Shoutbox

Well it appears in your css, you are not using your #container which has your background:; tag. Your menu and content are just really fitting in your #head, making #content by itself which has no background:; tag which wont show teh shadow part.
I havnt tested it so im not sure but try replacing

code:

---

#content
{
    position: relative;
    top: -75px;
    z-index: 2;
    font-size: 12px;
    padding-left: 26px;
    padding-right: 26px;
    color: #FFF;
}

---

to

code:

---

#content
{
    position: relative;
    top: -75px;
    z-index: 2;
    font-size: 12px;
    padding-left: 26px;
    padding-right: 26px;
    color: #FFF;
background-image: url('../images/red/bg.gif');
    background-repeat: repeat-y;
    background-color: #4B0000;
}

---