When The Sissy Slut’s Sick, I Teach The Boys Anal Tricks - Part 1 of 2

Listen, I’m not an unreasonable human. People get sick. And I’d prefer you to stay home if you are sick. Things come up. I can attest to that as I’ve had to cancel before. I’m not perfect and I can’t always be 100% consistent just as other people can’t always come through too.

My sissy had to call in sick on a pre-scheduled day  and so we improvised. We still had so much fun and saved more adventures for another day - also it inspired same day fantasies for me.

Sadly, the fantasy did not come to fruition, but it doesn’t mean that I can’t talk about what I fantasized happening in the moment. Now get ready to let your mind run wild, which I’m sure you’re used to by now.

I spoke with Victim #1 earlier this week to ask if he would be interested in having someone under the table while we had a session. They would not be able to see or touch them, which Victim #1 explicitly stated that it would be a boundary of his - a boundary that both my sissy and I would 100% respect. Victim #1 will do almost anything for me. He realize this is mortality and he’s willing to try anything that he is comfortable with (or erotically uncomfortable with). He will wear panties for me, allow me to give him enema and even let me play with his P-spot (prostate) with my finger, with a butt plug and even with a strap on - things he never dreamt of before. He knows it turns me on and I love that he will submit to me because he also enjoys it.

The day arrived and Victim #1 walked in wearing the world’s smallest panties, which I wore in one of my previous posts on Instagram and Twitter/ X (posted above). I figured I’d be nice for next time and let him take my boy shorts home to wear, which are more comfortable but my largest underwear that I own.

I fantasized about having my sissy under my massage table in the cage, locked up. Magic room door closed while me and victim #1 sat on the couch together, chatting, laughing and sensually caressing.

I told him to stand up and strip in front of me. First slowly taking off his shirt and then his pants, revealing his panties that were holding on for dear life. I showed him the best way to wear them is up on his hips, but he doesn’t have any so he turned around, asked me to snap a sexy  photo before watching the panties fall down and take themselves off. He bent over and let me give him a few spanks on his bare bottom. I told him I’ll be wearing my boy shorts during this session so I can make sure they’re nice and marinated next time he slips them on (and to tie him over with my scent between now and then).

I fantasized about my sissy hearing these spanks and playing with her clitty, but not allowing herself to cum, with her fantasizing about what we were doing in the next room. Victim #1 and I talked about not telling my sissy slut what we would be doing. We had code words and we would also use non-verbal communication to allow her mind to run wild. My sissy slut would also have to wear a blindfold the whole time so there was no peeking allowed.

Victim #1 moved to the other side of the couch, bent over and let me fill him up with distilled water to give him an enema to clean him out. Today the plan was to have him sitting on me on my white throne. After emptying the whole bulb, he excused himself to use the washroom before hopping in the shower to fully freshen up.

He exited the bathroom, fully naked and leaving nothing to the imagination. But I was excited because I fantasized about what I would do with him today.

I also fantasized about how my sissy would feel hearing the door open, hearing our foot steps move closer and watch Victim #1 get harder and harder at the thought of some stranger under my table, unable to see us - only hearing us.

Victim #1 wanted to give me a massage first so I climbed up on the table and laid face down. He massaged my shoulders, moving down my back, squeezing my bum through my boy shorts (I love this), down my legs and massaging my feet (heavenly). After some time intense please and relaxation, I suggested we switch.

I fantasized about what my sissy would be thinking hearing my moans. What was he doing for me to create such intense pleasure? Where was his kinky sissy mind taking him? Where was my kinky mind taking me?

I changed the plan - pretending my sissy slut was under the table guessing what was going to happen next. I wanted to wear my strap and have him suck it before I had him sit on it. He got down on his knees like a good boy. He sucked it for a bit until I advised him that I want him to suck it while I was laying down - and to take some pictures of me wearing my cock and boy shorts.

I fantastized about what my sissy would be hearing. Him slurping on my cock would drive her crazy. What were we doing? Who was sucking who? Was there a third person in the room sucking the cock.

Victim #1 was turned on and ready to go. I told him I wanted him to straddle me on the massage table this time, pretending that my sissy was underneath the table listening to us. I had a hitachi plugged in and I wanted to vibrate his cock until he came harder than he has before.

I removed my panties and put the strap on back on, positing the strap higher and looser so the lower straps would rub me when he sat on me, positioning the cock closer to my belly button. He climbed on the table, straddling my hips and slowly slide the cock inside. He sat on me, massaging the cock on his P-spot (prostate), moving his hips back and forth (not up and down). I was lightly teasing his cock with my nails until I grabbed it firmly and pulled out my hitachi that I plugged in earlier, lightly vibrating just the tip.

I was fantasizing about what my sissy was hearing. Was I on top? Was he? How big was the cock? How long would he last? Was he pre cumming? What thoughts would be running through my sissy’s head?

He was holding his breath and moaning with intense pleasure at the same time. “Oooooo-myyyyyyy I’m going to cum!!!!” And he shot so far that it landed on my all-natural breasts.

He had to take a few moments to get his breath back until he slowly stood up and removed the cock from inside of himself. He was spent - not only from the edging and a good fucking but, surprising, even the enema which can, not only make you feel super clean, but also extremely exhausted.

He texted me on the way home:

“I can see feel you inside of me”

Part 2 to be continued….