All the fluid leaked out of the transmission of my 95 Z28 and when I pour more fluid into it it just runs back out. Does this mean I need a new Transmission?

You willl have to raise the car and put it on jack stands. Crawl underneath with a flashlight. Look for a hole in the transmssion pan. The cooler will be near the front of the car, probably close to the radiator. It will look like a small radiator. Look for leakage from there and also the two metal lines going into it. Some cars will only have the two lines going into the radiator itself instead of a separate cooler. Check the fittings for leakage.. Also check the front and back of the transmission. That's where the seals are and is a prime place for leakage. You willl have to raise the car and put it on jack stands. Crawl underneath with a flashlight. Look for a hole in the transmssion pan. The cooler will be near the front of the car, probably close to the radiator. It will look like a small radiator. Look for leakage from there and also the two metal lines going into it. Some cars will only have the two lines going into the radiator itself instead of a separate cooler. Check the fittings for leakage.. Also check the front and back of the transmission. That's where the seals are and is a prime place for leakage.