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<!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>Caption Contest</title><link rel="stylesheet" type="text/css" href="https://htlbid.com/v3/barstoolsports.com/htlbid.css"><script async src="https://htlbid.com/v3/barstoolsports.com/htlbid.js"></script><script async src="https://www.caffeine.tv/embed.js"></script><script>window.htlbid=window.htlbid||{},htlbid.cmd=htlbid.cmd||[],htlbid.cmd.push(function(){htlbid.setTargeting("pagetype","blog"),htlbid.setTargeting("authorId","50"),htlbid.setTargeting("Verity_keywords",["caption","leo","pope","woman","hats","beanies","hoodies","flag","big game | new football t-shirts","more shop","bunch","religious stuff","planet","opposite direction","devil"]),htlbid.setTargeting("Verity_positive","0.23"),htlbid.setTargeting("Verity_neutral","0.62"),htlbid.setTargeting("Verity_negative","0.15"),htlbid.setTargeting("Verity_GGT5_conf","VERY_HIGH"),htlbid.setTargeting("Verity_GGT5_risk","HIGH"),htlbid.setTargeting("Verity_GGT4_conf","VERY_HIGH"),htlbid.setTargeting("Verity_GGT4_risk","HIGH"),htlbid.setTargeting("Verity_GGT6_conf","HIGH"),htlbid.setTargeting("Verity_GGT6_risk","HIGH"),htlbid.setTargeting("Verity_GGT9_conf","VERY_HIGH"),htlbid.setTargeting("Verity_GGT9_risk","HIGH"),htlbid.setTargeting("Verity_GGT2_conf","HIGH"),htlbid.setTargeting("Verity_GGT2_risk","MEDIUM"),htlbid.setTargeting("is_testing","no"),htlbid.pubads().setPublisherProvidedId("PPID-GOES-HERE"),htlbid.layout()})</script><script src="https://d9rde3y35j061.cloudfront.net/script.js"></script><script src="https://htlbid.com/v3/barstoolsports.com/htlbid.js" async></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><script>window.htlAdUnitPath="57249056/in-app-iOS/Article-Page_In-Article-Unit",window.htlKeyvalues={authorId:"50",category:"Iowa",tags:[],brandName:null,brandId:0,pagetype:"standard_post"}</script></head><body class="union__content"><p><a href="https://cdn.barstoolsports.com/wp-content/uploads/2016/01/28/Screen-Shot-2016-01-28-at-9.07.32-AM.png"><img class="aligncenter size-full wp-image-467260" src="https://cdn.barstoolsports.com/wp-content/uploads/2016/01/28/Screen-Shot-2016-01-28-at-9.07.32-AM.png" alt="Screen Shot 2016-01-28 at 9.07.32 AM" width="1250" height="810" sizes="(max-width: 1080px) 100vw, 776px" loading="eager"></a></p><p> </p><p>“Hi, I’ve slept with every woman in the world”</p><p>“Hello, I’ve slept with none of them”</p><p> </p><p> </p><p>PS- I really love that picture. I don’t totally know why but it’s perfect.  The Pope in all white.  Leo in all black. I’m not saying it’s Angel meeting Devil but it kinda is. They definitely chose different career paths.  Pope chose the one where he does a bunch of religious stuff (that’s how good of a Catholic I am, I have no fucking idea what the Pope does) and not be able to sleep with women.  Leo went the opposite direction and made movies and got to sleep with ALL of the women.  And if you don’t think Leo was at least sorta thinking what I put as my caption, you’re crazy. Leo had the upper hand in that situation despite talking to one of the most powerful people on the planet. Leo’s seen things. And fucked them.</p><p> </p></body></html>

<p><a href="https://cdn.barstoolsports.com/wp-content/uploads/2016/01/28/Screen-Shot-2016-01-28-at-9.07.32-AM.png"><img class="aligncenter size-full wp-image-467260" src="https://cdn.barstoolsports.com/wp-content/uploads/2016/01/28/Screen-Shot-2016-01-28-at-9.07.32-AM.png" alt="Screen Shot 2016-01-28 at 9.07.32 AM" width="1250" height="810" sizes="(max-width: 1080px) 100vw, 776px" loading="eager"></a></p><p> </p><p>“Hi, I’ve slept with every woman in the world”</p><p>“Hello, I’ve slept with none of them”</p><p> </p><p> </p><p>PS- I really love that picture. I don’t totally know why but it’s perfect.  The Pope in all white.  Leo in all black. I’m not saying it’s Angel meeting Devil but it kinda is. They definitely chose different career paths.  Pope chose the one where he does a bunch of religious stuff (that’s how good of a Catholic I am, I have no fucking idea what the Pope does) and not be able to sleep with women.  Leo went the opposite direction and made movies and got to sleep with ALL of the women.  And if you don’t think Leo was at least sorta thinking what I put as my caption, you’re crazy. Leo had the upper hand in that situation despite talking to one of the most powerful people on the planet. Leo’s seen things. And fucked them.</p><p> </p>

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