What to do when it itching (according to suttas and your own experience)? I know the question may seems a little trivial and superfluous, but rather than being interested in the itching itself, I'd like to know what to do when any kind of unpleasent feeling rises. 

I think itching is different from other unpleasent feelings, mainly because one can easily get rid of that feeling -at least temporarily- by scratching the zone (I mean, to scratch is an option when you have the means). 

What would an arahant do when itch arises?
What do the suttas tell us to do in situations similar to this one?
What do you do when itch arises (apart from recognizing the itch as not-self and impermanent, and the scratching as unsatisfying in the long term and impermanent as a solution)?
Or am I overthinking the situation, and should I be aware of the feeling, seeing the three characteristic in it, and just scratch?

I ask this because I remember reading some blog entry about a meditation retreat. The blogger wrote that when meditating, itching was a common feeling, but the hosts told her to let go of the craving for scratching and to not get personally identified with the itch. I understand these instructions and they seem totally reasonable. But she didn't tell about instructions in between meditation sessions other than following the five precepts. Basically, she didn't tell if she was supposed to not scratch even after sitting meditation.

I hope you can see the point in my question, because it seems a little dumb in the surface.

Thanks for your time!
Have a nice day!
What would an arahant do when itch arises?

I’m not an arahant but I think an arahant would be just mindful of it without scratching it.

What do the suttas tell us to do in situations similar to this one?

I don’t think there is any suttas that talk about itch but in SN 35.127, the Buddha said we should guard the six sense doors.


  "It has been said, sire, by the Exalted One...: 'Come, monks, guard the doors of your sense-faculties. Seeing an object with the eye, do not seize hold of either its general appearance or its details. Because anyone dwelling with the eye-faculty uncontrolled could be overwhelmed by cupidity and dejection, evil and unwholesome states of mind, therefore practice to control the eye-faculty, guard it and gain control over it. [Similarly with ear, nose, tongue, body (touch), mind.] That is how these young monks... can practice the holy life... to the end of their days.'"


So I think you should just be mindful of it and not think about scratching it.

What do you do when itch arises (apart from recognizing the itch as not-self and impermanent, and the scratching as unsatisfying in the long term and impermanent as a solution)?

I just try to be mindful of the itch. I know that the itch is impermanent so I just try to be mindful of it without scratching. I scratch it if I’m not in a sitting meditation session but you should not scratch it during your sitting meditation session. 

Or am I overthinking the situation, and should I be aware of the feeling, seeing the three characteristic in it, and just scratch?

Just try to be mindful of it until it cease. You don’t need to note “impermanent” or “not self” because when the itch cease then you will know that it is impermanence.