Trio

See Educating Cassidy Chapters 1, 2 and 3 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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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 so things don't get pinched or caught. That goes double for when you put one on, getting something down there caught in the cage could lead to a lot of pain and even blood."

I jumped and groaned when hands finally made contact with my groin. There was some fumbling as she fit the key into the lock, but I heard it click open. Once my shaft wasn't locked to my balls it jumped up. I felt fingers wrap around the base of my shaft as I felt another hand grasped the cage and slowly pulled it up and off, finally allowing me to reach full extension. A moment later and the base was removed from around my balls. I could only imagine what it looked like. And then the third hand made contact, resting on my upper thigh. It was all I could do not to erupt right then and there.

Things subsided as for the next few minutes, the conversation was pretty clinical. Gwen was pointing out the anatomy of the penis and using the back of her nails to trace the descriptions. She even went into a description of what a non-circumcised penis would look like, pulling what little excess skin I had as far over the head as she could to demonstrate.

"Okay, so much for the anatomy lesson. Now some practical considerations. You need to consider what is going to happen with the mess that his ejaculation is going to create. Think of the cum that results as a toxic substance. It is safe to swallow, but you need to make sure it doesn't get anywhere close to your pussy. It only takes a drop of the stuff coming in contact with the moisture inside to send some swimmers heading to your eggs."

There were obviously more than two hands caressing things down there and it wasn't going to take long for my first load of cum to be shooting out.

"In addition to the safety aspects of where the cum goes, there is the visual aspect of things as well. A lot of guys really like to see the cum splashing across your breasts or coating your face. You can have a bit more control once you figure out what he likes, and then provide it on your terms. Like requiring him to eat you out before you'll let him paint your tits with his cream."

She got out the lube and showed Cassidy how to stroke the shaft while tickling my balls. It was only another minute and I couldn't hold back any longer. Cassidy aimed it up the body, splashing under my chin and leaving a trail across my belly. "And if he does this to your body, the threads of cum going around your neck is called a pearl necklace. That usually happens when you give him a nice tit fuck, letting him stroke between your tits. Make sure you are well lubed or you'll both have raw spots afterwards."

A finger started swirling circles of cum across my chest, I could feel my nipples hardening up as well.

"It's pretty slippery."

Four hands made quick work of cleaning me up, the rough washcloth and towels were a bit raspy on the now sensitive skin. But I was already anticipating the next step, a mound of young flesh being pressed against my lips.

And that was what happened. Cassidy seemed more than ready for this and quickly placed her knees by my head and lowered her pussy to my mouth. She was not shaved and her pubic hairs tickled my nose. But she was fragrant and dripping. I lapped slowly, trying to tease her as best as I could. At a guess, she had never been eaten out before, but that might have been just what she told her mother, rather than reveal earlier escapades. I could hear her gasping as I worked around the clitoris, trying to avoid it as much as possible as she wiggled trying to bring it into the licking range of my tongue.

After a few minutes of this delicious hide and seek, she sort of collapsed on me, her arms giving out and her warm body laid on top of mine. And in that position she did the natural thing and licked my cock. The initial warmth and then the cooling effect of the drying lick was bringing me to full size again pretty quickly. I tried to take my mind off my groin as I focused on her delectable pussy, my tongue attempting to force its way into her vagina.

But then I had a better idea and stopped moving my tongue. After a few seconds she wiggled again, trying to get me back at it, but I stayed still. She licked my cock again and I immediately licked her slit. It took almost no time for her to realize what I was doing and she went to town licking and kissing as I did the same to her. Then I had a really strange sensation, as I felt warm wetness all around my dick. My first thought was that she had swallowed my shaft, but then I realized it was two tongues at once! Gwen evidently decided that the blow job lesson was going to start now. I could only imagine what was going on with the two of them, their tongues wrapping around my erect penis and each other's tongues.

Gwen would do a bit of a lick and show how to tickle with the tip of the tongue on the underside of the shaft, a sensation that she was good at. It took Cassidy a bit of practice to get the best reaction, but by watching how and when the shaft bobbed and throbbed allowed her to determine what techniques really turned me on.

"Now, what works for one man may not work as well for another. By reading the reactions of their body and the sounds they make, you can quickly center in on what really turns on a specific man. Now, you allowed him to take control of the activities, even though he is securely tied up. You need to make sure that your pleasure and needs are foremost, don't allow him to call the shots. That is unless you want him to be in total control, which can be fun as well, depending on your particular likes."

With that the two of them stopped paying any attention to my throbbing dick as it bounced along to my heart beat. Cassidy proceeded to mash her slit into my face with more force, the hair starting to scratch at my lips. I figured I better get her finished off before I became a bloody mess with no cheeks left.

A couple of tickles with my tongue right around her clit had her squirming. A few more and she stiffened and let out a low voiced scream that was followed by a flood of liquid over my face. After a few shudders, she again collapsed on top of me.

Gwen helped Cassidy roll off of me, giving me some relief from the weight, not that she was heavy, but the pressure on my ribs and stomach were making breathing difficult. My shaft was once again at full mast, throbbing as I listened to her recovering, a few residual shudders shaking the bed as her breathing returned to normal.

This was a bit of disappointment at this point. I'd had one orgasm and it was a pretty intense one, but my shaft was at full length and really wishing it had a place to bury itself, or at least something it could rub against to draw out that second orgasm that was pushing for release. Cassidy had reached a good climax, at least judging from the vast amount of juices that had covered my face.

It was Gwen that came to my rescue. "Here, put this condom on him, show me you know how to do it." Without too much fumbling, a pair of hands rolled the latex sleeve over my erection, followed by the sensation of a well lubricated pussy sliding down my shaft. In a matter of seconds I was buried in Gwen and the feeling, as always, was amazing. As she started a rhythm, lips pressed against mine, Cassidy wasn't going to be left out of the mix. She angled her body so that her crotch was over my hand, making her desire known as she took my hand in her's and started rubbing her slit. At least it gave me something to focus on other than her mother bouncing on my hips. Thanks to my earlier orgasm, I was able to hold out long enough for Gwen to bust loose on my cock, her shout of satisfaction ringing off the walls and triggering my own flood of sperm. Cassidy was a bit more subdued, but still managed to work herself to an orgasm while watching her mother.

It was a jumble of limbs and bodies flopping around on the now wet bedding. While I couldn't move, the two of them seemed fairly out of it for a few minutes, gathering their strength.

This was going to be a bit of a challenge, but again, the fact I was securely fastened meant that there was little risk to the two ladies. The biggest risk I had going on would be if they should decide not to unfasten me before they left. But they spent a few minutes cleaning themselves up, I heard the bidet going in the bathroom and once it went off, a pair of lips pressed against mine and a whispered, "Thank you!" in my ear before the footsteps faded down the hallway.

"Nice job! I think that was very educational for her!"

"I didn't find it very onerous! And thank you for the second orgasm. That was greatly needed!" She pulled the stocking off and the mask fell away. Gwen was smiling down at me as she unfastened my arms from the top of the bed. I laid there rubbing my shoulders and elbows, working full circulation back into them.

"I'll let you know when we're coming back for the next session! She gets to take the lead and I have to stand back and watch. It should be fun for you, and I think it will be fun for me as well. At this point, I'm going to trust you to keep yourself ready for her. You will not risk anything with other partners?"

"As long as I'm getting satisfaction here, I'm not going to stray!"

"Hmmm, well, if you are feeling unsatisfied, make sure you let me know! I'll see what we can do to shorten the interval if needed. But, we only have one or two more sessions planned."