23 August, 2025
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Kaitlyn Bristowe, cohost of Hulu’s dating show Are You My First?, recently shared candid details about her first sexual experience during a playful segment with fellow host Colton Underwood. In a game designed to explore their pasts, Colton asked Kaitlyn to describe her first time in three words, to which she replied, “scary, painful, and terrible.” Their conversation highlighted the vulnerabilities often associated with such significant moments.

Memorable Moments and Honest Reflections

During the discussion, Kaitlyn reminisced about the soundtrack of her first kiss, recalling the lyrics to Five’s 1998 hit “When the Lights Go Out.” The mood shifted as she described her first sexual encounter, which she characterized by “awkward silence on the couch.” Kaitlyn revealed that the encounter took place on a couch that had been passed down from her parents after their divorce, adding a layer of complexity to the memory.

“Honestly, [it was like a] horror film, and I say this with love,” Kaitlyn explained, noting that the experience was with her high school sweetheart. Despite the challenges, she expressed that it was the right choice, although she later disclosed her struggle with vaginismus, a condition that causes involuntary tightness of the vaginal muscles, leading to pain during penetration.

While Kaitlyn did not elaborate on how vaginismus impacted her first experience, she did offer advice to those who might be expecting a romantic encounter. “It’s not going to be sexy,” she said, emphasizing that “it’s messy, but so is love.” Colton responded positively to her insights, acknowledging the value of her perspective.

Insights from Bachelor Nation Alums

Both Kaitlyn and Colton, who rose to fame through the Bachelor Nation franchise, have transitioned into sharing their experiences with contestants on Are You My First?. Colton, who remained a virgin during his season as the Bachelor, clarified the show’s intent: “The goal of the show was never to get them laid. The goal is to connect with somebody, to experience these things.”

He emphasized that the participants had varied experiences regarding their firsts and noted that for many, the journey included profound moments of self-love and acceptance. “Some of the cast experienced the first self-love and self-acceptance, like having that deeper understanding of their virginity was the goal of this,” Colton remarked.

Are You My First? is currently available for streaming on Hulu, where viewers can witness the evolving narratives of love and personal growth among the contestants. The show aims to foster genuine connections while addressing the complexities surrounding virginity and first experiences.