Hey Tara ~

Who'z bigger - you or da Kat!?

Dad'z not sure WHAT you're tryin ta give him - is it
Pills or Liquid, or both???

Pillz?
Da BEST way is wiff wunna thoze Plastic Pill *Shooters* (or Pill "Popper") things available in most every pet shop for Two to Four dollars...
"Pry" his mouth open, Insert Popper/Shooter over Top of Tongue and start it down his throat.
IGNORE Loud *Gaaak* and *Gurrrrg* sounds Kat will be making!!
Push the plunger an Zingo! Pill is way Down da Hatch an Gone!

Liquid Meds?
Best thing is a Small SYRINGE, but an eye dropper will work.
Load the medicine, again "Pry" open his mouth, insert Syringe
(withOUT the sharp needle - unscrew and throw that away!)
Again - syringe over the Top of his tongue - part way down his throat...
And *squeeze* it in!
Half to almost a full Teaspoonful can go down in One GULP!
Again - ya gotta IGNORE the unhappie sounds da Kat will be makin...

GOOD IDEA to Practice either technique with either bits of kibble or plain water - gets everyone into the proper *mood* for when you load up the Real Thing.

Depending upon just how badly he resists...
You may want to be seated in a padded easy chair - "Wedge" da Kat between you and the chair arm - that will take his two back legs out of the fight.

With your left hand holding his mouth open - the most he'll do is try to "paw" your hand off the top of his head/face with his front paws. If you keep his nails trimmed, he won't be able to really scratch you (much).

Don't *HURT* him - but hang on tight enough that he KNOWS he isn't going to get away.

Worst case?
Get a *strong* pillow case - or a small canvas laundry bag - with a draw string.
*Load* da Kat in - doesn't matter which end goes in first - He'll *adjust* so the Head End is comming out first. Soon as the Head pops out - sinch the drawstring down so ONLY the Head is out.
No Klawz to contend with - Piece of Cake!

The first few times WILL be bad! Rough on both you and the Kat!
But after you prove to him that you're gonna *win* each encounter, he WILL start to let you do it without a big fuss.
Boots now willingly jumps up on the vanity top and sits down to get his morning pill. He usually turns his head away a couple times, but no longer tries to run off. Once I secure a firm grip over his head and *pinch* the back corner of his jaw - he willingly pops open his jaw and *pop* - IN goes the pill. He even gave up making the UnHappie *Gaaak* noises - he figured out they didn't phase me in the least!