No one sews a patch of unshrunken cloth on an old cloak. It doesn’t take fashion consciousness to understand the concern of Jesus about patching an old cloth with new pieces and vice versa. For "seamless" matching and other aesthetic purposes, old clothes need to be patched with old pieces and new clothes patched with new pieces. Failure to observe such a simple rule leads not only to a bad work but can also lead to loss of the entire cloak. Such a practical advice to seamstresses notwithstanding, Jesus’ concern was not motivated by fashion consciousness but rather by a reaction of a segment of the society to his way of “doing business.” On this particular instance, a complaint was being raised as to why Jesus and his disciples were not fasting like the Pharisees or as John’s disciples were doing. The complaint was a subtle pointer that Jesus’ invitation to the community to re-evaluate its understanding of some its religious practices was going to meet some tough resistance. 
Whereas Jesus was not against the community holding fast to its religious practices, he wanted the people to understand the role such practices played in in their lives of faith. He wanted the people to move away from observing religious practices just for the sake of it. Those who were questioning why he and his disciples were not fasting did not fully understand the essence of fasting as well as the purpose it was serving. It was also an indication that they were yet to accept him as the long-awaited messiah. In the analogy of the wine and wineskins, Jesus reminds those who came questioning (as well as us who are reading it) that fasting and all the other religious observance are subordinate to being in his presence. For Jesus is no mere rabbi or prophet: he is God-incarnate. Moreover, fasting and the other religious practices were to be observed, not for their own sake, but rather as a means to an end. The religious practices were to be observed as a means of getting people closer to God. However, once a people are in the presence of God, such practices become redundant. The disciples of Jesus could not continue to fast because they were already with Jesus. They were already where they wanted to be. As such, asking them to fast was the same as asking them to take their eyes off Jesus. 
Any man or woman who claims to have found Jesus and yet pays more attention to religious observances than to the words of Jesus is patching a new cloth with old pieces and is thus unfit for being in the presence of the bridegroom.