How do you understand this sentence? "もうそろそろ何度目かの正直的な感じでしょ！！”


The context is about character(1) doubting character(2) whether or not she can
kiss the main character because character(2) couldn't express her feelings to
the main character, so character(2) said:

> もうそろそろ何度目かの正直的な感じでしょ！！

I interpreted it as:

> Surely it is a honest feeling for the umpteenth time!

I shortly gave up and checked the English translation which says

> It's sure to go well by now, you know!

  * I'm not sure I understand what 何度目か means but I found this link: [How should I understand 何回目か in this sentence?](https://japanese.stackexchange.com/q/80475/46733)

  * I'm also pretty confused at 正直的, if 正直 were to be understood as "honest" why is 的 used?




As the comment says, this is a deformed version of the common idiom
[三度目の正直](https://jisho.org/word/%E4%B8%89%E5%BA%A6%E7%9B%AE%E3%81%AE%E6%AD%A3%E7%9B%B4)
"third time lucky". It's common to "hide" a part of a well-known long
cliché/proverb using なんとやら, etc (see
[this](https://japanese.stackexchange.com/a/40915/5010)). By not saying
everything, you can convey a you-know-what-I-mean sort of sentiment. This 的な
is just _-ish_ or _-like_ , but it is applied to 何度目かの正直 as a whole.




As the comment says, this is a deformed version of the common idiom
[三度目の正直](https://jisho.org/word/%E4%B8%89%E5%BA%A6%E7%9B%AE%E3%81%AE%E6%AD%A3%E7%9B%B4)
"third time lucky". It's common to "hide" a part of a well-known long
cliché/proverb using なんとやら, etc (see
[this](https://japanese.stackexchange.com/a/40915/5010)). By not saying
everything, you can convey a you-know-what-I-mean sort of sentiment. This 的な
is just _-ish_ or _-like_ , but it is applied to 何度目かの正直 as a whole.

