G1 Long Haul. I was 3, and I had a thing for dump trucks. My dad brought me home a little green dump truck one day and the rest is history. He had no idea what he started...
Possibly G1 Sludge... Or Astrotrain... Or Optimus... As far as I can remember those were some of my first TFs!
G1 Opitmus Prime back in the day. Went through 2 of them. Sadly he kept involved with the mafia. Both had their legs broken at the knee caps. Don't remember how it happened, but he was loved. Stopped collecting for a long time until Human Alliance Barricade came along and loved the alt mode. Been back in it since.
Honestly, I can;t remember my first toy. It was probably G1 Optimus or Prowl, considering they're favorites.
G1 Sideswipe. Loved the scale and that it was made with die-cast metal like my Hotwheels... Plus the fact it was a red Lamborghini that converted to a robot. Instantly hooked.
I don't remember the first figure I got as a kid - but the toy that got me back into the franchise as a collector was RiD X-Brawn.
G1 Bluestreak in November 1984. Was in a Roses and saw the cassette 2 packs, grabbed Rumble/Ravage and ran to my mom. She says I can get them but that would it before Christmas. (She had been laying away Transformers that fall). I decided to go back to see what other cassettes they had and a kid tells me they just opened a case of cars. We head over there and they have a fresh case of 1984 cars. My mom nods and I picked out Bluestreak (was between him and Sideswipe)
G1 Optimus Prime. First I ever got for me personally (instead of a hand-me-down) was either alligator Megatron from BW or Transmetal Megatron.