I’ve heard many things about tightness being a myth but I’ve experienced it first hand. The myth is that an individual vagina will stay stretched out with just normal regular sex. Obviously OP’s activities are the extreme. The third girl I slept with was petite. She was maybe 5’2” with a very small thin frame. She was a virgin and would only suck my dick. When we’d fool around I would stick a finger up her and even just my index finger felt gripped. When I’d slide it out it would come out so easily as if it was being forced out like toothpaste from a tube. We eventually got frisky one night and had sex. I’m not a huge guy. On the larger side of average but still average. It took a lot of saliva to get inside her and once I was my dick felt so gripped that I lasted maybe a minute we had sex a dozen or so times and it was like that every time. Never got any looser. It felt fantastic but it was disappointing to not have various stages of sex. Didn’t help that she never seemed into it.
We didn’t click any other way either so we called it off. She has been with the same guy since. About 15 years I’d say. Wonder if he’s got a tiny dick or if they just do other stuff.
So to answer the question, if it’s so loose that your partners won’t feel much that may be a problem. But it can also be too tight.
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