Educating Cassidy - Part 4 - Trio - Sex Stories

Educating Cassidy - Part 4 - Trio

Menage a Trois

I was certainly excited by the upcoming session. I had never really had an opportunity to be in bed with two women before, and the fact it was a mother-daughter pair just heightened my anticipation. Just the thought of Cassidy having the key to my cage was making it very difficult to get myself to relax and go soft enough to get the chastity cage back on. I should have known better and put it on before I was really awake that morning. I had to resort to a couple of ice cubes to get things down to the point it clicked back in place. But I did take a few minutes to clean things up and trim things up a bit. I figured that even if Gwen figured it out, it wouldn’t matter at this point.

When I finally heard the garage door go up and the back door open, things were getting a bit painful as the blood was rushing to my groin. The cage was really constricting things and I hoped no permanent damage would be done. I had put on a pair of the silk boxers, in red this time, but doubted they would be on for long. Gwen came in first and without a word did the normal securing me to the bed routine. And she remembered to take the boxers off. I was getting more comfortable with the loss of control, but it was still pretty exciting. I knew that the restraints were the prelude to what had been some pretty intense sexual satisfaction.

“Well Mr. Al, Cassidy has revealed a bit of insecurity. Despite being absolutely gorgeous, she is self-conscious of her body and has asked if ...

... you could be blind folded. Given our past encounters, I figured that wouldn’t be an issue. And even if it was, you aren’t really in a position to prevent it!”

I hadn’t seen much of Cassidy’s body the previous session, certainly not without clothes on. It was a disappointment that I wouldn’t get to see more of her, but Gwen was calling the shots and I had come far enough now that I’d feel like a quitter if I backed out. As if I could at this point!

With that, Gwen slid a standard sleep blindfold over my eyes and then rolled the stocking over my head, pinning the blindfold securely in position. It was pretty scintillating and by this point, my cock was getting really painful. She teased me a bit, her fingernails lightly running across my belly or my legs. Each touch caused me to jump, at least as much as the bindings allowed me to.

“Okay, Cassidy, come on back!”

The footsteps coming down the hallway were a bit timid, but each one made my cock throb in anticipation. Even with the blindfold I could tell that Cassidy was a bit nervous. At least I had to assume it was Cassidy. Now that I thought about it for a moment, there would have been no way of knowing who those other footsteps belonged to. There could be a whole group of women quietly entering the room. For me, just the thought of four hands running over my body was sending shivers up and down my spine.

“First things first, let’s get him out of the cage. It looks like that isn’t going to be easy! So go slowly ...