Your Sequence of Purchase

Mine went something like this:

2004 - Sony Cybershot P&S
2008 - 400D + kit lens
2009 - 50mm f/1.4
20-35mm f/2.8L
430EX ii
2010 - Branched out into film with a Leica M4-P & a few lenses + a Canon EOS 3
5DMkii
85L

Next will probably be either the 24L or 35L, then the 135L, then I should be done for a long time (in theory) ...

How far back do you want me to go? My memory gets a little fuzzy after about 20 years...

How about since I switched to Canon?

EOS A2 (X2)
100-400
28-135
EOS 1
Tamron 90mm
Tamron 14mm
D60
1.4X Extender II
20D
75-300 IS (Wife's)
50mm 1.8
Tamron 28-75
40D
70-200 2.8 IS
2X Extender II
40D

6mp Rebel
Cheapo 100-400 4.5-6.7 (better than you'd think in good light)
Cheapo 100mm 3.4 macro (also pretty good)
2x Umbrealla Flashes
1000 watt Halogen with Softbox
30D
100mm 2.8
430exII
18-135 IS (kind of regret)
50mm 1.8
50D
Tamron 2.8

Borrow dad's d60, 28-135, 100-400 (late 2006)
add 430ex (early 2007)
upgrade to 30d, add 70-200/2.8 (september 2007)
upgrade to 1d mk2, add 24-70 (November 2008)
add tripod and monopod (summer 2009)
add 580 ex II (fall 2009)
add 300/2.8 (June 2010)

next up, another body, preferably new. (late 2010 / sometime 2011)

Canon 40D, 28-135, 70-300 IS, 580EX II - Craigslist (Sold 28-135)
Tamron 17-50 Non-VC, Nifty Fifty (Selling Both)
15-85, Sigma 30mm

Here is mine:

Canon EOS 350D
Canon 50mm 1.8 MKII
Tokina 11-16mm 2.8
Canon 24-105L 4.0
Canon 7D
Canon 50mm 1.4
Canon 70-200L 2.8IS MKI
Canon 430EXII Flash
Canon 17-55mm 2.8IS
Gitzo GT1541T Tripod
Canon 85mm 1.8

1999

• (+) Minolta Dynax 505si

• (+) Benq DC C51

• (+) Canon 400D
  (+) Canon 18-55
  
• (+) Canon 55-250mm f/4.0-5.6 IS
  
• (+) Delsey Nylon Cortex-03 (bag)
  
• ( -) Delsey Nylon Cortex-03 (sold one month later)
  
• (+) Case Logic SLR-C202 (bag)
  
• (+) Canon 50mm f/1.8 II
  
• ( -) Case Logic SLR-C202 (sold 15 days later)
  (+) Lowepro 180AW (bag)
  
• (+) Grip for 400D (via hong kong)

• (+) Speedlite 430EX II
  
• (+) Tamron 17-50mm f/2.8
  
• (+) Canon 40D w/ BG-E2N Grip
  ( -) Canon 400D (sold one year later)
  ( -) Canon 18-55
  
• (+) Casio Exilim EX-G1
  
• ( -) Casio Exilim EX-G1 (sold one month later)
  (+) Canon PowerShoot S90
  
• (+) Cactus V4
  (+) Light box 40cm x 40cm
  
• (+) Yongnuo RS-802 (remote switch)
  
• (+) JJC FC-E3 (shoe cord)
  
• (+) Lambency flash diffuser (LightSphere - Gary Fong; cheap alternative)
  
• (+) Manfrotto Avenger F1000 (2x)
  (+) Manfrotto 035 Super Clamps (3x)
  (+) Manfrotto 043 Magic Arm (1x)
  (+) Manfrotto 003 Backlight Base (1x)
  
  
• (+) Canon 7D w/ BG-E7 Grip

• (+) Canon 10-22mm f/3.5-4.5
  
• (+) Canon 17-55mm f/2.8 IS

1. Buy Rebel XTi + kit lens
2. Buy Canon 55-250mm f/3.5-5.6 IS
3. Buy Canon 50mm f/1.8
4. Buy Canon 50d
5. Buy Tamron 17-50mm f/2.8
6. Buy Canon 70-200 f/2.8 IS
7. Give Rebel and 2 lenses to wife

What a good husband you are, gives us a good name too

I tried to give my old gear to my wife, but she told me to sell it

Anyway, here's my journey so far:

T1i body + 18-55 is kit lens
budget telephoto (55-250 IS)
budget prime (50 1.8 )
quality standard zoom (17-55 f/2.8 IS)
UWA (Tokina 11-17 f/2.8
battery grip
flash (580ex)
quality telephoto (70-200 f/2.8 )
macro extension tubes and teleconverters
--reset --
5D mk II
quality standard zoom for full frame (24-70 f/2.8 )

I'm actually happy with my kit right now, and I don't feel any desire to get anything else. It's such a weird and unnatural feeling. I've always craved some piece of gear since I started this hobby and now it's just emptyness

That's when I usually quit and find another hobby.

Poweshot S80
EOS ELAN 7 with 28-80mm or some similar crap
28-135mm
20D
17-40mm
24-70mm
30D
70-200mm f4 IS
100mm Macro
70-200mm f2.8 IS
5D
80-200mm L
35L
85L II
100-400mm L
5D Mark II
50L
16-35mm II L
1D Mark IIn
100mm Macro IS L
135L
24L II

I bought some other stuff in between like 580EXII 430EX, 550EX some more lenses that I used for a while and sold.

Canon XTI w kit 18-55mm
Nifty 50mm
Canon 55-250mm IS
Sigma 10-20

sold XTI
sold 55-250mm
sold 18-55mm

Canon 50D
Canon 24-105 L IS USM
Canon 70-200 L f4 IS USM

(Backup)
Nikon D70
Nikkor 35mm f1.8

A2 kit with EF 24-105 USM
EF 75-300 USM
cheepo tripod
540 EZ Speedlite
VG10 grip

XTi kit w/EF 18-55 (gave to a friend)

7D
EF 24-70 f2.8 L USM
Domke F4AF Pro
POTN Op/Tech Pro Loop Strap
EF 85 f1.8 USM
RS-80N3 remote shutter release
Tokina 11-16 f2.8

Powershot G5
Canon 580EX
EOS Rebel XT + 18-55
EF 50 1.8 II
EF 85 1.8
EOS 20D
Sold XT + 18-55
EF-S 18-55 IS
EF 70-200 f/4L
Various lighting equipment