Love is a Funny Thing Live Podcast with October London & D'Lai
Love is a Funny Thing brings Grammy Award-winning R&B artist October London and comedian D’Lai together for an intimate live podcast experience blending soulful music, high-energy comedy, and conversations about relationships, romance, and the funny realities of everyday life. London, known for his rich vocals and timeless sound, was discovered by Snoop Dogg and became a standout artist on Death Row Records. His Billboard R&B No. 1 hits include “Back to Your Place” and “Silent Treatment,” and his latest album is *LOVE ME FOR ME*.
D’Lai contributes quick wit, energetic storytelling, and an unfiltered comedic perspective. His credits include HBO’s *Def Comedy Jam*, BET’s *ComicView*, and Kevin Hart’s *Laugh Out Loud Network*, and he has built a large following through his comedy and storytelling content. The evening also includes dinner and wine service at City Winery.
When: December 5, 2026
Showtimes: Doors open at 5:30 PM; the event begins at 7:00 PM.
Tickets: Start at $48.00.
Lineup: October London and D’Lai.
October London: Grammy Award-winning R&B artist known for his distinctive contemporary soul sound, Billboard R&B No. 1 songs including “Back to Your Place” and “Silent Treatment,” and the album *LOVE ME FOR ME*. He was discovered by Snoop Dogg and became associated with Death Row Records.
D’Lai: Comedian and storyteller whose credits include HBO’s *Def Comedy Jam*, BET’s *ComicView*, and Kevin Hart’s *Laugh Out Loud Network*.
Venue: Main Stage, City Winery Boston, 80 Beverly Street, Boston, MA 02114.
Dining: Food and beverage service is available directly at guests’ tables during the show. Guests seeking a broader menu and a more relaxed meal can arrive early to dine in the restaurant; reservations are encouraged through Resy beginning one month before the show.
Wine: Guests can reserve a preferred bottle in advance so it will be waiting at their table when they arrive.
Venue policy: A two-item food or beverage minimum is not required, but City Winery strongly encourages each guest to purchase two items. These purchases help support the venue’s staff, service, and intimate show environment.
Membership: Vinofile members receive 48-hour early access to new shows, no ticket fees, and points that can be exchanged for complimentary tickets. Vinofile VIP+ members also receive additional wine benefits, and membership can be added during checkout.