Is it permissible for me to name my first son “Kassim” ?

The Prophet(PBUH) prohibited combining his name and his nickname, but using one of them is desirable.

Is it permissible to pay the expiation of an oath to a charitable party as it feeds the poor and needy such as Tkiyet Um Ali?

All perfect praise be to Allah, The Lord of The Worlds, and May His Peace and Blessings be upon our Prophet Muhammad and upon all of his family and companions.

There is no harm on authorizing someone to handle the expiation of another to the poor and needy, since Shafiee's jurists stated that authorizing someone for the purpose of distributing Zakah, expiation and vow is permissible as stated in [Mughni Al-Muhtajj, vol.3 pp.237]. At last, the intention of the person who intends to authorize someone else suffices in this regard. And Allah Knows Best.

Should one fulfill his vow of donating an animal to the poor and needy with one sheep although he had repeated the vow several times?

Each vow has to be fulfilled, and repeating the words of the same vow for confirmation renders its fulfillment obligatory as one vow. As for multiple vows, they have to be fulfilled as well.

What is the ruling on singing and listening to it while accompanied and unaccompanied by musical instruments?

Singing and listening to it unaccompanied by musical instruments is permissible as long as it isn`t practiced as a profession and is done by a man to other men, or a woman to other women with maintaining that no temptations are involved. The words of the song should be Islamic, and if temptation was likely to happen, then the singing becomes definitely forbidden. Temptation here means: whatever leads to committing a sin. In Islamic Sharia, singing accompanied by musical instruments such as the lute and the like is forbidden, and listening to it as well. The reason behind that is the fact that the musical instrument itself is forbidden. However, striking the tambourine and singing Islamic songs are permissible in weddings, circumcisions and the like.