What is the first thing you put up your bum?

[kreemi_pi]

When i was in high school, my friend did babysitting. She said she babysat this kid still in diapers. She left him in his crib for a bit. When she came back, he had the diaper off and was trying to put the poop back up his butt

 

[trevorness]

In my youth, experimenting, i used pens, brush handles, plunger handles, vegetables and whatever was handy. Later a nice sized plug.

 

[liqueur]

60's man here thinking of trying some anal play alone and with my wife, but other than fingers I'm not sure what to try. Jumping straight to a life-size dildo seems to much to start with, so was hoping to get some ideas of alternatives.

What did you start with and how do you progress to something bigger?

I started when I was unmentionable young. Thing is, at that age your body is a lot more flexible and resilient, and lubricious too— or at least mine was— so it was easy. I was first sodomized by a plunger handle in the bathroom, but it wasn't long before I'd graduated to a pitchfork handle the hay loft. I never looked back.

 

[liqueur]

Carrots are a bit hard at the edges.

Try cutting the very end off smooth, just where the greens would start, and then slipping it in big end first. It's great!

 

[liqueur]

V proud to say that after a tentative beginning, this is what I managed to work my way up to: https://gofile.io/d/4I9Qkd

What a great cock! I want some of that!

 

[liqueur]

..

You do know you can delete your post if you don't like it, right? No need for the dots.

 

[daytr1pper]

I was pretty young. Taking a bath. Had some toys I was playing with. One was a plastic cart. I stuck the 'hitch' end up my sphincter.

The next item I can recall was a toilet plunger handle. A nice size for starters.

With all of that said - get a toy. Don't stick anything up your butt that wasn't designed to go there!
(I've got a list of things I could share that have been there that shouldn't have been... And one day I should take my own advice...)

 

[sandybrooke]

My finger. Still do this

 

[phunkyphresh]

my own finger ... its been a while since i did that.