If you haven't already read it, I highly suggest Fr. Cajetan Mary da Bergamo's "Humility of Heart". If you have, make a point of re-reading it, as it is a great aid for Catholics in a world brimming with pride.

Thats said, I thought this excerpt was worth sharing:

21. In a country where all are blind, it is sufficient for a man to have but one eye for him to be said to have good sight; and among a multitude of ignorant people, one need possess but a slight tinge of knowledge to acquire the reputation of being very learned; and in the same way, in this wicked and corrupt world, it is easy to flatter ourselves that we are good, if we are not quite so bad as many others. “I am not as the rest of men.” (Luke 18:11). It was in this way that the Pharisee praised himself in the temple. But in order to know ourselves as we really are, it is not worldly-minded people that we ought to compare ourselves to, but to Jesus Christ, who is the model for all those who are predestined. “See,” says St. Paul to every one of us, quoting the words that were said to Moses, “See (saith he) that thou make all things according to the pattern that was shown thee on the mount.” (Heb. 8:5). How have I conformed my life to the life of the Incarnate Son of God, who came to teach me the way to Heaven by His example? Ascend, O my Soul, to the hill of Calvary, and gaze attentively upon thy crucified Saviour! To this each one of us must conform in his own state of life if he wishes to be saved—such being the decree of the eternal Father, that the predestined must “be made conformable to the image of His Son.” (Rom. 8:29). But can I truthfully and conscientiously say that I imitate Him? In what way? Let me examine myself. Ah, how different I am from Him! And what just cause I find in this examen to humble myself! In comparing myself with sinners, I think myself a saint; but in comparing myself with Jesus Christ, whom I ought to imitate, I am compelled to acknowledge that I am a sinner and a reprobate; and the only consolation left to me is to trust in the infinite mercy of God. “O God, my support, and my deliverer.” (Ps. 143:2).
22. Read the lives of the Saints, and consider whose life your own most resembles: what degree of sanctity do you possess? If you were to die at this moment, to what part of Paradise would you think yourself destined? Perhaps among the innocents? No one is innocent who has committed even one mortal sin; and you, have you still in your soul your baptismal innocence? Perhaps, therefore, among the penitents? But where is your penitence when, far from seeking self-mortification, you seek in all things to please yourself? Do you think you deserve to be numbered among the martyrs? I will not speak of the shedding of blood; but where is even your patience to suffer only the slightest trouble or adversity in this miserable life? Do you judge yourself worthy to be ranked with the virgins? But are you pure in body and mind? St. Anthony, the abbot, after having labored many years to perfect himself in holiness by imitating the virtues of all the most illustrious anchorites, found much to humble himself when he heard of St. Paul, the first hermit, and felt that, in comparison to this holy man, he himself had nothing of the religious left in him. O my Soul, come also and compare thyself to the Saints. “Call to remembrance the works of the fathers, which they have done in their generations,” (Mach. 2:51), and thou wilt find innumerable occasions for humbling thyself in perceiving how far thou art from holiness. It is all very well to say: I do nothing wrong. To be saved, it is not enough not to do evil, but one must also do good. “Decline from evil and do good.” (Ps. 36:27). It is not enough not to be a sinner by profession, but it is necessary to be holy by profession. “Follow peace with all men, and holiness, without which no man shall see God.” (Hebrews 12:14).
23. Examine those virtues which you imagine that you possess. Have you prudence, temperance, fortitude, justice, modesty, humility, chastity, humbleness of spirit, charity, obedience and many other virtues that may be necessary or suitable to your condition? If you have a few of these, in what degree do you possess them? But I will say more: and that is, examine yourself first, and see whether you really have this virtue that you think you possess. What I mean to say is this: Is it a real virtue, or perhaps only a disposition of your natural temperament, be it melancholy, sanguine or phlegmatic?9 And even should this virtue be real, is it a Christian virtue or purely a human one? Every act of virtue which does not proceed from a supernatural motive, in order to bring us to everlasting bliss, is of no value. And in the practice of virtue, do you join to your external actions the inward and spiritual acts of the heart? O True Christian Virtues, I fear that in me you are nothing but beautiful outward appearances! I deserve the reproach of God’s word: “Because thou sayest: I am rich and made wealthy and have need of nothing, and knowest not that thou art wretched and miserable and poor and blind and naked.” (Apoc. 3:17). And in the same manner the counsel of St. Augustine is good for me, that it is better to think of those virtues in which we are lacking, rather than of those which we possess. “I will humble myself more for those virtues which I lack than pride myself on those I possess.”10

Pp. 23-27

The question is, how does one show humility in the real world, where the rubber meets the road?

To do everything your superior (boss, husband, father) tells you even if it is idiotic.

To do everything the pope, your local bishop, your parish priest tells you even if it is idiotic.

Maybe read the book and see what is said.

The question is, how does one show humility in the real world, where the rubber meets the road?

To do everything your superior (boss, husband, father) tells you even if it is idiotic?

To do everything the pope, your local bishop, your parish priest tells you even if it is idiotic?

I never looked at it as one should show humility, kinda defeats the purpose I think. But I would simply say that whatever you do, whether it be for your superior or inferior, and whether you like it or not, you do all for God or for the suffering souls and do it with content, without complaining. 

Maybe read the book and see what is said.

Apparently, the book did not teach you the answer.

Apparently, the book did not teach you the answer.

True, that's why I'm reading it again

Laughing at oneself is a sign of humility.

Oh believe me, there's much to laugh at 

re: Humility

from the book Mystical City of God by Sr. Mary of Agreda, Volume II page 526 (The Mystical City of God by Ven. Mary of Agreda - Online Catholic Book (themostholyrosary.com)

CHAPTER XXL
THE LORD PREPARES THE MOST HOLY MARY FOR THE
FLIGHT INTO EGYPT; THE ANGEL SPEAKS TO SAINT
JOSEPH; AND OTHER MATTERS CONNECTED THERE
WITH.

INSTRUCTION WHICH THE QUEEN OF HEAVEN, MOST
HOLY MARY, GAVE ME.

617. My daughter, what thou must especially learn from this chapter is, that thou accustom thyself to humble thanksgiving for the benefits which thou receivest, since thou, among many generations, art so specially signalized by the riches of grace with which my Son and I visit thee without any merit of thine. I was wont to repeat many times this verse of David : What shall I render to the Lord for all the things that he hath rendered to me? (Ps. 115, 12). In such sentiments I humiliated myself to the dust, esteeming myself altogether useless among creatures. Therefore, if thou knowest what I did as Mother of God, consider what then is thy obligation, since thou must with so much truth confess thyself unworthy and undeserving of all thou receivest, and so poorly furnished for giving thanks and for making payment. Thou must supply thy insufficiency and thy misery by offering up to the eternal Father the living host of his onlybegotten Son, especially when thou receivest Him in the holy Sacrament and possessest Him within thee : for in this thou shouldst also imitate David, who, after asking the Lord what return he should make for all his benefits, answers : I will take the chalice of salvation; and I will call upon the name of the Lord (Ps. 115, 13). Thou must accept the salvation offered to thee and bring forth its fruits by the perfection of thy works, calling upon the name of the Lord, offering up his Onlybegotten. For He it is who gave the virtue of salvation, who merited it, who alone can be an adequate return for the blessings conferred upon the human race and upon thee especially. I have given Him human form in order that He might converse with men and become the property of each one. He conceals Himself under the appearances of bread and wine in order to accommodate Himself to the needs of each one, and that each one might consider Him as his personal property fit to offer to the eternal Father. In this way He furnishes to each one an oblation which no one could other wise offer, and the Most High rests satisfied with it, since there is not anything more acceptable nor anything more precious in the possession of creatures.

618. In addition to this offering is the resignation with which souls embrace and bear with equanimity and patience the labors and difficulties of mortal life. My most holy Son and I were eminent Masters in the practice of this doctrine. My Son began to teach it from the moment in which He was conceived in my womb. For already then He began to suffer, and as soon as He was born into the world He and I were banished by Herod into a desert, and his sufferings continued until He died on the Cross. I also labored to the end of my life, as thou wilt be informed more and more in the writing of this history. Since, therefore, We suffered so much for creatures and for their salvation, I desire thee to imitate Us in this conformity to the divine will as being his spouse and my daughter. Suffer with a magnanimous heart, and labor to increase the possessions of thy Lord and Master, namely, souls, which are so precious in his sight and which He has purchased with his life-blood. Never shouldst thou fly from labors, difficulties, bitterness and sorrows, if by any of them thou
canst gain a soul for the Lord, or if thou canst thereby induce it to leave the path of sin and enter the path of life. Let not the thought that thou art so useless and poor, or that thy desires and labor avail but little, discourage thee; since thou canst not know how the Lord will accept of them and in how far He shall consider Himself served thereby. At least thou shouldst wish to labor assiduously and eat no unearned bread in his house (Prov. 31, 27)