transplanting question

I have 10 seedlings growing in plastic cups. I'm worried that when I transplant that I might damage the roots. Can I just cut off the bottom of the cup and stick the whole cup in the soil, or do I have to take them out of the cup? Last year I started some in pots and when I transplanted them I just grabbed the plant, and the whole plant, dirt and all ,just came right out of the pots, which made it easy to do, but they had been in the pots a lot longer than the ones I have now in the plastic cups. I'm afraid I'll ruin them if I try to scoop them out. THANKS.

i usually have the hole in the ground already dug up and mixed with my fox farm organic soil. I take a scissers and cut down the side of the cup starting at the top then when i reach the bottom i cut a circle and pull the extra cup off and have the root ball with soil in my hand i then put it in the hole outside and with one hand hold it in place and with the other i add more organic soil around the base of the plant so its level with the ground then i water