Originally published on Torontoist on June 5, 2007.

Source: Toronto Life, July 1967.
…need to know the latest bridge strategies.
Businesses rushed to latch onto hippies during the “Summer of Love” as their next target market, if only to convince squarer clientele of how their product swung with the times (and there was a lot of swinging going on within the pages of Toronto Life’s first half-decade).
The pair on the right appears to be part of a Velvet Underground-style band—he with Sterling Morrison/Andy Warhol pockmarked skin, she with Nico’s icy reserve.
The model on the left? Three possibilities:
1) A tourist from the suburbs, pulled away from her garden to make the other two look less remote and threatening.
2) A “lady who lunches” in training, hoping to eventually earn a passing reference on the monthly social calendar photo spread.
3) The only member of the trio who actually hung out in Yorkville.
As for Toronto’s hippies that summer? In August, a sit-in was held to push the city into making Yorkville Ave a pedestrian mall. Despite arrests and follow-up events (a Queen’s Park love-in and City Hall sleep-in), Yorkville was not closed to traffic. The idea of a pedestrian mall lived on, with the Yonge Street Mall experiment during the 1970s and comtemporary special event versions such as P.S. Kensington.
ADDITIONAL MATERIAL

Source: Toronto Star, March 28, 1967.
I don’t know if the ad’s models were ever part of any band, but several years after the original post was published, I stumbled upon a Star article about opening night for the 1967 edition of the annual Spring Thaw theatrical revue. And there were the three “hippies” from the Toronto Life ad, only here they were dubbed “mods.”
Following the show at the Royal Alexander, these young hippies/mods/swingers/fashionistas/whatever-you-want-to-call-them may have joined in the opening night party at Ed’s Warehouse restaurant. Among the attendees were Ontario Lieutenant-Governor Earl Rowe and Maple Leafs star Frank Mahovlich. Among those not present were former Ontario Premier George Drew (stayed at home due to a slipped disc; his wife went) and Mayor William Dennison (at the evening’s other major arts opening, the National Ballet’s production of Swan Lake at the O’Keefe Centre).

Source: Toronto Star, March 28, 1967. Click on image for larger version.
Some of the proceeds from opening night benefitted Niagara Lodge, a summer camp for psychiatric patients operated in Niagara-on-the-Lake by the Metro Toronto branch of the Canadian Mental Health Association. Previously used as a hospital for First World War vets suffering from TB, the aging campsite required plumbing to replace obsolete outhouses and repairs to roofs and walls.
Source: Globe and Mail, April 1, 1967. Guessing the cartoon depicts Barbara Hamilton.
Besides poking fun at the Centennial Year, the 1967 edition of Spring Thaw, My Country What’s It To You, marked the revue’s 20th year. Written by Don Harron, the show had sold out 58 of its 60 performances across the country before reaching Toronto. It took a humourous look at Canadian history from the ice age onward.
The Globe and Mail‘s Herbert Whittaker enjoyed the show:

Source: Globe and Mail, March 28, 1967.
The Star‘s Nathan Cohen was less enthralled:
Source: Toronto Star, March 29, 1967.
These reviews reflect each critic’s style: Whittaker highly supportive of Canadian work, Cohen wanting something better than the norm. My guess is that I’d probably be inclined to side with Cohen on this one, possibly because such patriotic humour isn’t my taste, probably because Harron’s humour regarding Canadiana feels antiquated these days (going by the endless copies of Charlie Farquharson books lining fundraising book sale tables and thrift shop shelves, and the one time I saw him perform at a Heritage Toronto Awards ceremony).