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Good first dates in Sunnyvale


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Classic movies, barn dancing, stargazing and a less-traveled hiking path.

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W hen most folks in Silicon Valley think of going on a date, they immediately think of heading up to San Francisco. Longtime residents usually have a reliable list of go-to date spots that have been around here for a while. Which is not necessarily a bad thing — if you and your date run out of things to talk about, you can always have fun commentating on the awkward first dates going on around you.

For being a comedy club located in a strip mall in Silicon Valley Sunnyvale to be exactRooster T Feathers manages to attract some big names. It seems like sooner or later, everyone who lives in Silicon Valley ends up here on a date night eventually.

This place always has a small, intimate crowd, perfect for the comic on stage to have some funny interaction. If you go there on a Friday night, you can see lots of ACTUAL middle schoolers going on awkward dates here, which always somehow manages to be sweet, cringeworthy, and hilarious all at the same time. Among Googlers and start-up types, Castro Street in Mountain View is something of a default option for first dates.

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The appeal is understandable: a bunch of restaurants in close proximity, all with extensive cocktail menus, all serving food that manages to be both decently good and completely unoffensive. That being said, getting dinner at a single place on Castro Street often seems like the Ed Sheeran of first dates: dependably boring, checks off everything on the list, yet devoid of anything truly interesting.

Given that every restaurant on Castro seems to have solid cocktails, great appetizers, and mediocre entrees, I recommend stepping things up a notch to a vaguely more interesting Sam Smith level by hopping different places for appetizers walking down Castro? Like the Hedley Club, the Stanford Theater has an old school classiness right down to the old movies that they show and the pipe organ that they use for music.

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On most nights, you can catch the adorable sight of Palo Alto senior citizens watching black and white movies with their ificant others. Then you can reflect on how those same Palo Alto senior citizens bought their houses on the cheap on land that is now worth millionsand resent them a little bit while still managing to find them completely adorable.

Pretty self explanatory, the Capitol Drive-In located in San Jose is one of the few remaining drive-in movie theaters.

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Lots of solid places to grab food and drinks, all in a walkable hipster food court type of location — what more could you ask for? The San Pedro Square Market Bar is a particularly good spot to go people-watching while sipping a drink. Couple that with a menu that includes the likes of filet mignon and lobster, gorgeous views overlooking all of downtown San Jose, and you get the perfect spot for a certain kind of Silicon Valley date.

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Go here to warm up to your Fifty Shades of Grey fantasies. At one point, I became so bored with that same old routine that I started mixing in early morning dates.

Date spots in silicon valley

One idea is to go for a hike along the Stanford Dish to see the sunrise, followed by grabbing breakfast at the Stanford Barn. Feel free to comment below your thoughts and let us know what spots you would add to this list, we would definitely like to hear. This article is dedicated to my friends at Flow House Coliving. They run a stellar set of homes made for cohabitating with some of the most amazing individuals from all over the world.

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From software engineers, to researchers, fortune counterparts, startup founders, interns, directors, PhD candidates, post-docs, deers, investors and more… Flow House Coliving is a new way of common living created for those on a mission to get things done in Silicon Valley and meet amazing people along the way.

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The Silicon Valley Post covers tech culture, innovation, establishment of innovators and the journey of tech entrepreneurs making their way from all corners and subcultures of the world. Worked in technical, marketing and sales roles in various tech companies.

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