Books: My thoughts about Least Likely Two by Jill Westwood.
The book synopsis for Least Likely Two by Jill Westwood
When I walk into my twenty-fifth high school reunion, I have one mission: to prove to Ben Rose, my co-valedictorian and nemesis, that I've finally made it. I've got a high-profile PR client, a kickass daughter in college, and my two best friends at my side.
Suck it, Ben Rose.
Ben
There's only one person on my mental highlight reel from high school, the magnificent Hollister Moran. Bombshell redhead with a punk rock aesthetic and a beautiful brain.
4 Stars
Discussing Least Likely Two by Jill Westwood
My Review Summary: Least Likely Two
Key Takeaways from the video:
I read Least Likely Two for my Clock Reading Challenge, ticking off number two on the list.
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I ended up giving it four stars — I genuinely really enjoyed it.
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The story follows Hollister and Ben, who went to school together and have a long-standing rivalry that goes all the way back to when they were competing to be valedictorian.
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Years later, they reconnect at a school reunion, and Hollister starts to realise Ben might not be the person she remembered.
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There’s plenty of banter and chemistry between them, and although they’re complete opposites in some ways, they also have a lot more in common than they thought.
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It’s a great example of a second-chance romance — full of ups and downs, humour, and heart.
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What I particularly liked is that both characters are a bit older, coming into middle age and dealing with real-life challenges like parenting and past regrets, which gives the story more depth.
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I found the “yellow list” (YOLO list) idea from Hollister really inspiring — a list of 12 things to do each year, one for each month. I loved the concept so much that I’ve decided to start my own YOLO list! It’s such a fun and positive idea — more specific than a bucket list and focused on making the most of everyday life.
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The book itself has brilliant banter, relatable characters, and lots of warmth.
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If you enjoy romance books, especially second-chance stories or ones featuring mature characters, I’d definitely recommend checking this one out.
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Overall, it’s a fun, feel-good read with a lovely message about rediscovery, connection, and living life to the fullest.
Quotes from Least Likely Two by Jill Westwood
Getting knocked up my senior year of college was never part of my plan, but life rarely cares about such things as plans.
I briefly considered what I’d said earlier about networking. Dancing with a person in a bear suit might not be the best way to gain clients. Then again, when did I ever let what other people thought stop me?
In my family, you saved moments of despondency for closets, bathrooms, or solo car rides. Public weeping or gnashing of teeth, even with only one witness, was harshly frowned upon.
I arranged a pillow behind my back and settled in to give her the mom once-over. Were there dark circles under her eyes? Enough meat on her bones? Was she clenching her jaw like she did when she was stressed out? Fortunately, my mom radar told me that she seemed all right. You tend to know a person after living with them for eighteen years. That was one reason I hated living apart from her—I couldn’t do my daily Zoe check-in. Sure, I could call or text with her, but that wasn’t the same as laying my eyes on my baby girl.
Zoe grabbed a handful of the kettle corn from one of the bowls I’d set out on the table as hors d’oeuvres, along with chocolate-covered peanuts and Swedish fish. Don’t let anyone say I’m not classy.
I found my daughter’s sexuality fascinating. At seventeen she explained to me that she was open to dating anyone, that it was the individual not their gender that attracted her. As someone who had her first crush on a boy in kindergarten and never deviated from that path, I couldn’t totally understand what it felt like to be Zoe, but I was happy for her. She knew who she was and didn’t seem to have many hang-ups about it. I liked to think my parenting had some small part in her self-confidence, but in truth she came out of the womb knowing her own mind.
That’s the thing about motherhood. Everyone talks about the challenges of babies who won’t sleep and salty teenagers who rebel, but they never tell you that the hardest part is letting them go.
He would mock YOLO, and people who mocked YOLO were not allowed on my adventures.
He was like a bad pair of underwear. Even when I couldn’t see him, he still chafed.
“I understand completely. But a little fear is what keeps us feeling young and alive. When you stop taking chances, you stop living, right?”
We began to move, swaying back and forth, and I could tell she’d become distracted. So had I. Having my hands on her body was leading to thoughts that weren’t helpful in dance class. It was like I was back in middle school in my first slow dance with a girl, hoping I didn’t get a woody from sheer proximity to a female.
It was as if my libido had been hibernating and now remembered its purpose in life.
Bridget glared at both of us. “I was trying to attract the right men.” She swiped through her phone to open the dating app. “But you might be right. The last person to contact me said he ran my profile by his spiritual guru, and that’s how he knew we’d be a great match.”
“I’m serious. It’s not too late. And beware of STDs. I hear those are running rampant through the senior community.”“I’m not a senior, you little smartass! You just told me I’m still young.”“You’re never too young or old for chlamydia.”
“Being helpful, my mother taught me, is doing what someone else needs you to do. Not doing what you want to do.





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