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Anal Training My Live-In Girlfriend

I have been very successful getting her to go with me to swingers events where I get rock hard watching her sucking cocks and getting fucked by total strangers. A lot of men there want to fuck her in the ass, but, so far, I haven't been able to make her take that next step.
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BigBulge · 46-50, M
Thanks for the advice. I've been practicing with her, making her take inflatable dildos stretching her ass to the point that she's able to take my average size cock, balls deep if I go slowly. Real progress.