<!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>Miltons Pimp My Look</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","40"),htlbid.setTargeting("Verity_keywords",["look | barstool sports","el pres","day","email","milton pimp","picture","sweatpant","big cat","kid","live event barstool sports picks central || monday","line","barstool scottsdale | tonight","et tune","shit","big game week"]),htlbid.setTargeting("Verity_IABv1",["IAB17"]),htlbid.setTargeting("Verity_IABv2",["483"]),htlbid.setTargeting("Verity_IABv3",["483"]),htlbid.setTargeting("Verity_neutral","0.91"),htlbid.setTargeting("Verity_negative","0.09"),htlbid.setTargeting("Verity_GGT5_conf","VERY_HIGH"),htlbid.setTargeting("Verity_GGT5_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:"40",category:"No category",tags:[],brandName:null,brandId:0,pagetype:"standard_post"}</script></head><body class="union__content"><p><a href="http://boston.barstoolsports.com/?attachment_id=120100" rel="attachment wp-att-120100"><img title="m1" alt src="http://boston.barstoolsports.com/files/2012/11/m11.png" width="292" height="266" sizes="(max-width: 1080px) 100vw, 776px" loading="eager"></a></p><p>Time to reload the Miltons machine. Send all sob stories to pimpmylook@barstoolsports.com or pimpmydate@barstoolsports.com and help us help you. And you need to send pictures! If you sent an email without a picture resend with one to be considered.</p><p> </p><p><strong>Today’s Contestant</strong></p><p><a href="http://boston.barstoolsports.com/files/2013/06/29793_4845195497259_505540192_n.jpg"><img class="alignnone size-large wp-image-149293" alt="29793_4845195497259_505540192_n" src="http://boston.barstoolsports.com/files/2013/06/29793_4845195497259_505540192_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/06/252804_2057487834466_3592226_n.jpg"><img class="alignnone size-large wp-image-149294" alt="252804_2057487834466_3592226_n" src="http://boston.barstoolsports.com/files/2013/06/252804_2057487834466_3592226_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/06/533692_10200251208309675_1384868489_n.jpg"><img class="alignnone size-large wp-image-149295" alt="533692_10200251208309675_1384868489_n" src="http://boston.barstoolsports.com/files/2013/06/533692_10200251208309675_1384868489_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p> </p><p><strong>Reader Email</strong></p><p> </p><p><em>Pres,</em></p><p><em>My bro Daniel or “Dirty Dan” has most of his shit in line, except his style is questionable at best. Kid wears sweatpants every day of the week and somehow gets away with it. Chicks have called him out on wearing the same thing two days in a row and he just shrugs it off. For any formal occasion, he breaks out the classic looney toons tie and he tried to wear it to prom until his date shut him down. Please help him out before he goes off to the Ivy League next year and gets discriminated against.</em></p><p><em>Viva La Stool,</em><br><em>Tyler H.</em></p><p> </p><span id="post-ratings-149290" class="post-ratings" data-nonce="683d216fb7"><div class="rating"><img id="rating_149290_1" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="1 Star" title="1 Star" onmouseover='current_rating(149290,1,"1 Star")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_2" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="2 Stars" title="2 Stars" onmouseover='current_rating(149290,2,"2 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_3" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="3 Stars" title="3 Stars" onmouseover='current_rating(149290,3,"3 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_4" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_half.gif" alt="4 Stars" title="4 Stars" onmouseover='current_rating(149290,4,"4 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_5" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="5 Stars" title="5 Stars" onmouseover='current_rating(149290,5,"5 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_6" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="6 Stars" title="6 Stars" onmouseover='current_rating(149290,6,"6 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_7" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="7 Stars" title="7 Stars" onmouseover='current_rating(149290,7,"7 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_8" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="8 Stars" title="8 Stars" onmouseover='current_rating(149290,8,"8 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_9" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="9 Stars" title="9 Stars" onmouseover='current_rating(149290,9,"9 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_10" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="10 Stars" title="10 Stars" onmouseover='current_rating(149290,10,"10 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> (<strong>186</strong> votes, average: <strong>3.54</strong> out of 10)<br><span class="post-ratings-text" id="ratings_149290_text"></span></div></span><span id="post-ratings-149290-loading" class="post-ratings-loading"><img src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/loading.gif" width="16" height="16" alt="Loading..." title="Loading..." class="post-ratings-image" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy">Loading...</span></body></html>

<p><a href="http://boston.barstoolsports.com/?attachment_id=120100" rel="attachment wp-att-120100"><img title="m1" alt src="http://boston.barstoolsports.com/files/2012/11/m11.png" width="292" height="266" sizes="(max-width: 1080px) 100vw, 776px" loading="eager"></a></p><p>Time to reload the Miltons machine. Send all sob stories to pimpmylook@barstoolsports.com or pimpmydate@barstoolsports.com and help us help you. And you need to send pictures! If you sent an email without a picture resend with one to be considered.</p><p> </p><p><strong>Today’s Contestant</strong></p><p><a href="http://boston.barstoolsports.com/files/2013/06/29793_4845195497259_505540192_n.jpg"><img class="alignnone size-large wp-image-149293" alt="29793_4845195497259_505540192_n" src="http://boston.barstoolsports.com/files/2013/06/29793_4845195497259_505540192_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/06/252804_2057487834466_3592226_n.jpg"><img class="alignnone size-large wp-image-149294" alt="252804_2057487834466_3592226_n" src="http://boston.barstoolsports.com/files/2013/06/252804_2057487834466_3592226_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/06/533692_10200251208309675_1384868489_n.jpg"><img class="alignnone size-large wp-image-149295" alt="533692_10200251208309675_1384868489_n" src="http://boston.barstoolsports.com/files/2013/06/533692_10200251208309675_1384868489_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p> </p><p><strong>Reader Email</strong></p><p> </p><p><em>Pres,</em></p><p><em>My bro Daniel or “Dirty Dan” has most of his shit in line, except his style is questionable at best. Kid wears sweatpants every day of the week and somehow gets away with it. Chicks have called him out on wearing the same thing two days in a row and he just shrugs it off. For any formal occasion, he breaks out the classic looney toons tie and he tried to wear it to prom until his date shut him down. Please help him out before he goes off to the Ivy League next year and gets discriminated against.</em></p><p><em>Viva La Stool,</em><br><em>Tyler H.</em></p><p> </p><span id="post-ratings-149290" class="post-ratings" data-nonce="683d216fb7"><div class="rating"><img id="rating_149290_1" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="1 Star" title="1 Star" onmouseover='current_rating(149290,1,"1 Star")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_2" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="2 Stars" title="2 Stars" onmouseover='current_rating(149290,2,"2 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_3" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="3 Stars" title="3 Stars" onmouseover='current_rating(149290,3,"3 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_4" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_half.gif" alt="4 Stars" title="4 Stars" onmouseover='current_rating(149290,4,"4 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_5" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="5 Stars" title="5 Stars" onmouseover='current_rating(149290,5,"5 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_6" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="6 Stars" title="6 Stars" onmouseover='current_rating(149290,6,"6 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_7" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="7 Stars" title="7 Stars" onmouseover='current_rating(149290,7,"7 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_8" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="8 Stars" title="8 Stars" onmouseover='current_rating(149290,8,"8 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_9" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="9 Stars" title="9 Stars" onmouseover='current_rating(149290,9,"9 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_10" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="10 Stars" title="10 Stars" onmouseover='current_rating(149290,10,"10 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> (<strong>186</strong> votes, average: <strong>3.54</strong> out of 10)<br><span class="post-ratings-text" id="ratings_149290_text"></span></div></span><span id="post-ratings-149290-loading" class="post-ratings-loading"><img src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/loading.gif" width="16" height="16" alt="Loading..." title="Loading..." class="post-ratings-image" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy">Loading...</span>

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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>Miltons Pimp My Look</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","40"),htlbid.setTargeting("Verity_keywords",["look | barstool sports","el pres","day","email","milton pimp","picture","sweatpant","big cat","kid","live event barstool sports picks central || monday","line","barstool scottsdale | tonight","et tune","shit","big game week"]),htlbid.setTargeting("Verity_IABv1",["IAB17"]),htlbid.setTargeting("Verity_IABv2",["483"]),htlbid.setTargeting("Verity_IABv3",["483"]),htlbid.setTargeting("Verity_neutral","0.91"),htlbid.setTargeting("Verity_negative","0.09"),htlbid.setTargeting("Verity_GGT5_conf","VERY_HIGH"),htlbid.setTargeting("Verity_GGT5_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:"40",category:"No category",tags:[],brandName:null,brandId:0,pagetype:"standard_post"}</script></head><body class="union__content"><p><a href="http://boston.barstoolsports.com/?attachment_id=120100" rel="attachment wp-att-120100"><img title="m1" alt src="http://boston.barstoolsports.com/files/2012/11/m11.png" width="292" height="266" sizes="(max-width: 1080px) 100vw, 776px" loading="eager"></a></p><p>Time to reload the Miltons machine. Send all sob stories to pimpmylook@barstoolsports.com or pimpmydate@barstoolsports.com and help us help you. And you need to send pictures! If you sent an email without a picture resend with one to be considered.</p><p> </p><p><strong>Today’s Contestant</strong></p><p><a href="http://boston.barstoolsports.com/files/2013/06/29793_4845195497259_505540192_n.jpg"><img class="alignnone size-large wp-image-149293" alt="29793_4845195497259_505540192_n" src="http://boston.barstoolsports.com/files/2013/06/29793_4845195497259_505540192_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/06/252804_2057487834466_3592226_n.jpg"><img class="alignnone size-large wp-image-149294" alt="252804_2057487834466_3592226_n" src="http://boston.barstoolsports.com/files/2013/06/252804_2057487834466_3592226_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/06/533692_10200251208309675_1384868489_n.jpg"><img class="alignnone size-large wp-image-149295" alt="533692_10200251208309675_1384868489_n" src="http://boston.barstoolsports.com/files/2013/06/533692_10200251208309675_1384868489_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p> </p><p><strong>Reader Email</strong></p><p> </p><p><em>Pres,</em></p><p><em>My bro Daniel or “Dirty Dan” has most of his shit in line, except his style is questionable at best. Kid wears sweatpants every day of the week and somehow gets away with it. Chicks have called him out on wearing the same thing two days in a row and he just shrugs it off. For any formal occasion, he breaks out the classic looney toons tie and he tried to wear it to prom until his date shut him down. Please help him out before he goes off to the Ivy League next year and gets discriminated against.</em></p><div id="Article-Ad-Placeholder" data-union-ad></div><p><em>Viva La Stool,</em><br><em>Tyler H.</em></p><p> </p><span id="post-ratings-149290" class="post-ratings" data-nonce="683d216fb7"><div class="rating"><img id="rating_149290_1" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="1 Star" title="1 Star" onmouseover='current_rating(149290,1,"1 Star")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_2" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="2 Stars" title="2 Stars" onmouseover='current_rating(149290,2,"2 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_3" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="3 Stars" title="3 Stars" onmouseover='current_rating(149290,3,"3 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_4" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_half.gif" alt="4 Stars" title="4 Stars" onmouseover='current_rating(149290,4,"4 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_5" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="5 Stars" title="5 Stars" onmouseover='current_rating(149290,5,"5 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_6" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="6 Stars" title="6 Stars" onmouseover='current_rating(149290,6,"6 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_7" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="7 Stars" title="7 Stars" onmouseover='current_rating(149290,7,"7 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_8" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="8 Stars" title="8 Stars" onmouseover='current_rating(149290,8,"8 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_9" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="9 Stars" title="9 Stars" onmouseover='current_rating(149290,9,"9 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_10" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="10 Stars" title="10 Stars" onmouseover='current_rating(149290,10,"10 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> (<strong>186</strong> votes, average: <strong>3.54</strong> out of 10)<br><span class="post-ratings-text" id="ratings_149290_text"></span></div></span><span id="post-ratings-149290-loading" class="post-ratings-loading"><img src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/loading.gif" width="16" height="16" alt="Loading..." title="Loading..." class="post-ratings-image" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy">Loading...</span></body></html>

<p><a href="http://boston.barstoolsports.com/?attachment_id=120100" rel="attachment wp-att-120100"><img title="m1" alt src="http://boston.barstoolsports.com/files/2012/11/m11.png" width="292" height="266" sizes="(max-width: 1080px) 100vw, 776px" loading="eager"></a></p><p>Time to reload the Miltons machine. Send all sob stories to pimpmylook@barstoolsports.com or pimpmydate@barstoolsports.com and help us help you. And you need to send pictures! If you sent an email without a picture resend with one to be considered.</p><p> </p><p><strong>Today’s Contestant</strong></p><p><a href="http://boston.barstoolsports.com/files/2013/06/29793_4845195497259_505540192_n.jpg"><img class="alignnone size-large wp-image-149293" alt="29793_4845195497259_505540192_n" src="http://boston.barstoolsports.com/files/2013/06/29793_4845195497259_505540192_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/06/252804_2057487834466_3592226_n.jpg"><img class="alignnone size-large wp-image-149294" alt="252804_2057487834466_3592226_n" src="http://boston.barstoolsports.com/files/2013/06/252804_2057487834466_3592226_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/06/533692_10200251208309675_1384868489_n.jpg"><img class="alignnone size-large wp-image-149295" alt="533692_10200251208309675_1384868489_n" src="http://boston.barstoolsports.com/files/2013/06/533692_10200251208309675_1384868489_n-480x640.jpg" width="480" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p> </p><p><strong>Reader Email</strong></p><p> </p><p><em>Pres,</em></p><p><em>My bro Daniel or “Dirty Dan” has most of his shit in line, except his style is questionable at best. Kid wears sweatpants every day of the week and somehow gets away with it. Chicks have called him out on wearing the same thing two days in a row and he just shrugs it off. For any formal occasion, he breaks out the classic looney toons tie and he tried to wear it to prom until his date shut him down. Please help him out before he goes off to the Ivy League next year and gets discriminated against.</em></p><div id="Article-Ad-Placeholder" data-union-ad></div><p><em>Viva La Stool,</em><br><em>Tyler H.</em></p><p> </p><span id="post-ratings-149290" class="post-ratings" data-nonce="683d216fb7"><div class="rating"><img id="rating_149290_1" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="1 Star" title="1 Star" onmouseover='current_rating(149290,1,"1 Star")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_2" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="2 Stars" title="2 Stars" onmouseover='current_rating(149290,2,"2 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_3" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="3 Stars" title="3 Stars" onmouseover='current_rating(149290,3,"3 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_4" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_half.gif" alt="4 Stars" title="4 Stars" onmouseover='current_rating(149290,4,"4 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_5" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="5 Stars" title="5 Stars" onmouseover='current_rating(149290,5,"5 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_6" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="6 Stars" title="6 Stars" onmouseover='current_rating(149290,6,"6 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_7" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="7 Stars" title="7 Stars" onmouseover='current_rating(149290,7,"7 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_8" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="8 Stars" title="8 Stars" onmouseover='current_rating(149290,8,"8 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_9" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="9 Stars" title="9 Stars" onmouseover='current_rating(149290,9,"9 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_149290_10" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="10 Stars" title="10 Stars" onmouseover='current_rating(149290,10,"10 Stars")' onmouseout="ratings_off(3.5,4,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> (<strong>186</strong> votes, average: <strong>3.54</strong> out of 10)<br><span class="post-ratings-text" id="ratings_149290_text"></span></div></span><span id="post-ratings-149290-loading" class="post-ratings-loading"><img src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/loading.gif" width="16" height="16" alt="Loading..." title="Loading..." class="post-ratings-image" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy">Loading...</span>

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