I found this last post at the link below that should work as a workaround for you.
Outlook Public. Command-line switch to attach MULTIPLE files
You would basically just create a .vbs file with the code below, and save it somewhere (ex: C:\Windows). Create a shortcut of the .vbs file with the name and icon you want, and move that shortcut into
Send to. When you change the icon of the shortcut, you would browse to the same "C:\Program Files\Microsoft Office\Office14\OUTLOOK.EXE" path for the Outlook icon.
(create VBS file with this)
Code:
On Error Resume Next
Set App = GetObject(, "Outlook.Application")
If Err <> 0 Then Set App = CreateObject("Outlook.Application")
Set AppItem = App.CreateItem(0)
If WScript.Arguments.Count > 0 then
For FileName = 0 to (WScript.Arguments.Count - 1)
AppItem.Attachments.Add WScript.Arguments(FileName)
Next
AppItem.Display
End If
Set App = Nothing
Set AppItem = Nothing