What is the first thing you put up your bum?

[tnnikon]

my finger was the first thing

 

[rogerped]

My finger was first also and then a vibrator

 

[Raybies93]

My finger was first also and then a vibrator

Well yes finger first beer bottle neck sevond

 

[9to5]

when I was young it was the handle of a tooth brush

 

[Raybies93]

My finger was first also and then a vibrator

I got up to three fingers then it was to awkward for the shower.

 

[Easyvirtue]

An enema nozzle when I was “young.”
Well my first time it was “administered” by “someone” then after that I was hooked and used it on myself and still do 40 years later……

 

[SteveXR]

When I was 20 or so I had a GF that would put her finger in me… I eventually told her that it felt uncomfortable.
Cut to 35 years later when I tried it myself.
Relaxing myself is the hardest part but I do enjoy it.
I was such an idiot back then.
To think I could have experienced a prostate orgasm back then.
Hopefully someday

 

[mbikeguy]

A finger. Which I enjoyed then my wife put butt plugs in me. Then vibrators then she used a strap on to fuck my ass hard.

 

[redrearedheifer]

Hairbrush xx

I think that’s a lot of girls first. It was definitely mine!

 

[Fistboy]

The stick of one of those small flags. That certainly started something

 

[bisissyhusband1]

Did any of you ever achieve a handsfree orgasm from anal play alone?

Yes! I cum regularly from being pegged and using a vibrating butt plug.

 

[PhallicPleasure]

I had to think about this, as I have put a lot of things in my ass in my life, but I believe the first was this long (like 9") creepy rubber finger I got as a joke gift. Lubed up it went in quite nicely and started me down the road of anal pleasure.