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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","ilester little","guy","email","milton pimp","picture","big cat","el pres","live event barstool sports picks central || monday","ultimate no-no .","group","friend","barstool scottsdale | tonight","et tune","proud ambassador"]),htlbid.setTargeting("Verity_IABv1",["IAB17","IAB17-27"]),htlbid.setTargeting("Verity_IABv2",["515","483"]),htlbid.setTargeting("Verity_IABv3",["515","483"]),htlbid.setTargeting("Verity_positive","0.14"),htlbid.setTargeting("Verity_neutral","0.79"),htlbid.setTargeting("Verity_negative","0.07"),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/random-thoughts/miltons-pimp-my-look-38/attachment/m1-12/" 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> </p><div id="Article-Ad-Placeholder" data-union-ad></div><p><i> </i></p><p>White shades, the ultimate no-no.</p><p> </p><p> </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> </p><p> </p><p><strong>Today’s Contestant </strong></p><p><a href="http://boston.barstoolsports.com/files/2013/08/5.png"><img class="alignnone size-large wp-image-157049" alt="5" src="http://boston.barstoolsports.com/files/2013/08/5-480x452.png" width="480" height="452" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://boston.barstoolsports.com/files/2013/08/6.jpg"><img class="alignnone size-large wp-image-157050" alt="6" src="http://boston.barstoolsports.com/files/2013/08/6-480x360.jpg" width="480" height="360" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/08/7.jpg"><img class="alignnone size-large wp-image-157051" alt="7" src="http://boston.barstoolsports.com/files/2013/08/7-480x367.jpg" width="480" height="367" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/08/8.jpg"><img class="alignnone size-large wp-image-157052" alt="8" src="http://boston.barstoolsports.com/files/2013/08/8-480x360.jpg" width="480" height="360" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p> </p><p> </p><p><strong>Reader Email </strong></p><p> </p><p><em>Every group of friends has THAT one guy. Meet Ilester Little aka Little Ilester, proud ambassador of the Franklin Pierce hockey team.  Not only does he have the worst style, but also the squarest wheels. He likes to think he goes home with 10s but usually he wakes up next to a good old Saskatchewan Sasquatch. This guy is truly more lost than a missing person. Other than that Little Ilester is a purebred gem of a human-being that never says no to a few cold ones which turn into a five day bender.  So Prez, help the kid out! </em></p><p> </p><span id="post-ratings-157048" class="post-ratings" data-nonce="bdc41ad871"><div class="rating"><img id="rating_157048_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(157048,1,"1 Star")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,2,"2 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,3,"3 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_4" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="4 Stars" title="4 Stars" onmouseover='current_rating(157048,4,"4 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_5" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="5 Stars" title="5 Stars" onmouseover='current_rating(157048,5,"5 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_6" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_half.gif" alt="6 Stars" title="6 Stars" onmouseover='current_rating(157048,6,"6 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,7,"7 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,8,"8 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,9,"9 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,10,"10 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> (<strong>118</strong> votes, average: <strong>5.64</strong> out of 10)<br><span class="post-ratings-text" id="ratings_157048_text"></span></div></span><span id="post-ratings-157048-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/random-thoughts/miltons-pimp-my-look-38/attachment/m1-12/" 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> </p><div id="Article-Ad-Placeholder" data-union-ad></div><p><i> </i></p><p>White shades, the ultimate no-no.</p><p> </p><p> </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> </p><p> </p><p><strong>Today’s Contestant </strong></p><p><a href="http://boston.barstoolsports.com/files/2013/08/5.png"><img class="alignnone size-large wp-image-157049" alt="5" src="http://boston.barstoolsports.com/files/2013/08/5-480x452.png" width="480" height="452" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p><a href="http://boston.barstoolsports.com/files/2013/08/6.jpg"><img class="alignnone size-large wp-image-157050" alt="6" src="http://boston.barstoolsports.com/files/2013/08/6-480x360.jpg" width="480" height="360" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/08/7.jpg"><img class="alignnone size-large wp-image-157051" alt="7" src="http://boston.barstoolsports.com/files/2013/08/7-480x367.jpg" width="480" height="367" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/files/2013/08/8.jpg"><img class="alignnone size-large wp-image-157052" alt="8" src="http://boston.barstoolsports.com/files/2013/08/8-480x360.jpg" width="480" height="360" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p> </p><p> </p><p><strong>Reader Email </strong></p><p> </p><p><em>Every group of friends has THAT one guy. Meet Ilester Little aka Little Ilester, proud ambassador of the Franklin Pierce hockey team.  Not only does he have the worst style, but also the squarest wheels. He likes to think he goes home with 10s but usually he wakes up next to a good old Saskatchewan Sasquatch. This guy is truly more lost than a missing person. Other than that Little Ilester is a purebred gem of a human-being that never says no to a few cold ones which turn into a five day bender.  So Prez, help the kid out! </em></p><p> </p><span id="post-ratings-157048" class="post-ratings" data-nonce="bdc41ad871"><div class="rating"><img id="rating_157048_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(157048,1,"1 Star")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,2,"2 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,3,"3 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_4" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="4 Stars" title="4 Stars" onmouseover='current_rating(157048,4,"4 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_5" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_on.gif" alt="5 Stars" title="5 Stars" onmouseover='current_rating(157048,5,"5 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_6" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_half.gif" alt="6 Stars" title="6 Stars" onmouseover='current_rating(157048,6,"6 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,7,"7 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,8,"8 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,9,"9 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_157048_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(157048,10,"10 Stars")' onmouseout="ratings_off(5.6,6,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> (<strong>118</strong> votes, average: <strong>5.64</strong> out of 10)<br><span class="post-ratings-text" id="ratings_157048_text"></span></div></span><span id="post-ratings-157048-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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