Gabby Windey brought bold glamour and heartfelt romance to Cosmopolitan’s inaugural 2025 Love Ball, turning heads and stealing hearts in a sheer black slip dress that perfectly encapsulated the event’s sultry theme. Hosted in partnership with Bumble at The Standard, High Line in New York City, the Love Ball celebrated Cosmo’s Love Issue with a dress code that encouraged guests to channel their most confident, sexy selves — and Gabby delivered effortlessly.

The former Bachelorette, who has since gained even more fanfare for her role on *The Traitors*, fully embraced the “naked dress” trend with a daring yet elegant look. Her sheer black slip dress, worn with a ruffled black jacket that offered just the right amount of mystery, struck a flawless balance between allure and sophistication. Gabby’s red carpet moment wasn't just a fashion statement — it was a celebration of her self-confidence, individuality, and personal growth. Her choice of outfit mirrored the evening’s theme of love, boldness, and unapologetic expression.

Of course, Gabby didn’t walk into the spotlight alone. She was accompanied by her girlfriend, comedian and writer Robby Hoffman, adding a layer of romance to the evening’s festivities. The couple shared several intimate moments throughout the night, captured in candid snapshots shared by fellow guests. Jess Neises snapped a sweet photo of Gabby and Robby enjoying a quiet moment together, while model and activist Lauren Chan posted a heartfelt embrace between the two, showcasing the warmth and authenticity that defines their relationship.

Gabby has been more open than ever about her relationship with Robby and how it has shaped her evolving understanding of love. In a recent interview with *The Cut*, she shared how therapy and self-reflection have helped her grow emotionally and become more present in her relationship. “I’m so grateful for my relationship with Robby and that I’m getting over the things that would keep me from being with her,” she said. Her vulnerability offered fans a refreshing look into the emotional work behind her happiness — one that extends far beyond the glamorous red carpets.

When it comes to their daily life, Gabby and Robby keep things grounded and intentional, even amidst busy schedules. In an interview with *People*, Gabby shared the simple yet meaningful rituals that keep them connected. “We always make time for morning coffee together,” she revealed. “We play Wordle and Connections, and we have a no-phone rule at meals. I’m terrified of being in the kind of relationship where we’re just scrolling and watching TV without even noticing each other.” It’s this kind of mindfulness and mutual care that continues to strengthen their bond.

Their approach to love is both inspiring and refreshingly real, resonating deeply with fans who have followed Gabby’s journey from reality TV star to advocate for emotional honesty and queer visibility. Her Valentine’s Day celebration wasn’t centered on extravagant gestures — it was about presence, love, and celebrating one another through the little things that truly matter.

Gabby Windey’s appearance at Cosmopolitan’s Love Ball was more than a moment of fashion excellence — it was a powerful reflection of who she has become. From her fearless wardrobe choice to her public celebration of love and growth, Gabby showed the world that confidence is rooted in authenticity. She continues to shine not just for her style, but for the courage she displays in embracing her full self, sharing her journey, and loving out loud.