My first Tiffany piece was the Elsa Peretti small open heart in silver. This had to have been 1989 or 1990. My sister was working at Tiffany at the time and got it for me. I was in college. I have a lot of pieces that are retired including that Star bracelet from the first post in this thread (I also have the matching star necklace).
My mom took me into Tiffany right before my elementary school graduation. She said I was a young lady now and I deserved young lady jewelry (she didn't know what she started! Haha). We looked at a bunch of pieces but I ended up deciding on the Loving Heart necklace.
My first piece was the sixteen stone with rubies from Schlumberger. My husband got it for our 6 year anniversary. I had to have it cut off because I had gotten heavy, and I had it enlarged one half size. I am aware that killed the value, but the value in my heart stayed the same. Now I lost all the weight, so I wear it on a bigger finger
Heart tag RTT necklace with a long chain that could be doubled forever ago... the chain broke a couple of years in. I still have the heart tag sitting in my jewelry box. Over the years I keep meaning to get another chain but something else always distracts me.