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Started To Penetrate & Then Stopped?

Started by TahBu, 13 January, 2026, 13:16:42

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TahBu

Have you ever started to try to penetrate a young one, but then stopped before you got too far?
During the one experience I had with my little sister, I had the tip of the head of my cock just in between her pussy lips, and started to push a little bit, but it would not go any further, and I pretty much immediately got the clear thought that "she's too young (she was 5), she's too tight, and you're gonna hurt her", so I stopped right away (I ended up just rubbing my cock head up and down her pussy lips, and then cumming all over it and her little body). I was in my mid-teens at the time, with not much knowledge about sex, so I am glad that my brain overruled my raging young pedo hormones.
Nothing makes my heart melt like a loving smile from a precious little girl.
No one loves as deeply and unconditionally as a child.

Lillab

Hey, I have this exact same experience. Slightly closer together in age, me and my sister. I just had no idea what I was doing. It was dark, we were making out, and then she was the one to suggest we take off all our clothes. I wasn't entirely sure how all this worked, or where exactly the hole is, I just kept jabbing her up between the legs thinking it would naturally just slip in. I was poking her too low, and it wouldn't have fit anyway, even with careful guidance. Well, I could tell it wasn't working, so I instead stuck it between us and started rubbing against her that way. And then we got caught. My mom slapped me across the face, which I have never known her to do to any of her kids ever, before or after this. She yelled at me, she went and had a talk with my sister, and after that my sister was a little scared of me, and never wanted to kiss or fool around with me again, which I continued to try to convince her for a few years. Before this, she was willing to make out with me quite frequently. No legal issues ever came of it. I had no idea how lucky I was to come out of that with so little consequence, instead I just felt angry that there was such a drastic change in my sister, wondering what my mom could have said to create such an instant and drastic change. I finally gave up by the time I turned 18. I remained confused about how one was supposed to initiate penetration for quite some time. It never occurred to me that younger girls are simply too small, or that you are supposed to actually guide it in. I mean, all animals have sex, and they don't have opposable thumbs, so shouldn't it just suck itself in somehow?

TahBu

Quote from: Lillab on 13 January, 2026, 14:35:12Hey, I have this exact same experience. Slightly closer together in age, me and my sister. I just had no idea what I was doing. It was dark, we were making out, and then she was the one to suggest we take off all our clothes. I wasn't entirely sure how all this worked, or where exactly the hole is, I just kept jabbing her up between the legs thinking it would naturally just slip in. I was poking her too low, and it wouldn't have fit anyway, even with careful guidance. Well, I could tell it wasn't working, so I instead stuck it between us and started rubbing against her that way. And then we got caught. My mom slapped me across the face, which I have never known her to do to any of her kids ever, before or after this. She yelled at me, she went and had a talk with my sister, and after that my sister was a little scared of me, and never wanted to kiss or fool around with me again, which I continued to try to convince her for a few years. Before this, she was willing to make out with me quite frequently. No legal issues ever came of it. I had no idea how lucky I was to come out of that with so little consequence, instead I just felt angry that there was such a drastic change in my sister, wondering what my mom could have said to create such an instant and drastic change. I finally gave up by the time I turned 18. I remained confused about how one was supposed to initiate penetration for quite some time. It never occurred to me that younger girls are simply too small, or that you are supposed to actually guide it in. I mean, all animals have sex, and they don't have opposable thumbs, so shouldn't it just suck itself in somehow?
I incurred the wrath of my parents after this one and only encounter with my sister-they didn't catch us, but my sister must have told them, because I got a summer at my grandparents' and a lecture from my grandmother.
Due to my very limited sex knowledge, I didn't clue in that a pussy needs to be lubricated, too, which of course, my sister's wasn't, either naturally or from my saliva. And, even though I wasn't blessed with a long penis, it's always been decently thick, so even a well-lubricated 5 year old pussy wouldn't take it without pain or injury. I didn't know it at the time, but an anus can stretch alot further than a virgin vagina, so that might have been something I would have tried-maybe. But even then, I think it would have hurt her.
Nothing makes my heart melt like a loving smile from a precious little girl.
No one loves as deeply and unconditionally as a child.

Lillab

I suppose it depends on how far off you are. If you are far off, it's just going to feel similar to being poked somewhere else. Annoying, but not painful. Now, if you are actually prying her apart, yeah, that's going to hurt, regardless of lubrication. Lubrication just affects pain from friction. In fact, it can make squeezing in easier, and therefore be far more painful than if you didn't lubricate when it comes to smaller holes you shouldn't enter. Yes, an anus can stretch, but not all at once. It can take time to work it open, and still that process can be quite painful even if you go slow. You can tear muscles in both holes, as well as the walls, even if the anus is a little more resistant. Among adults, anal is more dangerous for spreading AIDS than vaginal, due to the common occurrence of tiny tears. Scale that down to a child, and you can see how problematic this can be. I don't think you would have had any success without first working something smaller in. Some degree of injury is highly likely, in addition to the pain.

TooLittleTime

Yes a couple times. Once was with an early developing eight year old and I stopped for many of the same reasons. I had a realization that I could probably force it in, but there would be extreme pain and though we were in a sexual relationship - I had fingered her already, and that was painful to her and she had not got past having pain when being fingered - the odds of her making an outcry to someone later were far too high. And evidence of penis in vagina would be clear.

So I didn't.

Many years later I was involved with a mid teen virgin that I stopped because it hurt her, though I was trying to be very slow and careful. Later that same day we tried again, very carefully, and got past that. She had relaxed more at that point and we had been engaging in constant foreplay between attempts. Turns out the entire time I was involved with her, for years, initial penetration was often painful for her even when she was ready and wet. I couldn't help but find this erotic, and thankfully once we got going she would relax more and it would be all good.

I would often tell her she was as tight as a virgin and how she always felt like one through the years, because it was completely true. The only downside is she discovered the concept of lube - through toy playing, and would sometimes ask for me to use that. I generally hated that because tightness went to the other end of the scale, with no friction at all. Thankfully that was not too common. And why not? Because sex could get extremely vigorous, which she liked, but left her very sore afterwards, which she didn't. Hard to completely win with tight vaginas!
I have always liked broken things.