Winging It With You By Chip Pons Book Review

I’ll be honest, Winging It with You by Chip Pons had me grinning at midnight. This gay romantic comedy feels both fun and heartfelt. If you love stories with warmth, laughter, and a dash of romance, you’ll want this on your shelf. Fans of feel-good, queer rom-coms, take note!

Key Takeaways

Winging It with You is a fun and light queer rom-com.
It has sweet chemistry and many funny moments that make you laugh.
The story has characters you can relate to.
There is a fake dating plot in a reality TV setting.
This makes the book feel new and cozy.
This book is great for readers who want a happy and easy story. There is no heavy drama or explicit scenes in it.

First Impressions

Quick Verdict

I have to give props to any book that keeps me up way past my bedtime. I started reading with the idea I’d just check out a few chapters, but I ended up flipping pages until my eyes burned. This book feels like a warm hug and a laugh at the same time.

The story doesn’t try too hard, and the jokes actually land. I found myself rooting for the characters right away. If you want something that feels light but still has heart, this one delivers.

Note: I didn’t expect to care so much about two strangers meeting at an airport, but here I am, grinning like a fool at 2 a.m.

Rating: 7/10
Best for: Readers who want a break from heavy drama

Who Will Like It

If you love:

Queer romantic comedies that don’t take themselves too seriously
Reality TV shenanigans and fake dating tropes
Characters who feel real, with awkward moments and sweet banter

You’ll probably enjoy Winging It with You by Chip Pons. I’d hand this to anyone who needs a pick-me-up or wants a story that feels like a cozy weekend movie. If you like books that make you smile and sigh, this one’s for you.

Winging It with You by Chip Pons: Story Overview

Main Characters

I met two characters in this book who felt like people I could run into at the airport.

Theo Fernandez: He works as a pilot. He tries to keep his life in order, but things never go as planned. I saw him struggle with work-life balance. He wants to do the right thing, but sometimes he just wings it (pun intended).
Asher Bennett: He just got out of a breakup. He feels lost and a little raw. He signs up for a reality show, hoping for a fresh start. I liked how honest he seemed, even when he felt awkward.

Both Theo and Asher have their own baggage. They don’t hide their flaws. That made me root for them even more.

I found myself wishing I could give them both a pep talk or a hug.

Plot Setup

The setup for Winging It with You by Chip Pons hooked me right away.

Two strangers meet at an airport.
A reality TV show needs a couple, and both Theo and Asher end up pretending to be together.
They agree to fake a relationship for the cameras.
The show throws them into wild, funny, and sometimes sweet situations.

I love a good fake dating story, and this one adds the chaos of reality TV. The book mixes awkward moments, silly challenges, and real feelings.

The rom-com energy stays high.
The reality TV parts add drama and laughs.
I kept turning pages to see if their fake romance would turn into something real.

Winging It with You by Chip Pons doesn’t just rely on the tropes. It gives the characters space to grow and mess up. I felt like I was watching a cozy, queer version of my favorite dating show, but with more heart.

Highlights

Humor and Romance

I laughed out loud more than once while reading. The jokes felt natural, not forced. The banter between Theo and Asher made me smile. I noticed that the humor brought them closer, just like in real life.

Studies show that couples who laugh together often feel more connected. I saw that here. The funny moments didn’t just fill space—they helped the romance grow. The story balanced silly scenes with sweet ones. I never felt like the romance got lost in the jokes.

Humor kept things light, even when the characters faced tough moments.
Romance felt honest, not cheesy or overdone.
I found myself rooting for their happiness.

Character Chemistry

Theo and Asher clicked right away. Their awkward first meeting turned into real chemistry. I could almost hear the sparks. The way they teased each other felt real, not scripted. I loved how their differences made them interesting.

Theo’s need for control mixed with Asher’s go-with-the-flow attitude. That mix made their fake relationship believable. I wanted them to succeed, both on the show and off.

The best part? Their connection grew with every page. I felt like I was watching two friends fall in love for real.

Writing Style

The writing felt easy to read. I never got lost or bored. The author used short chapters and quick dialogue. That kept me turning pages. The story moved fast, but I still got to know the characters.

The descriptions painted clear pictures without dragging on. I liked how the author mixed humor with heart. The style matched the story—fun, warm, and a little bit messy.

Short chapters made it easy to keep reading.
Dialogue sounded like real people talking.
The writing never tried too hard to be clever.

Weaknesses

Pacing

I have to give props to any book that keeps me up late, but I did notice some bumps in the pacing. Sometimes, the story moved so fast that I barely had time to catch my breath. Other times, it slowed down and made me wish for another twist or surprise.

I read that stories with more dramatic turning points—those big moments that flip everything—tend to keep readers hooked. Here, I felt the story could have used a few more of those jaw-dropping reversals. The reality show scenes brought energy, but between challenges, the momentum dipped.

Some chapters zipped by, while others dragged a bit.
I found myself waiting for the next big moment, especially in the middle.

If you like a steady, even pace, you might notice these ups and downs.

Character Depth

Theo and Asher felt real, but I wanted to dig deeper into their lives. I got glimpses of their struggles, but sometimes their feelings stayed on the surface. I craved more backstory, more raw emotion, especially when things got tough. The book focused on the fun and flirty side, which I enjoyed, but I missed those chilling, pulse-pounding moments that reveal what makes a character tick.

I wanted to know more about what shaped Theo and Asher before the airport.
Some side characters felt a bit flat, almost like extras on a set.

To be fair, not every rom-com needs heavy drama, but a little more depth would have made their journey even stronger.

Who Should Read Winging It with You by Chip Pons

Target Audience

I kept thinking about who would get the most joy from this book. If you love stories that feel like a cozy hug, you’ll probably want to pick up Winging It with You by Chip Pons. Here’s who I think will enjoy it most:

Fans of fake dating and reality TV chaos
Readers who want a break from heavy, serious books
Anyone who likes queer romance with real, awkward moments
People who enjoy quick banter and sweet, slow-burn chemistry
Those who want a book that feels like a weekend movie marathon

Tip: If you ever needed a book to lift your mood after a long week, this one works like comfort food.

I wouldn’t hand this to someone looking for a deep, dark drama. This book shines brightest when you want to laugh, smile, and maybe swoon a little.

Similar Books

If you finish this and want more, I have a few suggestions. These books gave me the same warm, happy feeling:

Red, White & Royal Blue by Casey McQuiston
Boyfriend Material by Alexis Hall
Something to Talk About by Meryl Wilsner
The Charm Offensive by Alison Cochrun

Each one brings its own twist on queer romance and humor. If you liked the reality show angle or the fake dating fun in Winging It with You by Chip Pons, you’ll probably find a new favorite here.

Final Thoughts

Pros and Cons

I always like to lay it all out, so here’s what stood out to me after finishing the last page. I put together a quick table to show what worked and what didn’t:

What I Loved 😍	What Fell Short 😕
Laugh-out-loud moments	Some slow spots in the middle
Sweet, believable chemistry	Side characters felt a bit flat
Easy, breezy writing style	Wanted more backstory for leads
Reality TV twist kept it fresh	Not every joke landed

I have to give props to the way the story mixed humor and heart. The fake dating and reality show chaos made me smile. The romance felt honest, not forced. To be fair, I did wish for a few more jaw-dropping twists and deeper dives into the characters’ pasts.

Final Verdict

I finished this book with a big grin and a craving for more stories like it. The pacing sometimes left me wanting, and I wanted to know Theo and Asher better, but the charm and warmth won me over. If you want a book that feels like a cozy weekend movie, this one fits the bill.

I’d pick up Winging It with You by Chip Pons again for a mood boost. The book shines with sweet chemistry and laugh-out-loud moments, even if some parts slow down.