As an accomplished she male in the entertainment world I am always on the search for new talent. I can spot a potential sissy from a mile away. When that sissy also has the potential of being pretty and capable of performing that is an added bonus!
I have high hopes for Brianna! Just a few days ago young Brian considered himself male and attracted to she males. To be specific dear Brian was popping boners over me, and I'm sure still is! But yesterday I took matters in hand and transformed this fair skinned slightly built young man into a delectable tranny.
Brianna has so much potential...she's so eager to please, and from the pretty little erection she sported in the pink panties under her skirt she obviously loved the changes.
Her little pricklette is so perky! And take it from me it's tasty and just oozing with sissy juice. I really found it rather delicious, like a fine young spring Beaujolais! But it's not enough to satisfy a real woman or really anyone in a manly way.
While Brian did manage to poke into my hot hole with his little tool and provide me with some wonderful stimulation, it did not give me the deep full fucking I so desired and luckily Pete was there to finish the job, as Brian's hole was fondled and he submissively sucked my clitty. Brian was so close to the action - to Pete's thrusting and masterful fucking that he got a good look at Pete's real man's cock. Brian's inadequacies were clearly apparent and Brian's devotion in cleaning Pete's spent tool of cum and my juices was a true rite of submission.
As I ready myself for the evening's performances I wonder about Brianna's next step in her training. She is to be at the bar tonight, all dressed up in the outfit I sent her home in. I am curious to see if she shows up, and how well she does at makeup and her appearance.
For tonight's performance I am performing some of my favorite Streisand tunes. I love wearing the beaded gowns from the Funny Girl era, and especially the headdresses and fans I will incorporate into my act. The gown is incredibly low cut, and shows off my cleavage fabulously. I have put on my tightest gaffe as this dress is rather tight and I don't want my sissy clit getting in the way.
I am pondering the next phase in Brianna's training - her deflowerment - when there is a knock on my door. It's my manager Roland, my former full time lover.
"Hey baby, we need to talk!"
"What is it, hon?"
"I saw you dress up that guy last night and I want to know where you're going with this."
"Well I'm helping a sissy become the girl he is inside. I think he has potential!"
"Pete told me what went on in here last night...sounds like you got your puss pounded good!"
Roland rubs the front of his pants. I can see the outline of his cock against his slacks, straining against the thin material.
I lick my lips. I can't help it!
"Yes, Pete has a wonderful cock and knows how to fuck. I think our little friend Brian faced some truths about himself."
"Pete can't fuck as good as me!"
Roland unzips his pants and pulls out his hard cock. His black cock is nearly fully erect and is already 8 inches long. His cock stretches outward in a gentle arch, jerking a bit as it comes closer. His cock and my mouth are old friends...I must have had him in my mouth a hundred times.
Roland steps forward and starts to rub his hard cock over my exposed titties, and slides it up between them. The monster is aiming at my face.
"I never get tired of fucking your tits and that hot mouth of yours!"
I smile as the cock moves up to brush my lips, leaving a sticky trail of precum on my luscious red lips.
"Suck it bitch, you know you want it! You're a whore, Titty...a whore for my cock!"
Roland has always had my number. I take the head into my mouth and sigh as it starts to push deeper inside.
I fell in love with his cock years ago, and even though I fell out of love with him I've never been able to deny my mouth the pleasure of his cock sliding in and out of it. Such is the life of a true cocksucker!
The big cock grows even thicker. I can feel the veins starting to pulse as my throat works its magic.
My own little equipment is straining against the tight fitting gaffe under my gown, but is still completely restrained.
I'm panting for it now, completely lost in the experience.
"I wanna be the one to fuck her first!"
Ah, Roland has an agenda. How typical!
Roland pulls his cock roughly out of my mouth and holds the tip against my lips, teasing me.
"Do I get to fuck her?"
"Roland, you don't understand! I want Brianna's first fuck to be something special, something she'll remember!"
"She'll remember the fucking I give her!"
"I know you. You'll be rough and rip her to pieces. She'll be damaged! I want her to enjoy it...for it to be a further reaffirmation of her destiny."
"So who's gonna fuck her, you?" He sneered and continued to poke at my mouth with his cock.
"No. I don't fuck anyone, you know that! I haven't decided yet, but it must be special!"
Roland reacted by thrusting his entire shaft into my throat with one mighty push. I gag as my mouth opens to accommodate it. He grabs my head and starts to pump, to fuck my face.
I helplessly take his thrusts. I know better than to object when he is like this. Roland is much more reasonable after he blows his load.
I open my throat as much as possible and accept his thrusts until I feel him jerk and the first jet of hot cum shoots down my throat. Then another, and another.
Roland pumps me full of his cum and I feel his cock soften in my mouth. I lovingly suck it as I squeeze his heavy balls gently, trying to force more of the delicious nectar into my hungry mouth.
He slowly pulls his cock out of my mouth. He is calm. I can reason with him.
"Roland, I can assure you that you will get to fuck Brianna, but not the first time. I'm not sure who will fuck her but the cock will be more normal sized and it should be a romantic and sensual experience."
Roland grunts and stuffs his monster cock back in his pants. I lick my lips clean and wipe my face with a tissue. I will have to fix up my makeup!
"You don't understand since you're a guy. A first fuck is incredibly important to a girl, especially a sissy girl. Once her asspussy is accustomed to cock I'm sure you'll get your way with her. Trust me. I think Brianna has a future with us here at the club, as an entertainer. But I must handle this my way!"
Roland shakes his head and leaves my dressing room in a huff. I know that he will listen to me on this. As much as he likes breaking in a new sissy hole he is a businessman.
As I rest before my first set I pond the perfect male partner for Brianna to experience submissive sissy sex with.
My own first fuck was very memorable and I will always remember it fondly. It served to make me more feminine, and more sure of my journey into femininity. It was special, and if I have anything to say about it every sissy under my wing will have the same opportunity.
I just know that Brianna's tight little sissy hole will soon be a primary source of pleasure for her, and have the need that only the cock of a real man can satisfy.