Chicago, travel, United States of America

My awkward passthrough of Chicago

Hey, everyone! Decided to change things up this week. Will be talking about my awkward experience in Chicago. Hope you enjoy!

My cousins and I were doing an across country roadtrip. Starting in San Francisco and ending in New York City. Roadtrips are the best bonding moments in my opinion. After many days and hours, we eventually arrived to Chicago.

It was the fourth of July, we were astounded by how many people were outside. Lake Michigan was filled with lively Chicagoans. Even though it was July, you can still feel that cold breeze coming from the Lake. I could see why Chicago’s is nicknamed “The Windy City.”

We went around the tourist sites as fast as possible. We were somewhat rushing at this point to go to a hotel. All of us were tired and smelled bad. We were on a really tight budget. It was either, sleep in a hotel and skip a few meals or sleep in the car in some parking lot, while eating like pigs. We skipped a few meals the before day. So were looking for a hotel with a buffet or at least serviced breakfast.

We eventually found one in boystown. The name itself kind gives off the atmosphere of the neighborhood. It was home to Chicago’s LGBT community. We being open minded, didn’t mind about what community lived in the area. We just wanted a place to sleep for the night. Plus, we grew up in The San Francisco Bay Area. We are used to being around the LGBT community. As we drove to the hotel, my cousin saw a Walgreens. Walgreens in Chicago are like the corner stores Deli in New York City. My cousin to Walgreens because he didn’t want us to be dehydrated.

How the hotel was designed photo courtesy of Chicago Dungeon Rentals

After my cousin bought water bottles from Walgreens, we went to this hotel. Once inside, you get the weirdest vibe. Everything was dim lit. There were whips and chains hanging from the wall. Of course, none of this really mattered to us. Because, we just wanted a place to sleep and we were tired.

All of us came to front desk of the hotel. There was a lady with a bright smile standing behind that desk. We told her that we were looking for a room. Her energy was all over the place. Jumping in excitement to help us out. As she was booking our room, she looked at me. The woman then asked my age. Told her I was 17, which I was at that time. Her smile went away. The once bright smile became a stone cold face. She explained to us no one under the age of 18 can stay in this hotel. We all looked at each other and left.

We asked ourselves, “what did we almost get ourselves into?” Three straight cousins almost went and stay a night in some sex dungeon. “What was the lady so excited about?” We wondered, as we were quietly thinking, the whole time in the car. “Did she thought we were going to have a threesome?” These questions were on our mind as we drove to Cleveland. After that experience, we decided to just pig out and find a parking lot to stay the night. One more day of being smelly didn’t matter to us.

Hey, everyone! Thank you for reading! We will be going back to the normal story of my travels. This was just a little flashback, happy pride month to you all!! To our followers who are in the LGBT community. If you are traveling Internationally, please read about how the country’s view is towards the LGBT. Heard of people getting attacked. To everybody else, safe travels as well. Love shines, hate destroys!

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hugo morel

My name is Hugo. Been writing posts on this blog since the very beginning and one of the founders of the # 1 Itinerary. I have traveled to 5 continents and on my journey to go to all seven

28 thoughts on “My awkward passthrough of Chicago”

  3. That was definitely a sex dungeon 😂😂😂 Sounds like quite the experience. Glad you guys got out of there. I’ve been to Chicago once and it was great didn’t experience anything like that though lol! Never been on a road trip but I will soon. Thanks for sharing

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  12. Nice post, I loved Chicago, especially as a big John Hughes/Ferris Bueller fan. This has reminded me that I haven’t yet blogged any of my Chicago adventures. They’re on the list with so many other old trips. Thanks for stopping by Leighton Literature!

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