A content sharing system includes: a server; a first information communication apparatus; and a second information communication apparatus, in which the first information communication apparatus includes a reserve requesting unit which sends to the server a reserve request message for requesting to reserve a sharing space to be newly generated, the reserve request message including first identification information for identifying the second information communication apparatus or the user using the second information communication apparatus, and the server includes: a first storage; and a sharing space generating unit which, upon receiving the reserve request message, generates the sharing space in the first storage, and stores in the first storage the first identification information included in the reserve request message.