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A trophy in the context of Fantasy Dating is referring to clothing (but it could be other things) that are given or received from a partner usually after a sexual encounter. Of course, this can escalate to different areas down the road. For example, if the player chooses to have MC hand over her stockings, they may receive a pic or maybe even a short video of the partner doing something with them. Depending on the particular partner, it could be something like masturbating with them, cumming onto them, or possibly wearing them.

So, are you into trophies?

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