Most Likely To... books in order

The Most Likely To... series by Teresa Southwick in reading order, a six-book romance series about high school superlatives revisited.

Reading order

# Title Published Author Buy on Amazon
1 The Measure of a Man 2005 Teresa Southwick Buy
2 The Beauty Queen’s Makeover 2005 Teresa Southwick Buy
3 The Homecoming Hero Returns 2005 Teresa Southwick Buy
4 The Pregnancy Project 2005 Teresa Southwick Buy
5 Past Imperfect 2005 Teresa Southwick Buy
6 Secrets of a Good Girl 2005 Teresa Southwick N/A

The Most Likely To… series by Teresa Southwick takes the concept of high school superlatives and revisits them in adult life. The six books, all published in 2005, follow former classmates — the Measure of a Man, the Beauty Queen, the Homecoming Hero — as they discover that life after school rarely matches predictions.

The series uses the shared high school history to create instant connections between characters, with each book exploring how someone’s teenage reputation does or doesn’t align with the person they’ve become.

Frequently Asked Questions

How many books are in the Most Likely To... series?

There are six books in the Most Likely To… series, published in 2005.

What is the first book in the Most Likely To... series?

The first book in the Most Likely To… series is The Measure of a Man, published in 2005.

What is the Most Likely To... series about?

The Most Likely To… series follows former high school classmates whose “most likely to” superlatives are tested by adult reality. All six books were published in 2005.

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