How Deep?

Here then, is that short video I promised to post. Is the one, where a cock, reaches and fills with cum, passing through the second hole.

I don't think that video is real. How could they possibly get that camera angle? It also doesn't look like how the walls of a rectum would look like.
 
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It is possible to enter the Sigmoid. Just like most of the body, it is very flexible. That 90° turn is flexible and doesn't stay at 90° when something enters and pushes it.

Many times I have taken up to 15" of a 18" dildo. I have also been fucked by some well hung guys that have entered there. I used to have a fuckbuddy that when he was hard was 9" long, but he would get rock hard with very little flexibility. He could only get it all in me when we were in one position. When I was in that position, it would slide right in all the way.
what position was that ?
 
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My dick is about 6 3/4 to 7/8" long and I will often enter that 'second hole', aka bend, but only if I take a slow and gentle approach with a willing and trusting partner. The payoff for me is the feeling that I am entering through another tight 'anus' with a different texture on the other side. You NEVER want to pound your way towards it, and I've never try to pound even after I've entered it. In the right position (I found it easier to get to when the bottom is in my sling), the entire head of my cock will be past that point and it feels exquisite. Just gently rocking my dick in and out of that hole/bend is enough to get me to cum with incredible sensitivity. Bottoms seem to really enjoy it once they are eased into me penetrating it. I've been told that it feels like they are totally opening themselves up to me in a way that they've never (or rarely) let other tops go.
with a willing and trusting partner.. thats the key i guess
 
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what position was that ?

I don't remember the exact position, I haven't seen him in 12 years. I think it is very similar to the position I use with a current fuckbuddy. I lay on my left side and bring my right knee up to my chest. The current fuckbuddy is 8" long but he is super thick. That position lets him work his entire length in. Feels great.
 
I don't remember the exact position, I haven't seen him in 12 years. I think it is very similar to the position I use with a current fuckbuddy. I lay on my left side and bring my right knee up to my chest. The current fuckbuddy is 8" long but he is super thick. That position lets him work his entire length in. Feels great.

This position makes sense as it helps straighten the colon with the bent knee and gives the best angle to pass into the sigmoid colon by aiming the thrust toward the left shoulder as he's fucks.
 
if this was me i would be in heaven! have had the pleasure of getting punch fucked for about, what seemed like, hours. had a prolapse that looked like a rose. would love to find a caring man to help me reach that level of nirvana again.
 
My dick is about 6 3/4 to 7/8" long and I will often enter that 'second hole', aka bend, but only if I take a slow and gentle approach with a willing and trusting partner. The payoff for me is the feeling that I am entering through another tight 'anus' with a different texture on the other side. You NEVER want to pound your way towards it, and I've never try to pound even after I've entered it. In the right position (I found it easier to get to when the bottom is in my sling), the entire head of my cock will be past that point and it feels exquisite. Just gently rocking my dick in and out of that hole/bend is enough to get me to cum with incredible sensitivity. Bottoms seem to really enjoy it once they are eased into me penetrating it. I've been told that it feels like they are totally opening themselves up to me in a way that they've never (or rarely) let other tops go.
I’ll help you demonstrate this
 
My dick is about 6 3/4 to 7/8" long and I will often enter that 'second hole', aka bend, but only if I take a slow and gentle approach with a willing and trusting partner. The payoff for me is the feeling that I am entering through another tight 'anus' with a different texture on the other side. You NEVER want to pound your way towards it, and I've never try to pound even after I've entered it. In the right position (I found it easier to get to when the bottom is in my sling), the entire head of my cock will be past that point and it feels exquisite. Just gently rocking my dick in and out of that hole/bend is enough to get me to cum with incredible sensitivity. Bottoms seem to really enjoy it once they are eased into me penetrating it. I've been told that it feels like they are totally opening themselves up to me in a way that they've never (or rarely) let other tops go.

I had a FB for years and a few times we would reach that point and he loved it as much as I did. It is a wonderful feeling and so intimate.
 
Same as others have said. I have a 14 inch dildo of which I can take the entire thing so yes you can get it up into the colon.