I've played it solo, and unfortunately it didn't quite work for me.
This game is very inventive, and definitely has a lot of great ideas in it.
The premises of many of the prompts are very intriguing. Some of the events that happened are reminiscent of fairy tales but have their unique spin on them. I feel that many of these prompts, on themselves, could make an adventure seed for a full game.
The atmosphere is great, the game is very flavourful. The art and presentation are top-notch. It really helped to imagine the academy.
But I'm afraid it didn't quite work as a cohesive experience for me. I've ended up with a story full of unconnected dead-end subplots. I admit that it's a "me" problem in a lot of ways, but I feel that there are game mechanics that contributed to that.
Compared to Anamnesis, the prompts in Tangled Blessings are much more specific, so it's hard to “make them my own”. Also, Tangled Blessings' Rival didn't provide a common focal point for my answers in the same way as Anamnesis' Shadow does.
I followed the suggestion to make the Rival a romantic interest. It was fun to write, but it devalued the ending. My character ended up being on the same team with the (former) Rival by the end of the game. So it became irrelevant who wins the final confrontation.
I'm planning to try playing it again later, maybe treating rules in a looser way.