<!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","wardrobe","smooch","milton pimp","big cat","el pres","big game week","picture","live event barstool sports picks central || monday","barstool scottsdale | tonight","et tune","kfc","clothe","welcome","kid"]),htlbid.setTargeting("Verity_IABv1",["IAB17"]),htlbid.setTargeting("Verity_IABv2",["483"]),htlbid.setTargeting("Verity_IABv3",["483"]),htlbid.setTargeting("Verity_positive","0.3"),htlbid.setTargeting("Verity_neutral","0.6"),htlbid.setTargeting("Verity_negative","0.1"),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:"Boston",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><p> </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><strong>Today’s Contestant</strong></p><p> </p><p><a href="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.50-PM.png"><img class="alignnone size-large wp-image-227938" alt="Screen Shot 2015-02-06 at 3.03.50 PM" src="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.50-PM-480x503.png" width="480" height="503" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.44-PM.png"><img class="alignnone size-large wp-image-227939" alt="Screen Shot 2015-02-06 at 3.03.44 PM" src="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.44-PM-480x535.png" width="480" height="535" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.59-PM.png"><img class="alignnone size-large wp-image-227937" alt="Screen Shot 2015-02-06 at 3.03.59 PM" src="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.59-PM-355x640.png" width="355" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p> </p><p> </p><p><strong>Reader Email</strong></p><p> </p><div dir="ltr"><em>Barstool,</em><div><em> </em></div><div><em>This is my friend Chris aka “Smooch”. He’s an all-around good kid with all the tools for bagging ladies. Kind of smart, funny, and sporting a fire new haircut, the only thing holding him back is his wardrobe. Smooch is notorious for taking off his shirt mid-party and starting a one-man Tommy Brady chant. Please give this kid some clothes and save the rest of us from his ridiculous wardrobe.</em></div></div><p> </p><span id="post-ratings-231074" class="post-ratings" data-nonce="8add612b38"><div class="rating"><img id="rating_231074_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(231074,1,"1 Star")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,2,"2 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_3" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_half.gif" alt="3 Stars" title="3 Stars" onmouseover='current_rating(231074,3,"3 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_4" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="4 Stars" title="4 Stars" onmouseover='current_rating(231074,4,"4 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,5,"5 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,6,"6 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,7,"7 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,8,"8 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,9,"9 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,10,"10 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> (<strong>100</strong> votes, average: <strong>2.84</strong> out of 10)<br><span class="post-ratings-text" id="ratings_231074_text"></span></div></span><span id="post-ratings-231074-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><p> </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><strong>Today’s Contestant</strong></p><p> </p><p><a href="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.50-PM.png"><img class="alignnone size-large wp-image-227938" alt="Screen Shot 2015-02-06 at 3.03.50 PM" src="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.50-PM-480x503.png" width="480" height="503" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.44-PM.png"><img class="alignnone size-large wp-image-227939" alt="Screen Shot 2015-02-06 at 3.03.44 PM" src="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.44-PM-480x535.png" width="480" height="535" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a><a href="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.59-PM.png"><img class="alignnone size-large wp-image-227937" alt="Screen Shot 2015-02-06 at 3.03.59 PM" src="http://boston.barstoolsports.com/wp-content/blogs.dir/2/files/2015/02/Screen-Shot-2015-02-06-at-3.03.59-PM-355x640.png" width="355" height="640" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"></a></p><p> </p><p> </p><p><strong>Reader Email</strong></p><p> </p><div dir="ltr"><em>Barstool,</em><div><em> </em></div><div><em>This is my friend Chris aka “Smooch”. He’s an all-around good kid with all the tools for bagging ladies. Kind of smart, funny, and sporting a fire new haircut, the only thing holding him back is his wardrobe. Smooch is notorious for taking off his shirt mid-party and starting a one-man Tommy Brady chant. Please give this kid some clothes and save the rest of us from his ridiculous wardrobe.</em></div></div><p> </p><span id="post-ratings-231074" class="post-ratings" data-nonce="8add612b38"><div class="rating"><img id="rating_231074_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(231074,1,"1 Star")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,2,"2 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_3" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_half.gif" alt="3 Stars" title="3 Stars" onmouseover='current_rating(231074,3,"3 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_4" src="https://cdn.barstoolsports.com/wp-content/plugins/wp-postratings/images/stars_crystal/rating_off.gif" alt="4 Stars" title="4 Stars" onmouseover='current_rating(231074,4,"4 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,5,"5 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,6,"6 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,7,"7 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,8,"8 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,9,"9 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"><img id="rating_231074_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(231074,10,"10 Stars")' onmouseout="ratings_off(2.8,3,0)" onclick="rate_post()" onkeypress="rate_post()" style="cursor:pointer;border:0" sizes="(max-width: 1080px) 100vw, 776px" loading="lazy"> (<strong>100</strong> votes, average: <strong>2.84</strong> out of 10)<br><span class="post-ratings-text" id="ratings_231074_text"></span></div></span><span id="post-ratings-231074-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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