-Sound Blaster CT2230, Sony CDU-33A 2X CD-ROM "value" package.
At the time I didn't find the SB16 was much better than the SB 2.0 I already had, and the spring loading proprietary Sony drive was a slow pile of shit. It was their first attempt at creating an affordable CD-ROM drive for the masses. I should have just gotten a cheap Future Domain SCSI card and a nice NEC drive.

-M-tech "Mustang" R534F motherboard using SiS5571 chipset.
Said to be faster than Intel boards. VRMs interfered with the output on my ATi PCI graphics card. Also had DMA issues.

-AMD K6-200
Early adopter. Said to be faster than Pentium Pro. It seemed like a good buy at the time, but the stupid thing ran too hot and had a shitty slow FPU. Ran at a stupid 2.9V (instead of standard 2.8v). Should have gotten the P166MMX for the same price and overclocked to 200.

-ATi 3D Pro Turbo PC2TV 8mb for PCI.
Extra 4megs did ABSOLUTELY NOTHING! ATi never released OpenGL drivers for Windows 9x like they promised they would. Never used the "Rage" 3D core. Probably should have gotten ET6000 or a Virge.

-32MB 12ns Toshiba DIMM. Early adopter.
I Didn't know 12ns DIMMs weren't well supported. Caused system instability since the board couldn't set the timings low enough to support the stupid thing. Got 2x32MB SIMMs instead.
-Panasonic 24X ATAPI CD-ROM Drive
Fast for the time, but CLV was shit...and very very noisy.

-FIC VA-503+
Replacement for R534F. Probably even worse. Really shitty board.

-ATi Rage Pro AGP
Not faster than the 3D Rage Pro turbo (in my opinion at least). Output quality was shite. Switched back to 3D Pro Turbo and gave the Rage Pro away.

-Quantum Fireball KA-9100 9.1GB 7200RPM ATA HDD
First 7200RPM ATA drive on the market. Ran too hot and cooked itself to death. Every Quantum drive before this one was awesome. I just have the touch of death. This drive pretty much put Quantum out of business (bought by Maxtor)

-Creative Nshittia Gayforce2 32MB.
I got this because my roommate was a 3dfx hating goon and brainwashed me into thinking My V3 3000 AGP was poop. Only slightly faster and 32-bit openGL rendering still looked worse than glide (in my opinion).

-IBM 75GXP "deathstar" 45GB ATA HDD
First drive to use glass platters. The coating used on the platters peeled off causing the drive to fail. This drive effectively killed IBMs HDD division. Once again, the touch of death.

-Pentium II 400 OEM using new OLGA found in the PIII chips.
Didn't overclock at all. Mysteriously died one day running at stock speed.

-MacBook Pro 1.83GHz First gen x86
Ran hot as hell and burnt my nuts. Matsushita optical drive was garbage.

I've been running trailing edge hardware since I sold the crapbook pro and haven't had any problems. The wallet is happier too.