Cryptography

Cryptography (or cryptology; derived from Greek κρυπτός kryptós "hidden," and γράφειν gráfein "to write") is a discipline of mathematics concerned with information security and related issues, particularly encryption, authentication, and access control. Its purpose is to hide the meaning of a message rather than its existence. In modern times, it has also branched out into computer science. Cryptography is central to the techniques used in computer and network security for such things as access control and information confidentiality. Cryptography is used in many applications that touch everyday life; the security of ATM cards, computer passwords, and electronic commerce all depend on cryptography.

Terminology

The term is often used to refer to the field as a whole, as is cryptology ("the study of secrets"). The study of how to circumvent the confidentiality sought by using encryption is called cryptanalysis or, more loosely, "codebreaking." The field is also a rich source of other jargon.

Until modern times, cryptography referred almost exclusively to encryption, the process of converting ordinary information (plaintext) into an unreadable ciphertext. Decryption is the reverse process. A cipher (or cypher) is a pair of algorithms for encryption and decryption. The exact operation of a cipher is controlled by a key, which is a secret parameter for the cipher algorithm. A key is important as ciphers without variable keys are trivially breakable and less than useful. Historically, ciphers were often used directly for encryption or decryption without additional procedures.

In colloquial parlance, the term "code" is often used to mean any method of encryption or meaning concealment. In cryptography, however, code has a more specific meaning, referring to a procedure which replaces a unit of plaintext (i.e. the meaningful words or phrases) with a code word (for example, apple pie replaces attack at dawn). Codes are no longer used in serious cryptography - except incidentally for such things as unit designations - since properly chosen ciphers are both more practical and secure than even the best codes, and better adapted to computers as well.

Some use the English terms cryptography and cryptology interchangeably, while others use cryptography to refer to the use and practice of cryptographic techniques, and cryptology to refer to the subject as a field of study. The noted cryptographer Ron Rivest has observed that "cryptography is about communication in the presence of adversaries."

History of cryptography and cryptanalysis

Before the modern era, cryptography was concerned solely with message confidentiality (i.e. encryption) — conversion of messages from a comprehensible form into an incomprehensible one and back again at the other end, rendering it unreadable without secret knowledge (namely, the key). In recent decades, the field has expanded beyond confidentiality concerns to include techniques for authentication, digital signatures, interactive proofs, and secure computation.

The earliest forms of secret writing required little more than pen and paper. The main classical cipher types are transposition ciphers, which rearrange the order of letters in a message (e.g. 'help me' becomes 'ehpl em'); and substitution ciphers, which systematically replace letters or groups of letters with other letters or groups of letters (e.g. 'fly at once' becomes 'gmz bu podf' by replacing each letter with the one following it in the alphabet). Simple versions of either offered little confidentiality. An early and simple substitution cipher was the Caesar cipher, in which each letter in the plaintext was replaced by a letter some fixed number of positions further down the alphabet. It was named after Julius Caesar who used the cipher with a shift of 3 in order to communicate with his generals during his various military campaigns.

Encryption attempted to ensure secrecy in important communications, such as those of spies, military leaders, and diplomats, but it also had religious applications. For instance, early Christians used cryptography to obfuscate parts of their religious writings to avoid near certain persecution they would have faced had they been less obscured; famously, 666, the Number of the Beast from the Christian New Testament Book of Revelation, is sometimes thought to be a ciphertext referring to the Roman Emperor Nero, one of whose policies was persecution of Christians. There is record of several, even earlier, Hebrew ciphers as well. Cryptography is also recommended in the Kama Sutra as a way for lovers to communicate without discovery. Steganography (which is hiding a message so as to make its existence undetectable) was also first developed in ancient times. An early example, from Herodotus, concealed a message - a tattoo on a slave's head - by regrown hair. More modern examples of steganography include the use of invisible ink, microdots, and digital watermarks to conceal information .

Ciphertexts produced by classical ciphers reveal statistical information about the plaintext, which can be used to break them. After the Arab discovery of frequency analysis (around the year 1000), nearly all such ciphers became more or less breakable by an informed attacker. Such classical ciphers still enjoy popularity today, though mostly as puzzles (see cryptogram). Essentially all ciphers remained vulnerable to cryptanalysis using this technique until the invention of the polyalphabetic cipher by Leon Battista Alberti around the year 1467, in which different parts of the message (often each successive plaintext letter) are enciphered using a different key. In the polyalphabetic Vigenère cipher, for instance, encryption uses a key word, which controls letter enciphering depending on which letter of the key word is used. Despite this improvement, polyalphabetic ciphers of this type remained partially vulnerable to frequency analysis techniques.

Although frequency analysis is a powerful and general technique, encryption was still often effective in practice: many a would-be cryptanalyst was unaware of the technique. Breaking a message without frequency analysis essentially required knowledge of the cipher used, thus encouraging espionage, bribery, burglary, defection, etc. to discover it. It was finally recognized in the 19th century that secrecy of a cipher's algorithm is not a sensible, nor practical, safeguard: in fact, any adequate cryptographic scheme (including ciphers) should still be secure even if the adversary knows the cipher itself. Secrecy of the key should be alone sufficient for confidentiality when it is attacked. This fundamental principle was first explicitly stated in 1883 by Auguste Kerckhoffs and is called Kerckhoffs' principle; alternatively and more bluntly, it was restated by Claude Shannon as Shannon's Maxim.

Various physical devices and aids have been used to assist with ciphers. One of the earliest may have been the scytale of ancient Greece, a rod supposedly used by the Spartans as an aid for a transposition cipher. In medieval times, other aids were invented such as the cipher grille, also used for a kind of steganography. With the invention of polyalphabetic ciphers came more sophisticated aids such as Alberti's own cipher disk, Johannes Trithemius' tabula recta and Thomas Jefferson's cylinder (reinvented by Bazeries around 1900). Early in the 20th century, several mechanical encryption/decryption devices were invented, and many patented, including rotor machines — most famously the Enigma machine used by Germany in World War II. The ciphers implemented by the better of these designs brought about a substantial increase in cryptanalytic difficulty.

The development of digital computers and electronics after WWII made possible much more complex ciphers. Furthermore, computers allowed for the encryption of any kind of data that is represented by computers in binary unlike classical ciphers which only encrypted written text, dissolving the need for a linguistic approach to cryptanalysis. Many computer ciphers can be characterised by their operation on binary bits (sometimes in groups or blocks), unlike classical and mechanical schemes, which generally manipulate traditional characters (i.e. letters and digits). However, computers have also assisted cryptanalysis, which has compensated to some extent for increased cipher complexity. Nonetheless, good modern ciphers have stayed ahead of cryptanalysis: it is usually the case that use of a quality cipher is very efficient, while breaking it requires an effort many orders of magnitude larger, making cryptanalysis so inefficient and impractical as to be effectively impossible.

Extensive open academic research into cryptography is relatively recent — it began only in the mid-1970s with the public specification of DES (the Data Encryption Standard), the Diffie-Hellman paper, and the public release of the RSA algorithm. Since then, cryptography has become a widely used tool in communications, computer networks, and computer security generally. The security of many modern cryptographic techniques is based on the difficulty of certain computational problems, such as the integer factorisation problem or the discrete logarithm problem. In many cases, there are proofs that cryptographic techniques are secure if a certain computational problem cannot be solved efficiently. With one notable exception - the one-time pad - these contingent proofs are the best available for cryptographic algorithms and protocols.

As well as being aware of cryptographic history, cryptographic algorithm and system designers must also carefully consider probable future developments in their designs. For instance, the continued improvements in computer processing power in increasing the scope of brute-force attacks must be taken into account when specifying key lengths, and the potential effects of quantum computing are already being considered by good cryptographic system designers.

Essentially, prior to the early 20th century, cryptography was chiefly concerned with linguistic patterns. Since then the emphasis has shifted, and cryptography now makes extensive use of mathematics, including aspects of information theory, computational complexity, statistics, combinatorics, abstract algebra, and number theory. Cryptography is also a branch of engineering, but an unusual one as it deals with active, intelligent, and malevolent opposition (see cryptographic engineering and security engineering). There is also active research examining the relationship between cryptographic problems and quantum physics (see quantum cryptography and quantum computing).

Modern cryptography

The modern field of cryptography can be divided into several areas of study. The primary ones are discussed here; see Topics in Cryptography for more.

Symmetric-key cryptography

Symmetric-key cryptography refers to encryption methods in which both the sender and receiver share the same key (or, less commonly, in which their keys are different, but related in an easily computable way). This was the only kind of encryption publicly known until 1976.

The modern study of symmetric-key ciphers relates mainly to the study of block ciphers and stream ciphers and to their applications. A block cipher is the modern embodiment of Alberti's polyalphabetic cipher: block ciphers take as input a block of plaintext and a key, and output a block of ciphertext of the same size. Block ciphers are used in a mode of operation to implement a cryptosystem. DES and AES are block ciphers which have been designated cryptography standards by the US government (though DES's designation was eventually withdrawn after the AES was adopted). Despite its delisting as an official standard, DES (especially its still-approved and much more secure triple-DES variant) remains quite popular; it is used across a wide range of applications, from ATM encryption to e-mail privacy and secure remote access. Many other block ciphers have been designed and released, with considerable variation in quality; see Category:Block ciphers.

Stream ciphers, in contrast to the 'block' type, create an arbitrarily long stream of key material, which is combined with the plaintext bit by bit or character by character, somewhat like the one-time pad. In a stream cipher, the output stream is created based on an internal state which changes as the cipher operates. That state's change is controlled by the key, and, in some stream ciphers, by the plaintext stream as well. RC4 is an example of a well-known stream cipher; see Category:Stream ciphers.

Cryptographic hash functions (often called message digest functions) do not use keys, but are a related and important class of cryptographic algorithms. They take input data (often an entire message), and output a short, fixed length hash, and do so as a one-way function. For good ones, collisions (two plaintexts which produce the same hash) are extremely difficult to find.

Message authentication codes (MACs) are much like cryptographic hash functions, except that a secret key is used to authenticate the hash value on receipt.

Public-key cryptography

Symmetric-key cryptosystems typically use the same key for encryption and decryption. A significant disadvantage of symmetric ciphers is the key management necessary to use them securely. Each distinct pair of communicating parties must share a different key. The number of keys required increases as the square of the number of network members, which requires very complex key management schemes in large networks. The difficulty of establishing a secret key between two communicating parties when a secure channel doesn't already exist between them also presents a chicken-and-egg problem which is a considerably practical obstacle for cryptography users in the real world.

In a groundbreaking 1976 paper, Whitfield Diffie and Martin Hellman proposed the notion of public-key (also, more generally, called asymmetric key) cryptography in which two different but mathematically related keys are used: a public key and a private key. A public key cryptography system is constructed so that calculation of the private key is computationally infeasible from knowledge of the public key, even though they are necessarily related. Instead, both keys are generated secretly, as an interrelated pair. The historian David Kahn described public-key cryptography as "the most revolutionary new concept in the field since polyalphabetic substitution emerged in the Renaissance".

In public-key cryptosystems, the public key may be freely distributed, while its paired private key must remain secret. The public key is typically used for encryption, while the private or secret key is used for decryption. Diffie and Hellman showed that public-key cryptography was possible by presenting the Diffie-Hellman key exchange protocol. In 1978, Ronald Rivest, Adi Shamir, and Len Adleman invented RSA, another public-key system. In 1997, it finally became publicly known that asymmetric cryptography had been invented by James H. Ellis at GCHQ, a British intelligence organization, in the early 1970s, and that both the Diffie-Hellman and RSA algorithms had been previously developed (by Malcolm J. Williamson and Clifford Cocks, respectively).

Diffie-Hellman and RSA, in addition to being the first publicly known examples of high quality public-key cryptosystems, have been among the most widely used. Others include the Cramer-Shoup cryptosystem, ElGamal encryption, and various elliptic curve techniques. See Category:Asymmetric-key cryptosystems.

In addition to encryption, public-key cryptography can be used to implement digital signature schemes. A digital signature is somewhat like an ordinary signature; they have the characteristic that they are easy for a user to produce, but difficult for anyone else to forge. Digital signatures can also be permanently tied to the content of the message being signed; they cannot be 'moved' from one document to another, for any attempt will be detectable. In digital signature schemes, there are two algorithms: one for signing, in which a secret key is used to process the message (or a hash of the message or both), and one for verification, in which the matching public key is used with the message to check the validity of the signature. RSA and DSA are two of the most popular digital signature schemes. Digital signatures are central to the operation of public key infrastructures and to many network security schemes (SSL/TLS, many VPNs, etc).

Public-key algorithms are most often based on the computational complexity of "hard" problems, often from number theory. The hardness of RSA is related to the integer factorization problem, while Diffie-Hellman and DSA are related to the discrete logarithm problem. More recently, elliptic curve cryptography has developed in which security is based on number theoretic problems involving elliptic curves. Because of the complexity of the underlying problems, most public-key algorithms involve operations such as modular multiplication and exponentiation, which are much more computationally expensive than the techniques used in most block ciphers, especially with typical key sizes. As a result, public-key cryptosystems are commonly "hybrid" systems, in which a fast symmetric-key encryption algorithm is used for the message itself, while the relevant symmetric key is sent with the message, but encrypted using a public-key algorithm. Similarly, hybrid signature schemes are often used, in which a cryptographic hash function is computed, and only the resulting hash is digitally signed.

Cryptanalysis

The goal of cryptanalysis is to find some weakness or insecurity in a cryptographic scheme, thus permitting its subversion. Cryptanalysis might be undertaken by a malicious attacker, attempting to subvert a system, or by the system's designer (or others) attempting to evaluate whether a system has vulnerabilities. In modern practice, however, quality cryptographic algorithms and protocols have usually been carefully examined and many have been proved that establish practical security of the system (at least, under clear -- and hopefully reasonable -- assumptions).

It is a commonly held misconception that every encryption method can be broken. In connection with his WWII work at Bell Labs, Claude Shannon proved that the one-time pad cipher is unbreakable, provided the key material is truly random, never reused, kept secret from all possible attackers, and of equal or greater length than the message. Most ciphers, apart from the one-time pad, can be broken with enough computational effort (by brute force attack if nothing else), but the amount of effort needed to break a cipher may be exponentially dependent on the key size, as compared to the effort needed to use the cipher. In such cases, effective security can still be achieved if some conditions (e.g., key size) are such that the effort ('work factor' in Shannon's terms) is beyond the ability of any adversary.

There are a wide variety of cryptanalytic attacks, and they can be classified in any of several ways. One distinction turns on what an attacker knows and can do. In a ciphertext-only attack, the cryptanalyst has access only to the ciphertext (modern cryptosystems are usually effectively immune to ciphertext-only attacks). In a known-plaintext attack, the cryptanalyst has access to a ciphertext and its corresponding plaintext (or to many such pairs). In a chosen-plaintext attack, the cryptanalyst may choose a plaintext and learn its corresponding ciphertext (perhaps many times); an example is the gardening used by the British during WWII. Finally, in a chosen-ciphertext attack, the cryptanalyst may choose ciphertexts and learn their corresponding plaintexts. Also important, often overwhelmingly so, are mistakes (generally in the design or use of one of the protocols involved; see Cryptanalysis of the Enigma for some historical examples of this).

Cryptanalysis of symmetric-key techniques typically involves looking for attacks against the block ciphers or stream ciphers that are more efficient than any attack that could be against a perfect cipher. For example, a simple brute force attack against DES requires one known plaintext and 2⁵⁵ decryptions, trying approximately half of the possible keys, before chances are better than even the key will have been found. But this may not be enough assurance; a linear cryptanalysis attack against DES requires 2⁴³ known plaintexts and approximately 2⁴³ DES operations. This is a considerable improvement on brute force attacks.

Public-key algorithms are based on the computational difficulty of various problems. The most famous of these is integer factorization (the RSA cryptosystem is based on a problem related to factoring), but the discrete logarithm problem is also important. Much public-key cryptanalysis concerns numerical algorithms for solving these computational problems, or some of them, efficiently. For instance, the best algorithms for solving the elliptic curve-based version of discrete logarithm are much more time-consuming than the best known algorithms for factoring, at least for problems of equivalent size. Thus, other things being equal, to achieve an equivalent strength of attack resistance, factoring-based encryption techniques must use larger keys than elliptic curve techniques. For this reason, public-key cryptosystems based on elliptic curves have become popular since their invention in the mid-1990s.

While pure cryptanalysis uses weaknesses in the algorithms themselves, other attacks on cryptosystems are based on actual use of the algorithms in real devices, known as side-channel attacks. If a cryptanalyst has access to, say, the amount of time the device took to encrypt a number of plaintexts or report an error in a password or PIN character, he may be able to use a timing attack to break a cipher that is otherwise resistant to analysis. An attacker might also study the pattern and length of messages to derive valuable information; this is known as traffic analysis, and can be quite useful to an alert adversary. And, of course, social engineering, and other attacks against personnel who work with cryptosystems or the messages they handle (e.g., bribery, extortion, blackmail, espionage, ...) may be most productive attacks of all.

Cryptographic primitives

Much of the theoretical work in cryptography concerns cryptographic primitives — algorithms with basic cryptographic properties — and their relationship to other cryptographic problems. For example, a one-way function is a function intended to be easy to compute but hard to invert. In a very general sense, for any cryptographic application to be secure (if based on such computational feasibility assumptions), one-way functions must exist. However, if one-way functions exist, this implies that P ≠ NP. Since the P versus NP problem is currently unsolved, we don't know if one-way functions exist. If they do, however, we can build other cryptographic tools from them. For instance, if one-way functions exist, then secure pseudorandom generators and secure pseudorandom functions exist.

Other cryptographic primitives include cipher algorithms themselves, one-way permutations, trapdoor permutations, etc.

Cryptographic protocols

In many cases, cryptographic techniques involve back and forth communication among two or more parties in space or across time (e.g., cryptographically protected backup data). The term cryptographic protocol captures this general idea. Cryptographic protocols have been developed for a wide range of problems, including relatively simple ones like interactive proofs, secret sharing, and zero-knowledge, and much more complex ones like electronic cash and secure multiparty computation.

When the security of a cryptographic system fails, it is rare that the vulnerabilty leading to the breach will have been in a quality cryptographic primitive. Instead, weaknesses are often mistakes in the protocol design (often due to inadequate design procedures or less than thoroughly informed designers), in the implementation (e.g., a software bug), in a failure of the assumptions on which the design was based (e.g., proper training of those who will be using the system), or some other human error. Many cryptographic protocols have been designed and analyzed using ad hoc methods. Methods for formally analyzing the security of protocols, based on techniques from mathematical logic (see for example BAN logic), and more recently from concrete security principles, have been the subject of research for the past few decades. Unfortunately, these tools are cumbersome and not widely used for complex designs.

The study of how best to implement and integrate cryptography in applications is itself a distinct field, see: cryptographic engineering and security engineering.

Legal issues involving cryptography

Prohibitions

Because of its potential to assist the malicious in their schemes, cryptography has long been of interest to intelligence gathering agencies and law enforcement agencies. Because of its facilitation of privacy, and the diminution of privacy attendant on its prohibition, cryptography is also of considerable interest to civil rights supporters. Accordingly, there has been a history of controversial legal issues surrounding cryptography, especially since the advent of inexpensive computers has made possible wide spread access to high quality cryptography.

In some countries, even the domestic use of cryptography is, or has been, restricted. Until 1999, France significantly restricted the use of cryptography domestically. In China, a license is still required to use cryptography. Many countries have tight restrictions on the use of cryptography. Among the more restrictive are laws in Belarus, China, Kazakhstan, Mongolia, Pakistan, Russia, Singapore, Tunisia, Venezuela, and Vietnam.

In the United States, cryptography is legal for domestic use, but there has been much conflict over legal issues related to cryptography. One particularly important issue has been the export of cryptography and cryptographic software and hardware. Because of the importance of cryptanalysis in World War II and an expectation that cryptography would continue to be important for national security, many western governments have, at some point, strictly regulated export of cryptography. After World War II, it was illegal in the US to sell or distribute encryption technology overseas; in fact, encryption was classified as a munition, like tanks and nuclear weapons. Until the advent of the personal computer and the Internet, this was not especially problematic as good cryptography was indistinguishable from bad cryptography for nearly all users, and because most of the cryptographic techniques generally available were slow and error prone whether good or bad. However, as the Internet grew and computers became more widely available, high quality encryption techniques became well-known around the globe. As a result, export controls came to be understood to be an impediment to commerce and to research.

Export Controls

In the 1990s, several challenges were launched against US regulations for export of cryptography. Philip Zimmermann's Pretty Good Privacy (PGP) encryption program, as well as its source code, was released in the US, and found its way onto the Internet in June of 1991. After a complaint by RSA Security (then called RSA Data Security, Inc., or RSADSI), Zimmermann was criminally investigated by the Customs Service and the FBI for several years but no charges were filed. Also, Daniel Bernstein, then a graduate student at UC Berkeley, brought a lawsuit against the US government challenging aspects of those restrictions on free speech grounds in the 1995 case Bernstein v. United States which ultimately resulted in a 1999 decision that printed source code for cryptographic algorithms and systems was protected as free speech by the United States Constitution..

In 1996, thirty-nine countries signed the Wassenaar Arrangement, an arms control treaty that deals with the export of arms and "dual-use" technologies such as cryptography. The treaty stipulated that the use of cryptography with short key-lengths (56-bit for symmetric encryption, 512-bit for RSA) would no longer be export-controlled. Cryptography exports from the US are now much less strictly regulated than in the past as a consequence of a major relaxation in 2000; there are no longer many restrictions on key sizes in US-exported mass-market software. In practice today, since the relaxation in US export restrictions, and because almost every personal computer connected to the Internet, everywhere in the world, includes a US-sourced web browser such as Mozilla Firefox or Microsoft Internet Explorer, almost every Internet user worldwide has strong cryptography (i.e., using long keys) in their browser's Transport Layer Security or SSL stack. The Mozilla Thunderbird and Microsoft Outlook E-mail client programs similarly can connect to IMAP or POP servers via TLS, and can send and receive email encrypted with S/MIME. Many Internet users don't realize that their basic application software contains such extensive cryptography systems. These browsers and email programs are so ubiquitous that even governments whose intent is to regulate civilian use of cryptography generally don't find it practical to do much to control distribution or use of this quality of cryptography, so even when such laws are in force, actual enforcement is often lax.

NSA involvement

Another contentious issue connected to cryptography in the United States, is influence of the National Security Agency in high quality cipher development and policy. NSA was involved with the design of DES during its development at IBM and its consideration by the National Bureau of Standards as a possible Federal Standard for cryptography. DES was designed to be secure against differential cryptanalysis, a powerful and general cryptanalytic technique known to NSA and IBM, that became publicly known only when it was rediscovered in the late 1980s. According to Steven Levy, IBM discovered differential cryptanalysis and kept the technique secret at NSA's request. Another instance of NSA's involvement was the 1993 Clipper chip affair, an encryption microchip intended to be part of the Capstone cryptography-control initiative. Clipper was widely criticized for two cryptographic reasons: the cipher algorithm was classified (the cipher, called Skipjack, was declassified in 1998 after the Clipper initiative lapsed), which led to concerns that NSA had deliberately made the cipher weak in order to assist its intelligence efforts. The whole initiative was also criticized based on its violation of Kerckhoffs' principle, as the scheme included a special escrow key held by the government for use by law enforcement, for example in wiretaps.

Digital rights management

Cryptography is central to digital rights management (DRM), a group of techniques for technologically controlling use of copyrighted material, being widely implemented and deployed at the behest of some copyright holders. In 1998, Bill Clinton signed the Digital Millennium Copyright Act (DMCA), which criminalized the production, dissemination, and use of certain cryptanalytic techniques and technology; specifically, those that could be used to circumvent DRM technological schemes. This had a very serious potential impact on the cryptography research community since an argument can be made that virtually any cryptanalytic research violated, or might violate, the DMCA. The FBI has not enforced the DMCA as rigorously as had been feared by some, but the law, nonetheless, remains a controversial one. One well-respected cryptography researcher, Niels Ferguson, has publicly stated that he will not release some research into an Intel security design for fear of prosecution under the DMCA, and both Alan Cox (longtime number 2 in Linux kernel development) and Professor Edward Felten (and some of his students at Princeton) have encountered problems related to the Act. Dmitry Sklyarov was arrested, and jailed for some months, for alleged violations of the DMCA which occurred in Russia, where the work for which he was arrested and charged was legal.

See also

• Short and long lists of cryptography topics.
• Short and long lists of cryptographers.
• Important books, papers, and open problems in cryptography.
• International Association for Cryptologic Research.

Further reading

See Books on cryptography for a more detailed list.

• The Codebreakers by David Kahn, a comprehensive history of classical (pre-WW2) cryptography. The current edition has a brief addendum about WW2 and later.
• The Code Book by Simon Singh, a clearly written anecdotal history of crypto, covering modern methods including public key.
• Crypto: How the Code Rebels Beat the Government Saving Privacy in the Digital Age by Steven Levy, about the political and legal conflicts in the US about cryptography, such as the Clipper Chip controversy and the Bernstein v. United States lawsuit.
• Applied Cryptography, 2nd edition, by Bruce Schneier. General reference book about crypto algorithms and protocols, aimed at implementers.
• Handbook of Applied Cryptography by A. J. Menezes, P. C. van Oorschot, and S. A. Vanstone (PDF download available), somewhat more mathematical than Schneier's book.
• Introduction to Modern Cryptography by Phillip Rogaway and Mihir Bellare, a mathematical introduction to theoretical cryptography including reduction-based security proofs. PDF download.
• RSA Laboratories' Frequently Asked Questions About Today's Cryptography.
• Stealing Secrets, Telling Lies: How Spies and Codebreakers Helped Shape the Twentieth Century, by James Gannon.
• sci.crypt mini-FAQ.
• NSA's CryptoKids.
• Cryptonomicon by Neal Stephenson (novel, WW2 Enigma cryptanalysis figures into the story, though not always realistically).
• Alvin's Secret Code by Clifford B. Hicks (children's novel that introduces some basic cryptography and cryptanalysis).
• Cryptography: The Ancient Art of Secret Messages by Monica Pawlan - February 1998
• In Code: A Mathematical Journey by Sarah Flannery (with David Flannery). Popular account of Sarah's award-winning project on public-key cryptography, co-written with her father.
• Cryptography and Mathematics by Bernhard Esslinger, 200 pages, part of the free open-source package Cryptool, http://www.cryptool.com.