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Chapter 126 by SophiePert
What's next?
No Going Back
I'm in it now, no going back. I mean tensing up really isn't helping anything because all it does is trap him inside of me. I'm going to need to relax at some point, so in spite of the pain it might as well be now.
At least then it'll be over sooner.
As I will myself to relax once more, fighting every single animalistic instinct in me, I realize that I hate this. I realize that every worst fear about what this would be like is being realized. That every woman out there who has ever described anal sex as uncomfortable has been underselling it, and that every woman who has ever said it's good has been lying.
There is nothing good about this.
Right up until there is.
When I relax Blake takes the chance to pull back and additionally I feel another spurt of lube splatter between the cheeks of my ass. The confusion of sensations is made only worse when he withdraws enough that I feel him pop out of me and the pain of his entry is modified by the absence of his presence.
For a moment I feel my asshole pucker, tensing and relaxing as if beckoning him back in. Almost winking at him as a new sensation pours into the heart of me that changes everything.
Because suddenly I miss the feel of him inside of me. Suddenly I want more.
This time when he pushes forward it's more of the same, but different as well. He slides in deeper and the pain is only at the edges, at the point of initial contact, with the rest of me consumed by some kind of itching that I can't quite manage.
Then back, the absence once more that makes the heart grow fonder and fond enough that this time when he presses forward, it's all and wholly different.
Because this time, I moan.
"That's it," he says, near breathless at the sensations of my body wrapped around him, 'You're starting to see that it can be good. You're starting to like it. I always knew you had it in you. Little sluts like you always love to be dirty."
When he pulls back again I whimper with a need as the pain becomes little more than a memory for me. It fades away, still there on the edges but i don't know if it's real or just my imagination and I know that when he thrusts forward, I push back to meet him.
Inch by inch and stroke by stroke. Length by length coming deeper inside of me.
His cock rock hard and burning hot inside of me as his hands and his perspective and his priority shifts from holding me still to feeling me up. As Blake starts to move into phase two of this experience.
Enjoying himself.
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My Second Chance
A Gender Swap Story
When a man with regrets gets a second chance at life he winds up getting far more than he could have ever imagined. Sent back in time to his first day of college he finds himself back in his old body, with a twist. He’s a girl now, the feminine version of himself, and all his old friends and all his old enemies have designs and ideas on just what he should do with the second chance he’s been given.
Updated on Dec 31, 2024
by SophiePert
Created on Nov 1, 2022
by SophiePert
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