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 One of the most delightful childhood memories of Victorian England is  Ernest Shepard's lovely book, Drawn From Memory.  Shepard is the  artist who illustrated A.A. Milne's Winnie the Pooh.  Shepard grew  up in London during the 1880s.  He recalls remarkably detailed images of  horse-drawn London where a penny was wealth for a child.  A warm,  delightful view of Victorian England emerges from the book, recollections  of the Jubilee, seaside bathing at  Eastbourne, hop-picking in Kent, the Drury Lane Pantomine, aunts and  illnesses, hansom cabs, hobby horses,  park outings, and pea-soup fogs.   Shepard details the experiences of he and his brother and describes them  through their childhood eyes. 
 
Ernest was born in 1879.  His brother appears a couple years older.   Much of the book is set about  1886 when Ernest was about 7 years old.   
 
The text and the delightful drawings, some done as a child, convey a  great deal of information about boys' clothes during the 1880s.  Some of  the outfits pictures are mentioned in the book:
 
Most of the book is set around the mid-1880s when Ernest was wearing Fauntleroy suits and sailor suits. Some of the drawings show him in dresses. In one he appears to be wearing short pantalettes. Unfortunately he does not mention wearing dresses in the text, but he must remember because of the drawings. The dresses he wore appear relatively short with the hem above the knee. In the drawings he wears them with short white stocks and strap shoes. One of the drawings is a summer image. I do not know what he wore with dresses during the winter, presumably long stockings. The dresses depicted in Shepard's drawings are relatively short dresses with the hem above the knee. The fact that Shepard does not comment on wearing dresses means we do not know what he thought of his dresses as a boy. He clearly remember's wearing dresses as a little boy because he depicts scenes with him in dresses. I am not certain how long he and his brother wore dresses. The drawings show him at about 4 years of age in dresses and then at about 6 years of age in sailor suits and Fauntleroy suits. Thus he was probably was breeched at about 5 years of age.
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 Ernest, during the winter and fall, wore a  reefer jacket over his sailor suits.
One available image shows Ernest in a white dress at about  4 years of age.  He wears a plaid sash.
 
 Ernest appears to have worn short white socks  with his dresses, at least during the summer months.  I'm unsure what kind  of socks he wore with his dresses during the summer.  As older boys,  Ernest and his brother appear to have worn long  stockings with kneepants.  All of their outfits Fauntleroy suits,  sailor suits, and Norfolk suits were worn with knee pants and long dark  stockings.  While Ernest wore his dresses with bare kegs, he never seems  to have bare kegs with his Fauntleroy suits or sailor suits.  With these  outfits he always wore ling stockings. even during the winter.
 
  Ernest wore strap shoes with white ankle socks with his  dresses as a little boy.  I'm not sure what type of shoes the boys wore  when older.  The drawings seem to suggest high-top shoes or boots.
 
Ernest appears to have worn longish hair, covering his ears, but not long-shoulder length or curled hair. His brother appears to have worn a similar style, but much shorter hair cut as a somewhat older boy.
              
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  Much of Shepard's  book deals with the time  when he was about 6 or 7 years old which would be about 1885-86, just when  Mrs Burnett published Little Lord Fauntleroy.   I'm not sure if Ernest's mother followed boys fashioned trends closely, or  if she choose a velvet suit and lace collar even before the Fauntleroy  craze.  It is not known, for example, if Ernest's older brother Cyril also  wore A Fauntleroy suit when he was Ernest's age.  Ernest appears to have  worn a rather plain Fauntleroy suit  His jacket  is a quite large front buttoning garment, completely covering any blouse  or jacket he might be wearing.  Many early Fauntleroy suits had very small jackets to better display the elaborate blouses and lace collars that the  boys wore with them.  His Fauntleroy suit had kneepants and were worn  with long dark stockings.
 
Neither Ernest or his brother appear to have worn kilts as boys. Ernest tells of one incident at a party where a boy outfitted in a kilt took issue with Ernest's Fauntleroy suit and lace collar. Ernest who wasn't to impressed with the other boy's kilt told him so. A party stopping fight ensued and Ernest had to go home in disgrace.
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 Sailor suits were  one of the most popular outfits  for Victorian boys.  Ernest appears to have primarily worn sailor suits  for everyday wear.  His brother Cyril, also presumably wore sailor suits  when he was Ernest's age.  Ernest had both white or light-colored sailor  suits for summer wear and blue suits for fall and winter wear.  All of his  sailor suits were worn with kneepants, always with long stockings.  While  Ernest wore dresses with bare legs and ankle socks, he always wore long  stockings with his sailor suits, even during the summer.  Shepard  provides us little information about school.  He does indicate a few details about the school he  attended at 7-years of age.  There was not required uniform.  He appears to  have worn his sailor suit.
 
 Ernest wore a lace collar with  his Fauntleroy suit.  In fact it is the only article of clothing he  specifically objects to.  Apparently other boys  teased him and he says he was  very sensitive about it.  Ernest does not appear to have been a blouse with a lace collar,  but rather a lace collar sewn on his velvet jacket.  With his sailor suit  he wore sailor collared middy blouses.  His brother appears to have worn  Eton collars with both his Norfolk and other  jackets.
  
Hats:  Hats and caps for men and boys were much more common  than is the case today.  Victorians did not go out without the appropriate  head gear.  I'm not sure what kind of hats the boys wore while still in  dresses.  One drawing of the boys in a pram show Ernest, who was still  wearing dresses. in a kind of wide-brimmed sailor hat.  That is probably  representative of the kind of hat he would have normally worn while still  in dresses.  I'm not sure what Ernest wore with his Fauntleroy, probably  a broad-brimmed sailor hat.  With his sailor  suits he often wore wide-brimmed  hats with streamers during the summer with his white suit.  During the fall and winter,  a soft cap was common with his heavy blue suits or reefer jackets.    
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The Victorians commonly made obvious and subtle differences between  the clothes of children based upon their age.  Earnest and Cyril were  relatively close in age, but Cyril dressed much differently.  In the  years depicted by Shepard his brother was not wearing either sailor suits or Fauntleroy suits,  nor did he wear boyish sailor hats.  Shepard did not comment on the more  mature styles his brother was permitted to wear.  Presumably this was quite accepted by  Victorian boys.