The best books for teenagers about love, relationships and stuff parents don’t—or can’t—discuss

Why am I passionate about this?

I understand how stressful it is to be a teenager today. And we’re talking stress across a variety of fronts, from academics to personal matters and everything in between. In my book on college admissions, I advise high schoolers to use data so they can get the most value from their university education as well as reduce the anxiety of what can be an overwhelming process. In my book recommendations, I’ve chosen novels the teenaged me thought honestly depicted the emotional challenges teenagers face and how those challenges are resolved. Whether it be applying to college or developing relationships, the key is to be authentic in who you are!


I wrote...

Make College Your Superpower: It's Not Where You Go, It's What You Know

By Anna Esaki-Smith,

Book cover of Make College Your Superpower: It's Not Where You Go, It's What You Know

What is my book about?

Much attention has been paid to helping students get into elite schools. Advice on how to ace those SATs and write a killer college essay all aim to get students into the most prestigious university possible. Enough is enough. It’s time to look beyond brand!

In this book, I offer students a guide to getting the most value out of their education. Using the latest data, personal anecdotes, and inspiration, it shows students how to make informed decisions about where to apply to college, taking into consideration areas of job growth, personal finances, skill sets, potential salaries, geography, and more. It also explores how the connection between majors and jobs can more directly result in employability for graduates.

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The books I picked & why

Book cover of My Darling, My Hamburger

Anna Esaki-Smith Why did I love this book?

As a child of Japanese immigrants, I did well in school and led a pretty tidy existence. But I was an adventurous reader, curious about how other teenagers led their lives. This book – wow! The title alone drew me in.

The “hamburger” refers to the advice a young woman is given to distract a man who is “on the make.” But the woman and the readerquickly learn going out for a burger doesn’t neutralize a teenager’s lust. Certainly, issues surrounding sex, pregnancy, and societal expectations have changed significantly over the years, so some language and circumstances in this novel don’t age well.

What remains true is the empathy with which the author depicts his characters and the honesty in how he depicts the complexities of making choices and growing up.

By Paul Zindel,

Why should I read it?

1 author picked My Darling, My Hamburger as one of their favorite books, and they share why you should read it. This book is for kids age 12, 13, 14, and 15.

What is this book about?

Four friends,
Two couples,
One year that will change their lives.

Liz and Sean, both beautiful and popular, are madly in love and completely misunderstood by their parents. Their best friends, Maggie and Dennis, are shy and awkward, but willing to take the first tentative steps toward a romance of their own. Yet before either couple can enjoy true happiness, life conspires against them, threatening to destroy their friendships completely.


Book cover of Go Ask Alice

Anna Esaki-Smith Why did I love this book?

I’m sure there’s a lot of research about how people decide what book to read. I picked up this one because the cover was inky black, and the author was only identified as “Anonymous,” a pre-Internet version of clickbait!

However, I wasn’t disappointed as this book starkly chronicled a young woman’s descent into drug use through her diary entries. By reading a book presented in such a personal format, I really felt scared for the writer as she continually put herself in dangerous situations while her life spiraled out of control. I was also fascinated by some of the period details she provided, like detangling her just-shampooed hair with mayonnaise. I even tried that once!

Although “Anonymous” ended up being an adult writer, this book made me understand more about resilience and the power of redemption rather than the dangers of drug addiction, which, frankly, I had already learned in school.

By Anonymous,

Why should I read it?

1 author picked Go Ask Alice as one of their favorite books, and they share why you should read it. This book is for kids age 12, 13, 14, and 15.

What is this book about?

A teen plunges into a downward spiral of addiction in this classic cautionary tale.

January 24th
After you’ve had it, there isn't even life without drugs…

It started when she was served a soft drink laced with LSD in a dangerous party game. Within months, she was hooked, trapped in a downward spiral that took her from her comfortable home and loving family to the mean streets of an unforgiving city. It was a journey that would rob her of her innocence, her youth—and ultimately her life.

Read her diary.
Enter her world.
You will never forget her.

For thirty-five…


Book cover of Lisa, Bright and Dark

Anna Esaki-Smith Why did I love this book?

I would say this book, which delves into the complexities of mental illness, was way ahead of its time. Even as a teenager, I understood the deftness of using two simple words in the title to clearly illustrate the complexities of extreme moods.

The author sets this story in a suburban high school, which I could relate to, as a group of friends witness the increasingly erratic behavior of one of their classmates, Lisa. In deciding how to help, each friend must confront her own fears and prejudices.

Even though the girls often don’t know what to do, I loved how steadfastly supportive and loyal they remained. As a result, the book ends up being less about mental illness and more about how empathy and compassion can overcome the stigma surrounding it.

By John Neufeld,

Why should I read it?

1 author picked Lisa, Bright and Dark as one of their favorite books, and they share why you should read it. This book is for kids age 14, 15, 16, and 17.

What is this book about?

Hailed as a "work of art" by the New York Times, this bestselling classic brings a deft touch and understanding spirit to the story of a teenage girl's descent into madness-and the three friends who are determined to walk with her where adults fear to tread.


Book cover of Flowers For Algernon

Anna Esaki-Smith Why did I love this book?

I had an out-of-body experience reading this book! Because it’s written in the first person, the way the narratorwho has mental disabilitiesdescribes his life after undergoing surgery to improve his capabilities becomes increasingly fluid and sophisticated.

The reader literally witnesses Charlie Gordon’s transformation as he becomes more engaged in his life and navigates new relationships and situations. So, when Charlie’s aptitude peaks and then declines, you grow viscerally full of dread as the language he “uses” becomes less nuanced and more broken. Algernon is a mouse that undergoes the same surgery, a detail that makes you think about what it means to be human.

The book is notable not just because of the story but because of how the story is told.

By Daniel Keyes,

Why should I read it?

10 authors picked Flowers For Algernon as one of their favorite books, and they share why you should read it. This book is for kids age 14, 15, 16, and 17.

What is this book about?

Charlie Gordon, a retarded adult, undergoes a brain operation which dramatically increases his intelligence.

Charlie becomes a genius. But can he cope emotionally? Can he develop relationships?

And how do the psychiatrists and psychologists view Charlie-as a man or as the subject of an experiment like the mouse Algernon?


Book cover of The Floating World

Anna Esaki-Smith Why did I love this book?

Having grown up as one of few Asians in my high school, I didn’t really prioritize defining my identity as a Japanese-American. All I really cared about was blending in. But after reading this wonderful book, I realized being connected to my ethnicity and culture was both important and natural.

Olivia, the Japanese-American protagonist, spends her days with her family, traveling from Oregon to Arkansas in search of work. The “floating world” is one of temporariness and fleeting observations, like listening to a neighbor playing records or noting the color of a waitress’s painted nails. Olivia deals with tensions within her family as well as the racism they encounter on the road.

For me, this book helped me realize that I could honor the specificities of who I am against a general backdrop of the community within which I existed.

By Cynthia Kadohata,

Why should I read it?

1 author picked The Floating World as one of their favorite books, and they share why you should read it.

What is this book about?

A NEW YORK TIMES Notable Book of the Year. "Magical...THE FLOATING WORLD is about families, coming of age, guilt, memory...It is also about being Japanese-American in the United States in the 1950's." --NEW YORK TIMES BOOK REVIEW.


You might also like...

Who Is a Worthy Mother?: An Intimate History of Adoption

By Rebecca Wellington,

Book cover of Who Is a Worthy Mother?: An Intimate History of Adoption

Rebecca Wellington Author Of Who Is a Worthy Mother?: An Intimate History of Adoption

New book alert!

Why am I passionate about this?

I am adopted. For most of my life, I didn’t identify as adopted. I shoved that away because of the shame I felt about being adopted and not truly fitting into my family. But then two things happened: I had my own biological children, the only two people I know to date to whom I am biologically related, and then shortly after my second daughter was born, my older sister, also an adoptee, died of a drug overdose. These sequential births and death put my life on a new trajectory, and I started writing, out of grief, the history of adoption and motherhood in America. 

Rebecca's book list on straight up, real memoirs on motherhood and adoption

What is my book about?

I grew up thinking that being adopted didn’t matter. I was wrong. This book is my journey uncovering the significance and true history of adoption practices in America. Now, in the wake of the U.S. Supreme Court’s overturning of Roe v. Wade, the renewed debate over women’s reproductive rights places an even greater emphasis on adoption. As a mother, historian, and adoptee, I am uniquely qualified to uncover the policies and practices of adoption.

The history of adoption, reframed through the voices of adoptees like me, and mothers who have been forced to relinquish their babies, blows apart old narratives about adoption, exposing the fallacy that adoption is always good.

In this story, I reckon with the pain and unanswered questions of my own experience and explore broader issues surrounding adoption in the United States, including changing legal policies, sterilization, and compulsory relinquishment programs, forced assimilation of babies of color and Indigenous babies adopted into white families, and other liabilities affecting women, mothers, and children. Now is the moment we must all hear these stories.

Who Is a Worthy Mother?: An Intimate History of Adoption

By Rebecca Wellington,

What is this book about?

Nearly every person in the United States is affected by adoption. Adoption practices are woven into the fabric of American society and reflect how our nation values human beings, particularly mothers. In the wake of the U.S. Supreme Court's overturning of Roe v. Wade, the renewed debate over women's reproductive rights places an even greater emphasis on adoption. As a mother, historian, and adoptee, Rebecca C. Wellington is uniquely qualified to uncover the policies and practices of adoption. Wellington's timely-and deeply researched-account amplifies previously marginalized voices and exposes the social and racial biases embedded in the United States' adoption industry.…


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