101 Disastrous Dates in America : Part One

Following my nightmare odyssey from Miami to Tampa (a trip that still haunts me like a bad country song), the rest of the holiday was—miracle of miracles—incident-free. Well… almost.

The only hiccup was that I had to share a hotel room with my parents and my aunt. All three of them snore—not just regular snoring, but competitive, synchronized snoring. I’m talking the kind of deep, guttural, freight-train-meets-blender sound that could make an insomniac weep.

The Snore Games: Midnight Bathtub Retreat
When sharing a room means sleeping with the snore symphony.

Most nights, I’d last maybe ten minutes in the bed I was sharing with my aunt before my sanity started to fray. Then, in a dramatic midnight exodus, I’d grab my blanket and relocate to the bathtub. Yes—the actual bathtub. With the bathroom door shut for extra soundproofing. I’d curl up like a slightly disgruntled cat, convincing myself it was “cozy” while quietly mourning my spine.

Meet the Hallmark Cousins—and Their Perfect Lives
Why jealousy is a powerful motivator.

When the trip wrapped up, I had planned to spend a few days with my cousins before flying home. This was my first time meeting their husbands, and I’ll admit, I had a moment of pure, green-eyed envy. They were both so lovely, so warm, so disgustingly functional. Their lives seemed straight out of a Hallmark movie—handsome husbands, two kids each, cute houses, family photos where no one blinked.

My cousin Jennifer, a kind-hearted angel who apparently moonlights as a matchmaker, listened to my tales of tragic dating and had an idea.
“Why don’t you move to Florida?” she suggested. “Come to our church. That’s how both of us met our husbands. You could meet a nice guy here too!”

It was like she had handed me a golden ticket to the Love Lottery. Their lives looked so perfect, I was ready to buy into the dream wholesale. When I got home and told my mom about this “Operation: Husband Hunt,” she practically started packing my bags for me.

By Monday morning, I was in the office handing in my resignation, smiling like a woman about to be swept into a Nicholas Sparks novel. My mom, fully invested in my romantic quest, bought me a ticket back to Florida. And just a few weeks later, I boarded that plane—determined to find myself a husband in America.

Because honestly, what could possibly go wrong?

Saint Jennifer’s House: A Bedroom Shuffle for Love
Making room for romance, one child at a time.

The plan was for me to stay with Jennifer, who, bless her saintly heart, rearranged her entire household to make room for me. She even moved one child into the other’s bedroom—a small but noble sacrifice in the name of my grand romantic mission. Honestly, it felt like the kind of selfless act that should be commemorated with a plaque.

The Singles Sunday School Illusion
Where men lurk… or don’t.

I arrived brimming with anticipation, fully convinced I’d meet the man of my dreams at their church. According to Jennifer, the real magic didn’t happen during the Sunday service itself—oh no—it happened afterward, in the Singles Sunday School class. That’s where all the eligible men supposedly lurked, waiting to be swept away by a God-fearing woman with excellent hair.

At no point in this elaborate plan did I actually consult God. I simply assumed He’d be on board. I mean, why wouldn’t He? I was attempting to marry a wholesome Christian man—surely this was His department. Never mind the fact that my lifestyle up to this point had been a little more… spirited… than saintly. But if Jennifer, a proper Baptist girl, could find love at church, then clearly I could too.

Culture Shock: Quitting Smoking and Living Like a Raccoon
The price of American independence.

There was, however, one immediate sacrifice required: I had to quit smoking. I figured it would be easy—after all, I was giving up a vice in exchange for a husband. Seemed like a fair trade. Spoiler: it was not easy. It was pure, unfiltered agony. Nearly as agonizing as my second, unexpected culture shock—apparently, in America, you clean up after yourself. No domestic worker magically appearing to pick up your clothes, make your bed, and bring you tea. You either stayed tidy or slowly descended into living like a feral raccoon. This was not in my romance plan.

Invisible at Church: The Unseen Outsider
When your social skills don’t translate.

Still, I had bigger things to focus on—like Sunday. My first church service arrived, and off we went. Afterward, we headed to the much-hyped Singles Sunday School class, where, presumably, I’d be wooed by a charming, Bible-quoting bachelor. Instead, I found myself standing in a room full of strangers who somehow made me feel even stranger. No amount of strategic makeup or stylish outfits could hide the fact that I was an outsider—a slightly sinful stray who had wandered into the fold.

But I didn’t give up. Week two rolled around, and Jennifer handed me her car so I could drive myself to church. On the wrong side of the road. I figured my ability to survive American traffic was at least an attractive quality in a mate. But week after week, the same thing happened—nothing. No smiles, no coffee invites, no “Hey, let’s do a Bible study together.” It was as if I’d been issued an invisibility cloak at the door.

The only thing I was attracting was mild jet lag and a creeping sense of doom.

I’m not sure what I’d been expecting. Maybe some breathtakingly handsome man—think my cousin Jackie’s husband, but single—would spot me across the room, be struck by divine lightning, and immediately drop to one knee in the fellowship hall. Instead, I was just another anonymous face in a sea of well-adjusted, church-going people who could somehow smell that I was wildly out of my element.

And yet, I persisted. I mean, I hadn’t quit smoking and house-trained myself for nothing.

After several weeks of coming home from church with exactly zero romantic prospects, Jennifer began to… gently apply pressure. Nothing too overt, just the occasional “helpful” suggestion, a few pointed questions, and the odd reminder that maybe—just maybe—I could be putting in a bit more effort.

The problem? I suffered from a chronic case of Cinderella Syndrome, courtesy of Hollywood. In my head, I wasn’t supposed to look like I was hunting for a husband. No, my knight in shining armor was supposed to just appear—preferably on horseback—fall instantly in love, and sweep me off to our happily-ever-after. Instead, all I was getting was Jennifer’s unsubtle hints that perhaps I needed to make myself a bit more… noticeable.

So Sunday mornings went from being filled with hopeful anticipation to being filled with dread. How exactly was I supposed to stand out in a sea of polished, wholesome singles? Wear a tiara? Trip in front of the communion table?

And then—finally—luck struck. Or divine intervention. Or maybe just a random act of social bravery.

Snack Table Salvation
How desperation can make rodents seem charming.

That Sunday, in a desperate bid to look approachable, I forced myself to grab something from the snack table instead of making my usual quick exit. I even sat down to eat, pretending I wasn’t silently calculating how quickly I could leave.

That’s when it happened.

He approached.

Let’s call him Matt.

My first impression? Matt looked like a rat.

I know, I know—terrible. But hear me out. He had jet-black hair, a long, skinny face, a very prominent (read: enormous) pointy nose, and a small mouth. If you’d told me he moonlighted as a villain’s sidekick in a Disney movie, I would have believed you.

Still, credit where credit’s due—he was the first man in weeks to actually approach me, and for that alone, I felt obligated to at least pretend to be interested.

As expected, our conversation opened with my accent. This was my standard church interaction:
“Oh wow, where are you from?”
Followed by the usual Greatest Hits: “Do you ride elephants? Is it safe? Do you know Charlize Theron?”

I played along, but I was also subtly scanning the room, just in case a less rodent-esque man was lurking nearby, waiting for his turn. Alas, the crowd seemed almost aggressively indifferent to my existence, so I resigned myself to giving Matt the Rat my undivided attention.

After a while, he glanced at his watch and said he had to go—but plot twist—he invited me to a cookout one of the girls from the Sunday School class was hosting.

The Cookout Invitation
When a number exchange feels like signing a treaty.

A social event! My inner Cinderella immediately perked up. Surely this was the perfect opportunity to expand my options, get some much-needed exposure to other men, and maybe—just maybe—meet someone who didn’t look like he could gnaw through drywall.

Then came the moment of truth—Matt asked for my number so he could send me the details.

I hesitated.

This was clearly a man with a plan. And while I wasn’t exactly swooning, I figured accepting the invite might improve my odds. A cookout meant casual mingling, plenty of people, and—most importantly—a brand-new playing field.

So, with a mix of optimism and mild concern, I handed over my number and braced myself for whatever came next.

Jennifer’s Reluctant Sidekick
Dragging a non-party animal to the social minefield.

I know this sounds pathetic, but I practically begged Jennifer to come with me to the singles’ cookout. Thankfully, her husband understood just how socially inept I’d become without the crutch of alcohol and gave her the green light. This was no small favor—Jennifer is many wonderful things, but “life of the party” is not one of them (that crown belongs to her sister, Jackie). So, I knew she was doing this purely out of love.

We arrived and quickly got swept into a conversation with a little huddle of other girls—clearly also there to scope out the field but far too nervous to leave their protective wallflower cluster. Safety in numbers, I suppose.

Enter the Rat-Man.

Matt slithered into the circle like it was his natural habitat, planting himself right next to me. Once again, he launched into conversation while I nodded, smiled, and engaged just enough to be polite, all the while scanning the crowd for any non-rodent-like knight who might swoop in and save me. No such luck. Even the wallflowers eventually found a socially acceptable escape route, leaving me trapped in one-on-one small talk purgatory.

After what felt like several decades, Jennifer mercifully announced it was time to go. I had survived. Barely.

Unfortunately, my survival was short-lived. Not long after, Matt called and asked me out on a date.

Jennifer was elated.
I was… significantly less elated.

Friday arrived, and so did Matt. Coincidentally, my cousins and my aunt were all “visiting” when he came to pick me up. They sat at the kitchen table like a welcoming committee, smiling warmly as he introduced himself and turned on the charm.

Eventually, he announced he’d made a dinner reservation. When pressed for details, he just smiled and said, “It’s a surprise.”

Intriguing.

After a loooong drive (not only in miles but in awkward silence), we pulled up to the Don CeSar Hotel—the legendary Pink Palace of Florida. I’ll admit, I was impressed. This was no casual Applebee’s date. This was full-blown romantic.

Matt’s One-Man Show
Hamsters, weather, and the art of not asking questions.

We dined in a courtyard overlooking the ocean, the warm breeze adding to the dreamy ambiance. It was the kind of setting you’d see in a romantic movie—except in my movie, I was desperately wishing someone else was sitting across from me. To make matters worse, Matt did not stop talking. The entire dinner was a one-man show about Matt: his job, his hobbies, his thoughts on Florida weather, his childhood pet hamster. Not once did he ask me a single question. By the time the main course arrived, I could have drawn a detailed diagram of his extended family tree, yet he still didn’t know what I did for a living. And these were the dark ages before cell phones, so there was no fake “urgent text” to rescue me—I was trapped until the bitter end.

By dessert, Matt was already talking marriage. At some point, I must have mentally checked out of his constant monologue—nodding and smiling on autopilot—because I suddenly realized he had probably just spent the last twenty minutes listing all the reasons why this one dinner should fast-track into a wedding date. For all I knew, he’d already picked the church, ordered the cake, and decided what our future children would be named… and I’d just been sitting there, wondering if the ocean breeze was strong enough to blow me out of my chair.

I broke out in a cold sweat, flashing back to the Duncan Proposal Incident, and my fight-or-flight response kicked in. Since “flight” wasn’t an option when you’re trapped at a five-star resort, I chose Option C: nervous laughter and strategic subject changes.

When I finally got home, Jennifer was practically glowing. In her mind, I was now officially on the fast track to getting a ring on my finger—just when she’d been about to lose all hope.

I, on the other hand, had vowed never to take another call from Matt and never set foot in that church again. Now all that was left was to break the news to my poor, sweet Jennifer—who had probably already picked out her bridesmaid dress and was mentally rehearsing her toast for the wedding reception.

Little did I know, this was only the opening act in what would become 101 Disastrous Dates in America—and if Matt the Rat was my warm-up, heaven help me for what was coming next.

Comments

Leave a comment