Why does sending email account change when I select recipient

Thanks for the suggestion. The odd thing is that the outlook.com account isn't even showing an outgoing (SMTP) server and there is none listed under the listing of SMTP servers for outlook.com. I imagine when I set it up I used the predefined option for setting up a new account by clicking the add account button then choosing outlook.com instead of Other, and just accepting the default settings. So, I'm not sure what it is using for an outgoing server. The only other SMTP servers listed are for a couple of POP3 accounts I have.

Yes, I see an SMTP server for the gmail account and the other, pop3, account to I have set up. Maybe I'll try deleting the Outlook account and set it up using the "Other" option, instead of choosing outlook.com when I add it back in, and manually set up the account.

I Could see that being the problem if I was replying to an email, but I'm creating a brand new one. I thought perhaps it was "remembering" the last time I sent an email to this person, but I tested that out by cresting a new email to someone else who I'd last mailed from the outlook account, and that worked as expected, sending from my gmail account.

Well, I deleted the outlook.com account and set it back up as an IMAP account, manually. So, I now have an SMTP account for outlook.com. I tried emailing a photo to the same person with whom I saw the problem yesterday, and the same thing happened. When the email was initially created, it showed that it was going to send from my default gmail account. As soon as I selected this recipient who is to receive the email, it switched over to show sending from my outlook.con account instead. So, the connection must be between this particular recipient and the last email account from which I sent her n email.

So, I need to figure out how to make the mail app "forget" that connection.

Any ideas?

Thanks!

Thanks. I was coming to that conclusion myself after doing some more research. It's odd that when I just create a new email (not from Photos), it will sometimes change the email address when I select this person's address from the list presented, and sometimes not. It seems to depend on how much of her name I type in and which listed address I choose. So, it definitely must be remembering the previously sent messages and associating the sending email account with each particular saved address.

It seems odd that this just seems to have started doing this, on both the iOS mail app and the MacMail program on my MacBook. Must be a new "improvement"! Sometimes I think they try to make the apps and programs a little too "helpful"!