Sorry you’re having this problem. Here’s why this is happening.
You have OpenGraph markup in your page source, like this:
<meta property="og:description" content="Description of what your article"/>
<meta property="og:type" content="article"/>
(og:type maps to twitter:card = summary)
Then you also have all of these tags in the page as well:
<meta property="og:image" content="http://www.counselorup.com/uploads/1/1/1/8/11183983/final_6_orig.jpg" />
<meta property="og:image" content="http://www.counselorup.com/uploads/1/1/1/8/11183983/selfesteem_orig.png" />
<meta property="og:image" content="http://www.counselorup.com/uploads/1/1/1/8/11183983/published/industrious-child-pin.png?1494605599" />
<meta property="og:image" content="http://www.counselorup.com/uploads/1/1/1/8/11183983/signature_24_orig.png" />
<meta property="og:image" content="http://www.counselorup.com/uploads/1/1/1/8/11183983/published/grey-facebook.png?1487703297" />
<meta property="og:image" content="http://www.counselorup.com/uploads/1/1/1/8/11183983/published/grey-twitter.png?1487703295" />
<meta property="og:image" content="http://www.counselorup.com/uploads/1/1/1/8/11183983/published/grey-tpt.png?1487703292" />
<meta property="og:image" content="http://www.counselorup.com/uploads/1/1/1/8/11183983/published/grey-pinterest.png?1487703290" />
<meta property="og:image" content="http://www.counselorup.com/uploads/1/1/1/8/11183983/published/grey-instagram.png?1487703287" />
<meta property="og:image" content="http://www.counselorup.com/uploads/1/1/1/8/11183983/1428506308.png" />
Twitter Cards only support a single image so it looks like one of these is being selected and displayed.
If you would like to control the card experience more I’d suggest implementing Twitter Card markup directly (maybe via a blog plugin), or editing these values directly.
