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I discussed with one lady recently a guy she knew that was too thick for her before she had children but she doubted that he would be a problem now. It is most likely that an average to larger guy in both length and thickness that has his stroking action well tuned stands a better chance of taking a lady over the top. A lot of the stimulation comes with motion and longer stokes have the potential to cause more stimulation.It is often said that it is how you use it that counts. Position has more to do with G spot contact than length but pointing up vs. Thicker is good because it stretches the pussy out and it is only reasonable to believe that a pussy that is streched out to its comfortable potential maximum is more sensitive than one that is penetrated by a pencil dick. Too long can also be problematic if the guy hits bottom because hitting the cervix takes enough of the edge off so the lady will never get over the top and indeed she may even get sore. It is a lot easier if it is a long one to do frantic fast stroking without the risk of pulling back too far and having it fall out.Sometimes falling out is catastrophic and that may be what happened to the guy in the pic.Poking forward after slipping out can put a kink in the big guy that may never recover.
Alternativly some taller ladies can wince when penetration is too deep.
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