Chicago, Illinois Gentlemen's Clubs

The Windy City has definitely earned its reputation as a man-friendly town. With sports bars, professional and collegiate sports teams, golf courses, deep dish pizza joints and cigar bars thriving in this mega-metropolis, it comes as no surprise that there are numerous gentlemen's clubs for after-hours entertainment. Perfect for bachelor parties or a guy's night on the town after taking in a Cubs' game at Wrigley Field, the adult entertainment segment of Chicago is certainly plentiful.
  1. Admiral Theatre

    • This historic Chicago landmark has been in the adult entertainment business since the late 1960s, when it began by showing adult movies. Since then, it has evolved into a large gentlemen's club, complete with a magazine, toy and video store. With over 100 girls under the Admiral umbrella, there are plenty of ladies to see without the redundancy factor. The Admiral Theatre also attracts national touring performers as well, so keep your eyes peeled for their scheduled performances. If you have extra cash on hand, splurge for center stage VIP seating so you can be up close to the action. You don't want to miss out on the beautiful women of this highly-rated and sought-after gentlemen's club. No alcohol is served here--only soda and juice--so, if you prefer a healthy buzz before taking in the show, stop into a nearby bar for a couple of beers. For more intimate entertainment, take one of the dancers back to one of the VIP dance booths for a memorable (yet, legal) experience.

      Admiral Theatre

      3940 W. Lawrence Ave.

      Chicago, IL 60625

      773-478-8111

      admiralx.com

    Pink Monkey

    • For a truly high-class gentlemen's club experience, head to the Pink Monkey. A bring-your-own liquor establishment, The Pink Monkey will be happy to store your alcohol in pink lockers; perfect for their regulars. When you step through the doors, you will be greeted and escorted to your table. Unlike other gentlemen's clubs, the Pink Monkey offers an exquisite kitchen, appropriately dubbed "New York Strip." Start with the House Smoked Salmon or Colossal Shrimp Cocktail to nosh on while taking in the scenery. For those with a smaller appetite, the Seared Sea Scallops or Mini Kobe Burgers offer a tasty alternative to the larger entrees. For the hungry men, don't pass up the Kobe Beef Tri Tip or the New York Strip Steak, must-haves for carnivores. For the high-rollers, rent the VIP rooms and bring your booze to have a drink with the lady of your choice. Ladies can get their fill of male studs every Saturday night at the Dreamboys male review, voted "Hottest male review show in Chicago," according to the club's website.

      Pink Monkey

      750 S. Clinton Ave.

      Chicago, IL 60607

      312-663-9100

      pinkmonkey.com

    VIP's

    • Unlike many of the other gentlemen's clubs in the area, VIP's offers full liquor and completely topless women; no pasties or bikinis here. This upscale establishment draws in a higher-end clientele. The ladies perform various athletic pole dances on the main stage, as well as entertain guests in the VIP suites, optionally. Check their calendar for special events which constantly change. During football season, grab the guys and head over to VIP's for Monday Night Football, where you can watch the game as well as the sexy ladies. Wednesdays are fantasy nights at the club, where the dancers dress up in various fantasy outfits and play the role. It is not uncommon to be seduced by a nurse, teacher or maid on this evening. Book a party or event and let the girls be your entertainment. VIP's is open daily until 4 a.m. every night and until 5 a.m. on Saturdays.

      VIP's

      1531 N. Kingsbury St.

      Chicago, IL 60642

      312-664-7400

      vipschicago.com

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