Drain plug is on the bottom correct. Try a 3/8 drive extension should fit. Or post a pics so we can look at this strange drain plug.
89 2.5 TBI, 4" RC lift, 1" Booms, SYE, Adams Driveshafts front and rear, Ford 8.8 with 4:88s, BFG 33X12.50X15, and a ton of other stuff.
AF Jeep Club Tail Number 184