If you had to pick..

Emp speedy. If you can only get one, get the biggest bang! For the price you can get the the totally and portobello. I prefer I pricier bag to two less expensive bags.
 
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If the Emp speedy were larger than the 25, I'd say definitely go with that! But the 25 is too small for me, but the Emp leather is wonderful and hard to pass up! But it sounds like you are more interested in smaller bags, so if that is the case, yes, emp speedy!