--- title: "Meaning & Key Takeaway of: When I first saw you, I thought you were…" description: "\"“When I first saw you, I thought you were both the handsomest andthe saddest boy I'd ever seen.”\" — Anne Pfeffer" image: "https://sms4smile.com/quotes/i/53b/anne-pfeffer-95069_handsomest_when-i-first-saw-you-i-thought-you-were_2591547.jpg" --- # When I first saw you, I thought you were both the… ![“When I first saw you, I thought you were both the handsomest andthe saddest boy I'd ever seen.” quote by Anne Pfeffer](https://sms4smile.com/quotes/i/53b/anne-pfeffer-95069_handsomest_when-i-first-saw-you-i-thought-you-were_2591547.jpg) [Download](https://sms4smile.com/quotes/i/53b/anne-pfeffer-95069_handsomest_when-i-first-saw-you-i-thought-you-were_2591547.jpg) [Open image](https://sms4smile.com/quotes/i/53b/anne-pfeffer-95069_handsomest_when-i-first-saw-you-i-thought-you-were_2591547.jpg) > ““When I first saw you, I thought you were both the handsomest andthe saddest boy I'd ever seen.”” Anne Pfeffer ## About This Quote This interpretation was drafted with AI assistance. It is one reading of the quote, not the author's own explanation. The speaker expresses mixed feelings of admiration and sadness upon seeing someone, highlighting the complexity of attraction and empathy. **In simple terms:** Seeing someone can be both beautiful and sad. Key Takeaway Accept mixed emotions. Themes attraction sadness beauty empathy Mood reflective poetic Type observational philosophical When to use this quote - first impressions - romantic interest - artistic expression Key Concepts dual perception emotional nuance human connection Questions to Reflect On - How do admiration and sadness coexist? - What does this reveal about perception? A Different Perspective Attraction isn’t purely positive. ★ ★ ★ ★ ★ No ratings yet ## Related quotes > [“And I’ll wager you thought him the handsomest thing that ever you saw in your life.” “I did. And if you stuck him, and…](https://sms4smile.com/quotes/diane-stanley/and-i-ll-wager-you-thought-him-the-handsomest-thing-that-ever-you-saw/) Diane Stanley > [“I felt like I was the saddest boy in the universe. Summer had come and gone. Summer had come and gone. And the world…](https://sms4smile.com/quotes/benjamin-alire-s-enz/i-felt-like-i-was-the-saddest-boy-in-the-universe-summer-had-come-and/) [Benjamin Alire Sáenz](https://sms4smile.com/quotes/author/benjamin-alire-s-enz/) > [The plainest man who pays attention to women, will sometimes succeed as well as the handsomest man who does not.](https://sms4smile.com/quotes/charles-caleb-colton/the-plainest-man-who-pays-attention-to-women-will-sometimes-succeed/) [Charles Caleb Colton](https://sms4smile.com/quotes/author/charles-caleb-colton/) > [“There wasn’t a tear to be seen on the faces of the men and women in the street as the two of them walked…](https://sms4smile.com/quotes/alice-mcdermott/there-wasn-t-a-tear-to-be-seen-on-the-faces-of-the-men-and-women-in-2/) [Alice McDermott](https://sms4smile.com/quotes/author/alice-mcdermott/) > [“The city most believed to be the handsomest in Kentucky never failed to impress … The streets, lined with booths and wagons from which…](https://sms4smile.com/quotes/jan-watson/the-city-most-believed-to-be-the-handsomest-in-kentucky-never-failed/) [Jan Watson](https://sms4smile.com/quotes/author/jan-watson/) > [No matter what you look like, there's somebody who's gonna think you're the handsomest man in the world.](https://sms4smile.com/quotes/fannie-flagg/no-matter-what-you-look-like-there-s-somebody-who-s-gonna-think-you/) [Fannie Flagg](https://sms4smile.com/quotes/author/fannie-flagg/) > [Just imagine dressing the two handsomest men in the world, and then getting this!](https://sms4smile.com/quotes/edith-head/just-imagine-dressing-the-two-handsomest-men-in-the-world-and-then/) [Edith Head](https://sms4smile.com/quotes/author/edith-head/) > [Since this basketball thing has started, some way or another I've become the most handsomest man in the world, because everybody's like, 'Oh!' I…](https://sms4smile.com/quotes/larry-johnson/since-this-basketball-thing-has-started-some-way-or-another-i-ve/) [Larry Johnson](https://sms4smile.com/quotes/author/larry-johnson/) > [I just fell in love with Thomas McGuane the minute I saw him. He was the handsomest guy I'd ever seen, and gorgeous and…](https://sms4smile.com/quotes/margot-kidder/i-just-fell-in-love-with-thomas-mcguane-the-minute-i-saw-him-he-was/) [Margot Kidder](https://sms4smile.com/quotes/author/margot-kidder/) > [Even the handsomest men do not have the same momentary effect on the world as a truly beautiful woman does.](https://sms4smile.com/quotes/jonathan-carroll/even-the-handsomest-men-do-not-have-the-same-momentary-effect-on-the/) [Jonathan Carroll](https://sms4smile.com/quotes/author/jonathan-carroll/) ## More by Anne Pfeffer > [“That’s when I realized it. I liked this girl. A lot. I liked her super-moist double chocolate chip cupcakes. I liked how kind and…](https://sms4smile.com/quotes/anne-pfeffer/that-s-when-i-realized-it-i-liked-this-girl-a-lot-i-liked-her-super/) Anne Pfeffer Explore all 2 Anne Pfeffer quotes ## More Handsomest quotes > [No matter what you look like, there's somebody who's gonna think you're the handsomest man in the world.](https://sms4smile.com/quotes/fannie-flagg/no-matter-what-you-look-like-there-s-somebody-who-s-gonna-think-you/) [Fannie Flagg](https://sms4smile.com/quotes/author/fannie-flagg/) > [The plainest man who pays attention to women, will sometimes succeed as well as the handsomest man who does not.](https://sms4smile.com/quotes/charles-caleb-colton/the-plainest-man-who-pays-attention-to-women-will-sometimes-succeed/) [Charles Caleb Colton](https://sms4smile.com/quotes/author/charles-caleb-colton/) > [“There wasn’t a tear to be seen on the faces of the men and women in the street as the two of them walked…](https://sms4smile.com/quotes/alice-mcdermott/there-wasn-t-a-tear-to-be-seen-on-the-faces-of-the-men-and-women-in-2/) [Alice McDermott](https://sms4smile.com/quotes/author/alice-mcdermott/) > [“The city most believed to be the handsomest in Kentucky never failed to impress … The streets, lined with booths and wagons from which…](https://sms4smile.com/quotes/jan-watson/the-city-most-believed-to-be-the-handsomest-in-kentucky-never-failed/) [Jan Watson](https://sms4smile.com/quotes/author/jan-watson/) > [Even the handsomest men do not have the same momentary effect on the world as a truly beautiful woman does.](https://sms4smile.com/quotes/jonathan-carroll/even-the-handsomest-men-do-not-have-the-same-momentary-effect-on-the/) [Jonathan Carroll](https://sms4smile.com/quotes/author/jonathan-carroll/) > [Just imagine dressing the two handsomest men in the world, and then getting this!](https://sms4smile.com/quotes/edith-head/just-imagine-dressing-the-two-handsomest-men-in-the-world-and-then/) [Edith Head](https://sms4smile.com/quotes/author/edith-head/) > [Since this basketball thing has started, some way or another I've become the most handsomest man in the world, because everybody's like, 'Oh!' I…](https://sms4smile.com/quotes/larry-johnson/since-this-basketball-thing-has-started-some-way-or-another-i-ve/) [Larry Johnson](https://sms4smile.com/quotes/author/larry-johnson/) > [I just fell in love with Thomas McGuane the minute I saw him. He was the handsomest guy I'd ever seen, and gorgeous and…](https://sms4smile.com/quotes/margot-kidder/i-just-fell-in-love-with-thomas-mcguane-the-minute-i-saw-him-he-was/) [Margot Kidder](https://sms4smile.com/quotes/author/margot-kidder/) Browse all 9 Handsomest quotes ```json { "@context": "https://schema.org", "@graph": [ { "@type": "Quotation", "text": "“When I first saw you, I thought you were both the handsomest andthe saddest boy I'd ever seen.”", "creator": { "@type": "Person", "name": "Anne Pfeffer" }, "isPartOf": { "@id": "https://sms4smile.com/quotes/#website" }, "url": "https://sms4smile.com/quotes/anne-pfeffer/when-i-first-saw-you-i-thought-you-were-both-the-handsomest-andthe/", "about": { "@type": "Thing", "name": "Handsomest" }, "@id": "https://sms4smile.com/quotes/anne-pfeffer/when-i-first-saw-you-i-thought-you-were-both-the-handsomest-andthe/#quotation", "image": { "@type": "ImageObject", "@id": "https://sms4smile.com/quotes/i/53b/anne-pfeffer-95069_handsomest_when-i-first-saw-you-i-thought-you-were_2591547.jpg", "contentUrl": "https://sms4smile.com/quotes/i/53b/anne-pfeffer-95069_handsomest_when-i-first-saw-you-i-thought-you-were_2591547.jpg", "url": "https://sms4smile.com/quotes/i/53b/anne-pfeffer-95069_handsomest_when-i-first-saw-you-i-thought-you-were_2591547.jpg", "width": 1080, "height": 1080, "caption": "“When I first saw you, I thought you were both the handsomest andthe saddest boy I'd ever seen.” — Anne Pfeffer", "creditText": "SMS4Smile Quotes", "creator": { "@id": "https://sms4smile.com/quotes/#organization" } } }, { "@type": "BreadcrumbList", "itemListElement": [ { "@type": "ListItem", "position": 1, "name": "Home", "item": "https://sms4smile.com/" }, { "@type": "ListItem", "position": 2, "name": "Quotes", "item": "https://sms4smile.com/quotes/" }, { "@type": "ListItem", "position": 3, "name": "Anne Pfeffer", "item": "https://sms4smile.com/quotes/author/anne-pfeffer/" }, { "@type": "ListItem", "position": 4, "name": "“When I first saw you, I...", "item": "https://sms4smile.com/quotes/anne-pfeffer/when-i-first-saw-you-i-thought-you-were-both-the-handsomest-andthe/" } ], "@id": "https://sms4smile.com/quotes/anne-pfeffer/when-i-first-saw-you-i-thought-you-were-both-the-handsomest-andthe/#breadcrumb" }, { "@type": "WebSite", "@id": "https://sms4smile.com/quotes/#website", "name": "SMS4Smile Quotes", "url": "https://sms4smile.com/quotes/", "publisher": { "@id": "https://sms4smile.com/quotes/#organization" } }, { "@type": "Organization", "@id": "https://sms4smile.com/quotes/#organization", "name": "SMS4Smile Quotes", "url": "https://sms4smile.com/quotes/", "logo": { "@type": "ImageObject", "url": "https://sms4smile.com/quotes/wp-content/themes/sq/assets/icons/icon-512.png", "width": 512, "height": 512 } } ] } ```