My friends were cheering loudly as my sissy maid, Roberta, showed them what a good cock sucking slut she is for me. Her panties were wet with pre-cum as she knelt on the floor with her lipstick stained lips wrapped around that big alpha dick. Her dicklet was twitching uncontrollably in her panties, the anticipation consuming her. It was time to take our relationship to the next level. Not only will Roberta continue serving as my sissy cuckold, I was going to put my sissy cuck in chastity.

Her dicklet is far too inferior to satisfy any woman. She has only ever managed to disappoint every single woman that she has attempted to please in bed. Because of that, I had already begun controlling her orgasms.
I decided that orgasm control through long-term orgasm denial was the best path for Roberta. There’s absolutely no valid reason why Roberta‘s dicklet shouldn’t be locked away in a chastity cage. Of course, like everything else, I would have complete control over Roberta‘s time in chastity.
I would have the key to Roberta‘s cage. In order to be unlocked, Roberta would need to ask for permission. However, Roberta knew better than to ask for permission. My property would remain locked away until I decided that the cage would be unlocked.

The Gift of Denial: Presenting the Chastity Cage

“You have been such a good sissy slut for me, Roberta. I got you a gift. It’s time that you and I make this official in front of my friends. I want to ensure that my property is well taken care of and tucked away safely in this pretty purple cage.” I pull the cage from a gift bag and watch as Roberta’s face lights up with excitement. “Stand up and then take off your panties. Let’s try it on.” I knew Roberta would love this gift! She has been eager to try chastity since reading my chastity cuckold guide.

Roberta looks around the room nervously as my friends snicker in amusement. She stands up and the wet spot on the front of her panties is now even more visible than before, my friends snickering grows louder. Roberta slides off her panties, quickly scooping them up off of the floor, her dicklet now exposed. “She really does have a pathetic little dicklet, Demi! Do you think the cage will be too big?” My friend Sarah asks as she points and laughs at Roberta’s dicklet. The room explodes into laughter, Roberta‘s face turns several shades of red and she’s unable to hide her humiliation. Her dicklet twitches uncontrollably as pre-cum leaks down to the floor.

Humiliation and Obedience: Roberta’s New Normal

“Oh slut, you can’t help yourself, can you? You know you’re going to clean that up. In fact, you can start by cleaning up those panties for me.” Roberta eagerly laps at the crotch of her panties, licking up all of the pre-cum. My sissy slut is so needy that she sucks on the gusset as pre-cum continues to drip to the floor. “Go ahead and stick those panties in your mouth and hold them there, slut.” Roberta quickly shoves her panties into her mouth.

“Clean up that dicklet for me, Roberta. Swirl your index finger around the tip, gathering all of that pre-cum on your finger.” Roberta obediently does as she is told. “Now rub it all over your face.” At this point, my friends are howling, which only proves to feed into the endless cycle of erotic humiliation for Roberta. The louder they laugh the more pre-cum drips from her dicklet.

Preparing for the Cage – The Cold Reality

“There’s no way that we are going to be able to get this cage on now, not with you this excited.” Roberta quickly leaves the room and heads towards the kitchen. She comes back a second later, holding a bag of frozen peas. “I’ll try this Goddess Demi. My dicklet could never satisfy you, not in the way a real man can.” The look on Roberta‘s face tells me everything that I need to know, she has accepted her role as my sissy cuck in chastity.

She kneels in front of me, placing the bag of frozen peas over her dicklet. My slut is so eager to get this alpha cock rock hard again for me. “Good sissy,” I say as I smirk at Roberta. “It has been an extremely long time since I have allowed you to cum. Of course, you don’t deserve a toe-curling, mind blowing, pleasurable orgasm. You have barely scratched the surface when it comes to atoning for the trauma that you have inflicted on those poor women when you disappointed them with your dicklet. But I will allow you to relieve some pressure, just a little bit, like we have been practicing. You had better not cum, slut. Not even a ruined orgasm. Understood?”

Strap-On Play in Front of an Audience

Roberta nods her head excitedly in agreement. She knows exactly what I have in mind. This is her chance to really shine. Her chance to show my friends just how much of a slut she can be for me. Not only would Roberta become my bukkake chastity cuck tonight, this would be a first time pegging experience for the two of us in front of this particular group of friends.
“Bring me my harness and the purple strap on. I’m ready to fuck my slut,” I command. Roberta scurries off to the playroom to complete her task. My friends erupt in laughter. “Get ready ladies, the show is about to begin,” I grin at my friends, knowing they will be in tears from laughing so hard while in awe of the slut that I have created.

Roberta returns with my harness and strap on and quickly lies down on her back. She quickly grabs that big, thick alpha cock near her face and hungrily begins sucking on it. I slip on my gear and position myself between her legs, lifting them up before bending them at the knee. Along with sensual FemDom pegging, my sissy cucklold loves to be fucked in the Amazon position, it allows me to fully control the depth and speed that I fuck her.

My friends circle around us, giggling and cheering us on while they record my slutty sissy cuck being fucked in both of her fuck holes.
“That’s right slut, you love when I fuck you with my girlcock. Look at the camera and admit it.” Roberta slides the cock out of her mouth just long enough to breathlessly confess, “I love when Goddess Demi fucks me with her girlcock.” I thrust my cock inside her and Roberta lets out a high-pitched sissy moan before gobbling that cock back into her mouth. “I told you she was a slut! She loves sucking cock for me!!” I say while laughing, continuing to pound my sissy’s sluthole.

Transforming You Into My Sissy Cuck in Chastity

Roberta continues, “I’m Goddess Demi’s pussy free sissy cuck and I don’t deserve the pleasure of an orgasm. The only relief I am allowed is when Goddess Demi grants me a sissygasm.”
“Do it now, slut. Cum for me!” I shout as I drive my girlcock deep inside Roberta. My sissy moans as inadequate drops of cum slowly dribble from her dicklet. I immediately slide my cock out. “That’s enough, slut. You don’t deserve a full release. Now clean yourself up.” I can barely get the words out of my mouth, I’m laughing so hard at the slutty mess that lies in front of me. The room explodes in laughter and applause as Roberta licks up her tiny worship puddle.
Holding Roberta’s chastity cage, I say, “I am so ready for you to watch how a real man fucks me. But first, I want my sissy cuck in chastity.”

Your Sissy Cuck in Chastity Task

Create seven social media posts that highlight your sissy cuck in chastity fantasies and tag me. Examples include: “Wishing I could satisfy @DommeDemi’s needs, but my tiny dicklet doesn’t compare to real men 😔” or “Locked in chastity and loving every minute of it because I know @DommeDemi is out getting fucked by someone who can actually satisfy her. 💔”

Keeping you entranced and craving more until next time,

Your Sensual Cocktease Goddess Demi

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