Educating Cassidy Part 5 - The Coach - Sex Stories

Educating Cassidy Part 5 - The Coach

... she went over and forced it into her mother’s mouth! I was definitely surprised, but decided that I needed to be careful, we were entering unknown territory.

“Now, xxxx, you’re going to behave, aren’t you?” She was looking me straight in the eyes and I nodded, afraid to say anything. “Trust me, you will like all of this!” Going back to the bag, some more constraints were brought out. She replace the handcuffs on my arms with longer rope and velcro fasteners and refastened my arms to the same headposts. I had a lot of room to move my arms, but she had me walk my butt down the bed as far as I could and removed my leg fasteners. I sort of slid off the bottom of the bed, my arms stretched out now. Cassidy reworked the leg ties to basically have me on my knees with my back arched over the end of the bed. My cock was pointing straight out at her mother at this point, whose eyes were wide as she watched her daughter’s manipulations.

I wasn’t sure where this was all headed. I found it extremely tantalizing, a number of scenarios running through my mind. But I wasn’t ready for what happened next. Cassidy proceed to place a condom on my shaft, nothing unexpected there. But then she turned her back to me and slid down my body, lodging my cock right into her pussy. It took some wiggling on her part, but it didn’t take too long and I was completely buried in that tight tunnel, obviously not the first time something had been in there. Gwen was trying to yell into her gag, but ...

... everything that came out was muffled and sounded more of a whimper than anything.

Cassidy then bent forward and buried her face in her mother’s pussy. If her mother had been trying to scream before, her efforts were doubled at this point, but it only succeeded in constricting her air flow to the point she passed out. Gwen’s head rolled onto her shoulder and her entire body went limp. Cassidy didn’t panic, but loosened the gag and made sure she was breathing properly before turning her attention back to her mother’s vagina, the place where she had come into the world. It was only a few licks and Gwen was back with us, her eyes slowly coming into focus. Meanwhile, with each little lick, Cassidy would rock back on my cock, building up a rhythm as she slowly fucked back into me. Those gorgeous ass cheeks were sensuously bouncing against my crotch, her tight tunnel rubbing the length of my shaft. I was glad there was a layer of latex there, or I would have been shooting my load a lot sooner.

There was little Gwen or I could do, Cassidy was in complete control. But the view of her head slowly circling her mother’s mound was enough to make it really hard for me to keep control.

With a moan I declared, “Cassidy, I’m not going to last much longer! This is just too good!”

She giggled and reached back with her hand and grabbed my balls. A quick squeeze and a tug, nothing too drastic, was enough to slow things down for me. She raised her head out of its valley and said, “Keep ...