I had the computer lying around, i though i would generate addresses offline with it and then keep it offline in case there is a virus that can upload the addresses that the computer generated offline once it gets online again.
Well the problem is that with a Windows version that old you don't even know whether you are getting cryptographically secure private keys. MS software that old did have a weak random number generator if I remember correctly.
You know you can install Linux on old computers. A debian wheezy + xfce installation uses barely any resources. Not sure how feasible that might be for you though. Depends on your skill level.
I want to generate the private keys myself
Oh, I see you are generating the private keys manually using dice? So you just want to do the EC math and hashing on the Win 95 computer? Unique use case.
You know if I were in your situation I would worry about whether the address corresponds with the private key you have. Using well tested, widely used software gives you at least some degree of comfort that the hashing is done correctly. Not sure the same can be said about bespoke one off scripts.
Converting a hex number to a bitcoin address does not require a very complex script, and I've actually worked with that for a couple years now... Also my scripts use the python-ecdsa library for the more critical parts, which has been battle tested in the field (by electrum).
And finally the integrity of the result could be cross-checked using the verifymessage function of bitcoind or electrum (for instance).
use LiveCD (linux) on Win95 machine ... that's the right thing to do. 