What would he be calling for, if I might make so bold as to ask?

我冒昧问一句，他会有什么样的要求呢？

Yet first, if I may be so bold, there is the matter of the second half of the payment we agreed upon.

不过首先嘛，恕我无礼，咱们约定的旅费还剩一半没付清呢。

May I be so bold and stay

我可以鲁莽地留下来吗

Only innocence dares to be so bold .

只有天真才会做出这种冒失的事。

May I be so bold as to compliment your + (dress / hair / outfit / etc.)?

我可以大胆地赞美你的+（衣服/头发/套装等）吗？

Ms. Anders, may I be so bold as to compliment you on your dress?

安德斯女士，我可以大胆地称赞你的裙子吗？

If I may be so bold as to speak frankly, that is quite absurd.

如果我不揣冒昧地直说, 那是很不像话的.