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My Vacation with the Obamas and Amy Schumer

Updated: Nov 20, 2019


Disclaimer: The title of this post is misleading and some parts of the story are grossly exaggerated. Also…it’s hard to spell exaggerated.

So there we were, on beautiful Martha’s Vineyard with some dear friends and their children. On the third night of our vacation, the adults went into Oak Bluffs for dinner while the kids were at night camp (the other word for night camp is Heaven). As Jayme pulled the car up to the restaurant to let the ladies out to secure the table, we were greeted by the unfamiliar sight of a police officer directing cars not to stop right out front. It must have taken us too long to unload (I’m not a spry 25-year-old anymore, jeez!), because the officer approached the car quickly, purposefully and concernedly. Natalie and I scurried into the restaurant while the guys went to park the car, and the hostess took us to our table. The table next to us was empty and the table next to that had two brawny men eating fried chicken and mashed potatoes (so what if I notice everyone’s food?). One of the men had an earpiece with that curly old-fashioned telephone cord coming out of it (what are those called anyway? Also, can’t they come up with something more discreet? Like an earpiece drone?), and they both had special pins on their lapels. I said to Natalie, “Someone important is in here.” I know. GENIUS. Scotland Yard, here I come. We looked around and didn’t see anyone we recognized. Then Natalie said, “I bet it’s the Obamas. That’s probably why we weren’t allowed to stop the car in front of the restaurant.” So, it turns out she’s the genius. But I’m taking credit for it. So, after I figured out that it was the Obamas (see what I did there?) we tossed around a few conspiracy theories: the security guards were just decoys, and the Obamas were actually eating somewhere else, etc. When the waitress came over, Jayme asked, “Is he eating here tonight?” She confirmed that he was. “Where?” we asked. “On the back patio.” We ordered our food and spent the rest of the evening having completely forgotten about who we might see and not at all craning our necks every time someone walked in from the back of the restaurant. As we were finishing up our entrees, Barak and Michelle walked into the main dining room, greeted all of the diners by name, lamented the shitty situation that we Americans are now faced with, and then sat down at our table for dessert. Barak had the crème brûlée special (he let me taste it and it was delicious), and Michelle and I split the banana cream pie (also delicious). They were, unsurprisingly, lovely company, and it was one of the best meals of my life. So that’s how we had dinner with the Obamas. Sadly, I don’t have a photo to prove it.

A couple of days later, Jayme was going on a boat tour of the island with his cousin who lives here year round. He asked if we wanted to join, and my husband and older son said yes, but I chose to stay home with Natalie and my daughter and have a girls’ day. I’m so glad we decided to do that, because my husband and Jayme ended up spending the afternoon with Amy Schumer and then I died of jealousy. I’m writing this blog post from the hereafter. I tried really hard to be positive and grateful about how great our day was, but let’s be honest: no amount of positivity and gratefulness can make up for the fact that I could have easily met Amy Schumer and become her best friend. None. Sorry. So here’s what happened. My husband, son, Jayme and his three boys finished the boat tour and went to grab lunch at a general store. Sitting on the porch, eating pizza like a regular old person, was Amy Schumer (I’m going to keep using her full name to emphasize the enormity of this missed opportunity for me, and because I feel like it). When Jayme went inside to get some food, his 3-year-old tripped and fell on the deck, and Amy Schumer got up and helped him. When Jayme came out and heard what had happened, he went over to Amy Schumer and thanked her for helping his son. Her reply, “I saved his life!,” was typical Amy Schumer (in the best way). Then, she hung out with the husbands and kids for an hour and taught the kids how to write jokes and drink beer. She even tested out some of her new material on the guys. While all this was going on, I was a few miles away with wonderful company, but eating a shitty lunch and getting treated badly by a waitress for no reason. But, yes, I’m happy that I didn’t go on the boat ride because clearly it was an uneventful day that no one will remember.

Once I heard about the encounter with Amy Schumer, I told the story about 100 times to anyone who would listen. Finally, my 8-year-old asked me, “Do you love me more than Amy Schumer?” “Yes,” I replied. “Good, just checking,” he said. And that was my cue to stop telling the story. P.S. I only love him more than Amy Schumer some of the time. I just didn’t want to hurt his feelings.

So that’s the story of my vacation with the Obamas and Amy Schumer. I wonder if they remember the stories differently?

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