After the date with Matt-the-Rat — and seeing that I was clearly one emotional wobble away from adopting thirty-seven cats — my cousin Jackie invited me to spend the weekend at her house. I grabbed the offer like it was the last lifeboat off the Titanic of my love life.
Jackie, spoke my language – we shared an appetite for the party lifestyle. She enjoyed a cheeky drink once the kids were in bed, and — bless her nicotine-loving heart — she smoked. To me, this was basically an international sign for “safe space.”
Over the weekend, I poured my soul out to Jackie. I told her everything: how Matt the Rat was a definite no-go, how there was no way I could marry him without entering the Witness Protection Program, and how guilty I felt for letting Jennifer down after she’d basically rearranged her entire life to make space for me. (Probably not realizing how long it would take to get rid of me. Honestly, at that point, I wasn’t even sure how long it would take to get rid of me.)
Jackie, being the ultimate take-charge kind of girl, decided it was time to switch gears. She was going to take over the matchmaking. A deal was struck: Jackie had two kids, her youngest almost a year old, and in exchange for a place to stay, I’d look after the baby while she went back to school to get her teaching degree. The arrangement was perfect — no kids to chauffeur around, a spare room downstairs where her mom used to stay, and best of all, zero pressure to marry anyone named after a rodent.
I felt pure, unfiltered relief. I loved Jennifer deeply — she was like the sister I wished I’d been born with — but I was battling a war inside myself. As much as I admired her faith and the life she was building, I couldn’t seem to let go of my party-girl lifestyle. That was where I’d built my identity, and without it, I wasn’t sure who I even was.
Every time I went to church, I felt like a fraud. Sitting there, I couldn’t shake the weight of my past: all the bad choices, all the mistakes, all the nights I’d rather forget. Instead of feeling redeemed, I just felt like a walking contradiction — singing hymns on Sunday and still clinging to the girl who lived for Friday nights.
And then there was the shame. I didn’t feel worthy of a good man — not one who was kind, steady, and actually respectable. But here’s the kicker: even in my mess, I was too shallow to settle for an “ugly” decent man. I wanted my cake, my champagne, and my handsome dreamboat too.
Life at Jackie’s was definitely “livelier”. She made me her personal husband-hunting project, and I — because I was busy picturing the grand entrance of my future dream man — went along with it. Within days, she’d identified her prime candidate: a bachelor named Larry who lived alone on the corner of her street.
According to Jackie, Larry jogged past her house at the same time every morning. So there I was, for the next few mornings, “casually” stationed at the window, baby on hip, pretending I just happened to be there, when in reality I was trying to look both available and not at all like a woman waiting for a man she’d never met to run by.
Larry wasn’t bad-looking, but he wasn’t exactly the swoon-worthy dreamboat I’d imagined sweeping me off my feet in a slow-motion, hair-blowing, movie-scene kind of way. He was clearly a few years older, but he was all there was.
Jackie wasn’t about to let this opportunity jog past her — literally. One day, after spotting him trotting down the road, she marched outside like a woman on a mission, struck up a conversation with Larry, and before I knew it, I’d been lassoed into the small talk.
Somehow, the conversation meandered to movies, and I casually mentioned that one of my all-time favorites was The Bridges of Madison County. The very next day, a mysterious gift bag appeared at the front door. Inside? A DVD of The Bridges of Madison County and a box of chocolates.
Jackie was beside herself — convinced that wedding bells were practically echoing down the street. Me? Not so much. My main concern was that other people might take one look at Larry and think, Oh, honey… you could have done better.
One day, while Jackie was off at college, there was a knock at the door. Standing there was Larry, smiling confidently, and before I knew it he’d asked me out to dinner. I accepted with a nervous smile — though inside my stomach was doing somersaults with a ball of lead. It wasn’t excitement; it was the heavy weight of compromise, sitting there like a bad meatball I couldn’t digest.
Jackie, of course, was ecstatic. If it were up to her, I’d have been engaged by the following Tuesday. With great pomp and ceremony, she paraded me around her bedroom, determined to “tart me up” for the evening. She fluffed my hair, picked out an outfit, and practically hummed the wedding march while applying my lipstick.
When the doorbell finally rang, Jackie’s husband answered, ushering Larry inside. It was mid-summer — the kind of humid, sticky heat where you pray deodorant will hold the line. And in walked Larry… wearing a black turtleneck. A black turtleneck. Paired with pants so tight they gave me circulation issues just looking at them. I didn’t know whether to offer him dinner or a crowbar to peel himself out of that outfit.
Jackie shot me a wide-eyed grin that screamed, He’s perfect! Meanwhile, all I could think was, Oh Lord, I’m about to spend the evening with a man dressed like an off-duty cat burglar.
He politely declined a drink — which was honestly a relief, because I just wanted to get out of there and not spend the evening watching Jackie and her husband silently debate the deeper meaning of his… let’s say, “interesting” wardrobe choice.
He ushered me into his very nice car (point in his favor) and drove us to an equally nice restaurant (another point in his favor). Honestly, the tally sheet was looking good. The ambience was lovely, the food smelled divine, the lighting was soft and flattering — it was all perfect. Perfect, that is, except for the glaring detail that I would’ve preferred being at home in sweatpants watching reruns of Friends.
When it came time to order, my inner foodie perked up. If I was going to endure this, I may as well enjoy it. I went big: a gorgeous, slightly pricey seafood dish. Totally worth it.
Then Larry said the unthinkable.
“I’ll have… the salad.”
A salad. A salad.
I felt my face flush bright pink, like I’d just been caught sneaking a swig from the communion cup. Who orders a salad on a dinner date? Suddenly I wasn’t sure who the girl on this date was — me, or Mr. Turtleneck-Tight-Pants-Salad-Orderer.
After dinner — which I barely touched because I was hyper-aware of every shrimp sliding down my throat while he daintily crunched away on lettuce — I declined dessert. Honestly, I prayed he wouldn’t order anything either, because at that point I just wanted to go home and pretend the whole evening had been a bad dream.
Instead, he hit me with, “Would you like to come in for a nightcap?”
Now, here’s the thing: I had walked past his house countless times on my walks, so I was curious to see the inside. But I also worried that stepping foot over his threshold might give him the wrong idea — like I was more interested than I actually was. Still, I couldn’t exactly rush home and tell Jackie, “Yeah, it was awful, I bailed.” So, against my better judgment, I said yes.
His house turned out to be extremely neat, decorated in what I can only call “early bachelor minimalism.” Maybe he just wasn’t a man for fuss, or maybe he’d never met a throw pillow in his life. Either way, the place was tidy… almost suspiciously tidy.
There was only one couch — no armchairs, no second option. Which meant, of course, I had no choice but to sit there. He poured us both a glass of wine, then came and sat down way too close. The kind of close where I suddenly wondered if personal space was a concept that had somehow skipped him entirely. But what was I supposed to do? Scoot onto the coffee table?
Trying to fill the silence, I asked why he’d never married. That cracked open a long, sad story — the details of which I’ve completely forgotten. What I do remember is that it was bleak. The man was in his early forties (ancient, to me at the time) with no wife, no kids, and nothing but that lone couch for company.
Now, Jackie would have considered this the jackpot: no ex-wife drama, no stepkids to wrangle, and no competition for his inheritance. In her mind, he was basically husband gold. Me? I sat there nursing my wine, desperately trying to squint hard enough to see the “potential” she was so convinced was there.
The evening ended abruptly when he offered me a second glass of wine. I declined, and that’s when I saw it — the unmistakable lean-in. He was going for a kiss. I sprang off that couch so fast you’d think the upholstery was on fire. “Oh, I’m just so tired after looking after the baby all day,” I blurted, which was a complete lie but the only excuse I could conjure up to escape the impending lip-lock.
To his credit, he didn’t push it. He walked me back home and gave me a polite peck on the cheek. That, I could deal with. But the whole thing was so painfully awkward I wanted to melt straight into the sidewalk.
The very next day, there he was at the door again, asking if I’d like to come over for lunch and movies on Sunday. With Jackie and Dean both standing within earshot, I had zero chance of wriggling out of it gracefully. So I smiled, nodded, and accepted my fate.
Sunday arrived, and Larry pulled out all the stops. He put on The Bridges of Madison County, handed me a glass of wine, and set out popcorn. Honestly, if you’d written this into a romance novel, it would’ve been the dream date. Every box was ticked — food, wine, movie, cozy setup.
But there was just one tiny problem: I felt nothing. Absolutely no attraction. Zilch. Nada. I should’ve been floating in dating heaven, but instead I was mentally checking how long the movie was and wondering if it would be rude to fake a migraine. Even I couldn’t understand myself. Here was a man doing all the right things, and I was still as emotionally engaged as a potted plant.
I knew the kiss was coming. It was only a matter of time, and I resigned myself to just letting it happen. Part of me even wondered if, by some miracle, his kiss might flip a switch in me — that maybe sparks would fly, violins would swell, and I’d suddenly feel the attraction everyone else thought I should.
Well… nothing changed. At all. His kiss wasn’t terrible, but it wasn’t good either. It was just… awkward. Awkward and awful. And to make matters worse, he sensed how stiff I’d gone, like I was bracing for a flu shot.
“What are you thinking?” he asked.
Oh dear. The dreaded question. By then I knew he’d thrown in the towel, and my guilt poured in like a tidal wave. I felt terrible for him — and, honestly, even worse for me. Here was a really decent guy, kind and thoughtful, and I couldn’t muster a single flicker of attraction. I kept wishing I could just get over myself and make it work.
But the truth was, it really wasn’t him. It WAS me. He deserved a woman who didn’t come with the suitcase full of issues I was lugging around. In the end, I actually did him a favor.
Of course, that didn’t make it any less awkward. I still had to adjust my walking route so I wouldn’t pass his house every day. Nothing like rerouting your cardio to avoid an ex-almost-something.









