Most teenagers of the 1950s who journeyed back to 1925 would’ve found it almost as big of a leap as 1985/1955. To wit:
–There was no television (except in a couple of labs…), and radio was far less widespread than it was from the later 1930s onward.
–Lee DeForest was screening his Phonofilms in a handful of theatres, but otherwise, talking pictures were a few years away. The big stars of ‘25 included Gloria Swanson, Norma Talmadge, Thomas Meighan, Harold Lloyd, Pickford and Fairbanks, Tom Mix, Corinne Griffith, Rudolph Valentino et al. The average teenager of 1955 wouldn’t have even heard of some of these names, and others would just be vaguely associated with their parents’ generation.
–Popular bands in the mid-1920s included those of Paul Whiteman, Ted Lewis, Isham Jones, Fred Waring, Ben Bernie, Coon-Sanders and the California Ramblers. Some of the more famous vocalists were Al Jolson, Eddie Cantor, Marion Harris, Aileen Stanley, Jane Green, the Brox Sisters, Wendell Hall, and a number of “crooners” that were coming into their own, such as Art Gillham, Gene Austin and Whispering Jack Smith. Bing Crosby wasn’t famous (and hadn’t recorded) yet. Relatively few white teenagers in 1925 would’ve listened to black performers, whereas by the 1950s many young people listened to Billy Eckstine, Nat King Cole, the Platters, etc.
–As for fashions, not all teenage girls and young women had bobbed their hair yet in the mid-20s, and it was a momentous decision for some. Men didn’t wear crew-cuts as much (they often slicked their hair back), and they sometimes sported plus fours as daytime wear. Clothing in general was more formal than in the 50s, and men usually still wore vests. Women didn’t typically wear pants in public.
–Notable songs (with carryover from late '24) included “All Alone”, “What’ll I Do?”, “Brown Eyes, Why Are You Blue?”, “Yearning”, the scores from No, No, Nanette, Rose Marie and Lady Be Good, “Oh, Katharina!” “Titina”, “Don’t Bring Lulu”, “Collegiate”, “The Original Charleston”, and countless more. Rodgers and Hart had their first hit with “Manhattan”. Some of these stayed on through the decades and may have been familiar to a 50s adolescent.
–Speed limits were lower and road trips took longer. In the 1922 movie Manslaughter, reckless Leatrice Joy stuns a couple of townsfolk when she drives 60 mph!
–The military and international affairs were far, far less significant issues for most people in 1925 as opposed to 1955.
–Felix the Cat was the most popular cartoon character; neither Mickey Mouse nor any of the Warner Bros. creations existed yet.