait to share him with you. Love, your sister.”

According to attendees, Greg teared up instantly—something colleagues say they’ve never seen happen on or off camera.

He hugged Elena, who whispered, “Surprise,” and the guests applauded.

“It was the sweetest moment I’ve ever seen at any party—Fox or otherwise,” one guest shared. “That letter. That bear. That look on Greg’s face. It was like watching a man realize just how lucky he is.”

Paddington & The Five: The Crossover We Never Knew We Needed

From that moment on, the bear became the star of the party. Photos circulated within hours of Dana Perino pretending to sip tea with Paddington, Jesse Watters balancing his toddler on one arm and the bear’s shoulder with the other, and Greg crouched next to the bear, flashing the widest smile ever seen on his face.

While no official Fox News cameras were present, several guests shared phone photos later—tastefully edited to keep the children’s faces private. One shot, showing Tyrus giving Paddington a side hug while holding a slice of birthday cake, quickly made its way across fan pages with the caption: “Cuteness over chaos. Even Greg can’t joke his way out of this moment.”

Fans React: “We Need More of This Greg!”

Once word got out about the party, fans took to social media to celebrate the softer side of the Gutfeld universe.

“Greg Gutfeld planning a Paddington Bear-themed baby party was not on my 2025 bingo card, but I’m HERE for it,” one fan posted on X.

“Now THIS is the Fox News crossover episode I didn’t know I needed,” joked another.

Many fans expressed admiration for the tight-knit Five cast, praising them for showing up for each other when it truly mattered.

“Say what you want about their politics, but that is a found family if I’ve ever seen one,” one commenter wrote. “And Greg is clearly in love with his wife, his kids, and his crew.”

A Family Almost Complete

The event, though private, reminded the world that behind the satire, behind the headlines, and beyond the panel desk is a man whose greatest role may not be as a host—but as a father.

And as the Gutfeld family continues to grow, fans are watching a surprising transformation unfold: one that includes laughter, love, and the occasional Paddington Bear.

With the baby’s official birthday just around the corner, Greg and Elena may yet surprise the world again.

But for now, they’ve given us something rare: a glimpse at real joy, real connection, and the kind of celebration that no political debate could ever outshine.