Also my Gentoo is very rusty, but still, here are some tips:
-> I guess that you'd better handle grub.cfg inside trisquel, because trisquel doesn't expect a static/hand written grub.cfg, and I guess it would be easier to make gentoo have that. -> Else last resort, you make both distro generate their grub.cfg. Then you add a menu that loads the other distro's grub.cfg with something like "configfile (hd0,msdos1)/boot/grub.cfg" inside the entry. To do that you would add what is needed in /etc/grub.d/*custom* (I don't remember which one by heart.

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