<!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>window.htlbid=window.htlbid||{},htlbid.cmd=htlbid.cmd||[],htlbid.cmd.push((function(){htlbid.setTargeting("pagetype","blog"),htlbid.setTargeting("authorId","10160"),htlbid.setTargeting("Verity_keywords",["ass | barstool sports","ass","hoodies","hats","beanies","shirts","big game | new football t","flags"]),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","MODERATE"),htlbid.setTargeting("Verity_GGT4_risk","MEDIUM"),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/353518/guess-that-ass-341);
      <script>
      <script>
        pbjs.setConfig({ pageUrl: https://www.barstoolsports.com/blog/353518/guess-that-ass-341 });</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></head><body class="union__content"><p><a href="http://philly.barstoolsports.com/files/2015/01/bb.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb.jpg" alt="bb" width="500" height="500" class="aligncenter size-full wp-image-136893" sizes="(max-width: 1080px) 100vw, 776px" loading="eager"></a></p><p>Playmate Elizabeth Ostrander. Any way you stack it, Miss December is a smoke bomb fire crotch.</p><p><a href="http://www.playboytubes.com/2670-elizabeth-ostrander-crawls-naked-fours" target="_blank">NUDIES.</a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb1.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb1.jpg" alt="bb1" width="500" height="500" class="aligncenter size-full wp-image-136894" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb2.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb2.jpg" alt="bb2" width="500" height="500" class="aligncenter size-full wp-image-136895" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb3.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb3.jpg" alt="bb3" width="500" height="500" class="aligncenter size-full wp-image-136896" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb4.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb4.jpg" alt="bb4" width="500" height="500" class="aligncenter size-full wp-image-136897" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb5.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb5.jpg" alt="bb5" width="500" height="500" class="aligncenter size-full wp-image-136898" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb6.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb6.jpg" alt="bb6" width="500" height="500" class="aligncenter size-full wp-image-136899" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p></body></html>

<p><a href="http://philly.barstoolsports.com/files/2015/01/bb.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb.jpg" alt="bb" width="500" height="500" class="aligncenter size-full wp-image-136893" sizes="(max-width: 1080px) 100vw, 776px" loading="eager"></a></p><p>Playmate Elizabeth Ostrander. Any way you stack it, Miss December is a smoke bomb fire crotch.</p><p><a href="http://www.playboytubes.com/2670-elizabeth-ostrander-crawls-naked-fours" target="_blank">NUDIES.</a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb1.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb1.jpg" alt="bb1" width="500" height="500" class="aligncenter size-full wp-image-136894" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb2.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb2.jpg" alt="bb2" width="500" height="500" class="aligncenter size-full wp-image-136895" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb3.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb3.jpg" alt="bb3" width="500" height="500" class="aligncenter size-full wp-image-136896" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb4.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb4.jpg" alt="bb4" width="500" height="500" class="aligncenter size-full wp-image-136897" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb5.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb5.jpg" alt="bb5" width="500" height="500" class="aligncenter size-full wp-image-136898" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://philly.barstoolsports.com/files/2015/01/bb6.jpg"><img src="http://philly.barstoolsports.com/files/2015/01/bb6.jpg" alt="bb6" width="500" height="500" class="aligncenter size-full wp-image-136899" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p>

Guess That Ass

Barstool Sports Homepage

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

Featured Section

Throw Week 1 Away, Who is Bouncing Back This Week? | Pro Football Football Show Week 2

Slot 1

Stu Feiner Is Let Off His Leash - Barstool Sports Advisors Week 2

Slot 2

Livvy Dunne Meets Her Favorite Barstool Employee | Stool Scenes

Slot 3

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

Feed Section

Slot 4

Slot 10

Barstool Sports Advisors

Chicago

Get Ready For NFL Sunday With The Barstool Sports Advisors

The Pro Football Football Show

Get Ready for NFL Sunday With The Pro Football Football Show, Presented By Chevy Trucks

Featured

Cities

Sports

Barstool Brands

Sports

Cities

Trending

Advertisement

Guess That Ass

Advertisement