” Her eyes widen, “Sir I’ve never had anything back there.”“Are you ready to leave? This seems like a lot more fun than prison.” I say with a smile.She drops her head, “yes SIr.”“Tell me you want it in your ass.”“Put it in my ass Sir,”“Beg me Gayle, Beg me to put it in your ass. Convince me.”“Please Sir, put that thing in my ass.”I press a lubed finger into her tight hole. This dildo is on a very low speed, that I’m sure is more annoying than pleasurable. Her ass is tight but once my finger moves past the initial ring, it opens up well. I add another finger and she start to lift her hips to meet the thrusts. I’m not sure if its the dildo or my finger’s she wants. I remove my finger and place the ball of the hook at the entrance.“I want you to push back against the pressure. You will feel some pain with the pressure, but I promise you it will get better quickly.”Pressing the ball in. she takes it pretty well. Her whimpers are more of a pleasurable tone than that of pain. When it is. ..part 3"Put this on sweetie, and we will have so much fun together." Shesaid.I looked at the pink satin mask with some trepidation. All of this wasso unguardedly feminine...and felt forbidden and well...dangerous. Not tolife and limb, but certainly Sarah clearly intended to insert herselfinto my life and have a say and possibly her way. That...could upset alot of things and it scared me terribly.She saw my fear."Andy," she said. "You remember our conversation last week?"I nodded.She continued "How this plays out is completely up to you. You canwalk away at any time...but if you haven't figured it out by now, I don'tride passively through -anything-. Walking IS and will always be yourchoice...but if we are going to explore this together, how it plays outis going to be completely up....to me... Do you understand?"I nodded again.I searched her face as she said, "I know you are scared. I get that.We are in 'taboo land' and you are the one exposed...but you are notalone."I took.
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