Percy Jackson and The Olympians,, Rick Riordan

Best Boy Characters in Books (You’d Let Your Child Date)

Best Boys in Books to Fall in Love With

I need your help here.  Please suggest any boy characters in children’s literature or young adult books that you’d like your daughter to date. Heck, you might want to date them yourself, either as your younger self or even now.  That’s the nice thing about these boys — they are frozen in time but we can age them up as we please.  Please comment with your suggestions and let’s grow this list! This list can also be seen as a testament to authors who create characters so real, deep, and nuanced that we fall in love with them, if not for ourselves, then for our children.  And I can safely say that no one else is consumed with creating this kind of list!

p.s. Here’s another great list on same topic from The Bookworm of her top 10! Stealing some!

1.  Charlie from the Charlie and Lola series by Lauren Child Is Charlie not the perfect older brother or what?  He’ll make a fine husband for one of my daughters when he’s all grown up, plus he has that cute accent.  And it won’t bother me a bit if he’s actually a cartoon character.  It worked out in Who Framed Roger Rabbit? [picture book, ages 2-8]

Charlie and Lola, perfect older brother, Lauren Child,, Pragmatic Mother, Pragmatic Mama

2.  Eddie from Violet Raines Almost Got Struck by Lightning by Danette Haworth He’s cute and smouldering and he really, really understands Violet in a strong, silent kind of way.  If this book was made into a movie, I imagine the Percy Jackson actor, Logan Lerman,  playing him. [chapter book, ages 8-12]

Eddie from Violent Raines Almost got Struck by Lightening, cute boy characters, http://PragmaticMom.comLogan Lerman, Percy Jackson, Eddie in Violet Raines almost got stuck by lightning,

3.  Jeffrey Tifton from The Penderwicks by Jeanne Birdsall It’s not just that he has that “poor-little-rich-boy” thing going, but he’s also a talented musician, a great soccer player, and a good friend.  In the sequel, he’s a little older but still as fun and cute as ever. [chapter book, ages 8-12]

Jeffrey from the Penderwicks, cute boys in children's lit that i'd want my daughter to date,

4.  Charlie (Herbert) from All-of-a-Kind Family by Sydney Taylor Another “poor-little-rich-boy” but what a romantic!  A tormented Charlie searches for his lost sweetheart for years and is willing to go against his family’s wishes and give up the family fortune for her.  And did I mention that author, Melissa Wiley, and I are on a mission to get the entire All-of-a-Kind Family series back in print?  Right now, only the first book is available. [chapter book, ages 7-11]

Charlie Herbert from All of a Kind Family, Sydney Taylor,, boy characters in children's books that you'd want your daughter to date

5.  Ahmed of Day of Ahmed’s Secret by Florence Parry Heide Any kid  that  eager to learn to read gets my vote.  Ahmed’s motivation comes from within and combined with his work ethic, you know that this kid is going places!  He would be capable of moving a mountain for the girl he loved! [picture book, ages 5-10]

Ahmed, Day of Ahmed's secret, boy characters you admire,

6.  Tommy Geiger’s older brother Nick in The Penderwicks on Gardam Street by Jeanne Birdsall Tommy is smitten with Rosalind so I am going with his older brother, Nick, who organizes and runs sports camps for the neighborhood kids to practice his coaching skills.  Talk about a charismatic leader!  He seems like he’d make a great dad someday.  That’s why he made the list. [chapter book, ages 8-12]

Tommy Geiger, The Penderwicks on Gardam Street, cute older brothers in children's literature,

7. Peregrine (a.k.a. Perry and The King) from The Ordinary Princess by M. M. Kaye I’m a sucker for royalty who prefer to be incognito,  particularly those who are able to see the beauty within a special but ordinary looking princess. [chapter book, ages 7-11.  This makes a great read aloud book to girls even younger than 7.]

Peregrine from The Ordinary Princess, M M Kaye,, prince rescues princess

8.  Ash Ketchum from Pokemon I’ve read more than my fair share of Pokemon books so hear me out.  Ash is kind to everyone, both human and Pokemon, and he’s  adventurous, focused, ambitious and hardworking.  He’s a little immature, this is true, but give him time.  He might be good for my middle daughter … [All kinds of book, ages 5-12.  Appeals to reluctant boy readers.]

Ash Ketchum from Pokemon, cool boy characters in children's books,, Ash Ketchum, Pokemon,

9.  Jake from The Warriors by Joseph Bruchac One of the best thing about my year of blogging was discovering new authors and Joseph Bruchac is one of my new favorites.  Jake, if he were a real person and slightly older, would be that combination of scholar/athlete that you see at Ivy League campuses everywhere but with a twist; he’s spiritual and a Native American learning to be comfortable in his own skin.  Isn’t that kind of irresistible?  Ignore the boy on the cover.  It doesn’t do him justice! [chapter book, ages 8-12.  Appeals to reluctant boy readers.]

Jake from The Warriors, Joseph Bruchac, great boy characters you'd want your daughter to marry,

10.  Percy Jackson from The Percy Jackson and The Olympians series by Rick Riordan After his movie debut in The Lightning Thief, Percy Jackson needs no introduction.  I love him as a character but he’d potentially be a heart breaker what with being a demi-god and all.  But can anyone resist a hero?  I think not!  Just make sure your daughter is a good swimmer! [chapter book, ages 8-14]

Percy Jackson and The Olympians,, Rick RiordanLogan Lerman, Percy Jackson, Eddie in Violet Raines almost got stuck by lightning,


For the next 10, I am inspired by boys in children’s literature who have so much charisma and leadership that they are surely future CEOs, turning their start-ups into supernovas with “disruptive” technologies or ideas. Think future Bill Gates, Facebook, Google, and Steve Jobs. Now imagine them as little boys. And as characters in books.

11. Nicholas Allen (a.k.a. “Nick”) of Frindle series by Andrew Clements. This was the book that made me start this category. Nick is just a kid with some interesting ideas, a great work ethic, the ability to organize and inspire a group and … the kind of kid that can invest a new word that can make it, one day, into the big time! That’s right: Webster’s! [ages 7-10]

12. The Great Brain (a.k.a. “Tom “) of The Great Brain series by John Fitzgerald. This was one of my very favorite series growing up and I am not sure if anyone still reads and loves these books like I did. The Great Brain is the mastermind behind schemes both large and small designed to enrich pocketbook as his “money loving heart” dictates, but his Great Brain is capable of so much more. I pity the Catholic priests that ran his school. They had no chance against The Great Brain. [ages 8-12]

13 and 14. Mullet Fingers (a.k.a. “Napoleon Bridger”) of Hoot by Carl Hiaasan. Do you root for Roy Eberhardt or is the real hero his elusive would-be friend “Mullet Fingers” who prevents the destruction of habitat for the rare burrowing owls? I think they are both to be commended! [ages 9-14]

15. Billy of How to Eat Fried Worms by Thomas Rockwell. It’s one thing to bet you can eat 15 giant Nightcrawler earthworms in 15 days but it’s another thing to actually do it. Can Billy pull it off? His new bike is riding on it. What impresses me about Billy is his stick-to-it-ness and his creativity in making worms palatable. Bizarre Foods with Andrew Zimmern? Billy was robbed! [ages 8-11]

16.Eben McAllister of The Seven Wonders of Sassafras Springs by Betty G. Birney. Finding wonder and excitement amid the everyday is the mark of a true entrepreneur who can see things no one else notices. Eben is able to rise to the challenge to find “7 Wonders” in his sleepy rural town, thus earning a trip to the big city. Perseverance, imagination, and people skills — all marks of a remarkable entrepreneur! [ages 8-12]

17. Tom Sawyer of The Adventures of Tom Sawyer by Mark Twain. It’s been so long since I’ve read Tom Sawyer but he’s the original “Piped Piper” selling the experience of white washing his picket fence to his friends. That is the mark of a talented salesperson who has vision and creativity. Who would use him? Ah yes, Sears, Borders, and host of flailing companies! [ages 9-12]

18. Maniac Magee (a.k.a. “Jeffrey Lionel”)  of Maniac Magee by Jerry Spinelli. Maniac Magee is a talented athlete whose racial blindness breaks down racial barriers between two neighboring towns. It’s true that he’s just a white kid, and homeless at that, but his heart is pure and his athletic prowess so legendary that he becomes a role model, though reluctantly. Reminds of CEOs at big auto in Detriot!

19. Marty Preston of Shiloh series by Phyllis Reynolds Naylor. Marty stands up and bests his terrifying adult neighbor who abuses his dog, Shiloh such that Marty rescues and then rightfully wins the dog for his own. Standing up for what is right, defending the weak, and not giving up; that is the stuff of heroes and CEOs. [ages 9-12]

20. Tree-Ear of A Single Shard by Linda Sue Park. Yes, unusual name but this is 12th century Korea. What makes Tree-Ear remarkable? This is a Korean Horatio Alger story of coming from absolutely nothing; Tree-Ear is boy who is homeless and living under a bridge and working your way up to greatness. For Tree-Ear, the path to a better life lies in learning a rare artistic skill of making priceless celadon pottery such as the pieces found in museums. In fact, the most famous example found today is attributed to … you guess!

These next books are from readers. I would love to get these next 10 from readers (#21 through 30). Will you please help? Thanks! What boys in kidlit do you love?

21. Edmund from Narnia series by C. S. Lewis because of his humility. Thank you to Nancy of The Catholic Post Book Group. (God yes! I love this series!)

22. Will from The Ranger’s Apprentice series by John Flanagan for his honesty and hard work. Thank you again to Nancy of The Catholic Post Book Group. (I haven’t read these yet and now I will!)

23. Calvin O’Keefe of A Wrinkle in Time by Madeleine L’Engle. Swoon. Thank you to Phoebe of

24. Jess from A Bridge to Terabithia by Katherine Paterson. Reader Siggi says, “the boy from Bridge to Terebithia, as he is brave and loyal, and willing to learn from his mistakes.”

26. Also from Siggi, “Ron Weasley from Harry Potter, as he’s loyal, modest, and never stops caring or trying.” Harry Potter series by J. K. Rowling.

27. From The Bookworm who posted her top 10 list and I am stealing 3 from her for #27 through#31).

Dickon from The Secret Garden. The strong, silent, nature-loving Yorkshire type. (Oh yeah, I love the strong, silent type!)

28. Peter from The Lion, the Witch and the Wardrobe. I’m afraid I can’t get past Edmund’s stupidity in being fooled by the White Witch, so it has to be Peter.

29. Gilbert Blythe, the boy who eventually marries Anne of Green Gables. Anyone good enough for Anne is good enough for my daughters!

The next 10 are Boys with Super Powers. Handy to have around!

30. Harry Potter. I could use a wizard around the place.

31. And as runner-up, Neville Longbottom – not obviously exciting, but reliable, loyal and courageous.)

32. I would add Ron Weasley too!

33. More strong, silent types. Fang from Maximum Ride.

34. Charlie Bone.



To view any book more closely at Amazon, please click on image of the book.

By Mia Wenjen, PragmaticMom


  1. I can’t tell you how flattered how I feel that you put Eddie in your number two spot! It makes me feel good that you could “see” him–you really got his essence! He’s not really aware of his effect on girls; he’s just being himself.

    Thank you so much! I’m going to mention (brag about) this on Facebook!

    • I LOVE, LOVE, LOVE your book, Violet Raines Almost Got Hit By Lightening. My oldest did as well; she’s 10-years-old. I would love to do an email interview with you to learn more about your book! As for Eddie, I think I am a little taken with him myself! Great character!!!! And you really nailed the coming-of-age girl issues with Violet!

  2. Thank you! I would love to do an interview. I’ll email you!

  3. MIa, this cracks me up – I love it! Great post!!

  4. Oh, my. Calvin O’Keefe of A Wrinkle in Time. Swoon.

  5. What an incredibly great idea! It just makes me smile. I esp. enjoy Nick from Frindle and Tree-Ear from A Single Shard, and pretty much any boy in the Penderwicks. I think the All-of-a-Kind books were re-printed several years back, because a library near us had the whole newer-looking set, so my daughters have read the whole terrific series.
    Thank you for letting me chime in with a few more suggestions-Edmund from the Narnia series, because of his humility; Will from The Ranger’s Apprentice series for his honesty and hard work; and I’m sure a bunch more I’ll think of later.

  6. Two jump straight to mind: the boy from Bridge to Terebithia, as he is brave and loyal, and willing to learn from his mistakes, and Ron Weasley from Harry Potter, as he’s loyal, modest, and never stops caring or trying.

    Also, just so as not to be heterosexist, I should comment that I’d be delighted to have my son date either of them, should they and my son take fancies to each other! 😉

    • To Siggi,
      Thank you for the suggestions! They are going up now! (and great suggestion about changing the title from “daughter” to “child”! I changed it. I have to say that I dithered about that for a second when writing the title, but didn’t know if that would ruffle feathers so I was glad for the input to swing in a less heterosexual way. Thank you for that!!).

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