<!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>Guess That Ass</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","54"),htlbid.setTargeting("Verity_keywords",["ass | barstool sports","beanies","hats","flag","hoodies","big game | new football t-shirts","more shop","friend","answer","samantha hoopes","anastasia ashley","gear","chick","huge stain","booze cruise"]),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("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("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:"54",category:"Boston",tags:["NSFW"],brandName:null,brandId:0,pagetype:"standard_post"}</script></head><body class="union__content"><p><img class="alignnone size-full wp-image-308521" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/4qeae.jpg" alt="4qeae" width="706" height="767" sizes="(max-width: 1080px) 100vw, 776px" loading="eager"></p><p> </p><p>And the answer is Samantha Hoopes.    Want to hear something absolutely presposterous?   Anastasia Ashley is friends with this chick and claims they are both coming to our booze cruise.  If that happens I’ll jump in the ocean and drown myself rather than having to cum my pants and walk around with a huge stain and be embarrassed all night.</p><p> </p><figure class="barstool_oembed barstool_oembed--instagram"><div style="left:0;width:100%;height:0;position:relative;padding-bottom:100%"><iframe src="https://iframely.barstoolsports.com/W3wZX8" frameborder="0" allowfullscreen="true" webkitallowfullscreen="true" mozallowfullscreen="true" style="top:0;left:0;width:100%;height:100%;position:absolute"></iframe></div></figure><p><img class="alignnone size-full wp-image-308522" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/sadd4qa.jpg" alt="sadd4qa" width="472" height="808" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> <img class="alignnone size-full wp-image-308523" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/4qeae1.jpg" alt="4qeae" width="706" height="767" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy">  <img class="alignnone size-full wp-image-308525" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/7yre.jpg" alt="7yre" width="356" height="629" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> <img class="alignnone size-full wp-image-308526" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/5w4w.jpg" alt="5w4w" width="352" height="636" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> <img class="alignnone size-full wp-image-308527" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/sadsaeeee.jpg" alt="sadsaeeee" width="364" height="636" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></p></body></html>

<p><img class="alignnone size-full wp-image-308521" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/4qeae.jpg" alt="4qeae" width="706" height="767" sizes="(max-width: 1080px) 100vw, 776px" loading="eager"></p><p> </p><p>And the answer is Samantha Hoopes.    Want to hear something absolutely presposterous?   Anastasia Ashley is friends with this chick and claims they are both coming to our booze cruise.  If that happens I’ll jump in the ocean and drown myself rather than having to cum my pants and walk around with a huge stain and be embarrassed all night.</p><p> </p><figure class="barstool_oembed barstool_oembed--instagram"><div style="left:0;width:100%;height:0;position:relative;padding-bottom:100%"><iframe src="https://iframely.barstoolsports.com/W3wZX8" frameborder="0" allowfullscreen="true" webkitallowfullscreen="true" mozallowfullscreen="true" style="top:0;left:0;width:100%;height:100%;position:absolute"></iframe></div></figure><p><img class="alignnone size-full wp-image-308522" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/sadd4qa.jpg" alt="sadd4qa" width="472" height="808" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> <img class="alignnone size-full wp-image-308523" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/4qeae1.jpg" alt="4qeae" width="706" height="767" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy">  <img class="alignnone size-full wp-image-308525" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/7yre.jpg" alt="7yre" width="356" height="629" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> <img class="alignnone size-full wp-image-308526" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/5w4w.jpg" alt="5w4w" width="352" height="636" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> <img class="alignnone size-full wp-image-308527" src="https://cdn.barstoolsports.com/wp-content/uploads/2015/06/sadsaeeee.jpg" alt="sadsaeeee" width="364" height="636" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></p>

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Guess That Ass