Some do, some don’t.
I thouroughly enjoy watching my chicks ride big dildos. Since watching a chick get reamed by a big tool was such a turn-on for me the benefits of it outweighed any concern that her pussy would get stretched or worked into a bigger size.
My experiences have shown me that the largest causative factor regarding a chick getting stretched out are her general muscle tone/level of vaginal fitness.
Women who are basically a lazy fuck- non agressive, passive, and physically soft *do* seem to stretch out under the effects of a big tool over time. These types also seem to treat a fuck as a “relaxing” thing- don’t get too worked up, unconcerned with orgasm, rarely, if ever, kegel you during sex to “work themselves up” to orgasm. If you’ve fucked these types you know them well. They lay there, slightly unfocused, moaning ever so slightly, and peering at the ceiling over your shoulder.
Then there’s the other type- like my chick now. Although they certainly don’t have to be slim, one would expect a certain level of fitness from them, a good VO2 max- they appear somewhat healthy. They also love to fuck. Even if they don’t come knocking for it, once you get them into it they are definitely INTO IT. They twitch, and moan, and ride, and slide, and hump, and bump. They’re on top, they’re on bottom, they’re diddling their clits the livelong day. They kegel themselves (and you) through ever ascending levels of pleasure. While you fuck them, if you put your finger on their asshole you will feel it twitch either voluntarily or whatever at least 5-10 times (if not way more) per minute of steady fucking. This type of chick, in my opinion, is not succeptible to stretching.
My girl is a perfect example of this- small, fit, horny, active. We’ve got this 8x6.5 dildo with a suction cup on it. I’ll plaster it onto the hardwood floor of our bedroom and she’ll fuck herself on it for twenty minutes or so. This occurs relatively often. Still, the act of fucking herself on this magnificent latex beast, has done nothing to stretch her out…..*and* she’s had a kid!
My theory on this is that all of the twitching she does on this big tool acts like a kegel workout, keeping her pussy fit and toned. She’s probably the fifth or sixth chick I’ve noted this in.
However, my lazy ass, never twitching ex-wife would get stretched out from a three finger workout and would take some time to recover. Over time her pussy definitely stretched out.
Now, keep in mind that’s all regarding GIRTH of the puss.
In my experiences all chicks pussies deepen from the fuckery they receive after losing their virginity. They deepen to a level depending on their genetic predisposition and the level of hammering they receive to get them there. Whether or not this is real lengthening or whether or not it’s a repsonse to RELAXATION is open to debate. I suspect it’s both, with the emphasis upon a heightened ability to relax and enjoy big dick.