I successfully installed MAME, DirectX 7.0, WinAmp, ACDSee, PhotoShop v4.0, FractInt 20 and PKUNZIP on the ThinkPad 380D Win95 machine (I had old CD's with tons of Win95/98-era software, even some floppies). Battery is completely dead, it works just on AC power. The CD-DRIVE on it is solid as a rock! None of this flimsy thin trays we have these days.
The machine already had: Microsoft Office 97 Pro, Microsoft Works, Calendar, Lotus Mail/Notes, Novell NetWare, McAfee, Royal Bank software, Netscape, IE 4.0, etc... it was somebody's business machine.
Anyways, I needed the HD space and so I uninstalled Lotus Mail/Notes as it was all encrypted with passwords anyways and I had no use for it. Same goes for Novell NetWare drivers which were nagging me on every boot to enter a password. Got rid of a few more things and that cleared up enough room. Now it boots nicely into Windows 95 and ready to go.
MAME works well, I tried some of the more basic games (1948, Galaga, etc...) and they are nice with sound and everything smooth as the original! FractInt works fine up to 800x600x16bit color. WinAmp plays MP3's on there just fine, no glitches. Even AVI's will play well. I haven't tested MPG's or newer compressions, I'm sure they will start choking on the machine.
Anyways, it is a decent machine otherwise, built like a tank.... but limited with respect to getting information in/out without the USB. I don't have an external floppy drive, and the machine cannot burn CD's. So either I use the serial port to transfer, or use the old PCMCIA card with network port to hook in to my WiFi router whenever the kids need to transfer their work. I have an old machine in the basement with floppy drive AND USB port, so I can use it as an intermediary to copy stuff.
As nice as it is to mess around with this old ThinkPad, it is a time-waster hobby I don't have the time for. I think it will be mainly a retro-gaming machine to play around on, and the kids can learn on it. I may even be able to use it for some MIDI control (it has a serial output and I made myself a cable to connect to Yamaha keyboard back in the day which I was doing MIDI sequencing with, and I have old software to do it). It also has full Office Pro on there, even being 20 years old now.... it's still perfectly fine for the kids to type on the nicely built-in keyboard. It is just the problem of moving it off the machine, a hassle.
NOTE: The machine in the above photo *does* show a USB port, but I do not see one on mine (unless I went blind, which is a possibility
... I will have to check again, maybe it was covered or is an extra option added later) Have a look....
Not mine...
It must have been added on in later models?
Hey look what I found....
http://www.ebay.com/itm/Floppy-Disk-Drive-Disc-Portable-External-USB-1-44MB-3-5-PC-Converter-Reader-/112013884122?hash=item1a148c3ada:g:4ksAAOSwMNxXToYxI can get one of these and the kids can transfer their work over to my computer when they need to print something. It's $10. They'll use the internal floppy on the old ThinkPad, and then I'll be able to read the floppy on my computer. Same goes if I have to transfer things to them, old software, etc...