Best Of Chicago

Chicago’s Hottest Cougar Caves

September 23, 2010 2:35 PM

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We got our first glimpse of the term “cougar” in the 1967 movie “The Graduate”, starring Anne Bancroft as the red hot Mrs. Robinson. Benjamin Braddock, who is played by Dustin Hoffman, has an affair with his father’s business partner’s wife, who is much older and experienced. More recently, the term cougar has become much more mainstream then ever with the hit TV show, “Cougar Town” starring Courtney Cox.

If you happen to be a young buck, looking for your very own Mrs. Robinson, there are plenty of establishments in the Chicago area that can assist you in your hunt. Let us help you are on your quest. Here is our list of some of “Chicago’s Hottest Cougar Caves”.

thelodge Chicago’s Hottest Cougar Caves

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The Lodge

21 West Division Street
Chicago, IL 60610

Nothing says a night out, then a night out on Division Street in Chicago. The Rush and Division Street Bar strip resembles something of a Las Vegas strip with out the slot machines, and The Lodge is the right place if you are looking for Mrs. Robinson.

The Lodge has maintained the retro look and the older decor and opened in 1957. At this bar, when the business meetings end, the bar turns into a playground for that 20-something looking for an experienced, experience.

howlatthemoon Chicago’s Hottest Cougar Caves

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Howl at the Moon

26 West Hubbard Street
Chicago, IL 60654

Four words sum up the reason to come to this bar if you are looking for that older, sophisticated woman: Thursday Night Cougar Night. It doesn’t get more inviting then that. Howl at the Moon also boasts $5 cosmos, a huge dance floor, and the same filthy mindset as the young, male crowd looking to file into this locale.

thebarathepeninsula Chicago’s Hottest Cougar Caves

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The Bar at The Peninsula

108 E. Superior
Chicago, IL 60611

Nothing attracts a cougar on the prowl like a great martini and a place to mingle and chat the night away. If you know how to dress the part, and party the night away, this hot spot should have all that you are looking for. Located right off of Michigan Avenue, cougars from all walks of life will want to get off of their feet after a long day of shopping. Will you be there to swoop in when they do?

redheadpianobar Chicago’s Hottest Cougar Caves

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Redhead Piano Bar

16 W. Ontario Street
Chicago, IL 60654

This 4am does it best to separate the men from the boys. If you think a good 4am bar is just a place to go at the end of the night to seal the deal, you’ve got another thing coming. That is unless you know how to impress. The dress code ensures that you little boys won’t make it through the door. Come dressed to the nines, grab a martini called the “James Bond” or “Madame Rouge”, listen to some live music, and watch for the ladies on the prowl.

thegreenmill Chicago’s Hottest Cougar Caves

The Green Mill

4802 N. Broadway Street
Chicago, IL 60640

This historic joint is the man’s, man of the cougar bar scene. Its history has ties to the mob, bootlegging, and all the famous gunslingers. Today, this music venue still has a 1940’s theme that hosts jazz and swing acts from all reaches of the earth. If this bar doesn’t do the trick for you, it is time to head back to Wrigleyville and some ladies your own age.

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