I do sometimes look at the baby names thread on mumsnet and cringe at what some parents are planning to saddle their poor little baby with. Though there are often replies saying, please, for heaven's sake, don't....
Certain names do have certain connotations, though some will deny it with their last breath. I have heard more than once of reception teachers' hearts sinking when they see certain names on their new class list, since they know from experience what they are likely to expect...
Having said that, a relative who is anything but ill educated has just given a baby a very nice, traditional name, with a very alternative spelling. And we all thought immediately how that child is going to have to spell it out for the rest of its life.