Wyoming, 1950. Indiana Jones and his friend Grey Cloud have obtained a sacred ceremonial pipe and end up in a snow-logged cabin. When Jones finds a soprano sax, he is reminded of his college days in Chicago 1920. Indy was waiting tables at Colosimo's and had become obsessed with Jazz music. He managed to befriend Sidney Bichet who encouraged him to practice the soprano sax. But then Colosimo was murdered on the doorstep of his restaurant and Indy got caught up in the investigation together with his roommate Eliot Ness and young reporter Ernest Hemingway.
Old Indy meets a man driving a monster truck with the biggest set of wheels he ever saw at the gas station. He is reminded of his own teenage dream of driving the hottest car to his junior prom in 1916: a Bugatti owned by his then girlfriends father, Edward Stratemeyer. While trying to get the engine repaired, Indy and Nancy helped solve a robbery case from Thomas Edison's laboratory. It seemed German spies were after Edison's new electric motor.
Prof. Indiana Jones points out to a museum curator that a picture of the Russian revolution is labeled wrong. He knows it for sure because he was there. Working as a translator at the French embassy in Petrograd, Indy had befriended a group of young Bolshevik students. On his 18th birthday, they took him to hear Lenin himself giving a speech. Unfortunately, the speech inspires them to a premature revolution attempt.
Indiana Jones is late for a Broadway show and begins to recount his own experiences working backstage at George White's Scandals in 1920 to his disgruntled female cabdriver. Indy managed to woo no less than three girls in as many days: singer Peggy, poet Kate and socialite Gloria. Arriving at the theater, Old Indy has no time to finish his account to the cabbie and instead picks up the story in the course of lecturing a theatre critic about the hardships of the little people struggling to put on their show.
Old Indy voluntarily visits a psychiatrist to prove he's still able to take care of himself (after getting himself stuck up a tree trying to rescue a cat). While there, he recounts a meeting with Sigmund Freud, Carl Jung and Alfred Adler in Vienna, Austria in 1908. The three of them were there to attend the world's first psycho-analytical conference. Young Indy asked them how to cope with his first crush, on Princess Sophie of Austia, daughter of Archduke Franz Ferdinand.
Old Indy snatches a parking place from under the noses of two squabbling commuters, then begins to lecture them about something he learned while in the Italian Alps during the Great War. While working as a spy to get Austrian deserters safely to the allies side, Indy was wooing an Italian beauty named Guiletta in his spare time. However, another man was competing with him for the girl's affections. So, together with ambulance driver Ernest Hemingway, Indy planned to crush the competition by smothering Guiletta with presents and compliments.
November, 1916. Indiana Jones and Remy Baudouin have managed to get a transfer from the European trenches to the plains of Africa. On arrival they both receive a promotion to the rank of lieutenant in the Belgian Army. When they take the wrong train they end up in Moshi. Desprerate to join their unit in Lake Victoria, the two men bump into the 25th Royal Fusiliers, a unit of cranky old men led by Indy's old acquaintance Frederick Selous. Indy's passing knowledge of trains and fluent German comes in handy for the Fusiliers, who are about to go on a mission to find and ...
Although his daughter tells him that it's time to go to the Grandparents' Tea at Lucy's school, Old Indy would rather watch his soap and tell her about his stay in Ireland around the time of the Easter Rising of 1916. He and Remy had just arrived from Mexico and were waiting tables and washing dishes in order to get the fare to go to London. Indy tried to impress a girl called Maggie who assumed he must rich, what with him being American.
Professor Indiana Jones attends the auction of a Degas painting 'The Woman at her Toilet' which he claims to mean the world to him. He explains how he got involved in a quarrel between Degas and young Pablo Picasso in Paris, 1908. While there, Indy befriended a young American boy named Norman Rockwell and together they learned to appreciate the nuances of modern art.
During a Thanksgiving dinner, professor Indiana Jones entertains his great-grandchildren by recalling a visit to China he made as a boy. While his father was working with the Chinese translator Yen Fu, young Indy, his mother and his tutor went sightseeing with their guide, Mr Li. After visiting the Great Wall of China, Indy fell ill during a rain storm and the travelers were taken in by a poor Chinese family. Dispite his mother's misgivings, she consented to have a local doctor treat her boy using acupuncture.
Old Indy attempts to enlighten a down on his luck trucker by telling him about the most extraordinary person he ever met: Krishnamurti. In 1910 The Jones family was attending a meeting of the Theosophy movement in Benares, India. Society leaders Annie Besant and Charles Leadbeater pronounced a young boy named Jiddu Krishnamurti to be the next world teacher and possible messiah. Traveling the holy city, Krishnamurti explained to Indy about the similarities between all different religions. However, Miss Seymour was less easily convinced and became determined to expose ...
While flipping through a gossip magazine at the supermarket, 93 year old Indiana Jones recounts his love affair with Mata Hari while visiting Paris on leave from the front in 1916. Unaware of Mata's involvement as a spy, 16 year old Indy became jealous when seeing her with other men, even though he admitted at the time that his feelings for Mata were not as strong as they had been for Vicky Prentiss in London five months earlier.
Posing as neutral Swedish journalist 'Nils Anderson', Indiana Jones is trying to convince Turkish general Mustafa Kemal to form a separate piece with the allies instead of the Germans. His mission becomes jeopardized when he learns there is a traitor codenamed 'The Wolf' in his spy network. To complicate matters, Indy himself has fallen for Molly, a young American working at a Turkish orphanage, despite lying to her about his identity.
Indy is in Paris working as a translator during the peace conference following the end of the Great War. He meets up with T.E. Lawrence once more but finds his ideals have changed a lot since the start of the war.
Old Indy is challenged to a game of pool in a bar and recounts the time he first studied the laws of physics while visiting Florence, Italy in 1908. With her husband away in Rome, Anna Jones found herself enchanted by the persuasive opera composer Giacomo Puccini. Stricken by love, the impulsive Italian went as far as to ask her to leave her husband for him.
Working as a Belgian spy during World War One, young Indiana Jones is reassigned to Prague where he is to receive an important phone call. Unfortunately his hotel room turns out to be unequipped with a phone. Indy heads for the Ministry of Telephones, where he learns that having to confront Czech bureaucracy can be quite a trial.
T.E. Lawrence suggests his old friend and pen-pal Indiana Jones (aka Henri Defense) for an undercover mission in Gaza, where Indy befriends some members of the Australian Lighthorseman Regiment. The British plan to attack Beersheba but have to cross a grueling desert to do so. To get into Beersheba first, Indy poses as an Arab trader and is accompanied by a 'belly dancer' named Maya.
On Halloween, old Indy tells a ghost story to three trick or treaters concerning a mission he undertook near the end of the Great War. As part of a small team of special agents, young Indy was sent to Transylvania to find out why General Targo has raided a German P.O.W. camp. They soon found out the mysterious General had taken up impaling his enemies, just like Vlad Tepes used to in the 15th century