Question
Does the individual soul actually feel pleasure or pain?
Answer
Yes, the jiva feels the pleasure and pain as long as he does not identify with the Atman.
Upon the same tree there are two birds, one on the top, the other below. The one on the top is calm, silent, and majestic, immersed in his own glory; the one on the lower branches, eating sweet and bitter fruits by turns, hopping from branch to branch, is becoming happy and miserable by turns. After a time the lower bird eats an exceptionally bitter fruit and gets disgustful and looks up and sees the other bird, that wondrous one of golden plumage, who eats neither sweet nor bitter fruit, who is neither happy nor miserable, but calm, Self-centred, and sees nothing beyond his Self. The lower bird longs for this condition but soon forgets it, and again begins to eat the fruits. In a little while, he eats another exceptionally bitter fruit, which makes him feel miserable, and he again looks up, and tries to get nearer to the upper bird. Once more he forgets and after a time he looks up, and so on he goes again and again, until he comes very near to the beautiful bird and sees the reflection of light from his plumage playing around his own body, and he feels a change and seems to melt away; still nearer he comes, and everything about him melts away, and at last he understands this wonderful change. The lower bird was, as it were, only the substantial-looking shadow, the reflection of the higher; he himself was in essence the upper bird all the time. This eating of fruits, sweet and bitter, this lower, little bird, weeping and happy by turns, was a vain chimera, a dream: all along, the real bird was there above, calm and silent, glorious and majestic, beyond grief, beyond sorrow. The upper bird is God, the Lord of this universe; and the lower bird is the human soul, eating the sweet and bitter fruits of this world. Now and then comes a heavy blow to the soul. For a time, he stops the eating and goes towards the unknown God, and a flood of light comes. He thinks that this world is a vain show. Yet again the senses drag hint down, and he begins as before to eat the sweet and bitter fruits of the world. Again an exceptionally hard blow comes. His heart becomes open again to divine light; thus gradually he approaches God, and as he gets nearer and nearer, he finds his old self melting away. When he has come near enough, he sees that he is no other than God, and he exclaims, "He whom I have described to you as the Life of this universe, as present in the atom, and in suns and moons — He is the basis of our own life, the Soul of our soul. Nay, thou art That." This is what this Jnana-Yoga teaches. It tells man that he is essentially divine. It shows to mankind the real unity of being, and that each one of us is the Lord God Himself, manifested on earth. All of us, from the lowest worm that crawls under our feet to the highest beings to whom we look up with wonder and awe — all are manifestations of the same Lord.
Lastly, it is imperative that all these various Yogas should be carried out in, practice; mere theories about them will not do any good. First we have to hear about them, then we have to think about them. We have to reason the thoughts out, impress them on our minds, and we have to meditate on them, realise them, until at last they become our whole life. No longer will religion remain a bundle of ideas or theories, nor an intellectual assent; it will enter into our very self. By means of intellectual assent we may today subscribe to many foolish things, and change our minds altogether tomorrow. But true religion never changes. Religion is realisation; not talk, nor doctrine, nor theories, however beautiful they may be. It is being and becoming, not hearing or acknowledging; it is the whole soul becoming changed into what it believes. That is religion.
The Complete Works of Swami Vivekananda, Volume 2, Practical Vedanta and Other Lectures, The Ideal of a Universal Religion
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