App specific id

I wish to report that using FIREFOX did allow me to create the app-specific password.

Apparently Safari in this instance blocked the pop-up for two-factor ID acknowledgement on my devices.

And yes, on my system, Safari/General/Pop-up Windows/Websites has ALLOW pop-ups for appleid.apple.com

I was able to create an app-specific password using Firefox as a browser, copied and pasted that password into Outlook New Account. Interestingly, because my AppleID email is a gmail account, I used my dot iCloud.com email and the generated password.

Now, if I can only figure out how to get my iCloud calendars and Contacts synced with Outlook,, I'll be all set...

Thanks for all the help.

If the following doesn't work, what happens?

Sign in to apps with your Apple ID using app-specific passwords - Apple Support

Are there any add-on VPN client apps installed?

I am experiencing what OP describes.

In attempting to import and sync my iCloud calendar and contacts with Outlook 365 for Mac, one needs to use one's iCloud account (AppleID username/password) to create an account in Outlook.

On generating the account in Outlook and using AppleID username and password causes a denial from iCloud and a notice that one needs to create an app-specific password.

Some apps made by developers other than Apple ask you to sign in with your Apple ID, so that the app can access information like mail, contacts, and calendars that you store in iCloud. To help make sure that your Apple ID password can't be stored or collected by the app, you can choose to create an Apple ID password to use only with that app

The problem that OP notes and that I've experienced is the following:

How to generate an app-specific password

1. Sign in to appleid.apple.com.
2. In the Sign-In and Security section, select App-Specific Passwords.
3. Select Generate an app-specific password or select the Add button , then follow the steps on your screen.
4. Enter or paste the app-specific password into the password field of the app.

Following the steps above, at STEP 3 an endless loop occurs at the point noted by the OP.

I have two-factor identification on for my MacBook Air Silicon, my iPhone 12 and my Apple Watch 6 and they are all within a foot of each other, all on the same wifi channel. These do not get a pop-up notice which I suspect is that the app-specific password routine is looking for.

I'm as stumped as the OP.

Any ideas?

Thanks

Have just tried on Apple Computer and using iPhone 14

Both devices are are totally up to date

The Apple Process, as outlined by wdigman does not function for me

Suggest contacting Apple Support as suggested by @MrHoffman

Then have a few suggestions ;

1 - Get Support Choose a product and we’ll find you the best solution.Start now and open an Apple Support Ticket as they are Apple Employees to deal will these types of issues . 

2 - Product Feedback - Apple and make it known to Apple regarding this ongoing issue 

Follow on

Seem to remember seeing another similar issue

It was suggested to use another Web Browser other than Safari

Hope it works 🤞

Check with Microsoft Support, then.

Okay, if the Apple sequence is busted with no Microsoft involved, check with Apple Support.

Follow follow on 😀

I can Confirm It Works, as per Apple Instructions, when using Firefox 116.0.2 (64-bit)

Follow follow follow on

Get a Confirmation via an e-mail from Apple

And therein lies the reason we abandoned Outlook years ago. "Many times" for us turned into "never again" ... and we have never regretted ditching Outlook.

Welcome and thank you too.

Like yourself, disappointed the native Safari is not " up to the task " - yet

FYI - have taken upon myself to report this issue as a Bug Report

 Product Feedback 

Most interesting regarding the Pop up blocking and unblocking aspect in above

Great discovery 👍