Cupid's Pulse Article: Ryan Casey Caricatures Celebrity Romances in ‘But You Like Really Dated?!’Cupid's Pulse Article: Ryan Casey Caricatures Celebrity Romances in ‘But You Like Really Dated?!’

By Priyanka Singh

It’s not easy to find love in Tinseltown, but it’s certainly entertaining to see just how high or low our favorite celebrities aim in the world of A-list dating. While a lot of their fame stems from their blockbuster hits and platinum albums, stars are notoriously well-known for their long lists of Hollywood romances. Award-winning illustrator Ryan Casey recently released his “celebropedia of Hollywood hookups” with his new book But You Like Really Dated?! and exposed some of the most interesting, surprising, and strangest star interactions. This spunky webcomic artist caricatures celebrities and provides hilarious commentary to go along with the even funnier depictions of famous faces like Claire Danes — who he calls “Hollywood’s ugliest crier” — Oprah, Jennifer Lopez, and so many more. Casey maps out some of the most scandalous romances as well as the most bizarre hookups and even caricatures some of our favorite celebrity kids. In an exclusive interview with, the illustrator shares his take on the wonderfully strange world of Hollywood and why celebrities struggle so much at the art of love.

Related Link: Celebrity Divorce Attorney Laura Wasser Gives Tips on Divorcing Peacefully In New Book

First, what really inspired you to shed light on so many Hollywood hookups? 

I saw a few lists online about celebrities who used to date. Rihanna and Shia LeBouf, Christian Bale and Drew Barrymore, Nick Lachey and Kim Kardashian– these couples really blew my mind, and I wanted to give this information to the world in a fun, illustrated way. I knew that, if all this information were in one place, it would be a real conversation starter and a great reference guide for people who love celebrity gossip.

Cupid's Pulse Article: Ryan Casey Caricatures Celebrity Romances in ‘But You Like Really Dated?!’
What message do you want your readers to extract when they look through your book? 

I want people to laugh, turn to a friend, and say, “WTF? Tiger Woods dated LeAnn Rimes?!” My main goal for But You Like Really Dated?! is to entertain people, introduce them to my work, and teach them something new about Hollywood hookups.

We have to ask: Why do you think people are so obsessed with the love lives of celebrities? 

Honestly, I think we all enjoy being judgmental. We like to have an opinion about who is going to last in love, what kind of man Jennifer Lawrence deserves to marry, and what exes will have the messiest divorce. The love lives of these celebrities are so entertaining because they have a ton of money and fame — the possibilities are endless. And we might be a little jealous! Well, I am at least.

Can celebrity couples teach us any smart dating tips? 

I definitely think we can learn something from these couples. These stars have huge egos, but honestly, we all have egos, and I believe egos destroy relationships. For instance, do not look at Jennifer Lopez for smart dating tips because her ego is out of control. She needs to check herself, go back to her “block,” and have a humble moment if she wants to find a lifelong partner. So from J. Lo, we can learn that, if you want to find everlasting love, you need to check your ego, not take yourself seriously, and not become famous!

Related Link: Short Term Celebrity Marriages (Learn From Their Mistakes)

What’s the most valuable piece of advice you would give to celebrities regarding their complicated love lives?

Chill out. I really respect the twosomes that stay out of the spotlight and strive for a normal life. Can’t they all just move out of Hollywood? Check out Ryan Reynolds and Blake Lively in Bedford, New York. I think they’re doing it right. On the other hand, we have Kim Kardashian and Kanye West. The social media blitz about their engagement at AT&T Ballpark in San Francisco really makes me want to throw my hands up and scream, “Can’t you two just have a private moment?”

Finally, what celebrity couples were you most surprised to learn dated?

Lisa Cudrow and Conan O’Brien! Tom Cruise and Cher! Justin Timberlake and Fergie!

To purchase But You Like Really Dated?!, check Amazon or your local bookstore.  You can also see more of Casey’s work on his website,