Hotmail email issue keeps happening

BDAqua, I thought I posted a comment yesterday, I guess I didn't hit send. I'm having trouble narrowing down the passwords for Mac Mail. I just noticed something in your comment above, you said Mac Mail almost always chooses the old Passwords if you don't change or get rid of the old ones. What exactly do you mean by that. It's prompting me to type in my password every time I login, and I'm typing it in correctly, I know I am, this isn't something that is automatically there. As I started saying in my comment here, I'm having trouble locating which keychain is connected to the mac mail app. There are so many keychain "items" or "files" (screenshot provided) and the way they're listed is very confusing. I went a step further and typed in @hotmail in the filtering search field to try and narrow down the search, but it's still hard to find which one is connected to mac mail. I blurred some things out in the screenshot I'm going to post, but I'd be more than happy to remove the blur and show you all of the contents if you'd like to see them. The two items I left without the blur are just for context, I don't believe they're attached to my hotmail account in any way. Thanks again!

Hey BDAqua, sorry for the late response. I couldn't find Keychain First Aid. I just tired to find it again without any luck. Any more ideas on how to find it? I'm accessing keychain through launchpad.

Just to clarify, are you updating your notes to help me out, or are you updating your notes in general to make note that Keychain First Aid is no longer in use. As of right now I can't log into my hotmail account on my mac at all, it won't accept the password and I know I'm typing it in right.

Thanks for the quick reply. Yea in the Browser, I have bo problems at all, it's just with my hotmail account and the Apple Mail app. The mail app is one of the best I've used, it's so streamlined and simple yet has all the features I need. I'm wondering if changing my password for my hotmail account would make any difference. I'm a bit hesitant on doing that though, because I'd have to re-enter it in a bunch of different places, which is only a minor annoyance, but still. :)

Sorry for taking so long to get back to you at times. I don't use forums that often and when I do, as you can tell, I get a bit forgetful. The deal is I haven't CHANGED my password for a very long time, that might have been lost in translation thru our conversations, I wish I could go back and see when I updated to this newER password, it might have even been before I got my MacBook Pro, meaning I wouldn't have had this issue for a long time 'til after I got my MacBook Pro. Also what was the need for the mention of iOS, I only own a MacBook Pro and a very old obsolete iPad 2 that I rarely get on, although it does have my email accounts attached to it. All of my other devices are Samsung Galaxy, including Tablets, this is only happening in the MacOS mail app and only for that one hotmail.com account and it is @hotmail.com for the suffix on the email account. Thanks for sticking with me through all of this.