Today in Toronto: love it or loathe it, Valentine’s Day is upon us and you can raise money for a good cause at the Gladstone's Red Masquerade, sing away the blues at Heartbreak Karaoke, play some ping pong and party at SPiN's Bloody Valentine Massacre, and check out live music at Love Near Bellwoods.
FUNDRAISER: Grab your favourite mask (if you have that sort of thing laying around) and head to the Gladstone Hotel for the Red Masquerade. The masked party—which raises money for the Association for Native Development in the Performing and Visual Arts—will feature live music by Bear Witness, Derek Miller, and Digging Roots. Gladstone Hotel (1214 Queen Street West), 9 p.m., $20 in advance/$25 at the door.
MUSIC: Sing away the pain and blues at Supermarket’s 5th annual Valentine’s Day event, Heartbreak Karaoke. The evening promises to bring “a karaoke machine, a microphone, sad, sad, sad songs, and enough bitter tears and sweet liquor to fill a swimming pool.” After this uplifting event you can head home and cry yourself to sleep alone (joking!). All proceeds from the event go to WORN Fashion Journal. Supermarket (268 Augusta Avenue), 9 p.m., $7 ($5 if you wear red or pink, $1 per song and $5 if you insist on singing Celine Dion).
PING PONG: If your idea of Valentine’s Day fun is firing a ball as hard as you can at another person, then SPiN Toronto’s Bloody Valentine Massacre might be the ticket for you. There will be a photo booth, free ping pong after nine, and fake blood and gory costumes are strongly encouraged. SPiN Toronto (461 King Street West), 9 p.m., FREE.
MUSIC: It’s a little too chilly for a Live in Bellwoods outdoor concert, but you can still catch an evening of live music at the Love Near Bellwoods event. The love song showcase will feature Luke Lalonde from Born Ruffians, Dave Monks from Tokyo Police Club, Chris White from Bellewoods and other surprise guests. If you get there early you can hang out in the Valentine’s Day card making area with paper bag mail boxes for the first fifty people. Oz Gallery (134 Ossington Avenue), 10 p.m., $7.
Urban Planner is Torontoist‘s guide to what’s on in Toronto, published every weekday morning, and in a weekend edition Friday afternoons. If you have an event you’d like considered, email all of its details—as well as images, if you’ve got any—to firstname.lastname@example.org.