Recently my 1998 boxster dumped grey/black fluid on the concrete while filling my tank. It was not an insignificant amount and I only drove home because the engine oil was indicated as full and my house was 3 miles away. Sliding under the car and removing the skid plate it was terribly disgusting and coated with old fluid, making discovery of the leak source an impossible task. After 2hrs power washing the top and bottom, I checked all fluids (autotrans, engine, power steering, coolant, and even the washer bottle) and let it idle for a bit. No leaks. So I went for a 10 minute drive and pulled up on ramps to find again, no leaks. As alluded to in another post, the IMS and rear main were changed 20k miles ago, so I immediately thought the rear main went out but it doesn't appear to be the case.
A link to the underbelly after driving for 10 minutes is here -
https://youtu.be/wjmR4Z-mBgs