There are only three songs in my entire life where I remember exactly what I was doing when they first came on the radio as my very first exposure to them:
Nirvana's "Smells Like Teen Spirit"
The Who's "Pinball Wizard"
Led Zeppelin's "Kashmir"
Oh, I've got loads of these.
Wake Up Little Susie - Everly Brothers - Cousin Brucie on a Saturday night on WABC in 1972 or early 1973. He used to play about 50% oldies on Saturdays then and he said this as he walked up to the start of the vocal, "Ladies and gentlemen, my dear friends, in case you are hearing this for the first time (and I was) these are the Everly Brothers." It was my favorite record of all time for a few months.
I'm In Love Again - Fats Domino - It came on WCBS-FM in the spring of 1973 while we were playing Monopoly in one of the bedrooms. I didn't hear who it was by so I went and asked my mother and she knew it was Fats Domino. It became my favroite record of all time and stayed there for a few years. It is still #2 now, behind only "Shake, Rattle And Roll" by Joe Turner.
Travelin' Band - CCR - They were already my favorite artist by the time I heard this played as a new record on the radio early in 1970. I went out of my mind over the record. Maybe trhe most excciting song I had ever heard up until that time. A few days later I bought the 45 (with a picture sleeve) at Alexander's, a local department store.
Tutti-Frutti - Little Richard - It got played one day as an oldie on WABC - I think in late 1970. I then knew why I liked "Travelin' Band" so much, and where it came from.
Bo Diddley - Bo Diddley - Some time in 1972 someone told me that this station (WCBS-FM) was counting down the top 500 of all time. I turned it on as they got to the top 90 or so. I was expecting to hear things like "Sunshine Of Your Love" and "Rag Doll" and "Hey Jude" and other huge 60s hits that were usually on these kind of radio station lists at that time. I was in shock as most of the top 75 or so were slow doo wops that I had never heard of. In fact, I had never even been aware of doo wops up until that time. One after another came things like "Could This Be Magic" by the Dubs and "The Great Pretender" by the Platters and "You Belong To Me" by the Duprees and "Sincerely" by the Moonglows and "I'm So Young" by the Students. The top ten included "Tears On My Pillow" by Little Anthony and the Imperials and "16 Candles" by the Crests and "Desiree" by the Charts and "Tonight, Tonight" by the Mello-Kings. #2 was "Earth Angel" by the Penguins and #1 was "In The Still Of The Nite" by the 5 Satins. It was the first time I had heard any of these records. I remember being in huge culture shock hearing all of these strange sounding slow records that I never heard before, and having them presented as the top records of all time. The list was listener voted, and most of their listeners at that time were people in their early 30s who had been teenagers in the 50s.
Along the way I heard this amazing thing called "Bo Diddley" by Bo Diddley. I remember thinking, "what kind of artist does a song with his name as the title of the song? I was left cold by most of those slow doo wop records at the time, as I was expecting to hear rocking things from the Beatles and Stones and other 60s artists that I was more familiar with. It did not take long though before I started to like most of those doo wops. Pretty soon I had things like "The Great Pretender" b/w "Only You" on my jukebox along side the current hits of the day, like "Take It Easy" by the Eagles, "The Guitar Man" by Bread and "Your Mama Don't Dance" by Loggins and Messina and "Crocodile Rock" by Elton John. Among the first 50s oldies I had in the jukebox were "Hound Dog" / "Don't Be Cruel" by Elvis and "Book Of Love" by the Monotones and "Tears On My Pillow" by the LA and the Imperials.