Recent Windows versions, and many antimalware programs, include "password vaults" where you can store your passwords and they'll be automatically provided when you connect to the site that requires them. Generally, the passwords are "encrypted" so they're reasonably safe from discovery. If your experience is limited, setting one up could be a little confusing.
If you use an AV program that has this feature you probably could find specific instructions at the provider's website.
Microsoft has "instructions" but what I've seen of them implies that they're written by "softies" with limited ability to communicate with real people. It might be worth taking a look anyway if logging in is enough of a problem.
There are also some separate "vault" programs with decent reputations. Some one here may be able to suggest one they've used(?).
Nearly all "email programs" require setting up an account in the program, and if they're properly setup login should be automatic when you open the program. "Outlook" has been the name of one such for at least 30 years, although it is assumed that your reference to that name meant "the new other Outlook" - i.e. Outlook.com - and you're using your browser for email. Some browsers may permit setting up automatic logins for specific web sites, but I haven't looked at that possibility.