It can be very pleasurable if done by someone who knows what she is doing, and unpleasant otherwise. There are two main tricks. First trick is to actually find the prostate. In the same way that a girl's G-spot is quite a small area, the prostate is quite small, and if she hasn't found it, there won't be much pleasure in it.
Second, it is not an ass-fuck, it's a prostate rub. She needs to rub the prostate, not fuck your ass with her finger. The more in-and-out she does, the less it's gonna work. Once again, this is similar to dealing with a girl's G-spot. Location, Location, Location.
If you have a girl who is interested in doing it, it's not hard to teach her. If you have a girl who's not that into it, better to move on.
Gherk
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