Daddy's Sissy Pt. 01

Snapping your legs around his waste you pulled his remaining girth inside and cooed. For moments he kept himself hilted and you could feel his warmth throbbing inside. Only your secoden cock and it felt so normal and good to be spiked by a big black daddy. School Daddy began pumping his cock in and out, in a minute his well timed thrust had his swollen balls slapping your ass. Your mewls egged him on. You held your legs back nearly parallel with your torso. WIth deep pride you felt your still tight cunt slipping over his every vein.

Phenias was now bent over your small frame, his gut rubbing on yours, sweat dripping off him. You would've been disgusted but his maximum effort fo fucking you like it was his last chance at happiness was still making your stomach flutter, than and the 4 pound cock plunging in and out of you. You reached up and grabbed his cheeks and pulled him in for a kiss. You had to bend forward but you wanted that fat tongue in you as much as his fat dick. He pulled up but you kept holding him as he rose. He now stood with you impaled and your little legs now wrapped behind him. Weakly he lifted you up and down on his pike a few time before letting you come down. You stood before him, his height now much more clear.

Wordlessly you spun around and bent over his desk. The wet slick dick plopped down between your cheeks and he rubbed it's length up and down your crack.

"Don't forget school daddy, you need to show your work." You made sure he could see your phone.

"I remember Miss Blackmoore, now open wide for Daddy's dick."

He used his thumb to direct his cockhead at your waiting gaping hole and plunged in, His fat nuts immediately slapped yours. You felt the full length of dick throb and flex inside you depositing a plentiful load of pre.

CLICK, he extracted half his length, CLICK

Your phone was placed next to you and he began railing his new fucktoy. His heavy gut was bouncing on your back as his massive weight threw his cock nuts deep into your wet hole. The desk groaned with every thrust of black cock stretching you. The past night of rough Dad sex had let you control your mind a bit more while still enjoying the sissygasm this dick was giving you. You managed to switch the phone into selfie mode and began recording your face while still showing the massive frame fucking you. You felt another sissygasm rip through, your spunk shot under Dr. Stevens desk. His weight and eager thrusting was making your legs fall asleep. Thankfully all you cared about was the feeling of your guts being rearranged over and over by your school daddy's might cock. After a minute you began narrating your video for Daddy at home.

"He's close Daddy... You wanted me to find a dick today and I found one! He's got so much pent up cum... I know he wants to breed your daughter's sweet pussy. I want him to daddy. You hear that School Daddy?! I want you to shove that cock deep inside and breed me like the little slut I am! "

Phineas was grunting hard, his weight was nearly slamming down and driving every bit of force into your aching drooling hole.The doctor began squeezing your ass even harder, kneading as much pleasure as he could as his cock inflated more and more and began throbbing as it reached your darkest depths. In minutes he slkammed home hard and collapsed on you. His cock convulsed nonstop as his payload pumped into your waiting guts. After a few moments he managed to regain some composure and start kissing your neck and molesting your diminutive tiny body, his still rock hard prick softly humping and spewing his fetid backed up load. A soft squelch of fluids murmured with every thrust. His cum and your juices getting trapped between you and his folds.

"Mmm Doctor... you are suuch a naughty daddy."

His lips kissed the back of your ear and you shuddered.

"My little star student, I think you'll be very successful here. UGH"

He peeled himself off you and un-ganked his cock from your still tight hole. A cold chill filled your cavity. You slunk down to the floor and turned to see his still hard but fading member. Nodules of pearlescent delicious sperm. Reaching back up on the desk you grabbed your phone which was still recording. Lining up your face and the Doctor's drooling tip you took a big hard lick and his pisshole enjoying the salty taste and musk coating your tongue.

"See Daddy I'm doing my school work!"

You held the phone up and proceed to tongue bath your Dean's entire unit. Every inch of his hairy nuts felt your tongue and you felt proud getting his cock clean and ready to fuck you again should he wish it. Phineas then too your hand and led you to his private bathroom. There he gave you a washcloth to clean yourself a bit then handed you your plug so you could reseat it. It went in without issue and you kissed him on the cheek.

"Enjoy the rest of your day Shauna, I expect big things for you."

As you looked back at the door. "I know, one of them is named Chris."

The halls were empty as you made your way down the hall. The fresh cum clotting your insides still made you all warm and tingly. You wondered what Chris had planned for tonight. You turned the corner and bumped hard into someone. Their massive frame barely moved but you immediately lost your footing and began to fall. A vice-like hand grabbed yours just in time to save you from falling. Another hand gripped your shoulder and straightened you out. Regaining your balance you looked up at your savior. It was Chester the school janitor. He had a wide smile on his face. He was mostly bald with a half ring of white puffy hair surrounding the side of his head. His advanced age was apparent and his smile revealed barely half the teeth you'd expect.

"Oh thank you sir, sorry I wasn't watching where I was going." you said respectively.

Chester winked at you and held up his phone. There was an open mass text thread. It had 23 members and one message:

"New girl has been broken in, she is legit. Open season." - Dr. Stevens

You swallowed hard and then looked at Chester. He grabbed your arm.

"Such a sweet peach, lil darlin. Come're"

You resisted, but he quickly grabbed your wrist and pulled it to his crotch. You could feel a steel python writhing beneath his jumpsuit. He leaned in and whispered, "Now don't tell me you don't want that black dick."

Your initial instinct was to shout and scream for help but then you pictured it drooling precum as you sucked it down your gullet. Daddy's training had worked... maybe too well. You lightly stroked his bulge and whispered, "I admit, I want to taste it."

His hard grip let go and he took your hand and walked you back the way you came to a door. There he pulled out a massive ring of keys and unlocked it, the gray steel made a high pitched squeak as it opened. There in mostly darkness was a steel grate staircase, a dim light illuminating the bottom.

Other than the darkness and stairs the only other thing emanating from that basement was a dank smell. You inched closer to the door and Chester's hand lightly urged you forward. You descended down the stairs quickly. Looking back you could see his grinning face as he looked down at you. You noticed his bulge and gave back a flirty smirk. Before coming down to meet you he quickly closed the door and locked it with a lock clack. You'd be terrified if you weren't completely aware of what he wanted. His workboots ka-chunked their way down and you decided to look around. It was just a small office with some pipes and other stuff on the walls. A desk in one corner with a surprising amount of paper work on it. In the other corner a meager cot with a pillow. In a moment he was behind you. His rough, sinewy hand on your shoulder.

"You gonna make your new friend feel good?"

You turned around slowly. His few teeth shined bright in the dim light. His eyes looked right through you. You wonder if they watched you in the halls earlier, maybe even before you were Shauna.

"You answer me girl, you said you wanted to taste it. You all nervous now? You take that asshole Phineas dick but not good ole Chest-"

You pulled him down and gave him a deep throated kiss, he tasted of cheap cigars and whiskey. Nothing like your beautiful Daddy but he was here, he wanted your body and you wanted that dick somewhere inside you. Chester lifted you with ease and you wrapped your skinny legs around his hips. He walked you over to the cot and set you down. Breaking the kiss you gasped for air, in seconds he unzipped his jumper and lifted his swollen cock out of its depths. 8 inches and growing it was more slender than daddy's. You opened wide and extended your tongue. Chester began fisting his dick and letting the tip bounce up and down on your wet slick tongue. His filthy dick smelled of sweat and old musty clothes. It did distract from the dank moldy smell in the room though. His uncut cock bounced happily on your tongue like a trampoline. After a few boops he let the now fully swollen cock head lay on your tongue. He had jerked enough precum to coat it and the saltiness hit you first. Quickly your lips wrapped around his mushroom head and you let your tongue slide around and into every nook you could find. His pisshole stung of sourness but you still prodded it like a tasty pastry. You reached up and began stroking your partner. The shaft being a bit slender meant you'd be taking his entire length easy. Daddy's and the Doctor had made sure your throat was a proper cock sleeve now. And so you dove forward and swallowed in time to let his entire rod penetrate you. His sweaty sack slapped your chin with a small plop.

"DAMN girl! You no joke! UGH"

His long dick swelled and jerked as a load of pre filled your throat with warmth. You began doing long elaborate strokes letting your hands help every few trips down his quickly hardening dick. After a minute he gripped the sides of your head. Taking the hint you let go of his length and let him start face fucking your young lips. With your hands now free and the cold room filling with the sounds of his cock being sucked in and out of your gullet you remembered your assignment. You pulled your phone out of your bag and turned the camera on to document your new bull. Chester snatched it away.

"What a little freak. You want to be popular or sumethin" He kept the lens pointed at your face being fucked by his swollen prick.

You pressed against his hips to stop a moment. Gasping for air a bit you managed to utter, "Daddy wants to see what I do to other men" you whispered with a big wide smile. Keeping your eyes on the lens you opened and let the turgid prick slam unimpeded down your throat. Now enhancing the sounds of your throat you wanted Chester to really use you and make your belly even more swollen with beautiful cum.

Chester began keeping his dick lodged fully in your throat like a proper holster. As his balls lay on your chin you caressed and lightly massaged them, they vibrated and churned in your hand. You could feel his cock belch more fetid seed into your body every time you squeezed them. He was eager to defile your body more.

As he gave you soft short thrusts with his cock fully embedded in you, he asked, "Baby girl want to get fucked?"

You nodded and murmured in the affirmative, his cock was delicious now. He ripped the full length out of you. The sound echoed back to your ears.

"Get up, ride that dick."

You obliged and watched him take his jumpsuit all the way off and lay down on the cot, his long dick standing tall and proud. You looked over at the desk which would give a proper view of his dick sliding in and out of you. Setting up the phone carefully the shot was just right. You hit record and quickly ran over to hop over his hips and straddle his chest. He was quite fit for an old man, skinny and sinewy but he had abs and strong arms. Reaching back under your skirt you took a breath and extracted your plug. Holding it high above you and letting the business end hang down you let it come down and enter your mouth. It was coated well with cum and juices meaning you were all ready to take that dick. You put the plug in your bag and reached back to line him up. He quickly helped and soon his tip was kissing your rose.

You turned to your phone and smiled as you fell back hard letting as much black dick impale you as possible. Mewling and whimpering as if it was a brand new experience you began bucking up and down on your senior lover. His balls bounced hard on your cheeks fling the room with new sounds of lewd fucking. Chester himself was grunting hard, no doubt the first time in a while he had a nubile young thing riding his dick with abandon. He didn't fill you as much as Daddy but his cock still tickled your insides and his length was still reaching deep inside you, fucking the baby sized wad of cum stuck in you. You felt his muscles and let his strong filthy hands touch you everywhere, he even played with your little clitty, expecting you to swoon. Instead you leaned down and groaned in ecstasy.

"Aw fuck old man your dick feels so fucking good in my little cunt!"

He planted his hands on your ass and began thrusting up to meet your cheeks and clap them harder with his fat sack.

"Such a ripe little slut, you ready to take my seed baby!? Been a year since I nutted proper."

You sat up and began grinding hard on him letting his cock stir and swirl your collected treasure inside.

"Ugh YES! Please! Please shove as much cum in me as you can. I want to look pregnant when I waddle back to class!"

His long arms pulled you down into a hug as his hips went into a fury and pounded you from below. Each of you moaning and yelling in pleasure. In seconds he erupted inside you, his deep thrust holding in for a few seconds then bucking hard each thrust his cock made your belly gurgle as it expanded from the deep cum injection.

"OH FUCK! Your dick just keeps cumminG!"

You'd see later his balls were bouncing heavily as he emptied them inside you.

"YEAH BABY GIRL TAKE THAT CUM! FUCK I WISH I COULD PUT AS BABY IN THAT TENDER WHITE ASS!"

It felt like hours until he stopped cumming but it was still a long time until you felt his cock slipping out of you still dripping his baby batter. You slipped down and took his deflating dick in your mouth. Licking it clean he rubbed your hair.

"WHat a beautiful proper cock slut sissy you are, Shauna!"

You looked up and smiled. "I finally figured out what my life was missing."

"And what's that?"

"Taking every dick that wants to fuck me and worshipping it."

You sat up and looked down, your belly was indeed a lot more swollen, you really did look like a knocked up teenager. You got up and waddled over to your phone and looked in the lens, "I love you Daddy" and pressed stop.

It took a few minutes to get your things together. As you seated your plug, your swollen belly made things a bit awkward. Chester was no help, he lit up a blunt and hummed to himself.

After picking up your phone you decided to send Daddy your homework. The phone made a woosh sound as you pressed send. Turning to Chester, "Can you unlock the door?"

He looked up, "Nah lil sis it's just a turn of the knob, only locked it so no one would come in."

"Oh, well see ya later old man."

Chester gave a short laugh, "Girl whole school gonna see you soon."

You wondered what he meant but shrugged and made your way up the stairs. As you opened the door the halls were empty, checking your phone again, you had missed all of your classes. Something told you Dr. Stevens probably made sure that wasn't a big deal.

It was hard to walk straight between getting two deep injections of black dick and the liter of cum fermenting in your bowels. Your swollen belly actually jiggled a bit. You stopped at your locker to drop off some books. You wondered if you'd even be worried about grades now. Seems like there was a new way of handling school now. Inside the locker there was a note:

"Hey Shorty, missed seeing you today. Really wanted to hang. Call me - Chris"

He had his number below and you quickly added it to your contacts. DING DING. It was Daddy!

"Was able to leave work early, I'm out front, I'll drive you home."

Oh no, was he mad? You only did what he asked... right? As you approached the exit you could see Daddy's black Porsche, he was staring right at you. You got in as lady like as possible, Daddy's arm was already around your shoulders as he leaned in to give you a deep loving kiss. He definitely smelled better than Chester and his tongue was far more skillful. His left hand caressed your cum bump and jiggle dit slightly.

"Baby Girl has been busy." He whispered as he broke his kiss.

"I didn't watch them but you were busy today." His tone was playful and proud as he drove off.

"Did you learn anything from your bulls today?"

You pondered the question and answered, "I guess that my holes always want black dick, but especially yours."

"Huh... did these other brothers make you cum?" His tone was non-judgmental, definitely curious.

"Only when they came in my bussy. Your cock could make me cum just from the thought of it." You said while staring at him. He was truly beautiful. Days ago you never knew you'd be so much more in love with him as a person, lover and father.

"Daddy am I in trouble? I realize now you just wanted pictures."

He glanced at you and breathed in deep, "No baby, I'm actually proud, I knew I wouldn't be the only man in your life. It's good to know you're developing as a proper sissy and other men want you so badly. However, watching my little girl get violated by someone else's dick doesn't do it for me. I gave you an assignment and you did it, almost TOO well. I'll make sure and consider my next one carefully."

You leaned over and hugged his rock hard bicep. He leaned back and you both rode the rest of the way listening to the radio.

Back at home when you came in Dina came briskly out of the kitchen to greet you. She gave you a big hug and kissed your cheek.

"How was your day!? Meet and new boys!?" She asked in excitement.

You blushed hard, "Yeah I met someone named Chris I'm going to text him later."

Daddy's big hands rested on your shoulders and gripped them a bit, "She also saw the principal and the custodian."

Dina looked up and him and then back to you. You could help but give an awkward smile. She looked down and then back at you smiling, "I knew you'd come out of your shell. COME I want to show you what I did today!"

Dina took your hand and led you upstairs to your old room. It looked very different, Dina had all her stuff there and it looked way better than you ever kept it. Then she showed you where all your old stuff was as well as your new threads she picked up the other day. Your masculine clothes were deep in the closet in a box and your new sissy clothes were organized perfectly to allow for easy access and to keep them neat. You thanked her and hugged her again, "I love it Mama, what are we doing or dinner?"

Dina paused but then said, "Well baby you and your father will have to figure that out. I have a hot date tonight!"

Your jaw dropped, "A date!? You looked down the hallway and saw Daddy trying to not be awkward.

Dina's hand moved your face back to hers, "It's time dear, You know I love your father but we're not a couple anymore and I've been dying to get myself out there. You understand now right?"

You looked down and considered her feelings and how she always had your back just like Daddy. With your new self and new appreciation for sex how could you be against her getting her enjoyment?

"Of course Mama, you go get some." You smiled genuinely and hugged her again. She then went to her room to prepare and shut the door. You walked down the hall trying to be cute and just laid into your father. His arms enrobed you.

"You ok Pops?" You asked earnestly. He dropped his head on to yours, "Yeah... I'll be OK. I'll order some Pizza, go clean yourself up and take care of this." He playfully slapped your cum gut.