Leather as mentioned by others is super important for several reasons
1) one handed re-holstering
2) fit of firearm/
You will spend about $100 for a quality holster and over $50 for a good belt (meant for carrying a firearm). Both should last you years. I feel that both are very important. Many will buy a good holster but will spend little on belts (including me until this year).
What do I carry?
Glock 30 90% of the time because
1) Super easy to conceal with IWB holster.
2) After getting use to I almost don't feel it.
2) 10 rounds of .45
Para-Ordnance LDA 7.45 (full-size 1911). I would carry it more but it is a bit much in weight for wearing all day long. Even when I am carrying the Glock 30 I the Para is not far behind. I outfitted it with a Crimson Trace laser and when Crimson Trace offers one for the Glock 30 it will have one too.
Why use a laser?
1) Intimidation factor
2) Good for shooting behind cover.
When practicing I usually shoot about 300 rounds a session, only 20 rounds are devoted to working with the laser.
Concerning the Glock 26, this is a super gun!!! I own one and love it dearly but love the Glock 30 a bit more. If you happen to select the Glock 26 get the magazine extension.
Best advise for picking up a firearm for you, suck up all the information presented here for starters. Then go out and find a store were you can rent pistols for use at the stores range and test them out. For caliber stay in the range of law enforcement i.e. 9mm, 38, 40 and 45.
PS Check out
Kramer holsters they are great. I have one for my Glock 30 and Para-Ordnance and plan to get one of thier pocket Glock 26 holsters.