<!DOCTYPE html><html lang="en"><head><meta charset="utf-8"><meta name="viewport" content="width=device-width,initial-scale=1,maximum-scale=1,user-scalable=no,shrink-to-fit=no"><title>Cockiest Yearbook Picture Of All Time</title><link rel="stylesheet" type="text/css" href="https://htlbid.com/v3/app.barstoolsports.com/htlbid.css"><script async src="https://htlbid.com/v3/app.barstoolsports.com/htlbid.js"></script><script>window.htlbid=window.htlbid||{},htlbid.cmd=htlbid.cmd||[],htlbid.cmd.push((function(){htlbid.setTargeting("pagetype","blog"),htlbid.setTargeting("authorId","45"),htlbid.setTargeting("Verity_keywords",["cockiest yearbook picture","time | barstool sports","big cat","el pres","live event barstool sports picks central || monday","et tune","t conor","barstool scottsdale | tonight","big game week","kfc","jv","football","sort","sense","february"]),htlbid.setTargeting("Verity_IABv1",["IAB17","IAB17-12"]),htlbid.setTargeting("Verity_IABv2",["484","483"]),htlbid.setTargeting("Verity_IABv3",["484","483"]),htlbid.setTargeting("Verity_neutral","1"),htlbid.setTargeting("is_testing","no"),htlbid.layout()}))</script><script>var googletag = googletag || {};
          googletag.cmd = googletag.cmd || [];

          googletag.pubads().set('page_url', https://www.barstoolsports.com/blog/46947/cockiest-yearbook-picture-of-all-time);
      <script>
      <script>
        pbjs.setConfig({ pageUrl: https://www.barstoolsports.com/blog/46947/cockiest-yearbook-picture-of-all-time });</script><script src="https://d9rde3y35j061.cloudfront.net/script.js"></script><script src="https://iframely.barstoolsports.com/embed.js" async></script><style>.union__content{font-family:-apple-system,HelveticaNeue,Roboto,sans-serif;font-weight:400;font-size:18px;color:#5a5b5d;word-wrap:break-word;box-sizing:border-box;padding:0 5px 32px 5px}.union__content p{padding:0;margin:16px 0 0 0}.union__content img{display:block;width:100%!important;height:auto;margin:16px 0 0 0}.union__content video{display:block!important;width:100%!important;height:auto;margin:16px 0 0 0}.union__content .articleAd{text-align:center;margin:16px 0 0 0;background-color:#f5f5f5}.union__content .htlad__container{display:inline-block}.union__content p a{color:#377dc4}.union__content .oembed__wrapper{margin:16px 0 0 0}.union__content blockquote:not(.twitter-video){display:block;margin:16px 0 0 0;padding:4px 12px;border-left:4px solid #77889a;font-style:italic;background:#f0f4f8;text-align:left;border-radius:0 6px 6px 0}.union__content blockquote:not(.twitter-video) p{font-style:italic}.union__content blockquote,q{quotes:none}.union__content iframe{max-width:100%}.union__content .bs-image-hidden{display:none}.union__content div.hq-image{width:fit-content;margin:0 auto}.union__content span.image-attribution,.union__content span.image-attribution a{color:#757575;font-size:12px;font-style:italic;letter-spacing:.1px;line-height:14px;text-decoration:none;padding:0;margin:0}.union__content .bs-videoPlayer .bs-videoPlayer__container,.union__content video-js,.wp-video{width:100%!important;height:0!important;position:relative;padding-bottom:56.25%;overflow:hidden;margin:16px 0 0 0}.wp-video video{width:100%!important;height:100%!important}.hq-image video{width:100%!important;height:100%!important}.union__content .bs-videoPlayer__container>iframe{position:absolute;top:0;left:0;width:100%;height:100%;border:none}@media (prefers-color-scheme:dark){.union__content,body,html{background:#1c1c1c;color:#f1f1f1}.union__content blockquote:not(.twitter-video){border-left:4px solid #367dc4;background:#272c35}}</style><script>window.addEventListener("applicationDidBecomeActive",(()=>{document.querySelectorAll(".hq-image video[autoplay]").forEach((e=>e.play()))}))</script></head><body class="union__content"><p><a href="http://chicago.barstoolsports.com/files/2013/06/xQthcwW.jpg"><img class="alignnone size-large wp-image-46948" alt="xQthcwW" src="https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75" width="477" height="640" srcset="https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=320 320w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=480 480w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=640 640w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=750 750w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=828 828w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1080 1080w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1200 1200w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1920 1920w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=2048 2048w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=3840 3840w" sizes="(max-width: 1080px) 100vw, 388px" loading="eager" style="aspect-ratio:1.7244444444444444"></a></p><p> </p><p>Sort of makes sense though, when you dominate Football (JV), the ladies usually come running.</p><p> </p><p><em>h/t conor</em></p></body></html>

<p><a href="http://chicago.barstoolsports.com/files/2013/06/xQthcwW.jpg"><img class="alignnone size-large wp-image-46948" alt="xQthcwW" src="https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75" width="477" height="640" srcset="https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=320 320w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=480 480w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=640 640w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=750 750w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=828 828w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1080 1080w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1200 1200w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=1920 1920w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=2048 2048w, https://chumley.barstoolsports.com/union/2025/07/25/Img-Not-Avail.50164f2b.png?fit=bounds&format=pjpg&auto=webp&quality=85%2C75&width=3840 3840w" sizes="(max-width: 1080px) 100vw, 388px" loading="eager" style="aspect-ratio:1.7244444444444444"></a></p><p> </p><p>Sort of makes sense though, when you dominate Football (JV), the ladies usually come running.</p><p> </p><p><em>h/t conor</em></p>

Cockiest Yearbook Picture Of All Time

Barstool Sports Homepage

This layout is the Featured section for barstoolsports.com and the Barstool iOS app.

Featured Section

Slot 1

Slot 2

Slot 3

This layout is the home feed section for barstoolsports.com and the Barstool iOS app.

Featured

Cities

Sports

Barstool Brands

Sports

Cities

Trending

Advertisement

Cockiest Yearbook Picture Of All Time

Advertisement

Unfiltered. Unapologetic. In Your Inbox.