Stupid trans leaking. Trans Dip stick I think

[bkaab]

Well ever since I pulled the dipstick out of the trans its been leaking everytime I fill it up to the correct level. Once it gets down like 1.5 quarts then it will stop. Is there a trick to getting this thing in better or something?

[RobertISaar]

IIRC, there is an o-ring at the bottom? might want to replace it.