I have tried to get 100% and I really believed it wasn't real when I saw your guide I was like NO WAY! It's like a myth...but you really did it. I am so grateful you shared your knowledge with us. You rock!

Maybe ask around? There could be a slight difference between 5 hearts and 100%?

Could 100% actually mean selecting every single option? or the choices that look like they give the same amount could give a slight bit of difference? (Like how you could make him sing gives quite a bit while taking some away)

Just changed to specify which one, thanks!

In the 'i like the shirt you're wearing' there are to options there that begin the same but one causes you to loose hearts, just a heads up

Edited the guide, to switch the "You're not feeling too bogged..." choice to "I just want to tell you that...".

Tested and it does max out the date but still is not granting the achievement, at least not for me. Thanks for the feedback!

I had the same problem as Lupiness, trying other options I got the 5 hearts doing everything as is said except for the "you're not feeling too bogged..." option, I chose the other one: "I just want to tell you that...". Hope it helps!

They may have fixed it with the latest update.
I followed this guide and got just short of 100%