How can I send many files (> 25MiB) at once as attachments? I have 100 compressed pictures. Each of them is 2 MB. I would like to send via email everything at once as attachments (no hosting on Gdrive or somewhere else). Basically pictures will have to be sent in several emails. Is there any way to do it at once?   

To put it otherwise, I'm asking for a way to automatically send multiple email messages to send all the files. Ideally not one email per file, but each email should contain as many pictures as possible based on a maximum that I would specify.

I use a Samsung Galaxy S3. I know the max size of the recipient's mailbox and pictures cannot be further compressed. I don't mind filling my recipient's mailbox.
It would be a long and hard way, but if you have enough time and resources you could cross compile the mail software of GNU CLI and use it from an Android app.

This way you can be sure the software won't be limiting your messages by attachment size. And if it did you could properly refactor the source code.