Should we let the Sissy's Cum?

Continued from: What would you do for the keys?

When we left off, our poor, humiliated sissy slaves were giving each other hand jobs, on a frilly pink loveseat in a sissy bedroom. We took it one step further and "forced" them to kiss, while continuing to play with each other's penises. They were both in girly attire and high heels, they both had their make-up done and wore wigs for us.  

Their humiliation was devastating by this point, yet we hadn't heard a safeword spoken. I think they were both too desperate to cum. 

Katrina and I were both aware of what will happen if our two "girls" are permitted to have full-blown orgasms. Like all male submissives, sissies especially, they will both fall into that post-orgasmic slump, where they want nothing to do with us, the outfits they are in or the room they are in.

It doesn't last all that long, maybe 45 minutes tops, but Katrina and I had to be strategic about our next steps. 

They were already begging us to cum from their skillful edging, we decided to push our luck and see if they'd go further down the rabbit hole for us. A sissy who's been edged will pretty much agree to anything, if they think an orgasm is in their future.  

I had the two of them kneel and look at the floor, before I presented their next, horrible predicament option. 

"Kaylee huni, you've been locked up the longest, would you like to cum for me?" I laid out the bait for him. 

"Yes please Ma'am", he quickly responded in a wispy voice. 

"Tiffany, would you like to orgasm for me also?" I asked. 

He responded the same, and instantly. 

"Katrina and I are going to allow it girls, provided you cum into each other's mouths, after sucking some cock, does this sound fair?"

They both whimpered and protested. Shaking their heads and panicking. 

"It's ok if you don't want to, we'll just lock up your limp little clitties again". I declared as Katrina giggled out loud. 

"Have you ever sucked a dick before Kaylee?" I asked, in an uplifting tone.

He shook his head no and began to softly cry. 

"Would you like Katrina to help you with the cock?" I asked. 

He nodded his head in the affirmative and squeaked out a, "yes please Ma'am". 

HAHA! Success! We've got him in our web now! 

Katrina knelt and began to jerk-off Tiffany's cock, inches from Kaylee's mouth. She coached and guided Kaylee who was dying from humiliation at this point. 

"See huni, work the cock with your hands just a little, like this. Not too much though, you want to feel it grow the rest of the way in your mouth". Katrina said. 

Wow, Kat is a pro! So embarrassing for both of them...growing in his mouth, she said! My gawd that was hot to hear.  

I watched as she guided Kaylee's mouth onto the semi-erect dick. She began to push on his back and shoulder, encouraging a good head-bob. 

"It's ok if you gag a bit Kaylee, your future boyfriends will like that", Katrina said to him. 

Jesus, she was on a roll! "Future boyfriends!!", OMG. 

Tiffany was overwhelmed with shameful arousal and a desire to cum. He started pleading out loud for permission to orgasm. 

"Not so fast my little cock-slut, it's your turn. Ask your girlfriend nicely, for her permission to suck cock". I ordered Tiffany. 

Katrina stopped Kaylee before there were any accidents. Katrina remained in a crouch and looked up at her "boyfriend", Tiffany. 

"Well?" She barked. 

"Please Ma'am, please may I suck cock for you", he whispered out, a sickening look on his face. 

Katrina once again helped, by guiding the cock into Tiffany's mouth and stating her reminder once again. 

"Remember Tiffany huni, let it grow in your mouth!" She cooed. 

God damn! I was embarrassed FOR them, at this point. How humiliating.

Before long, our little cum-slut Kaylee was desperately begging to cum. Katrina stopped her boyfriend's sucking and looked back at me with a wink. 

It was time for our two sissies to experience a final humiliation, and yes, we were going to let them cum. 

"Ok girls", I spoke. 

"If you get into 69 position for us you may continue to suck cock and cum, provided you cum directly into each other's mouths, understood?" 

There was surprisingly no more reluctance on the part of these two sluts. They got on the floor and maneuvered into position, sticking their firm cocks in each other's faces. 

Kat and I took a seat and watched the lovely show before us. She confessed to me that this was actually really hot and she was super horny right now. Kaylee's spanked bum would have been transferring warmth, right onto Tiffany's cheeks. 

"Try to cum at the exact same time girls! And make sure everything gets swallowed down into your tummies", I reminded them. 

There was lots of slurping, the unmistakable *guck, *guck, *guck sounds, and a few deep retches. 

Before long, our two sissies were twitching and grunting their way through powerful orgasms. After so much time pent up, the volume of ejaculate must have been exceptional! Katrina and I could only imagine, rope after rope of hot cum, squirting down each other's throats. How shameful for these two straight men.  

With the help of a pair of leather gloves, I kept in the refrigerator, I had their two little clits back to limp, useless and shrunken in a matter of seconds. Kat and I wanted to get those little dicklettes locked back up instantly, before their post-orgasm slumps began. 

With the taste of cum still in their mouths, we then put them into idle bondage positions to give them time to "re-load", so to speak. This will allow for their sissy desires to return to somewhat normal levels. 

Tiffany was placed into a locked cage with an anal plug up his ass, while Kaylee was bound and gagged on the floor, with a pink dildo filling and stretching him too. 

An hour idle should do it. Then we'll return and see if they want to be fucked. 

Or perhaps fuck each other?...hmmm...

*eyebrow raise 

Mistress Andrea

xoxo

Continued in: The Leaves are Changing