This seemed like a reasonable post until I noticed I was the work of the Dailymail. Their idea of what constitutes a friend is decidedly different that what most of us think it is.
The article had several pictures of the family (primarily his mother and sister) with Hillary and Bill Clinton and also this picture from his mother's funeral:

Also Hillary delivered a eulogy at that funeral:
The Daily Mail is a sensationalist rag indeed. However, it is accurate that Dominic Puopolo Jr was arrested for the threats he made against Trump and it is also reported that he once gave $20,000 to the Democratic National Committee.