I am a big fan of fantasy literature, history, archaology, mythology, anthropology and several other ologies I suppose. I guess for those reasons I found Silmarillion even morefascinating than the Lord of the Rings itself. I really enjoy all of the behind the scenes stuff and how things came into being that is presented therein. However, it does get confusing and if you had problems with the language of LotR, then Silmarillion may not be what you are after.
It seems that you stated your main goal was to get into reading real history. If that is the case and you like LotR, I'd recommend reading some of the history surrounding the epic poem Beowolf. Alot of what J.R.R. Tolkien wrote was inspired by early English mythology and folk tales. It is even said that part of the idea of the creation of Middle Earth was to create a sort of new english mythology. A book that I highly recommend that talks about the history of Beowolf and the early English mythology from a real world historical perspective is: Beowulf and Grendel : The Truth Behind England's Oldest Legend.
I think if you are a fan of fantasy gaming or literature, reading real world history and mythology just makes the reading of fantasy literature so much richer and gives a deeper appreciation of it. I'd also recommend the Ring Cycle (the Ring of the Neiblung- also another source of Tolkien's inspiration). Here's a list of books that I've gotten over the past 6 months that I can heartily recommend (with some graphic novel interpetations of Beowolf and the Ring of the Neiblung - totally awesome stuff):
English Medieval Knight 1200-1300 (Osprey Publishing)
English Medieval Knight 1400-1500 (Osprey Publishing)
Knight of Outremer AD 1187-1344 (Osprey Publishing)
English Longbowman 1330-1515 (Osprey Publishing)
The Arthurian Handbook (Second Edition)
God's Warriors : "Crusaders, Saracens and the battle for Jerusalem" (Osprey Publishing)
Castles : Their Construction and History (Dover Books on Architecture)
The History of Castles: Fortifications Around the World
Fighting Techniques of the Medieval World : Equipment, Combat Skills and Tactics
The Year 1000 : What Life Was Like at the Turn of the First Millennium
1066 : The Year of the Conquest
The Collected Beowulf
Ring of the Nibelung Volume 1: The Rhinegold & The Valkyrie (Graphic novel, very good stuff)
The Ring of the Nibelung Book 2: Siegfried & Gotterdammerung: The Twilight of the Gods
Beowulf and Grendel : The Truth Behind England's Oldest Legend
Beowulf: A New Verse Translation
Myths and Symbols in Pagan Europe: Early Scandinavian and Celtic Religions
The Norse Myths (Pantheon Fairy Tale and Folklore Library)
The Pagan Religions of the Ancient British Isles: Their Nature and Legacy
Norse Mythology : A Guide to Gods, Heroes, Rituals, and Beliefs
Gods and Myths of Northern Europe
Le Morte D'Arthur : King Arthur and the Legends of the Round Table
The World of King Arthur
The History of the Kings of Britain
And that is just a short list of some of my more recent reading! Anyway, yes, the Silmarillion is a good read if you are into history, anthropology, etc... If, like you said you were interested in getting into real world history, then just do it! There are many cool things out there to read (as you can see I'm sort of into the whole Western/northern European thing). There is so much out there that it can be overwhelming but being well read is definately not something you'll ever regret!