Ashley Gavin will be in Boston on Saturday August 16, 2025 when she performs at the Comedy Connection. She’s best known for her viral videos on TikTok and top charting podcast We’re Having Gay Sex. Audiences love her authenticity while on stage and her ability to improvise with guests is second to none.
Who is Ashley Gavin?
Ashley Gavin is a stand-up comedian, podcast host, and content creator known for her sharp wit, authentic storytelling, and unapologetic presence on stage. With a background in computer science and education, Ashley brings a unique voice to the comedy world—blending geeky humor with candid insights into her life as a queer woman. Her performances often explore themes like identity, relationships, mental health, and the absurdities of modern culture, all delivered with an edgy, conversational style that resonates with a wide range of audiences.
Ashley first gained national attention through her podcast We’re Having Gay Sex, a raw and hilarious look into queer dating life that has since built a loyal following. The show has featured guests from across the LGBTQ+ community and beyond, making it both a source of entertainment and a platform for deeper conversations about sexuality, inclusion, and growth.
Beyond the podcast, Ashley tours across the U.S., performing stand-up at sold-out venues and comedy festivals. She’s known for her energetic stage presence, rapid-fire punchlines, and the ability to turn awkward moments into comedy gold. Her fans appreciate how she tackles serious subjects with humor, helping others feel seen and understood through laughter.
Boston’s Best Comedy Club
Enjoy a night out in Boston’s Theater District with a show at the Comedy Connection. The Boston Comedy Club has been a hub for up and coming standup comedians and established acts since the 80s and is seen as one of the birthplaces of Boston Comedy. It has hosted some of the most memorable shows the city has ever seen including Steven Wright, Lenny Clarke, Anthony Jeselnik, and Paula Poundstone. The next generation of comics is starting to emerge with a shift towards digital platforms and more creative storytelling methods. Get tickets to see Ashley Gavin live at the Comedy Connection to see one of the next great standup comedians for yourself.
