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I would find some samples of things you think she may and may not want to try.. From pretty girl playboy pics to spread pink to toys to a 5 guy gangbang... Present them all in a fun non-judging way to her in advance and get her reactions.
You can guess she will say no to the gangbang pics but it will allow you to judge her level of how far she wants to take it and help open the communication on it.. Since she has been represted she may not know what type of things she is able to do and showing them to her in a non-threating/fun way may open her up to it in order to see how she wants to move forward...
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