Good call jb_daefo rebuilding everything that depended on gd fixed it! For those in the same position here's what I did;
Code:
cd /usr/ports/graphics/jpeg && make deinstall
cd /usr/ports/graphics/png && make deinstall
cd /usr/ports/print/freetype2 && make deinstall
cd /usr/ports/graphics/gd && make deinstall
** Update all ports - see http://www.daemonforums.org/showthread.php?t=594
cd /usr/ports/graphics/gd && make install clean