Educating Cassidy Part 5 - The Coach - Sex Stories

Educating Cassidy Part 5 - The Coach

See Educating Cassidy Chapters 1, 2, 3 and 4 for the first part of the story. It does lay down some of the groundwork for this chapter that will help the reader understand a few things that are going on here.

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The Coach

Following the normal process, the two women arrived as expected. Gwen came back first and arranged the stocking mask over my head. She didn’t put the blindfold in place like the last visit, and I wasn’t going to remind her. After she was satisfied with the stocking she went and got Cassidy. When they came into the room together Gwen walked Cassidy through the process of fastening me securely to the bed.

Cassidy really surprised me. She had dyed her hair a bright blue that really did a nice job of pulling out the blue of her eyes. It was really the first time I had gotten to see her naked and it was a sight to behold. There was a lot to be said for her looking like her mother. Obviously younger, her breasts had less of a sag to them, I was no expert, but they were probably around a 34 B, with nice pink nipples which were at full attention. They were big enough to be really attractive.

She had also shaved since our previous session, her mound was clean and bare, there was just a bit of her vaginal lips pouting out of the crease between her legs. Her ass was smooth and curved around perfectly. Her mother’s, while just as shapely, did have the dimples of cellulitis scattered around them, not that I minded! I was ...

... drinking in her body and our eyes met. She gave me a wink with a bit of a grin that gave me some pause. What was she up to?

“Some men like to be confined, and it is a relatively simple kink to accommodate without being dangerous. But you need to be sure that you aren’t cutting off blood circulation or causing bruising. If you squeeze the cuffs too tightly they can really hurt. If you go too far you have to use the key and open it to relieve the pressure. Velcro bands like the ones on his ankles are easy to use and surprisingly strong. If you use rope directly on the skin, you want to make sure it is soft, and not the hard nylon stuff that can chaff and cut, unless the guy is into that sort of thing.”

Once I was in place, Gwen moved over to the chair and sat down. To my surprise, I heard velcro again. “Cassidy, come fasten my hands in place. I can observe and watch, but won’t be able to interfere in anything, even though I may want to.”

Cassidy made her mother stand up and moved the chair to the foot of the bed, rather than the side where it was. As she started fastening her mother into place, I was still focussed on Cassidy’s body as she bent over her mother to put the fasteners on. My primary thought was on how I wanted to kiss that delectable ass that was pointed at me and bury my tongue into the folds of her pussy. Once she had completed her task and her mother was in place, Cassidy went back to the bag. She removed the ball gag and I wondered what I was in for. Only ...