There I was minding my business sipping on a virgin piña colada,
when suddenly the ship tipped to the left.

The tip was so sharp and sudden, almost everyone around me had fallen down. Drinks were spilled, people had stubbed their toes, I think some pool water even splashed out. Gasps and screams were let out.

As for me, I was on a lounge chair. I rolled off, banging into another chair and sloshing my drink all over myself.

What was going on? I wondered nervously. We were in the Caribbean so there’s no way we hit an iceberg. …

“Are you a big Boo Boo fan?”

I had rented my apartment on Airbnb a bazillion times, but this was the first time I had received an email after the fact.

“Yes, I am!” I typed back to Pete. Boo Boo was one of my favorite bands. Pete must have seen the Boo Boo ticket I won a couple of months ago on my fridge.

“That’s awesome. I’m their tour manager. Are you going to see them at Skippy Doo Fest?”

WHAT?! I was 1 degree of separation from my favorite band? What were the chances that the Boo Boo’s tour manager would happen to rent my…

Photo by Pierre Blaché from Pexels

Dear Derek,

When we met as backpackers in Europe, I thought you were a bit doofy. At the ripe age of 22, you were already wearing dad jeans and button-downs. But like me, you had a predilection for singing both loudly and off-key.

We were both servers at the same little coffee shop. Much to the delight of our Irish customers, you spoke in a heavy southwestern twang while I spoke like Elle Woods. Together we were a dynamic yet platonic duo. Over the years, we kept in touch as we both ping-ponged around the globe. I soon realized you…

Dear Jack Black,

I was always a huge fan. I mean Tenacious D? Helloooo! Hilarious. “f**k
me gently” might be the best line ever written.

So when I heard you were going to be performing for charity where I
was waiting tables, I was stoked!

When you came in, you were quickly escorted to the VIP area. You were with 2 ladies, perhaps your mom and an aunt? I couldn’t tell.

“Hello!” I said in a casual but friendly manner. We had tons of celebs come in and out of the club, so I was used to seeing stars and…

Photo by Andrew Neel from Pexels

Dear “James,”

I was quietly minding my own business, clacking away on my computer at work when you came in.

“Is Rachel there?” I heard you say to the receptionist downstairs. Your voice was unmistakable.

NOOOOOOOO!!!! I thought to myself. Quick what do I do? I secretly peeped over
the glass loft balcony to make sure I was correct. Yep, it was definitely you.

As we all worked around one big table, I was surrounded by not only my coworkers but my boss. So I did the only rational thing I could think of. …

Photo by The Lazy Artist Gallery from Pexels

Dear White Male Yoga Teacher,

I was peacefully lying down in savasana waiting for class to start when
you abruptly woke me out of my slumber.

“Do you know what power yoga is?” you asked. I cracked my eyes open
to see you standing over me, no shirt, six-pack glistening with sweat,
legs spread, and hands-on hips. I could tell for reasons unbeknownst to
me, you were definitely feeling yourself.

“Yeah, I do,” I responded nonchalantly.

“What does it mean to you?” you persisted.

I could not believe you were serious. Did you think you were some sort of yoga…


Dear Former Boss,

I had been asking for a raise for years. You refused, telling me that sales
were down, the economy wasn’t good, etc.

Fast forward, almost a year later, I decided to take a trip to Costa Rica. I had begun to feel stuck in my career and felt like a reset was just what I needed. I laughed, I danced and made new friends. Some of whom I kept in touch with long after leaving. All week people kept telling me how funny, smart, and fun I was to be around. …

Photo by cottonbro from Pexels

Dear Poo Poo,

It was our 3rd date. You invited me over for dinner. I wore a fetching yet
semi-casual outfit I got from a sample sale and made the drive from Brooklyn to Jersey City.

Things seemed to be going well. You looked nice. In an “I’m an engineer, but I read GQ” sort of way. The apartment was filled with the aroma of pasta and garlic. We had a glass of wine. After half an hour of witty repartee, I excused myself to the restroom.

That’s when I saw it — the TURD.

There was a massive pile…

Photo by BROTE studio from Pexels

Dear Random Man,

It was just another day waiting tables at The Standard Hotel
for me, when you walked in.

I had seen you many times before. You were often disheveled and neurotic in appearance. Each time you’d stop by you would ask the hostess to pass a note to Andre. As in the millionaire debonair owner of The Standard Andre Balazs who once dated Uma Thurman and was previously married to Katie Ford of Ford Models. That Andre Balazs.

Now I had been watching this happen once a week for a month and I was pretty sure you did…

Photo by Dom Le Roy from Pexels

Carefully arranged on the table were various pink and white candles, offering a warm glow against the cloudy evening. A mini statue of the Hindu goddess Durga sat next to a set of mala beads. Flowers were strewn about, while a small spray bottle of something curiously called “DNA Activation Spray” sat to the side. I sat quietly with 10 other women around the table, chatting and drinking tea. The moon circle was about to start.

In a world where women are increasingly working longer hours and living busier lifestyles, it’s easy to feel exhausted and unfulfilled. We’re getting married…

Rachel Khona

Sex Humor Wellness Writer @ Playboy, Allure, Marie Claire, The New York Times, Cosmo, WashPo. Follow IG: @rachelkhona

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