Craziest and biggest thing inserted in your ass.

[Mrs_and_mr]

My wife’s 9” strapon

 

[SmokingFap]

I haven't done too many insertions. But I did find an aluminum cigar tube one time. Was going to throw it away, but then I thought, "huh, looks like I could do something with that."

Next time I started full on jerk-off session, I lubed the thing up and slipped it in my ass. It was completely smooth and not super thick, and lubed up, I barely felt it go in once it was past my pucker.

So I sat down and started watching porn and jerking off. Never really could feel the thing inside me. After I blew my load, I tried to fish the thing out of my ass and couldn't.

Ended up sleeping with the damn thing up my ass. Had to poop it out the next morning. Will be more thoughtful about the next thing I shove up my butt.

 

[NCWSLvr]

I bought a 20 inch thin dildo and started with that. Then I got a slink dildo and thats about 30 inches, but I never could get the whole thing in - probably got 24 inches. As for width, an inflatable buttplug that was about the size of a grapefruit (inflated when inserted). Had these large anal beads, the size of tennis balls - fit three in. Had a large buttplug, about the size of a soda can… but I stopped with all but the inflatable - the wide would make me bleed a little, and the long was probably not a great thing to do in the long run. Me challenging my asshole days are over, I think.

 

[Trimjob69]

A beer bottle. Neck first. You can push it in until it becomes too big.

 

[Mrs_and_mr]

I bought a 20 inch thin dildo and started with that. Then I got a slink dildo and thats about 30 inches, but I never could get the whole thing in - probably got 24 inches. As for width, an inflatable buttplug that was about the size of a grapefruit (inflated when inserted). Had these large anal beads, the size of tennis balls - fit three in. Had a large buttplug, about the size of a soda can… but I stopped with all but the inflatable - the wide would make me bleed a little, and the long was probably not a great thing to do in the long run. Me challenging my asshole days are over, I think.

Where does it go. The longest I’ve been able to take is 9-9.5 inches.

 

[NCWSLvr]

Where does it go. The longest I’ve been able to take is 9-9.5 inches.

Large intestine. It takes a bit to get past the second sphincter. The first bend is wild. Never could get it past the second. It takes a lot of persistence and work.

 

[Mrs_and_mr]

Large intestine. It takes a bit to get past the second sphincter. The first bend is wild. Never could get it past the second. It takes a lot of persistence and work.

We use soft silicone dildos so they can bend but they hit a dead end at 9”

 

[NCWSLvr]

We use soft silicone dildos so they can bend but they hit a dead end at 9”

Thats why the super thin one is good for training that. About the width of a cigar.

 

[SmokingFap]

View attachment 2486580
One on the right.. the left so far just in my pussy but I’ll get there soon

Practice makes perfect.

 

[JackStayII]

...Colonoscopy...