Items (10,20, etc...) single ship-to (A155WC) with multiple address.

Dear Gurus,

My requirement is to

ensure the line items single ship-to customer should have multiple addreses. as follows.

Ord# 20001

item ship-tp City

10 A155WC NewYark

20 A155WC Houston.

30 A155WC Boston

My doubts:

Is this possible case?

This is functional Guy work or techinica Guy work?

Please Guide us how to proceed on this.

Regards

Harish