Looks like Role Model found his new Sally, and it&rsquo;s none other than his new co-star Natalie Portman.&nbsp;

28-year-old singer-turned-actor Tucker Pillsbury, better known as <a href="https://www.lofficielusa.com/music/role-model-kansas-anymore-album-tour-interview" target="_blank" rel="noopener">Role Model</a>, is having a breakout year. After going viral with his hit single &ldquo;Sally When the Wine Runs Out,&rdquo; headlining a tour for his popular album <a href="https://www.lofficielusa.com/music/role-model-kansas-anymore-album-tour-interview" target="_blank" rel="noopener">Kansas Anymore</a>, and being the opening act for It girl Gracie Abrams' tour, Pillsbury is now stepping into Hollywood&mdash;starring alongside acclaimed actor <a href="https://www.lofficielusa.com/film-tv/natalie-portman-lady-in-the-lake-interview-dior" target="_blank" rel="noopener">Natalie Portman</a> in Lena Dunham&rsquo;s upcoming romantic comedy Good Sex.
The film is currently shooting in New York, but the co-stars took a brief break from set for a different kind of spotlight. On July 28, <a href="https://www.lofficielusa.com/film-tv/natalie-portman-lady-in-the-lake-interview-dior" target="_blank" rel="noopener">Portman</a> joined Pillsbury onstage at Madison Square Garden during his viral &ldquo;Sally&rdquo; moment while he opened for Gracie Abrams&rsquo; The Secret of Us (Deluxe) Tour. Known for inviting fans or the occasional celebrity on stage to sing the bridge of his hit single, Pillsbury turned the tradition into a charming bit of co-star banter, hinting at an easy chemistry between the two as they danced together in front of thousands of fans.&nbsp;
Below, L&rsquo;OFFICIEL breaks down everything we know so far about Lena Dunham's newest rom-com, Good Sex, starring Role Model and Natalie Portman.

<h2>Good Sex Plot: A Messy Love Triangle with Role Model and Mark Ruffalo</h2>

natalie portman role model lena dunham new movie

<a href="https://www.lofficielusa.com/film-tv/lena-dunham-girls-new-show-too-much-netflix-cast-meg-stalter-emily-ratajkowski" target="_blank" rel="noopener">Lena Dunham&rsquo;s</a> upcoming rom-com Good Sex follows Ally (<a href="https://www.lofficielusa.com/film-tv/young-natalie-portman-photos" target="_blank" rel="noopener">Natalie Portman</a>), a New York couple&rsquo;s therapist who reenters the dating scene in her 40s after the end of a long-term relationship. Caught between two worlds, she sparks a passionate fling with a free-spirited 20-something Brooklyn hipster (Tucker Pillsbury) while also exploring a more stable romance with Alan, a polished 50-something Manhattanite (Mark Ruffalo). As Ally tries to juggle both men, her romantic dilemma spirals into a more profound identity crisis, forcing her to confront her desires, choices, and what she truly wants before it all slips away.

<h2>Good Sex Cast: Natalie Portman, Role Model, and More.</h2>

Lena Dunham&rsquo;s Good Sex is shaping up to be a star-studded affair. Leading the film is Natalie Portman, alongside her messy love triangle with Tucker Pillsbury and Oscar-winner Mark Ruffalo.&nbsp; The supporting cast is just as stacked, featuring Tramell Tillman (Severance), Rashida Jones (Parks and Recreation), and Meg Ryan in a much-anticipated return to the rom-com genre. Behind the camera, Dunham, best known for her groundbreaking 2012 series Girls and Netflix&rsquo;s recent hit <a href="https://www.lofficielusa.com/film-tv/lena-dunham-girls-new-show-too-much-netflix-cast-meg-stalter-emily-ratajkowski" target="_blank" rel="noopener">Too Much</a> starring Meg Stalter, which marks her latest foray into smart, messy, and deeply relatable storytelling.

<h2>Good Sex Release Date&nbsp;</h2>

Since Good Sex is still in the production stages, so no official release date has been announced just yet, but we&rsquo;re crossing our fingers for an early-to-mid 2026 premiere. When it does arrive, the film will stream exclusively on Netflix.

Inside Lena Dunham’s New Film 'Good Sex' With Natalie Portman and Role Model

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