Twitter currently uses its own URL shortener (<a href="http://t.co” class=”bbcode_url”>http://t.co) for shortening links. So there is no way of using <a href="http://bit.ly” class=”bbcode_url”>http://bit.ly in the Twitter’s official buttons.
You should use the “open graph protocol” to get the correct image from your blog. This is not an issue with WPSR. Its because, Facebook like button cannot select the right image for the post.
Check this page for the Open graph protocol
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