User _user = server.getUser(username); // Get the user from the db which already has 2 characters
Character _char = new Character(); // Create new character
_char.Name = "test";
_char.Owner = _user;
_user.Characters.Add(_char); // Add character to user...wrong way??

server.saveObject(_char); // This saves the character to the db and the link aswell, the user has now 3 characters in the db

foreach(Character c in _user.Character)
   listBox1.Items.Add(c.Name); // Only returns 2!!!

<class name="DBLib.DataObject.User, DBLib" table="COT_USER">
   <id   name="Id" column="ID" type="Int32" unsaved-value="0">
      <generator class="identity" />
   </id>
   <property name="Username" type="String" length="10" column="USERNAME" />
   <property name="Password" type="String" length="10" column="PASSWORD" />
   <property name="Online" type="Int32" column="ONLINE" />
   <many-to-one class="DBLib.DataObject.UserLevel, DBLib" name="Level" column="USERLEVEL_ID" />
   <set name="Characters" table="COT_CHARACTER" cascade="none" lazy="false" inverse="true">
      <key column="USER_ID" />
      <one-to-many class="DBLib.DataObject.Character, DBLib" />
   </set>   
</class>

<class name="DBLib.DataObject.Character, DBLib" table="COT_CHARACTER">
   <id   name="Id" column="ID" type="Int32" unsaved-value="0">
      <generator class="identity" />
   </id>
   <property name="Name" type="String" length="30" column="NAME" />
   <property name="Stat1" type="Int32" column="STAT1" />
   <property name="Stat2" type="Int32" column="STAT2" />
   <property name="Stat3" type="Int32" column="STAT3" />
   <many-to-one class="DBLib.DataObject.User, DBLib" name="Owner" column="USER_ID" not-null="true"/>
   <set name="Items" table="REL_CHARACTER_ITEM" cascade="none" lazy="false" inverse="true">
      <key column="CHARACTER_ID" />
      <many-to-many class="DBLib.DataObject.Item, DBLib" column="ITEM_ID" />
   </set>
</class>

[Serializable()]
public class User : MarshalByRefObject
{
   int _id;
   string _username;
   string _password;
   int _online;
   UserLevel _level;
   ISet _characters;

   public User() {}

   public int Id
   {
      get { return _id;}
      set { _id = value;}
   }

   public string Username
   {
      get { return _username;}
      set { _username = value;}
   }

   public string Password
   {
      get { return _password;}
      set { _password = value;}
   }

   public UserLevel Level
   {
      get { return _level;}
      set { _level = value;}
   }

   public int Online
   {
      get { return _online; }
      set { _online = value; }
   }

   public ISet Characters
   {
      get
      {
         if (_characters == null)
            _characters = new HashedSet();
         return _characters;
      }
      set { _characters = value; }
   }

   public override string ToString()
   {
      return _username;
   }

}


[Serializable()]
public class Character : MarshalByRefObject
{
   int _id;
   string _name;
   int _stat1;
   int _stat2;
   int _stat3;
   User _owner;
   ISet _items;

   public Character() {}

   public int Id
   {
      get { return _id;}
      set { _id = value;}
   }

   public string Name
   {
      get { return _name;}
      set { _name = value;}
   }

   public int Stat1
   {
      get { return _stat1;}
      set { _stat1 = value;}
   }

   public int Stat2
   {
      get { return _stat2;}
      set { _stat2 = value;}
   }

   public int Stat3
   {
      get { return _stat3;}
      set { _stat3 = value;}
   }

   public User Owner
   {
      get { return _owner;}
      set { _owner = value;}
   }

   public ISet Items
   {
      get
      {
         if (_items == null)
            _items = new HashedSet();
         return _items;
      }
      set { _items = value; }
   }

   public override string ToString()
   {
      return _name;
   }
}

Character c = (Character) characterListBox.SelectedItem;
Item _item = new Item();
_item.Name = itemNameBox.Text;
_item.Type = (ItemType) itemTypeComboBox.SelectedItem;

_item.Characters.Add(c); // required for the relation to be saved, and c is added to the collection
c.Items.Add(_item);      // No effect! _item is not added to the collection
server.saveObject(_item);  // Saves the item and relation

<class name="DBLib.DataObject.Item, DBLib" table="COT_ITEM">
   <id   name="Id" column="ID" type="Int32" unsaved-value="0">
      <generator class="identity" />
   </id>
   <property name="Name" type="String" length="30" column="NAME" />
   <many-to-one class="DBLib.DataObject.ItemType, DBLib" name="Type" column="ITEMTYPE_ID"/>
   <set name="Characters" table="REL_CHARACTER_ITEM" cascade="none" lazy="false" inverse="false">
      <key column="ITEM_ID" />
      <many-to-many class="DBLib.DataObject.Character, DBLib" column="CHARACTER_ID" />
   </set>
</class>