OK now here is advice from someone who has driven both cars...

For dd purposes... I'd take the mk3 supra any day. In stock form it's is one of the most comfortable cars I've ever driven. The seats and steering wheel are completely adjustable for a comfortable cockpit and the turbo model has enough torque to pass at lower rpm. My ONLY complaint is that the 5speed trannys tend to be a little notchy.

I'm not saying the 240 isn't comfortable or lacks power, but the mk3 supra is 3500lbs for a reason. Luxury my friend... luxury.

Reliability on the supra will depend on past owners, but as long as you don't try to push push 12 or so lbs of boost, the stock head-gasket should be alright. While there are cases where the gasket will blow in stock form, most of the guys you hear from start recklessly cranking up the boost on an engine that has 150k+ miles. What do you THINK is going to happen? ... 240s in my experience are amazingly reliable.

For drag purposes... let's not kid ourselves... Neither of these cars are exactly what I'd consider drag queens... I'd give the nod to a 88-93 5.0 mustang. ha.

Autox/drift/road race... I'd definitely grab a 240 because it is light and extremely well balanced. While there are quite a few guys that use the supra, you see a lot more 240s... Probably because the parts are cheaper and more readily available. i know that's why i am in the process of looking for a 240.

I have auto-crossed the supra... I put down some pretty decent times for my class. Definitely a strong tendency to over-steer.

I'm not going to tell you which you should buy... If i were you I'd test drive both cars and formulate an opinion based upon personal experience.