Candy Cassidy's Christmas Conundrum - Cover

Candy Cassidy's Christmas Conundrum

by Honey Moon

Copyright© 2026 by Honey Moon

Erotica Sex Story: Twas the night before Christmas when all through the house everyone was asleep except Candy Cassidy. She couldn't hear it but knew her moms had sex if they went to bed early. While trying not to jerk-off while thinking about them, out on the lawn there arose such a clatter! Candy ran to the window and saw Miss Coates. She was laying there stunned, next to a busted ladder! Her beautiful blonde busty neighbor was laying dazed, in a Santa suit! Was this about to be Candy's best Christmas ever?

Caution: This Erotica Sex Story contains strong sexual content, including Fa/ft   Blackmail   Coercion   NonConsensual   Hermaphrodite   Fiction   Futanari   Light Bond   Spanking   Anal Sex   First   Facial   Pregnancy   Big Breasts   .

Twas the night before Christmas when all through the house, everyone was asleep except Candy. Well, everyone meant mom, Dr. Camilla Cassidy, and mommy Patty Tendo-Cassidy.

“This is so wrong” Candy muttered as she desperately tried to ignore her serious boner. “Go down, you stupid one eyed snake!”

The house was big, and rather old. There was no way that she heard anything. The sixteen year old knew just the same. When the moms went to bed before midnight, they never went right to sleep! Her parents were just as “Frisky” (Candy was a big fan of that old show “Happy Days”) as they were on the day they were married.

“Incest is wrong!” she scolded herself as she tried not to think about mom climbing on top of mommy, and getting busy!

“Mommy is so little.” she said in a hushed voice. Patty Tendo was an adorable four foot eight! Camilla was six foot three! “How can mom’s dick fit inside of her?”

She kicked off her bedding, and got more comfortable on her bed. She took after mommy, with her shimmering raven hair, and, well, shortness. She thought her eyes were he best feature. Almond shaped, and deep brown, she secretly thought she was just as pretty as mommy! Then again, she also took after mom.

Although only five foot in her bare feet, she was a bit too busty in her opinion. People of all genders seemed to appreciate a short-stack with firm C-cup puppies!

Then again, she most definitely took after mom, too. Candy was a true futanari. She had complete genitalia as a biological female, plus internal testicles, and a twelve inch cock that got rock hard at the drop of a hat. Sometimes, literally.

Miss Coates, from across the street, dropped her Santa hat the other day. Candy nearly exploded in her pants when her thirty year old neighbor bent at the waist to pick it up! Holy smoke! Her ass should be registered as an official work of art! Praise be to whoever invented Yoga pants! The woman was old enough to be a milf, and that made the beautiful blonde even more exciting!

Miss Coates’ ass was even sexier than mom’s! Not that mommy’s tiny little bottom was anything to sneeze at! Candy would be the first to admit to being a connoisseur of behinds! She loved them in all shapes, sizes, colors, and genders!

“Stop that, you bitch!” she yelled at her right hand. “Don’t you dare stroke that stupid erect pipe!”

She snatched her hand away from her cock. She had started to jerk off while thinking of stuffing her cock in the glorious Miss Coates’ ass. Then she started thinking about mom’s, and mommy’s! Now her hand was shimmering with warm wet pre-cum! She absentmindedly licked it clean. As with most futanari, she had developed a taste for her own fluids.

“Are you stupid?” She snapped at herself. “What kind of virgin dreams of her first time being anal? What a waste of sperm! Asses can’t get pregnant!”

That was a mistake! Some mental dam broke, and she thought the forbidden thought. Mommy looked so sexy with a big belly! She had seen all the pictures and video mom had shot while she was getting ready to be born. Her adorable little mommy looked so cute with a big round ball of a tummy! If only she could put a baby in mommy’s, um, mom’s, no, someone’s belly!

Suddenly, out on the lawn there arose such a clatter! Candy ran to the window and saw Miss Coates. She was laying there stunned, next to a busted ladder!

“What the what?” Candy cried as she threw on her robe and charged out of the room.

She ran down the stairs in her bare feet, hardly making a sound. Had her parents heard the crash? Obviously not. Nobody joined her as she slipped outside and crossed the freezing brittle grass.

“Are you dead?” She asked her moaning neighbor as she nudged her with a toe. “Are you seeing a tunnel of light?”

“Oh shit!” Miss Coates groaned. “Gotta get out of here!”

Candy saw the woman fumble around on the ground, reaching for her dropped iPhone. She snatched it up first. It was still recording in video mode. Her blood ran cold when she stopped the recording and played it from the beginning.

The first thing that struck her was that she should have turned off her bedroom lights. Better still, she should have closed the drapes! Then she felt her face grow hot. There she was, laying naked in bed, absent mindedly playing with her over eager dick! There was even a big 32 ounce plastic cup at the ready nestled between her breasts.

“You pervert!” She hissed. “I’m showing my moms!”

“What?” Miss Coates gasped. “Oh God! Don’t do that!”

“Okay! I’ll call the police! Spying on a futanari and recording video against their will is a crime! Plus” She grinned wickedly “I won’t be eighteen until September!”

“You’re seventeen? Oh my God! I, I thought you were already eighteen! You don’t act like a kid!” Miss Coates scrambled to her feet. “Please, give me back my phone!”

“No way!” Candy took a deep breath. “I’m calling the police and pressing charges!”

“Don’t! I, I’ll lose my job if it gets out I was peeping on a kid!” She gasped. “Hell! Fuck my job! I could go to jail! Please, I, I’ll do anything! Just don’t tell anyone!”

“I’ll even call on your phone!” Candy said sternly.

“No! Wait! I, I will do anything. Do you understand?” She took a deep breath and enunciated every word clearly and distinctly. “I. WILL. DO. ANYTHING! I can make all your Christmas dreams come true!”

The fact that her thick twelve inch cock had slipped from the folds of her robe clearly showed that Candy knew exactly what the woman was implying. The cold air wasn’t enough to make that turgid member lose interest. She stood there, still as a statue, holding her neighbor’s phone.

“I know you think about me.” Miss Coates hurried to add. “You stare at my tits and ass all the time! The other day I purposely dropped my Santa hat and your eyes locked right on target when I bent to pick it up! I could practically hear you drooling as your eyes devoured my ass. How about it? Can I do you, um, let’s call it a little favor, to keep this indiscretion just between us?”

Candy glanced up at her parent’s bedroom. The curtains were drawn, and the light from within was very dim. Good! They were still busy. Her cock gave a strong throb just from knowing what they were busy with. Would she soon be busy too? She looked down at Miss Coates.

The beautiful and shapely blonde was wearing a complete Santa Claus suit! The only thing missing was the fluffy white beard and mustache. Instead of a belly like a bowl full of jelly, she had boobs like two big bouncy beach-balls! The red fleecy coat could hardly contain them. Candy held out her hand.

“You have to be very quiet!” She cautioned as she helped the much taller woman up. “If my moms discover you in my room, I’ll give them your phone and say you blackmailed me, a minor, against my will!”

“Against your will?” A shiny black leather gloved hand boldly gasped her hardness. “Did I force this boner on you, kiddo?”

“Shut up!” Candy hissed. “Remember I’m seventeen! You’ll be in big trouble if we’re caught! I’ll probably be grounded until I’m twenty-one, but you’ll go to jail!”

Candy kept a tight grip on her neighbor’s phone as she sneaked the gorgeous woman into the house. She was no fool. Miss Coates would run like hell if she managed to get it back! As long as she managed to keep the iPhone and it’s incriminating video, she would get about the best Christmas present a horny virgin futanari could ever get!

“Remember to keep quiet!” Candy hissed as she closed and locked her bedroom door. “You know what will happen if we’re discovered!”

“Is the thought of me getting arrested turning you on?”

“Shut up!” Candy felt herself blush. It sort of was. This was like the poorly written online sex stories she was addicted to reading! “Get undressed!”

Candy watched in awe as Miss Coates began to disrobe. Under the Santa coat, she wore nothing but a red bra. Wow! Was it custom made? How could it hold up those titanic tits? When the bra came off, Candy felt a spurt of pre-cum actually shoot from her cock. She expected them to droop, but they didn’t! The fantastic orbs rode high and proud on her chest. It was all she could do to keep from rushing over to paw at them! Jeez Louise! The six foot eight woman should run around in a horned helmet and carry a huge sword! She was like some Nordic warrior Queen!

Holy cats! Was it exciting to watch the shapely topless woman struggle to get out of her shiny black boots. Boy-oh-boy did those boobs bounce and sway! Candy almost told her to leave them on, but that would mean just pulling down the pants, and not getting out of them completely. She needed to see her neighbor completely undressed!

Keeping a death-grip on the phone, Candy stared at the now totally naked woman standing in her bedroom. The sexy goddess had actually gone commando! There was nothing under the red fleece pants but naked lady! Shaved naked lady! She felt a moment of betrayal when she decided that the muscular woman was actually sexier than mom! Golly! Miss Coates was bigger in every way imaginable! Even her silky straight blonde hair was much longer than mom’s curler mop of ringlets.

Mom was tall and slender, with exciting DD cup breasts. Candy knew that for a fact from doing the laundry. At six foot eight, Miss Coates was a few inches taller, and built like an athlete. She had no idea how big her boobs were. GG? F? Whatever the letter, Candy wanted to shove her face between them and do an impression of a motorboat! Holy cats! Those nipples were huge! Taking one in her mouth would be like sucking a thumb!

“Are you still a virgin?” Miss Coates asked quietly as the young beauty stared at her with obvious hunger in her eyes, and a hint of drool on her lips. “Will I be your first?”

“Huh? Yes, um, no!” Candy blushed. “None of your business! What does that have to do with anything, anyway?”

“Take it easy, kiddo. I, um, read that virgin futanari sometimes pop off too fast. You, well, can’t cum inside me. Please tell me that you have some condoms!”

“Condoms?”

Candy almost giggled. Of course she had condoms! Not for what Miss Coates thought though. She had read that you should prepare for anal sex. She had condoms to be ever ready if the opportunity ever came up, but there was no time to, well, lube up her cock. Condoms always had their own lubrication!

“Yeah, I, I have condoms.” Candy said softly.

“Good girl!” Miss Coates blushed. “I’m sorry. Can I call you girl? What pronouns do futanari prefer?”

“Girl is fine.” Candy smiled. “Some futanari get uptight about it, but I personally identify as a girl with a dick. So does my mom.”

“Dr. Cassidy is one too? She’s always so professional.”

“Jeez! Futanari aren’t like we’re depicted in hentai! We don’t go all Bible Black on people!”

“Hentai?” Miss Coates looked puzzled. “Bible Black?”

“Huh? I, um, just forget it!”

“I’m kidding! I can’t get enough of futanari porn!”

“So I’m just your fetish?”

“I didn’t mean it like that, kiddo! I have a real thing for Japanese woman and futanari, but you aren’t just a fetish to me!”

“Oh, really.” Candy sighed. “I’m half Japanese, and a futanari. Just get dressed. I’m calling the police!”

“That came out so wrong! Kiddo, I, um, I think I might love you. I’m into that stuff because I’ve seen you every day for years! I only, um, well, came over today because I thought you were finally legal! For some reason I thought your birthday was Christmas Eve!”

“Huh? I was born in September.”

“I, um, overheard Dr. Cassidy call you their Christmas Baby.”

“Oh, that.” Candy blushed. “The first time mom and mommy had sex was on Christmas eve, the night they were married. Mommy says mom gave her the best present ever, delivered nine months later. Me!”

I never thought of that! Okay. Just let me give you a Christmas present, okay?” She licked her lips dramatically. “Then I’ll watch you delete the video, or straight up destroy the iPhone. You know that the video didn’t back up to cloud storage. Legal or not, I didn’t dare do that! Everything can go back to normal tomorrow.”

Candy thought about it. She did like Miss Coates. She LIKE liked her even. She also had quite a large file of big busty blonde porn, and not entirely due to mom! Who was she to talk about fetishes?

“What the heck is your first name?” She finally blurted out.

“I, um, I don’t tell many people.”

“Tell me your full name right this minute, or I call the cops!”

“Jupiter Asteroid Coates!”

“You’re kidding!” Candy couldn’t help laughing. “I thought my name was weird! It isn’t short for anything. I was actually christened Candy Tendo Cassidy! At least I’m not hyphenated like mommy! Her family name is my middle name.”

“You can’t tell anyone.” Jupiter said softly. “Everyone just calls me Coates.”

Candy shoved the iPhone deep between her mattress and box-spring. She grabbed the broom from the corner and used the handle to push the phone in deep. It nearly reached the wall on the other side of the bed. That should keep is safe until she got her Christmas present! She motioned to the bed.

“Are you ready for your present?” Jupiter asked as she knelt on the bedroom floor. She opened her mouth and playfully waggled her tongue. “How about a Christmas blowjob?”

“No! Climb on.” Candy snapped as she angrily thumped a hand on her bed. She didn’t want her first time to be in a mouth! “On your hands and knees, please.”

“Well, okay.” Jupiter said with a wry grin. “Does the virgin want her first time to be doggie style? Show me the condoms, first, kiddo! Nothing happens without them. Understand? I can’t risk you not pulling out in time!”

Candy paused for a moment. Admitting to being a virgin had been possibly the best thing she could ever do! Futanari had a serious impregnation fetish hardwired into their brains. She sure did! That was a given. She also had an overwhelming need to ram deep into that perfect ass! Being in the same room with the snow white cheeks of the naked Jupiter’s perfect ass shoved putting a bun in her oven on the back burner, so to speak. Her first time needed to be anal!

“I do too have condoms!” Candy said, trying to sound casual as her cock throbbed with need. “I wouldn’t lie! I also have a nice banana flavored water based lubricant cause, um, I’m kinda thick down there.”

“I have noticed that, kiddo.” Jupiter gulped and swallowed, as if trying not to drool. This could be dicey. She knew that futanari ejaculated huge amounts, but she should be able to get off of the kid when she started to cum. She’d roll off the condom before it burst, and let the little beauty finish in her mouth. Hell. Maybe she would just jerk the kid until the rubber exploded, and then grab the head between her lips. It would be messy, but the horny teen would love that! “You will make some woman a wonderful husband!”

“Wife!” Candy snapped. “I told you. I identify as a girl with a dick! When I get married, I’ll be a wife, no matter the gender of my spouse!”

“I didn’t mean to insult you, kiddo.” Jupiter sighed. “Get the condoms and your lube. I like bananas. When we’re done, I suck the condom dry, and then lick your shaft clean until you fire off again. This time directly down my throat. I may even take you balls deep, if I can get that monster into my esophagus. How does that sound?”

“I don’t have balls. My testicles are inside, but that sounds” Candy couldn’t help grinning “That sounds like a very merry Christmas!”

Going to the dresser, while keeping an eye on Jupiter in case she tried to get the iPhone and run, she pulled open her underwear drawer. Her face felt hot again. Not only did she have the condoms and lube, she also had a rather large dildo nearly the size of her own thick twelve inches, and a really nice Onahole she had ordered from a specialty shop in Japan. A true futanari, she adored playing with both her aspects.

“I’ve been practicing.” She said as she opened a condom and began to roll it onto her hardness. “See? I know how to pinch the tip to leave space for the cum.”

She also knew something else. Condoms couldn’t hold up under the strain of a futanari’s massive loads. She couldn’t help giggling as she lubed up the latex sheath. If she edged herself long enough, she could nearly fill a 32 ounce plastic soda cup! She hadn’t masturbated since yesterday after lunch at school, either. Plus, she was about to experience the supreme tightness of Jupiter’s anus. She knew that the latex would give up the ghost, and let her pump a truly massive load up into the unsuspecting peeping pervert’s rectum!

“Good for you, kiddo!” Jupiter gave a long hard look at where the mattress met the box-spring. She shrugged her shoulders in resignation and climbed onto the bed. “I’m gonna rock your world!”

“I bet you will!”

Candy climbed onto the bed behind the shapely blonde. It thrilled her to see that she could watch the woman’s lovely face reflected in her dresser mirror.

“Holy Smoke!” She said softly as she forced herself not to touch the glorious ass, and slipped a hand between Jupiter’s plump yet muscular thighs to finger her delightfully wet pussy. “I have dreamed of this for ages!”

“Let’s make that dream a reality!” Jupiter whispered, never suspecting what was about to happen. “Put that monster in me!”

“I will, but spread your knees.” Candy gasped. “Your legs are way longer than mine! I can’t line up unless you help!”

“How’s that?” Jupiter lowered her ass. “Is that good for you?”

“Perfect!”

Candy grasped her cock with one hand, and spread those beautiful cheeks with the other. In fact, she just roughly shoved the left one a bit to the side as she placed the massive head of her slippery latex covered cock against the tight little rosebud she had set her sights on.

“What?” Jupiter cried, but it was too late. All thoughts of lunging forward just as the kid started to cum were forgotten as something entirely unexpected happened. This was never part of the deal! She froze. “No! Not that! Stop!”

“So tight!” Candy whimpered as she began trying to force herself into the woman’s anus. “Relax! Let me in!”

“I don’t do ass stuff!” Jupiter whined as she was slowly spread. It felt like she had just sat on an apple! “Stop! I’m a virgin back there!”

“Video.” Candy gasped. “I, I’ll show police!”

Suddenly, Jupiter sort of grunted. The latex covered bloated head of Candy’s cock gained entry! Once the head was in, the long shaft soon followed.

“Huge!” Jupiter moaned as she tried to relax to her first anal experience. She could easily overpower the kid, but somehow the thought never entered her fevered mind. “Fu-fu-fu-fuck! Too big! I’’ll break!”

“Am, am I h-hurting you?” Candy said huskily as she was gripped by warmth and tightness. “Lots, uh, lots a people like it back there!”

“Holy shit, kiddo! That’s an exit! I never tried it back there!” Jupiter whimpered as the massive invader pulled almost all the way out, only to plunge right back in. “No, not really hurting. Just, just slow down! Let me try to acclimatize!”

 
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