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.

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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Great post!
Great post. Sounds like a pretty interesting hotel. 🙂
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
Hahaha. This is one funny story. The lady must’ve been so confused on what you guys would be doing. Haha. But I definitely agree, roadtrips are the best!
Sounds like my kinda place lol. Lovely photos 🙂
Sounds like such a funny moment.
I would love to visit Chicago one day.
xx
Margot
https://troughthepasturesofthesky.com
Roadtrip from San Francisco to NYC ! That’s really awesome! I’ve never been to Chicago, and I’d like to visit this city someday. Anyway, the hotel really looks interesting:)
I have stepped-foot on all 7 continents. Keep up the good work.
Wow, what an experience that trip was- makes for a great story!
Never had the room with a painful view experience, but once we lived with, on our right, a minister of the cloth. on our left, a bordello. True story! Thanks, etc.
Very cool photos. 🙂
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!
Glad you enjoyed my hometown and gave me a recent glimpse of it!
What a fun read! I did not know hotels like that existed
I bet! I would definitely love to check it out sometime
Hope you have a great time when you do 🙂
Wonderful post… And great pictures.
You’re welcome.😊
Chicago is stunning ♥️♥️♥️
The pictures on this are amazing
This is the best best I founf🤓😆
The two thoughts… Looks impressive, yes … To visit and run away… BTW Great article 🙂
I have never been to Chicago, but I hear they have some great food! Great pics too! 🙂
Good read, We enjoyed your blog!
Safe travels! Thanks for the visit 😊
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