So this got me curious, and I went to search for a 1988 Playboy magazine on eBay, which of course I found in the category of back issues.
Every listing has a report button.
Why yours got flagged and the ones you found did not I do not know.
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So what's the deal, can playboy magazines be sold post 1980?
They can but they have to be listed on eBay.com in the Adult Section
http://pages.ebay.ca/help/policies/adult-only.html
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I wouldn't mind if an actual eBay customer service representative answered this question.
Customer Service is contracted out to a company in the Philipines.
If you wish to chat with a real eBay employee you can every Wednesday from 1pm until 2pm Eastern (Toronto) Time on this board here.
http://community.ebay.ca/t5/Weekly-Board-Hour-Session/bd-p/23000000073
Don't post on that board outside those hours or outside an official weekly chat thread or the moderators will remove your post.