Eh, why not.
IDA + HexRays decompiler - Very great toolkit for statical analysis of executables. Needs to be paired with separate tool for modifications. Does include debugger. Ahem..
Hiew - Nice (dis)assembler for working directly on executables.
Ollydbg - Popular debugger. Never really got used to it.
HxD - Handy-dandy hex editor.
JetBrains IDEA - Very pleasant Java IDE. Written in Java, rather heavy on the resources. Eat your heart out NetBeans and Eclipse!
Syntevo Smartgit - I'm too lazy to learn to use command-line GIT client.
Code::Blocks - I'm too lazy to learn to use makefiles. Rather horrible C/C++ IDE.
Photoshop 7 and CS6 - My image editor of choice. I keep both versions around.
Ximagic Denoiser & Quantizer - My favoritest PS plugins.
Noise/artefact filtering and color reduction.
Drawpile - Multiplayer drawing. Spiritual successor to ye olde OpenCanvas(before they removed multiplayer functionality).
Lazy Nezumi - Mouse/tablet input smoothing, restraints, scripting and other fancy stuff. Makes graphical work with mice bearable. Has fallen in disuse for me ever since I got graphical tablet, though.
Goldwave - My wave editor of choice. Doesn't have as many effects as Audacity, but I like the interface better.
Audacity - Has boatloads of potentially useful effects/filters. Interface feels awkward.
Reaper - Digital Audio Workstation. Has a VERY reasonable trial mode and a
heart-warming nagscreen. Very nice of them to do this.
ModPlug Tracker - Musical tool for classic tracker formats. Doubles as a player if you enjoy staring at the patterns as music plays.
Foobar - Music player. Decent alternative to Winamp. More stable too.
Mixmeister BPM Analyzer - Put song, push buttan, receive approximate BPM of song. Used to be offered for free on Mixmeister site, can probably be found elsewhere now.
Pale Moon - Firefox fork. Split off completely from Mozilla after Australis happened. Actively developed.
BBLean - Alternative shell for windows. Rather outdated.
Everything - Instantly find files around your PC. One of those tools you didn't know you needed and can't live without afterwards.
HFS - Share files from your PC. What sets it apart from other HTTP file servers is that it adds convenient right-click menu and copies URL on sharing. Best paired with Everything.
ZSoft Uninstaller - Alternative to windows' clunky Add/Remove Programs.
TreeSize - Find out how space on your HDD is wasted, recursively. Indispensable tool for cleanups.
Adobe Flash CS6 - One of my go-to tools for my flash needs. Bad for code, good for loops and animation.
FlashDevelop - My other go-to tool for flash needs. Decent IDE, good for code. No animation.
AS3 Sorcerer - Very good ActionScript 3 decompiler. Exclusively for code.
JPEXS Flash Decompiler - Another flash decompiler. Is actively developed and has lotsa features. Is written in *sic* Java.