Cover of Winging It with You by Chip Pons
Contemporary

Winging It with You

by Chip Pons

400 pages · Paperback

Asher Bennett's boyfriend dumps him at Boston's airport just before they were due to compete on The Epic Trek, a race-around-the-world reality show. Desperate, Asher talks a stranger into joining him: Theo Fernandez, an airline pilot grounded until he proves he can take a vacation. To win over viewers, they agree to fake a romance for the cameras. Across continents and challenges, the pretend relationship starts to feel very real. A frothy, globe-trotting rom-com.

Fake Dating
Editor ReviewedAI-AssistedRomance Profile Available
Your rating:

About This Book

Winging It with You is a contemporary romance novel by Chip Pons, first published in 2025 by G.P. Putnam's Sons. It runs 400 pages. Readers can expect fake dating.

At a glance

Genre
Contemporary
Trope
Fake Dating
Length
400 pages
Format
Paperback

Where to read or listen

Get Winging It with You by Chip Pons

These store links are affiliate links (Amazon, Audible, Bookshop.org and Libro.fm). As an Amazon Associate, Eikna earns from qualifying purchases, at no extra cost to you. Learn more.

Should I read this?

Why You May Love This Book

You may love this if…

  • When a contestant is dumped before a globe-trotting reality show, he convinces a grounded pilot to become his partner for a fake-dating scheme that leads to real feelings.
  • Fans of reality TV tropes
  • Readers who enjoy lighthearted globe-trotting rom-coms
  • Lighthearted
  • Features Fake Dating

This may not be ideal if…

  • Lack of information regarding character identities or specific relationship dynamics beyond the fake-dating setup
Romance Profile

The Romance

Tropes, dynamics, and the chemistry that drives this story.

Tropes

Fake DatingForced ProximityStrangers to Lovers

Relationship Dynamics

Partners in competition

Details

Type: Contemporary Rom-Com

Pairing: unknown

Power balance: Equal partners in a professional and performative collaboration.

Relationship TensionStrong (50 out of 100)
Emotional Experience

How It Feels

The emotional landscape you'll move through while reading.

Pacing: medium
Tone:FrothyLighthearted
Heat & Explicitness

Heat Level

Based on available metadata and editorial review.

Explicitness: unknown
Heat information is based on available metadata and editorial review. Reader sensitivities vary.
Reader Fit

Who Is This Book For?

Best for

Fans of reality TV tropesReaders who enjoy lighthearted globe-trotting rom-coms

Reading mood

LightheartedFunAdventurous

Recommended audience: Adult contemporary romance readers.

Content Guidance

Content Guidance

Story & Themes

The Story

Spoiler-Free Synopsis

After being abandoned by his boyfriend at the airport, Asher Bennett is desperate to stay in the running for a high-stakes reality show, 'The Epic Trek'. He recruits a stranger, Theo Fernandez, an airline pilot currently on a forced hiatus, to act as his partner. The two agree to project a romantic facade for the cameras, but as they navigate intense international challenges, the line between performance and reality begins to blur.

Central Conflict

The tension between maintaining a manufactured romantic facade for reality television and the growing, authentic connection forming between the two protagonists.

Setting

International/Global (a race-around-the-world reality show context).

Strengths

  • High-concept premise
  • Clear, engaging trope usage

Consider before reading

  • Lack of information regarding character identities or specific relationship dynamics beyond the fake-dating setup
Book Club

Discussion Guide

Questions to deepen your reading experience or spark a book club conversation.

  1. 1

    How does the central conflict shape the relationship between the main characters?

  2. 2

    How does the setting influence the characters' decisions and their relationship?

  3. 3

    How do the relationship dynamics evolve throughout the story?

  4. 4

    Who would you most want to recommend this book to?

  5. 5

    How did the pacing affect your reading experience?

  6. 6

    Which aspect of the story did you find most compelling?

Questions are generated from approved book intelligence and may not reflect every reader's experience.
Trust & Transparency

How This Profile Was Created

Eikna uses book metadata and AI-assisted analysis to create structured romance profiles. Public profiles are reviewed and approved by an editor before publication.

Editor reviewed:
Yes
Last reviewed:
October 13, 2026
Confidence:
Moderate confidence
Profile version:
eikna-public-book-intelligence-v1
Meet the writer

About the Author

CP

Chip Pons

Reader Reviews

What Readers Say

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Publication Details

Publisher
G.P. Putnam's Sons
Format
Paperback
Length
400 pages
Language
English
ISBN-13
9780593853504

Winging It with You: quick answers

Who wrote Winging It with You?
Winging It with You was written by Chip Pons.
When was Winging It with You published?
Winging It with You was first published in 2025 by G.P. Putnam's Sons.
What genre is Winging It with You?
Winging It with You is a contemporary romance novel, with fake dating.
How many pages is Winging It with You?
Winging It with You is 400 pages long (Paperback).

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Where to read or listen

Get Winging It with You by Chip Pons

These store links are affiliate links (Amazon, Audible, Bookshop.org and Libro.fm). As an Amazon Associate, Eikna earns from qualifying purchases, at no extra cost to you. Learn more.

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