A sub set of the "Rush Street" nightlife district on Chicago's Near North Side. So named for the abundance of mostly-affluent older men who frequent the local bars, and the "triangle" where State and Rush Streets come together (with East Bellevue Street being the base of the triangle, anchored by Gibson's restaurant, the unofficial headquarters).
The gentle ecosystem of the Viagra Triangle could not exist without a fully-stocked pond of anxious, and artificially infertile females. Seven years prior she may have been called a "Trixie" in and around Lincoln Park, but with an East Bank membership, a Platinum card of her own, and several upgrades to the base Lexus, she is looking for more, while her looks and latest Botox treatment hold out).
Though, claimed as fact in other definitions, it is extremely rare to see participants in the Viagra Triangle scene parking their behinds, much less their Flying Spurs and 911s, anywhere south of Oak Street or North of Cedar. The important, and notable exception is when the bars in the triangle close, and he has not yet sealed the deal. In such cases, overtime must be played at The Lodge on Division Street, which is open til every bit of 4AM during the week and 5AM on the weekends ("if three bottles of Cristal have not done the job, maybe a few PBRs will," is the thinking).
Seriously, guy, you're never going to get anywhere with the chicks in the Viagra Triangle, they all require a personal financial statement before sitting down.