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How do I ask a “provider” for more?
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I (22m / USA) am in a predicament with a woman who I’m seeing on a regular basis platonically.

I first met this woman on Seeking Arrangements. We talked for about a month or so about PPM and meeting up, planning and whatnot. We kinda stopped & ever met as I took a break from the site.

Fast forward a month later and I found her on Cuddle Comfort. We reconnected and hit it off, we have been seeing each other for the past few months. We are still platonic in a sense but farther then that site intends. Sessions in underwear, massage etc so I’m comfortable with her.

Anyways fast forward to today I’m still looking and searching for a provider. And I somehow stumbled upon a review of her. She does PPM not much more then I pay her regularly. And turns out she does a lot more than just cuddle, she has public profiles discussing her endeavors with others, showing nudity, discussing kinks etc.

So this brings me to my question. What would be the best way to go about asking her to transition and escalate during the next meet?

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Posted
8 months ago