That sounds helpful! I was practicing my transitions on Fri and cussing my socks... Baby powder? I'm also thinking it will help me yank my sports bra down over my swimsuit too...
Does anyone swap shorts between the bike and run? The shorts I really like to bike in get SO soggy and wet that when I move on to run, I feel like I have a wet diaper. The shorts that dry quickly and I can do both in are uncomfortable for the bike. Errrr

I could change them with my shoes on... would I look like a big dummy?
Since this is your first keep it simple. You really only want to change once. Use the shorts that make you feel better for the longest part of the race.... Cycling. If you are uncomfortable on the bike too many things will go bad. From what you describe of your situation I would suggest....
Swim out to the bike - sit on the ground (yes it is a mess and your tush will get dirty but you will be nervous otherwise). Have a small hand towel wipe a foot, pull you shorts up to your knees then socks. Have them powdered and half rolled down (i.e. put them on and unroll them down your heel). Keep them like that. Then put your shoes on and tie while sitting. Stand and pull your shorts up - remembering to secure any draw string. Place a shirt on if you are wearing one. I suggest a tech shirt (singlet that is oversized by at least one size. )
Then number belt, glasses, helmet and strap. Then grab your bike off the rack and move with purpose to bike out. Don't try anything cute when mounting but please get over to the right side of the mounting area to mount. Too many chances for a wreck if you are not off to the side. Glance and take off.
YOU DID REMEMBER TO LEAVE YOUR BIKE IN A GEAR THAT IS APPROPRIATE FOR THE MOUNTING AREA? I have seen way too many people with the 'wrong gear' on the rack. I think many of these are folks who stopped at the bike service for a ast chance adjustment - and never looked at the gearing after the bike came off the wrench's stand.
Once you get out of the initial set of turns, grab a few swallows of liquid.
When coming into bike in, shift to an easier gear for the last tenth mile or so. This will loosen up the legs and get you a little better prepared for the run. Dismount before the line and run to your rack. Re-rack and make sure to not take your neighbor's space. It's an easy foul to have called. Only after racking your bike, take your helmet off. Take a deep breath and jog to run out. While jogging, pull your number belt around so the bib is facing front. Exagerate your stride for the first few moments. It’s going to feel like you cannot run but htat will pass.
Have a great time – next weekend, right?