First off I don't see Terrell Owens coming to Miami anymore. We might give him a more serious sniff when he becomes a free agent (and he WILL become one) but for now I think it's safe to shelf that idea.
That said, here's what I think.
History is the best indication of the future.
Daunte Culpepper and Randy Moss survived a very tense situation in Minnesota, instigated in many parts by Randy's immature and sometimes aggressive behavior towards Daunte...and they survived all that with a pretty good rapport considering the tense situation and how everyone was saying the Vikes were trading Randy to get him out of Daunte's hair and allow Daunte to lead the team, etc. Randy Moss recently stated PUBLICLY that he would WELCOME Daunte Culpepper in Oakland...because above all he knows what kind of chemistry they possessed together and what kind of talent Daunte has, and the two never ripped a locker room apart like Donovan McNabb and Terrell Owens.
On the other hand, Drew Brees and David Boston were put together for ONE YEAR, and the situation got so volatile between the two of them, that neither spoke to one another, and it was so bad that AJ Smith traded David Boston and his big contract to the Phins, and I believe took a significant salary cap hit in the process.
From a talent perspective, Drew Brees needs a Terrell Owens more than Daunte Culpepper does. On the other hand, from a talent perspective, Daunte has the weapons to make use of Terrell Owens in more dynamic ways than Brees.
But from a personality perspective, you put Drew Brees and Terrell Owens together, and you are asking...no, BEGGING for trouble. Brees does not have the knockout physical talent to shut Terrell Owens up to where he won't start talking about the guy like he did Jeff Garcia...soon as he senses that he's not as productive as he could be because Brees isn't getting him the ball good enough.
So really, if you want Terrell Owens to come to town, just make sure Daunte is the guy you get and not Brees. On the other hand, if you just make the decision that hey, we don't WANT Terrell Owens...then hey man go pick whichever QB you want.