The Most Humiliating Night of My Life – Ended Up with Naked Me in Handcuffs

© Raimond Spekking / CC-BY-SA-3.0 (via Wikimedia Commons)


So what began as just another lazy summer evening quickly turned into the most humiliating night of my life, and ended with me in handcuffs, naked.

I was living in L.A. in a pretty cookie cutter neighborhood. All the houses looked the same. My friends and I were all going our separate ways in the fall for college.

So we wanted one last summer together. Me and my 6 best friends agreed one last sleepover before we all left the following week.

It was pretty late and we were running out of things to talk about. When my best friend Caroline offered up Truth or Dare. Corny old game the six of us used to play all the time.

At first we laughed it off but after a few movies we had all seen one hundred times and laughing at every corny line, we decided all there was left was a game of Truth or Dare.

Shelby went first with truth, and we had a hard time thinking of something to ask her, since we all knew so much about each other.

Joline finally got her to confess she still had (And kissed) her Justin Timberlake poster. From when Nsync first came out.

After that we struggled with thinking up more secrets to drag out of each other. Finally Caroline chose Dare.

It was hard to think of something though, since she is pretty fearless. We finally came up with the one thing we had never been able to get her to do.

“Climb up onto the top of the roof.”

Finally she was up there and yelling out about King of the World. Typical. We tried to get her back down, but she wasn't having it. She said the view was amazing.

After that Cora went for a beer run (we were all 21 so it was ok. ) and after a couple 6 packs we were really feeling crazy. We circled back to Truth for a bit, but then after 3 beers I was feeling brave and chose dare.

By then even Shelby was bold and dared me to go skinny dipping in her pool 2 houses down.
Giggling madly we all ran across the yard to her house where I pulled off all my clothes and jumped in. We had fun at first kicking and splashing and playing Marco polo with me the only one in the pool.
Then there was a loud Siren and several police cars and I was stuck in the water as all my friends fled, including Cora who was holding my clothes.

It turns out we had miscounted. I was not in Shelby’s pool. I was in her neighbors. And they called the cops on the trespassers.

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