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As a woman, the most important thing I always have to remind myself to do is not to wear an underwire bra. I believe you're a man so don't have that problem, tee hee.
Wear footwear that is easy to slip on and off, and wear socks so you don't walk barefoot over some stranger's toenail fungus. Some people keep their shoes on but, trust me, it is faster and easier to throw the shoes in the X-ray bin with everything else.
Carry-on ALL valuables -- a lot of screeners are thieves, in fact, they just arrested a bunch of screeners at MSY (New Orleans airport) for stealing from people's luggage, but the victims won't get their stuff back.
Unless you're in first/business class, you may have to pay for meals and cocktails unless it's an international flight where they want you sedated with alcohol and food. For a domestic flight, bring your own food and a water bottle. Even if it's a short flight, it may be delayed, so you will need supplies. If you have to pay for food and drink in terminal or airport, it is PRICEY.
If you are bumped, DO NOT allow them to give you an award (free) ticket. Instead, ask for the voucher ($300 or $400 in most cases) that can be applied for dollars off any flight. Reason -- the majority of people find they can't use free tickets because there are not enough free seats left open. However, with the voucher, you are getting a paid seat, so you will be able to have a lot more flexibility.
If you think you might be flying a lot in future, go ahead and sign up for the frequent flyer club.
If your checked luggage weighs more than 50-70 pounds -- depends on the airline -- you may pay a HUGE fee. Pack light. Whatever it is, you can probably live without it. Your hotel has a razor, toothpaste, etc. Tell 'em at the front desk that you forgot your toiletries kit and they'll give you that stuff. Anything to save weight.
If you must wear jewelry -- and I must -- put it in a clear ziplocked bag before allowing it to go through the X-ray device. The same for cash, credit card, casino chips, etc. The bag makes it too difficult for dishonest thieves to palm a ring, a Benjamin, a Visa card, or a purple $500 chip from a Vegas casino...seriously, it does happen.
Check cheap clothes and toiletries -- if your luggage is lost you will probably be compensated something like $6 a pound which won't even pay for one lost good outfit.
Oh, and don't forget, you can now print out your boarding pass on your home computer. Until a couple days ago, you could do this 36 hours in advance, but TSA has said you have to do it 24 hours or less in advance. If you can pack really light so you have NO checked luggage (yes, leave the knife at home), print out your own boarding pass, you can go directly to your gate and save all sorts of hassle.
I'll think of more after I hit "send" but I've rambled on too much already.
If at any time, an airline or terminal employee is rude or snippy, just ignore it, be passive, just pretend not to notice. Most are really great, but there are a few power seekers out there. It takes all the air out of their tires when you smile and enthusiastically empathize while they try to curl your heel off your shoe in search for bombs or drugs. They'll go on and find someone else who is more fun to challenge.
Have a great trip! If you get hooked on flying, don't forget to check out flyertalk.com for lots of great gossip for frequent flyers.
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