With butt plugs, do you have to start small?

Insightful breakdown of Butt plugs:

Njoy Pure Butt Plug What Size
Hi can anyone help I'm looking into purchasing an Njoy pure butt plug for extended wears I'm currently using a Doc Johnson medium butt plug for around

Butt Plugs: Long Wear or Never Worn Before
My Dom has me wear a butt plug while I go about my daily activities such as classes, Pilates, sleeping, and meals in dining halls. I love wearing...

Plugs similar to the Dorcel Geisha?
Are there any anal plugs similar to this one ? I've looked around a bit and I cannot seem to find other plug style toys that have a benwa ball or...

Butt plugs at work/gym
So I never get much chance to use a butt plug at home because of kids and a wife who doesn't know I use them. Tonight I began seriously thinking about

Baby jesus butt plug
Yes, it exists at divine interventions.com

You should generally be starting out with something smaller and more comfortable.

Try this silicone Mood Naughty medium plug, it's only 1 inch in diameter and should be a good starter plug. It's out of stock right now, so you'll have to wait for it to be back.

If you want to go for something else, just remember to pick a plug that has a long and narrow neck similar to the Mood Naughty's. It enables the anal sphincter muscle to have a better hold onto the plug, and prevent it from sliding out.