I'm not a tailwheel pilot, but was on the way to getting my endorsement when work intervened. A friend of mine who is very experienced in tailwheel was flying front seat in his 75 Hp Cub so I could learn and thereby speed up the training. At first it was definitely challenging, but I'd say the Cub is quite manageable in a crosswind. With a little experience, the control process becomes automatic. I would agree, though, that the Cub is a little less friendly in ground handling than, say, a Cessna 120/140.
You want a plane that's a challenge in a crosswind? Try a Vagabond, or a Helio. Those are much less friendly airplanes.
Now to be truthful, when I do buy an airplane, it's probably going to be a Pacer. I can't justify the cost of a Cub. An ok one is at least $35k because everybody wants a Cub. There's no question that it's one of the easiest flying airplanes in history (although once you get it off the ground, the Vagabond is easier).
I'm convinced that the all around easiest flying airplane in history is the Tri-Pacer...Piper hit a home run with that bird.