hmmm... that's a pretty open ended question. We have towed our '63 Globetrotter (19' ~3500 lbs loaded) with an '06 Ford Explorer and now have a '13 Touareg TDI. Neither is what I would call "funky" but they both have tow packages (better axle ratio, transmission cooler, class III hitch...) and tow very well at highway speeds up to 75mph or so. I have always mused about towing it with an early 60's Thunderbird as the ultimate "funky" TV but my rational side has kept that from happening. We really don't want to give up the safety & comfort of a modern TV.
I think the best way to answer your question is with a series of questions/comments:
1) As you "don't know anything about cars" i would rule out anything pre-2000 unless you know a good mechanic who can keep it in good working order. TV's need to be in top shape to be dependable on the road under the added strain of towing a trailer. Classic cars/trucks are cool but they don't drive anything like a late-model vehicle. I used to drive a '66 mustang in the late '80's and it never was as comfortable, safe or good handling as the cheapest of new cars available at the time.
2) What's your budget? Whatever you spend on eBay, keep some $$ in reserve for the inevitable repairs that will come with a car from an "impulse buy". If you're like Jay Leno with $$ and a staff mechanic, then by all means go for the classic but if not you might want to trade funky for practical for your primary TV and then add a classic later. Also keep some $$ stashed away for refurb and repairs of you Airstream. Camping with a classic is great - we love it - but things will need repair/replacement. First thing to do is to have the axle, brakes, tires and hitch equipment checked over by a knowledgeable person.
3) What's your definition of "funky"? '65 Chevy 1/2 ton short box in bright orange or other cool classic car/truck, FJ cruiser, PT Cruiser, Kia Soul, Nissan Cube... Any car that comes from the factory with a class II hitch or better will likely do a good job towing your trailer but some will tow better than others. Funky is such a subjective description - maybe throw out some options you're considering and let us comment on them.
4) How far do you intend to tow? If it's to the local car show and state park a few times a year, you could use almost any decent sized vehicle. Take a look at this website for the non-conventional view of towing capability (Can-Am RV Centre | Your Towing Experts
). If you plan to see the continent for months on end every year, then I would suggest sticking to late-model minivan, SUV or pickup.
5) Will the TV be your daily driver? Many of us use our TV every day to get around and that can significantly change you view of an ideal TV. We chose a Touareg TDI as we have 2 teen daughters and a small dog. It provides a mid-size vehicle with plenty of tow capability along with excellent mpg (for an SUV), comfort for long trips and ride quality even my wife approves of.
6) If you don't have experience towing already, read up on the subject. There's a lot of good information on this site and others. If your trailer is hitched and loaded properly it will be an easy tow but many a newbie has gotten into bad situations by not understanding the difference between driving a car and towing a trailer.
7) Look at the tow ratings of the TV's you're looking at - tow guides for late-model vehicles can be found here (Tow Ratings Database - Tow Vehicle Ratings | Camping Life Magazine
) and here (Choosing the Right Tow Vehicle
). Remember to reduce the tow rating by the weight of what you carry in the TV (passengers, pets, gear...) as most vehicles are rated assuming just a driver. Many will argue that the tow ratings are mostly driven by marketing rather than vehicle capability and I tend to agree (sometimes) but if you plan to tow a lot of miles, have margin to your tow rating will add piece of mind.
Most of all enjoy your Aistream and don't be surprised when strangers walk up to you almost everywhere to ask about your trailer - they do with us...
PM me through this site if you want to start an off-line discussion.