The "only 10 hours" is just analy retentive Euro-legislation, you don't need it, but you won't change it, so may as well live with the fact. It's possible to get your night qualification in the hours which gives you better value, or perhaps do some spinning or instrument training - if you've got to pay for it, you may as well get the maximum from it.
Why not learn in a taildragger? No reason, people did it for years with no other choice, and it prepared some excellent pilots - pretty much everybody who flew during WW2 for a start. The only problem is that relatively few flying instructors nowadays are that comfortable with an old taildragger - so your choice is limited of places you can learn. But, if you can find somewhere, it'll be a good experience.
As for the DA40 (or something else new) - it's latest technology, it has it's faults but with your existing gliding experience you'd be able to deal with that; it also is likely to have a glass cockpit quite different to what you're used to, but that's hardly a problem since you're already used to conventional instruments. If you go from that to, say, buying a share in a Chipmunk you'll have new things to learn. On the other hand, if you learned in a C150 the same would be true also. So, I'd say if it's the aeroplane that appeals to you, and it's available - get your licence on it.
Sadly you may get saddled with a C152 or equivalent, just because it's what most schools use and it's affordable. If you do, remember it's actually a pretty damned good training aeroplane that's successfully trained generations of pilots, and there's no rule that keeps you in one once you've got your license.
G