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Need help
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Need help

So I have an incredible sugar baby. We have been together about 6 months and she is beautiful, fun and incredible sex partner. We record our sessions, she moans and begs for it. We have done several different role plays. Babysitter, hitch hiker, tenant. Daughters BFF. We have done me the aggressive and her the aggressor. She looks so innocent but can be so dirty. Itā€™s freaking incredible.

But here is where I need help. Whatā€™s the next fantasy? Iā€™m not comfortable bringing another person into the fold as she has said she has no interest in woman and while cuckhold would be interesting itā€™s not a ā€œtop 10ā€ idea.

My favorite role so far was when she was the nanny aggressor. She was all over me, begging for my dick, telling me how she has been masturbating to me for weeks. I told her no and she just keep rubbing my dick over my shorts telling me how she wanted me dick in her mouth. Eventually opening my paints and swallowing my dick. She had never been that aggressive on a BJ. Sucking, licking my balls even ā€œspitting on that thingā€. She practically brought me to cum but then stopped. Said she wanted me inside her. Raw. I tried to stay in character and tell her we have gone too far. We need to stop. She stood up, removed your cloths and began to play with her pussy. Just inches from my face. Iā€™ll know how sweet she taste, so this was hard to not dive in. But I wanted to stay in character. With her pussy so close to my face, she made herself cum. I, of course was pulling on my dick, taking this all in. After she comes she slurps her fingers and in motion sits on my lap. Your wetness is all over me now. She pulls my hair back and begins a ride like no other. She grinding into me.

Her eyes are closed, head back, and screaming ā€œyes Mr.__, your big dick is finally inside meā€. I try to flip her and she is holding back and whispers ā€œthis is my fantasyā€. And continue to grind. Iā€™m trying to last, controlling my breathing, but she is talking such dirt, itā€™s hopeless. Iā€™m tell her Iā€™m close, she sticks in character and begins to moan ā€œyes Mr.cum inside me. I want to feel you. Iā€™m going to cum with you Mr.___ā€. Her grinding becomes more intent, her head is now forward and she is leveraging her clit against me. I canā€™t take it anymore and I start to cum. She can feel it and begins to ā€œcumā€ too. (Iā€™m not sure if she did but she definitely acted like it and her pussy grabbed my dick like a vice).

After we ā€œbothā€ cum, she lifts her head and we start passionately kissing. For a few minutes at least. All while my dick is still in her and she still slowly rocks back a forth a bit.

Eventually she gets up and my load leaks back on me a bit.

So what do I do next?

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3 months ago