In fact, did not get images working in OSX. Removed extraeous debugging and fix attempts.

convo.py

@@ -345,6 +345,10 @@ class PesterText(QtGui.QTextEdit):
                            "%s: " % (initials)]
             lexmsg.append(colorEnd("</c>"))
             self.append("<span style=\"color:#000000\">" + time + convertTags(lexmsg) + "</span>")
+            #self.append('<img src="/Users/lexi/pesterchum-lex/smilies/tab.gif" />'
+            #            + '<img src="/Users/lexi/pesterchum/smilies/tab.gif" />'
+            #            + '<img src="/Applications/Pesterchum.app/Contents/Resources/smilies/tab.gif" />'
+            #            + '<img src="smilies/tab.gif" />');
             if chum is me:
                 window.chatlog.log(parent.chum.handle, lexmsg)
             else:

parsetools.py

@@ -1,6 +1,5 @@
 import re
 import random
-from os.path import abspath
 from copy import copy
 from datetime import timedelta
 from PyQt4 import QtGui
@@ -22,8 +21,6 @@ quirkloader = PythonQuirks()
 _functionre = re.compile(r"%s" % quirkloader.funcre())
 _groupre = re.compile(r"\\([0-9]+)")
 
-_path = abspath('.')
-
 def reloadQuirkFunctions():
     quirkloader.load()
     global _functionre
@@ -139,7 +136,7 @@ class smiley(object):
         self.string = string
     def convert(self, format):
         if format == "html":
-            return "<img src='%s/smilies/%s' alt='%s' title='%s' />" % (_path, smiledict[self.string], self.string, self.string)
+            return "<img src='smilies/%s' alt='%s' title='%s' />" % (smiledict[self.string], self.string, self.string)
         else:
             return self.string
 class mecmd(object):
@@ -371,7 +368,7 @@ def img2smiley(string):
     string = unicode(string)
     def imagerep(mo):
         return reverse_smiley[mo.group(1)]
-    string = re.sub(r'<img src=".*/smilies/(\S+)" />', imagerep, string)
+    string = re.sub(r'<img src="smilies/(\S+)" />', imagerep, string)
     return string
 
 smiledict = {