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<style>
.wrapper__image {
  background: #fbfbfb;
  margin: 50px;
  display: inline-block;
  width: 270px;
  height: 420px;
  overflow: hidden;
  border-radius: 5px;
  box-shadow: 10px 20px 70px -18px rgba(0, 36, 100, 0.12);
}
.wrapper__image img:not(.longwidth) {
    width: 100%;
    height:auto;
}
.wrapper__image img.longwidth {
    height: 100%;
    width:  auto;
}
</style>
<script type="text/javascript">
function isLongWidth (that){
  if(that.width>that.height)that.className = "longwidth";
}
</script>
<div class="wrapper__image"><img src="https://d13yacurqjgara.cloudfront.net/users/182238/screenshots/2604379/12-fire.jpg" onload="isLongWidth(this)"></div>

$(document).ready(function(){
 $("li").mouseenter(function(){
      $( i,this).css({"background-image": "url(assets/blue-icon.png)"});
    }).mouseleave(function(){
      $( i,this).css({"background-image": "url(assets/white-icon.png)"});
    });
});