Well in the frustratingly difficult decision between Anemone and Cherry, I finally made my choice after a little more research and sleeping on it: Cherry.

What I liked about both:
1) They are lovely, curvy beauties
2) Both have great looking affection scenes (I fucking love cowgirl!)
3) They have back intros/back stories that make me just want to pull them in and hold them tight.

Why Cherry?
1) Her sprite is cute as fuck!
2) I am still currently lvl 79. So while I can beat 80 stam maps, they still hit my girls pretty hard at times. Especially on my weaker 2,3, and 4 squads. So Cherry's ability of weakening of pests will help my 1 squad nuke tougher pests more easily.
3) Her evolved ability boosts attack against raid bosses, which will definitely come in handy with raid events
4) Research found that Cherry has an upcoming bloom eventually, while Anemone does not.

If Nutaku comes around with a deal like this again, I'll look at picking up Anemone. In the meantime, even if fruitless in doing so, I will give Anemone my votes. Thanks again for the advice everyone.