Long anal toys - How deep is too deep?

"AMATURESSS"!! I would feel embarrassed to make public such diddly squat insertions.

Worship the black hole that is my glorious arse hole that knows no limit to either depth or girth!

I have a flexible dildo about 20 inches long. Or so. It is very narrow. I never know how you are supposed to measure the girth of a toy. Anyway, it is narrow enough that I can insert it, well lubed with coconut oil and take the whole length eventually. What a rush. I have no idea where it all goes but the feeling is just exquisite. I'm not as dexterous as I'd like so fucking myself with it is tricky but a I do manage a bit of thrusting before it all gets too much for me and I have to play with my cock and come over my skirt. It is also too soft for wife to use in a harness as a strap on I think. She would need three hands to hold it just so she could thrust. MYbe a helper is needed?

I'll tell ya, I've tried about every conbination you can think of. From the Slink to deep colon tubes (24"), I've tried to bury a lot of objects deep in my rectum as far as they would go. One of my favorites was a 14" x 2" dong that had a great suction cup. It had good ridgidity but enough flexibility that it would go around bends.I would plant that baby against the shower wall and after several good clean outs I would fuck myself silly against the shower wall. Well lubricated, I would pound and pound all the way to the base until exhaustion set in and I had to stop. I would let my anus wrap and feel the girth of that fucker and resume pounding. Deep penetration is a much more fulfilling feeling than just a 5" dildo insertion. I would drive myself into a bit of a frenzy looking for anything larger I could slide into my bottom. Not much luck normally so I just pushed the whole dildo deep into my rectum and squeezed feeling the pressure and fullness...equisite!

I can get a colon snake all the way around to the cecum, so that would be my limit.

About 24 inches I’m thinking almost into mu cecum

@plnbrnwrppr - A normal colon has a cecum about 59" or 150 cm from the anus. At 24", you're not even halfway there.

I have a 20ish inch slim snake that I have managed to get fully inserted once or twice but usually can manage all but the last 4 inches or so after a few clean-outs. That's when it hits the bend of my colon and I don't push it if it hurts.

My ex used to peg me with a 8.5 x 2" peg. She would have the enema bag ready & hanging in the bathroom when I came home and give me enemas til clear which was usually around 6. After her peg session she would use her "snake" on me. It was a weird looking thing that looked like a big sperm. It had a cone shaped head one end & the other end was kind of tapered. It was made of a very soft, flexible material (almost jelly like). She could put the head end in about 18". If she used the tapered end, she could grt the whole thing in except the head. It requited a lot of acrobatic activity by me to do it, moving around in different positions while she gently pushed it in. When it was all the way in I would lay there while we watched my peristalsis much it back out. Sometimes she would nasturbate me & sometimes dhe would put my underwear on me to keep it from coming out while she sat on and rode me to orgasm (with my penis through the fly). She could grt several orgasms before she would let me which was difficult for me because the pressure on my prostate. Afterwards, we would just cuddle while my body would try to push out her snake. That would get very crampy after awhile as my colon would struggle to push it out. I would have to take off my underwear and let it get pushed out. She never pulled it out but I wished she would have to get the cramps over with. It was an all night affair and required a lot of towels and a shower at the end.

I wish I still had it.

If it is going to go, not everyone can, try working in a hot bath with a body temperature water infusion. Squirt in a cup of warm coconut oil for a starter. As the warm water fills you, it opens up your colon to receive its advancement. If your tube is too flexable or too thin, it will double back while you are thinking it is still advancing.

I would think, when you feel contact to your tonsils, that will be the right time, to stop it !!