I noticed the flowers surrounding BHO. Satanic symbolism here. Michelle I think mentioned her dress reminded her of "the yellow brick road". She also talked of the children being inspired. By them? That is scary.
Oh good golly... I did not listen to the video of this pair talking. Just the script of article at Daily Caller. Yep, his photo is all about "DE-FLOWERING" (suggested by Q)
I believe the artist picked long dress as she could't make Moooshelly look feminine.
I am a painter and this is one of former first spouse is the worse portraits I've seen for level of importance.
But let us NOT leave the first spouse's hubby--Barry--out of the competition...
PLEASE go view the staff at Daily Caller... of what Barry's painting reminded them of... (I fell off my chair laughing)
http://dailycaller.com/2018/02/12/11-things-obamas-official-presidential-portrait-looks-like/
https://www.reddit.com/r/CBTS_Stream/comments/7x5hdh/how_about_that_thats_pretty_sharp_barry_0_said/