Yi-chun,

Consider the following response.

I like to wear All Star canvas shoes from Converse most.

First, All star canvas shoes are soft and keep my feet in comfort.

Second, All star canvas shoes are  quite fashionable and stylish.

That's why I enjoy wearing All Star canvas shoes so much.

Ying-zhu,

Your response needs some modifications.

Check out the answer below.

I like to wear flip flops  most.

When I wear them, I feel quite comfortable and relaxed.

Besides, flip flops are cheaper than other kind of shoes.

Therefore, I enjoy wearing them most.

Xu-chen,

Please note that shoes are in pairs. Therefore, you should refer flip flops as "they" or "them".

What popped into my head for this question is flip flops.

The reason why I enjoy wearing flip flops is that they are quite comfortable and easy to wear.

You just slip them on and head out without too many hassels.

Fang-yi,

Please refer the shoes as "them" and modify your verb form usage.

Yi-Xin,

Pay attention to the plural form usage.

The shoes I like to wear most are canvas shoes.

Canvas shoes are more comfortable and convenient compared to shoes of other kinds.

Canvas shoes are usually soft and thus keep my feet in comfort.

Besides, canvas shoes provide better mobility than other kind of shoes, such as high-heels.

That's why I enjoy wearing canvas shoes the most.

I like to wear vanvas shoes because they make my feet very comfortable.

When I go shoping, I would wear canvas shoes.