Clothing strategy for Duathlons

In the two duathlons that I have done, I have seen a mixture of tri-suits, tri-shorts, and bike shorts. Don't recall seeing anyone do the whole thing in running shorts. Personally I have used bike shorts but those had a relatively thin pad so they did not negatively impact my running. Tri-shorts seem to be the logical choice if you already own them.

Oh yes, I also do not wear my tri shoes for this type of event.  I wear my comfortable cycling shoes (MTB style).  I'm not a running jumper, and since I can wear the same pair of socks for the whole race, I prefer this.  I can run MUCH faster through transition with the MTB shoes and I put in speed laces.

One final thought.  Due to the missing swim, transitions can be very easy.  You really only need to switch shoes and take the helmet on and off. Otherwise, wear the same for everything.  Do not wear cycling gloves (or, wear them on the run!). 

I think it all depends on what you can run in and what your butt is made out of.  Through experimentation I have discovered I can run in thinner pad bike shorts, tri shorts and compression shorts.  I cannot run with a gel or thicker camy.  I can bike with compression shorts and it has not bothered me to much.  It depends on the length of the ride.  I could probably do up to 20 miles wearing compression shorts.

So in answer to your question.  I definitely think you should wear pants.

I don't usually wear socks when cycling.

I would wear a top.  To keep the sun off my back and to avoid all the pointing, staring and general looks of horror.  Me running without a shirt could also be called "Clothing Tragedy for Duathons".

Shoes would be helpful, especially in the run.  I heard about a guy who ran the Chicago Marathon last year barefoot!  Yikes!

Definitely wear a helmet.  Especially in the bike part.  I have seen people wear their helmet through the run.  I think they also had a drool cup hanging under the chin. 

 Wear whatever and live and learn.  That's how I did it.