Here is an implication that confuses me when I think about it:
$\qquad$ I am holding a pen $\implies$ It is raining outside.
This implication seems to say that it will rain outside whenever I hold a pen.
If I am not holding a pen, the implication is true. But how can this be so if I can just hold a pen and see that it does not rain? My guess is that implications can be true sometimes and false sometimes, so me holding a pen and seeing it does not rain does not prove that the implication is always false. But if this is the case, what does it even mean for the implication to be true, for the times when I do not hold a pen?
$$$$ I can see that the implication
$\qquad$ I am holding a pen $\implies$ False,
would be true when I do not hold a pen, even though its consequence is never true. And anytime I hold a pen, the consequence in the implication will be false.
I'm sure other people have said this somewhere on math stackexchange, but reading the proposed duplicate answers, I see plenty of room for confusion, so I think it's probably easiest to just write a clarification here.
The logical definition of implication doesn't really line up with the colloquial definition of implication unless you include a universal quantifier.
In your example, we wouldn't colloquially say that the statement "If you are holding a pen, then it is raining outside" is true, even though it is sometimes true logically, because what matters is whether or not it's always true.
The right way to translate the statement into a logical statement is to say "At all times, if you are holding a pen, then it is raining outside." The "at all times" portion of the sentence (which is a universal quantifier) ensures that, in order for the sentence to be true, we are not only interested in now in particular, but rather all possible moments. So to say the statement is false, we only need to find one counterexample - one particular time when you were holding a pen and it was a clear day outside. Which, as you said, can easily be accomplished by simply picking up your pen on a clear day.