It is VERY difficult isn't it?  I agree with you mare that the boy with the light coloured trousers in the photo of when they were younger is the youngest.  
By jove I think I've got it!  Thanks to Nick.  Yes, I do believe the following of the first group photo I sent through:    
L to R  (or another way of looking at it)
Youngest to oldestMan 1 = youngest                                             Youngest = Man standing left        )
Man 2 = 2nd eldest                                          4th eldest = Man standing right      )
Man 3 = eldest                                                 3rd eldest = Man seated right         )  Same as Nick
Man 4 = 2nd youngest                                     2nd eldest = Man seated left           )
Man 5 = 3rd eldest                                                  Eldest = Man in the middle        )
So.................. this now means that Man 
2 IS the man in the photo of the man on his own!!!!!!! 
 
 
 
 
 
Now with all this in mind, I with "attack" the photo of the boys when they were younger & see what I come up with there.
Thank you all for your help.  It really does help to have others to discuss these things with.  I'm a happy little chicky now 
 
 
 
Bye for now,
Michelle