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Celebrities Who Had Horrible First Kisses: Jennifer Garner, More on September 19, 2023 at 3:18 am Us Weekly

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Mwah! Puckering up on camera is a major part of many celebrities’ careers — and some stars were fortunate enough to have good kisses from the start.

Taylor Swift, for example, ended up in a relationship with the boy who smooched her for the first time. “I was one of the last of my friends to ever kiss a guy. It wasn’t a bad kiss,” the “Look What You Made Me Do” singer told Tiger Beat in 2013. “I think it was cute. We ended up dating for a year!”

Similarly, Milo Ventimiglia said his first kiss, which happened when he was a freshman in high school, was scary, but very sweet. “I was shocked and terrified and in love and feeling something I’d never really felt before,” he told W magazine in June 2017. “And it was amazing and I wanted it again.”

Khloé Kardashian, on the other hand, remembers the circumstances surrounding her first kiss, but can’t recall details of the person she shared it with. “It was on a family vacation in Hawaii when I was 12 or 13,” she wrote in a blog post on her website in April 2016. “The teenagers were allowed to be out until 10 p.m. and we were in an arcade where the hotel kids hung out. I remember I kissed some guy there and I thought I was so cool and so grown. I don’t remember the boy and I can’t tell you anything else about the experience.”

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However, some stars such as Leonardo DiCaprio, Kristen Stewart, Selena Gomez and Shailene Woodley didn’t get as lucky in the kissing department, and have horrible memories of the first time they puckered up.

After the Wizards of Waverly Place alum opened up in March 2020 about her awkward smooch with Dylan Sprouse while filming The Suite Life of Zack & Cody, the actor’s twin brother, Cole Sprouse, poked fun at him. Gomez called the moment “one of the worst days of my life” on The Kelly Clarkson Show, leading the Riverdale star to quip via Instagram, “@dylansprouse I can safely say I’ve never had a girl say this about me.”

Making matters a bit more complicated was Gomez’s crush on Cole. “I was obsessed with that show, and I thought we were going to be together one day,” she recalled on the talk show.

Keep scrolling to get all the cringeworthy details of celebs’ awkward first kisses!

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Mwah! Puckering up on camera is a major part of many celebrities’ careers — and some stars were fortunate enough to have good kisses from the start. Taylor Swift, for example, ended up in a relationship with the boy who smooched her for the first time. “I was one of the last of my friends 

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Entertainment

Chaos and Comedy: Darby Kingman’s “Camp Wacapoo: Rise of Glog”

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Darby Kingman’s “Camp Wacapoo: Rise of Glog” redefines summer camp comedy with a wild, energetic story about ambition, chaos, and the joy of embracing the unexpected. The film centers on a relentlessly competitive camp counselor who’s determined to finish first—only to face a motley crew of unruly campers and a summer unlike any other.

As Darby puts it, “Not everything is that deep. It really honestly was to make people laugh. She has all these kids that are not working with her and she’s just losing her mind. It’s crazy, silly, goofy, and it was a blast.”

What started as a simple scene for Darby’s acting reel evolved into a full-fledged film with encouragement from her mentor at Debbie Reynolds Acting School. Darby dove into every role—writing, directing, starring, and meticulously preparing each prop and costume. “Plan and prepare, but also be flexible and ready to be in the moment—that’s when the magic happens,” she advises.

Working with a handpicked cast of her own dance students, Darby built an atmosphere of real teamwork and camaraderie. She credits the “precious” energy of her young cast, her creative director of photography, and the overall spirit of her production team for turning the project into something bigger than herself. Her experience is an inspiring blueprint for indie filmmakers:

“Take initiative and control of your career. You can’t just sit around and wait for somebody to pick you. Figure out what you’re good at and go for it. Create something that brings joy to others.”

Her production motto? “Preparation is key, but you have to be ready to go with the flow—that’s when the magic happens.” Darby’s fearless creativity, focus on collaboration, and love for comedy shine throughout “Camp Wacapoo: Rise of Glog.” It’s more than just a camp satire—it’s a heartfelt testament to hard work, original humor, and leadership from the ground up: “People need to laugh right now. That’s a win.”

Catch “Camp Wacapoo: Rise of Glog” and experience Darby’s infectious energy and comic genius at the Deluxe Theatre on November 1, 2025. Get your tickets now at Houstoncomedyfilmfestival.com.

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Diane Keaton Dies at 79

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The world of film and entertainment is mourning the loss of Diane Keaton, an Oscar-winning actress renowned for her enduring talent, individuality, and influence on generations of performers and fans. Keaton died at the age of 79 in California on Saturday, October 11, 2025, her family confirmed. Details remain private, with her family requesting privacy as they grieve this profound loss.

A Distinctive Talent

Diane Keaton rose to fame in the 1970s through a series of memorable roles, most notably as Kay Adams in “The Godfather” trilogy and as the quirky, unforgettable lead in Woody Allen’s “Annie Hall,” for which she won the Academy Award for Best Actress. Her performances in films like “The First Wives Club,” “Something’s Gotta Give,” and the “Book Club” series solidified her reputation as an actress with unique comedic timing and dramatic depth. Keaton was celebrated not only for her artistry but also for her androgynous fashion sense, characterized by menswear-inspired looks, hats, and an easy, effortless style that influenced generations.

Legacy and Tributes

Following the news of her passing, tributes poured in from Hollywood and beyond. Bette Midler, Goldie Hawn, and Jane Fonda were among the countless stars who expressed devastation and admiration for Keaton’s incomparable legacy. Hawn recalled their friendship and collaborations, writing: “Diane, we aren’t ready to lose you…you stole the hearts of the world and shared your genius with millions”. Midler echoed the sentiment, praising Keaton as “brilliant, beautiful, extraordinary” and a truly original presence in Hollywood.

Private Struggles and Final Months

Though fiercely independent and known for her openness, Keaton kept her declining health private in her final months. Friends and neighbors noticed her retreat from public life and social media, and she was recently seen less often in her Brentwood neighborhood. In the past, Keaton candidly discussed her ongoing battles with skin cancer and bulimia, openly advocating for personal health and authenticity.

Remembering Diane Keaton

Diane Keaton leaves behind a legacy defined by her fearless performances, unique style, and enduring influence on the arts. She is survived by her two children, Dexter and Duke. As Hollywood and her global fanbase mourn, her pioneering spirit and unmistakable voice will continue to inspire generations.

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The Hooper Premiere Delivers 90s Nostalgia

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The debut screening of The Hooper transported audiences straight back to the golden era of the 90s, as fans, producers, and supporters gathered to celebrate filmmaker Dakarai Akil’s first feature film.

A Full 90s Vibe

From colorful windbreakers and bucket hats to the booming beats of old-school R&B and hip-hop, the premiere had all the hallmarks of a true 90s throwback. Guests embraced the theme wholeheartedly, creating a night that felt like stepping into a time machine. The venue’s decor reflected vintage basketball culture, perfectly aligning with the film’s energy.

“It wasn’t just a premiere—it was a memory lane experience,” said one attendee. “It reminded us of the music, fashion, and spirit we grew up with.”

Dakarai Akil’s Debut

The Hooper marks Akil’s official debut as a writer and director, telling a heartfelt story of grit, passion, and ambition. The film drew a warm response from the crowd, earning a standing ovation and heartfelt cheers.

Akil thanked the audience, noting how meaningful their support was: “Tonight wasn’t just about showcasing my film—it was about honoring the culture that shaped it.”

Community Energy

The turnout included local creatives, industry pros, and longtime supporters of Akil’s work. Between snapping photos on the 90s-themed backdrop and singing along to classic hits, attendees embraced the event as a celebration of both art and community.

Looking Forward

With The Hooper now making waves, Akil is poised to reach even wider audiences in the months ahead. If the premiere’s atmosphere was any indication, this is just the beginning of a filmmaker ready to blend nostalgic charm with fresh storytelling.

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