What's the largest diameter dildo yall have taken in your huge dildo/stretching session?
TLDR; the biggest I've ever taken was the Annihilator XXXL by XR (~16" insertable, 4" diameter).
Side note: I've always used diameter as my measure; feel free to use circumference if you prefer.
I've been an anal dildo enthusiast for about 15 years now. I moved up quickly in size and could regularly take Dick Rambone (~2.5" diameter) in the first 6-12 months. That was my max for a couple years - mainly because it was perfect for long stretching/fucking sessions and it felt amazing. It's still my absolute favorite dildo. 2-3 years in I was able to take Black Destroyer (~2.85" diameter) and FAAK Super Huge (~2.95" diameter)...again stayed there for a couple more years. Raging Rhino by XR (~3.15" diameter) came next at around 6-7 years. Around 10 years in, I could take the 3 Bumps For Your Rump plug (~3.5") and the Giant Inflatable Firm Core (both by XR) at max inflation (~3.75") - I could wear that plug for 6-8 hours. Lastly, the biggest I've ever taken was the Annihilator XXXL by XR (~4"). I've backed off the last couple of years; now I stay between ~2.5-3.75" - don't have time to keep up with it due to life getting in the way of fun. I was able to take the full insertable length (~13-18") of each one, as well. Cheers, yall!