Where would you suggest taking someone with Aspergers?

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Depending on where you are, a battle field is an obvious choice.

Boarders or Barnes and Nobles of course. Many quiet ppl go there and have speacial interests such as reading.

For me, the library or a bookstore would be ideal.

My own home, where my cats are.

Antiques mall - sounds kind of strange, but if they have a lot of booths, there won't be a lot of sales people watching your every move. A lot of Aspies collect things, and being able to share what you know about things can be freeing. Finding a good deal can help you share your ability to be enthusiastic in an un-forced kind of way. If the mall is really large, and there are thousands of things for sale, it can be a bit overwhelming, but check out the situation before you go. Afterwards go to an out-of-the-way quiet coffee shop or something similar.

Z

I'd be thinking of a quite and fairly isolated park or a walk or in the bush. This can of course be a bit hard to do depending on where you live.

My personal favourite spot to go is a track not too far out of my home town that leads to a small waterfall. It's a great spot to relax.

In front of computer games.

Take an Aspie person to someplace they enjoy. Personally, I like concerts by cool indie bands at 2000 or less capacity clubs. But I also like the record store (until the Internet anyway), restaurants where I can have a drink and relax, the mall, the movies, comic book and toy stores, book stores, coffee shops, antique shops. It depends on the individual. Let their interests lead the way.

A quiet cafe/coffee shop works well early on for getting to know each other. It's not too loud, it's not expensive, it's a relaxed atmosphere, and you get to let the conversation carry the date.

I'd choose a place where you can do various things besides talking. That way, you can avoid awkward silences or strange conversational situations.
Like a café where you can do typical café sports like pool, snooker, dartboard, ...