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A Toy Party Story

Date: 14.09.2008

Keywords: Toy, Party, Story, A,

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We started the toy show and my friend did as asked, holding up each dildo and vibrator and daintily pointing to the finer points of each one as I discussed their merits. As we got to the strap on dildos and began discussing strap on play, my little sissy slut was becoming more and more excited. I could tell by the way his eyes were growing and his pupils were getting larger. Also his trembling told me that his response was indeed a very powerful one.

I announced to my guests that if everyone was willing that we could have a more practical hands on type of demonstration of strap on techniques. Anyone who felt uncomfortable was welcome to excuse themselves.

Noone wanted to leave.

I asked my lovely sissy assistant to come front and center. I would now refer to my friend with female pronouns, because the sexual initiation she was going through would thoroughly accomplish the task of allowing her to open to her Mistress in the most feminine way.

I told everyone that my little slut had been so naughty earlier this evening and that I had promised her a good spanking. I moved various display toys and bent her over my display table. I pulled up her little black dress to display the tops of her sexy stockings and her little black thong leaving nothing to the imagination. Although she was reluctant, she had consented in advance to what we were about to do. But I knew that psychologically she needed to know that she had no choice in giving herself over fully to submitting. The spanking would give her a way to save face, and would provide the motivation that she needed to go all the way.

I spanked first one cheek then the other. They were beginning to look a nice hot pink as I humiliated my little slut and told her what a naughty little sex toy she was. I continued spanking her and watched her maneuver to get out of the way of my spanking hand. I told her to raise her bottom higher for me. And I kept spanking until she resigned herself to the spanking and began to beg me to do what I wanted to her. I asked our audience whether they thought I ought to demonstrate strap on techniques on her.

Someone asked how to prepare for strap on play. I took out a non-latex glove and some lube and squirted a generous glob of gel onto my finger.

I said "Lots of lube is helpful in anal penetration. " I shoved my middle finger in my little slut"s ass. I probed slowly and deeply and felt her little puss tighten up around my finger. I commented on how tight she was and said gentle probing would eventually lead to relaxation. But if not you could always suggest that the submissive try to push your finger out with their sphincter muscles.

That seems to have the effect of loosening them up. As I was talking I was pushing my finger in and out of my slut and watching her seductive ass push up to my finger. I decided she needed more, so I slid a second finger inside her, gently working just the tips of my fingers in. I slowly worked my fingers until I was up to the second knuckle. Soon I was burying two fingers deeply inside her. I said, "As you can see, this little BITCH is aching for more. You can tell by the way she pushes back against my fingers that she wants to be taken.

" I slowly slid two fingers all the way inside and pushed deep inside my little sissy. After a couple of minutes, I said, "Okay, now she feels relaxed enough to fuck. Does anyone else want to slide their fingers inside her to see what a relaxed ass would feel like?"

There were a couple of women who volunteered, giggling as they donned gloves and inserted fingers inside my now blushing and totally willing sissy. In fact, she was getting thoroughly excited by all the attention, and her voice was getting high and she was moaning like a girly girl.

Next, I demonstrated fastening the strap on harness and my assistant sissy snapped the harness closed for me, although probably a little weak in the knees.

Then I had her select a dildo for the harness. She selected a nice beaded silicon anal plug which had graduated beads and was about 6 inches long. The end bead was about 1 inch and the one at the base was closer to 4 inches around. I slipped the beaded anal plug into the strap on harness and explained that plugs or dildos could be used in the harness as long as there was a base of some kind on them. Again, I demonstrated the use of lots of lube on the toy.

I pushed the now trembling sissy down so that he was leaning with his hands on a chair, with her side to the audience so that everyone could see what I was doing and see his expression as well. I held the beaded toy in my hand and rubbed it against his ass.

I commented that it was fun to tease with the strap on until the bottom begged to have it inserted by just rubbing the round lubricated end of it against their ass. I also suggested that particularly an oral submissive might also do well to have their oral fixation fulfilled as well as their anal one. Gags work well, but be sure that your submissive has a safe signal since their mouth will be filled.

Or perhaps if you have willing volunteers, a nice juicy cock to suck on, might work very well. I was looking at the shy 25 year old hunk and thinking that I'd love to see him get his dick sucked for the first time. I asked him directly, "Would you like to volunteer?"

He replied, a little embarrassedly, "Yes, I would. " As he stepped forward and pulled down his pants, I watched his young 9 inch cock spring out of his shorts.

"Mmm." I thought to myself that I would really enjoy the sight of that big juicy cock getting sucked.

I told my sissy friend, "Suck it for me you little bitch. " I knew my friend was eager to please me. And I watched her amateurish licking tongue as she eagerly devoured the young hunk's throbbing shaft. She began to get the hang of it and I noticed that our guests were getting noticeably turned on and some were openly masturbating as they watched. Our session seemed to be turning into a circle jerk.

I rubbed the beaded toy more firmly against the sissy"s tight little hole and pressed until I watched the first round bead slick with lube disappeared in the slut's tight cunt. I pressed a little harder and the second one slipped a little more tightly inside, stretching her tight little pussy wide. I pulled out and pushed slowly back in watching the two beads disappear in and out.

S/he was totally turned on right now and moaning on the hot cock in her mouth and pushing back against the toy in her ass. I pushed a little deeper and watched the third bead slip inside.

It was still only a little more than half way in. A good 2 ½ inches were still not inside. But the third bead was really good and tight and I hesitated at stretching him/her any wider. I funked the little slut good, watching those three beads disappear in and out of her tight little ass. I could tell that the hunk was going to unload soon.

I reached around and started milking my little sissies cock really fast. I wanted her to cum when that stud filled her mouth up with warm creamy cum. I rubbed her softly and quickly. I stroked and milked her swollen clit until I could feel the cum rising up inside. It was now or never.

I firmly pushed the last bead inside my horny little slut as I milked her cock of its' cum. Just as she was moaning and growling against the stud's cock, he shot as well, filling her mouth good. I watched as it dribbled out the corners of her mouth.

"Mmm. What a good little sex toy bitch. What satisfaction and power you give to your Mistress when you submit." I knew that this was a milestone in her life. To give me the gift of her cherry ass in front of a room full of people was indeed a true gift to her Mistress.

I never allow my submissive to see me cum, but I enjoyed myself afterwards. It took very little time for my vibrator to do its' work.

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Keywords: Toy, Party, Story, A,

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