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This should be close. No warranties!

RewriteEngine On
RewriteCond %{HTTP_HOST} ^www.whosyourmoondoggie.com
RewriteRule (.*) http://www.moondoggieinc.com/blog/$1 [R=301,L]

just quickly, I would not have two mention of your keywords in the url:

http://pittsburghsteelersroster.com/history/1990-1999/1999-pittsburgh-steelers-roster/

I would almost think this would be a better structure, even though I'm not a fan of using "roster" again, but it makes sense  from a user's standpoint.

http://pittsburghsteelersroster.com/rosters

this page should show all the years groupings.

http://pittsburghsteelersroster.com/rosters/1990-1999

This page shows all the year links

http://pittsburghsteelersroster.com/rosters/1990-1999/1999

Roster info.

This:

http://pittsburghsteelersroster.com/history/2010-present/

should be
http://pittsburghsteelersroster.com/history/2010-2019 that's just a consistency thing.

Same with this:

http://pittsburghsteelersroster.com/about-pittsburgh-steelers-roster/

should be

http://pittsburghsteelersroster.com/about

I wouldn't repeat the Keywords in the title twice as well.

Put some more content in it, and see how that goes.

Hope this helps, and Go Steelers!

for the .html, just use permalinks.

Use yoast, so you can change the titles. Just do the 2011 Pittsburgh Steelers Roster, you don't need to repeat the site name again.

I don't think you need to come up with different titles. It is what it is in reality.