Long skinny feet and skinny legs do not work with wellies, so no. I used to wear white ones at work til friend dropped steaming intestines down inside his. Believe me, that just makes you want to give up and die.
John Fenna, for dodgy achilles tendons, wear hig ish heels (though best not use ladies stilletos..) with internal heel pads to raise the ankle above the toes more to ease the stretch on the tendons. This will help immeasurably with the healing process. I also found support bandages helpful, although you probably heard all this before.