Hi reader,
If you’d like to claim your free copy of My Naughty Family from my BookFunnel promo, please use the link below:
Continued from Chapter One
I slid my baby blue delicate French lace panties down to my knees because going any further took me beyond a line of my acceptable vulnerability. I had never exposed my pussy to any man, never mind showing them my anal whorl - a hole I never considered fuckable.
In allowing him to handle my most private body parts, I worried my Dad would figure out how I'd answered the induction questionnaire. My mind swirled, and my heart beat so loudly I thought Trixy must hear it. I assessed the likelihood of Dad’s sexual or romantic interest in me. Unless pony play and butt plugs were part of a regular curriculum at Fanbury Hall, my father must have some sexual or romantic design on me, or he wouldn't be so enthused about fitting my butt plug and tail.
I stared at the headmistress, terrified like a rabbit caught in the headlights.
“Is wearing a ponytail obligatory, Trixy?”
“Every girl must.”
Fuck - it has no special meaning then.
"What if my father considers me a slut?"
"If you're a virgin, how could Mr. Rodgers possibly think that?"
"Because I've been staying out late, getting drunk, acting up and hanging around with assholes. When he and Mom repeatedly referred to me as a slut, I let it pass, which I realize now was a big mistake.”
"You'll be undergoing an examination by our doctor. He'll probably only be able to approximate your purity. Virginity tests aren't very reliable, but I'm sure Mr. Rodgers will know the truth about your good or bad behavior when you are both in that examination room together."
"Are you sure about that, Trixy?"
She looked at me like my mother used to before she became an asshole, softly, with a kind expression and loving warmth in her eyes. Trixy touched my arm gently, stroking it lightly.
“Don’t worry, honey. I’m sure you're being truthful with me right now. Sincerity and honesty are written all over your face, my dear. I have a knack for discovering and exposing liars - you are a good girl now, which is how you should think of yourself.”
"How do you know?"
"I've been around girls long enough to know you are one who rarely apologizes and doesn't need to lie. You came clean about needing this boot camp when it was proposed. It’s time to let go of the past.”
"I knew I was off the rails."
"Do you lie, Hannah?”
I thought about her question momentarily while a thin rivulet of my shame gathered where it leaked through my panties, then dribbled down my right thigh, twirling around to the back of my knee, finding the most straightforward route down my leg. I knew my poor behavior didn't extend to lying, and Trixy nailed that about me quickly.
"I don't lie often, but when I do, it's usually to benefit someone else or prevent an upset. I don’t like hurting people’s feelings, which is why I find my behavior so crazy - I don’t know why I did any of those stupid things.”
“Were you trying to get someone’s attention? Dad, maybe?”
“I’m wondering that too. I felt happy since we left home this morning and had him to myself.”
"Okay. Do you see what I mean? I'm sure Mr. Rodgers also feels that about you deep down, even if he hasn’t fully realized it yet. He raised you right, and that gives him insight."
"Why do you call him Mr. Rodgers and me Hannah?"
"Can you keep a secret, Hannah?"
"Not if it might harm my Dad; otherwise, yes."
"This won't harm him... well, not much anyway. You see... here at Fanbury Hall, we have a strict rule that each stepdaughter must have only one dominant or be the dominant one themselves. That means you or Mr. Rodgers must be the dominant. In your case, it's him - I am sure of it. You are divinely submissive, and he’ll handle any disciplinary action against you."
"Okay, that still doesn't explain why you call him Mr. Rodgers."
"If it becomes necessary, I'm his dominant."
"Oh, I see. So if my Dad steps out of line-."
"I'll thrash him... yes. Doing that might be awkward if I were on first-name terms with your stepfather.”
“Okay, got it.”
“I trust you'll say nothing about this, Hannah. I can't abide when some subs deliberately step out of line to get some spanking action."
"Does that happen often?"
"Too often for my liking, but it’s easily remedied. A short, sharp rebuke is the best way to overcome transgression. Now... are you ready for your anal plug fitting, dear?"
"Yes."
"Try to behave demurely without losing the moxie that makes you interesting."
"You find me interesting?"
"Oh yes, my dear. Especially now I understand you better."
"How did you figure me out? Was it the questionnaire?"
"Well, yes. That, by observing you and the pussy juices currently leaking down your calf muscle - I know that naughty aroma anywhere.”
She raised an eyebrow, smiled lasciviously, and stooped down, pressing a finger hard against my leg right where the shameful, sticky trail ended. My head exploded in a drunken lust when Trixy slid her digit up my leg, gently parting my swollen labia before swirling her fingertip inside my soaking wet hole.
When she held up a glistening, creamy finger, I gasped, held onto her shoulder, and grinned like a sleazy whore.
"Be a good girl, Hannah, and lick my finger clean."
I caught an overwhelming scent of my sticky hormonal aromatics on the end of her cream-laden fingertip. Her beauty, poise, and presence mesmerized me, and I wanted to be a good girl for her. When I tasted my first-ever sliver of pussy juice, something blew open inside me. A sense of joy and freedom hit me like a warm sirocco wind shimmering over my body on a cooling desert evening.
I smiled, and Trixy laughed.
"That was your first time tasting lady cream, right?"
"Yes, Trixy."
"Do you enjoy the taste of pussy?"
"Very much."
"Just wait until the first time you peel back Mr. Rodgers’ foreskin, and the smell of his precum hits you."
"How do you know my stepdad has a foreskin, Trixy?"
"You both had different questions to answer, giving me the insights I need to help, Hannah. Now... please - less chatter, young lady, and more butt-plug measuring with your Dad. Let's go back to the others."
When I walked back into our apartment living room, my Dad’s eyes tracked straight to mine before he glanced down at my ass. It was the first time I'd ever caught him checking me out sexually, and it made me shimmer gloriously like the stars on a clear night.
From the expression he briefly gave me, I knew Keith was excited. My confidence grew, and I put a swagger into my step because he looked sleazy, filled with desire and desperation dancing in his eyes. The atmosphere in our living room was instantly electrified, as though a monumental moment in my life had arrived—a coming of age.
When I got close to him, Dad slipped his trembling hand in mine, and I stared up, locking eyes for a moment, surprised by how sexually affected he was. His pupils dilated, his nostrils flared, and I noticed a quickening in his breathing.
"You'll have to bend over the sofa, Hannah."
"I know, Dad. I want to do this for us.”
"Are you sure this is right for you, baby girl?”
“Being here with you is lifting me already. I feel calmer and desperately want a ponytail like the other girls.”
Trixy took my hand, leading me over to the sofa. Her gaze was warm and comforting when it met mine, and her hands felt gentle as she bent me forward, gripping my neck and leaning me over the sofa while holding my midriff steady. It felt sordid, thrilling me while my pussy tingled and leaked.
She tapped my right foot with hers, encouraging it further sideways.
“Please spread your legs a little wider apart, Hannah. Ease of access to your rectum for Mr. Rodgers is crucial. Always providing an easy means of entrance to your trinity of sex holes is a good habit to get into in every regard, my dear - what you wear, how you groom your pussy, how to position yourself to enjoy a tongue or cock - you’ll figure it out.”
"Yes, Miss."
"You see how quickly you learn? You're such a good girl when managed correctly."
"I am becoming better."
She turned to my father and beckoned him closer.
"Okay. Mr. Rodgers and Hannah - let’s begin orientation. This is a standard procedure designed to welcome a stepdaughter to the curriculum. It means nothing in terms of the answers you gave earlier. Every daughter and her guardian must do this, so please, no titillation or exploration beyond simply fitting the anal device."
Fuck... I thought, well... okay, let's see.
After a slight knock on my confidence, I felt happier when Dad's eyes confirmed that this wasn't about guardianship for him. My arousal was easily detected by the tawdry aroma leaking from my dripping wet pussy. If he hadn’t noticed the slit-shaped damp stain in my panties, I would have been shocked.
Dad noticed all right, and his eyes bulged.
When Trixy held my neck tightly, pressing me forward into the sofa seat cushion, I felt much more vulnerable. I imagined Dad must have quickly figured out my questionnaire answers from a sharp inhale. Trixy had just provided him with a hiding place from his feelings about me if he had any.
My emotions were on a roller coaster ride. One minute, I soared like a bird free from convention, and the next, I felt forlorn and somewhat helpless but still very aroused. A feeling of decadence and sexual pride shimmered through my body, causing me to shiver uncontrollably and pose in the most tawdry and submissive way like I wanted to be defiled over the sofa - which I did.
Dad fumbled around under my skirt, touching my thighs but going no higher. I heard murmurs of frustration as he agonized over handling the woman he knew from being a baby. Trixy sounded confident and reassuring.
"You must expose the girl properly, Mr. Rodgers. Lift Hannah's skirt with the dignity she deserves. You can do this.”
"Umm... okay."
The way he lifted my skirt and tucked it into the waistband was the most erotic feeling I'd had to that point in my life. Masturbation was great to scratch a hard teenage itch after a day in class ogling the teacher who caught my fancy, but this was different. Tiny, taboo, fiery embers deep inside my soul were fanned into enormous flames, and their heat rose through my body quickly.
Goosebumps spread like wildfire across my arms as my hymen screamed to be split by my Dad.
“You must spread her cheeks wide open and lubricate Hannah’s sphincter properly, or she will feel pain when you insert her plug, Mr. Rodgers.”
“I never thought anyone would ever say that to me.”
“Once a girl is fitted with a ponytail, you’ll see an enormous change in her behavior. Pride swells, sexual power is amplified, and she feels as nature intended her to be - a love machine.”
“Okay.”
"Use the lubricant sparingly, Mr. Rodgers, because it makes most girls feel sticky inside their back passage. We need a good, snug fit around the steel plug so that when Hannah has chores around the apartment, the neck doesn't slip past her sphincter and fall unexpectedly."
"Do you have any other tips, Trixy?"
"You should kneel and study how tight her anal whorl is before you fit her. This moment should feel intimate and be enjoyed by both. I’d recommend fingering the girl to check her rectum for sizing. If you wish to rim her, be my guest.”
“Rim?”
“Yes. You know? Lick her anus to get some lube down easily before you slide a finger full of the silicon-based gel.”
“Fuck… is that allowed?”
“It’s encouraged. Imagine it as your first kiss to Hannah - after all, she is exposing herself for you.”
When Keith's fingers prised my ass cheeks wide apart, and he kneeled behind me at Trixy's command, his face must have been inches from my puckered hole. I was desperate to push back and see if his tongue would take the bait and lick me, but some remaining modesty and a few lingering inhibitions still guided me, so I refrained from begging my Dad to lick my anus.
"What do you see?"
"A gorgeous, silky smooth ass with a tiny pink hole begging to be licked."
"Would you like to lick her?"
"Oh god, yes. I never have before.”
"As I already said, rimming is allowed during ponytail fitting. You may also use saliva and your finger to lubricate the girl as long as she agrees."
My Dad paused while I almost screamed my desperate need to be fucked. Rimming was the least my father could do, but I wasn’t going to last the week without having a cock deep inside me - if not Dad’s, then any cute guy would do.
"Okay... umm, Hannah? May I use my tongue?”
"Your saliva is fine by me, Dad, and how you get it on is entirely up to you.”
The nurse and Trixy moved closer, and each gripped an ass cheek, prising me wider open to free up my Dad’s hands. He chuckled, and I did too because I was sure he never imagined our day ending like this when arguing with Mom this morning.
Oh, Mom, you lost a great man.
I was lost in a tsunami of emotions that had built up over years of wanting my Dad. If Trixy and the nurse weren't there, I would have begged him to lick my asshole, then fuck me over the sofa. I desperately wanted my father to know I was a maiden, a good girl, and in no way the slut he considered me. Amid those confusing feelings, I watched him load plenty of saliva onto his forefinger before rubbing in a circular motion around the ridges of my anal spangle.
I jerked forward, electrified and excited by my first sexual stimulus from another. My anal sphincter was about to be defiled by the man I loved. His face was so close to both my holes that there was no way the sweet lady cream dribbling down my thighs could go unnoticed.
Then, as I craned my neck to watch him, I saw Trixy grip my father’s head and encourage his lips closer to my back passage. When he kissed my anal sphincter, I blew up like the 4th of July in a fantastic fireworks display of ecstasy and sleaze. Dad licked the ridges of my anal whorl softly, lovingly, while my teachers got their thumbs in closer to my pink hole, peeling it wider open. Trixy’s words echoed in the lewd corridors of my sexually intoxicated mind.
It’s all about giving my father access.
“Go on, Mr. Rodgers, get inside Hannah. Use your tongue to explore her back passage.”
“Thank you.”
When Dad’s tongue pierced my anal seal, it felt warm, wet, and spectacularly comforting inside me. A new chapter in my life opened, and I felt more adult, more like a woman, without even giving up my virginity. We were both wholly committed to the program, me having given access and my Dad licking the soft tissue walls of my rectum.
With my eyes closed, my body trembled and fizzled in a colorful effervescence of light, life, and love. I felt happier than at any point in my life.
“Now use your finger, Mr. Rodgers, open your daughter’s anus wider, apply the lubricant inside her, and let’s dress your pony proudly. She needs to prance and show herself off.”
When he slathered lubricant over his saliva, I knew instantly that Dad needed to push harder to puncture my anal seal and get deeper inside me. When his finger repeatedly pressed against my pink anal whorl, bouncing back, he realized it too. I enjoyed his bouncing back and forth, enjoying the pressure and tightness of a future fuck hole that had only previously enjoyed one-way traffic.
“Push harder, please, Mr. Rodgers. Don't treat the girl too delicately. One day, some lucky man will get to pound that tight hole, so you might as well open it up nice and wide now."
Oh fuck - I hope that guy is you, Dad.
"Umm, right then... is everything okay with you, Hannah?"
"Yes, Dad, please go ahead like Trixy says. Push harder and break my seal."
He pressed my puckered hole much harder, and I felt it pop as his finger broke the surface tension and sunk inside me. I gasped, then whimpered, doing a tiny shimmy with my hips as I countered the slight pain that eased quickly, replaced by intense pleasure. I felt my back passage involuntarily clenching hard on my Dad’s finger.
He sounded amazed, and I felt proud.
“Hannah is squeezing my finger tightly."
"Oh, this girl is such a delightful tease. Is that nice for you both?"
"Yes. I love it.”
"Okay. Mr. Rodgers, please go no further than your first knuckle for today."
"Understood."
We both chuckled when answering simultaneously, and I felt more confident about the process. I doubted my Dad could lick, then finger my asshole while getting drunk on the fumes of my pussy’s arousal if he had no feelings for me.
"Try to rub the soft, warm walls inside her back passage, Mr. Rodgers. Then remove your finger, load it with more lubricant, and keep easing it inside Hannah until she feels slippery. Then, your finger can smoothly ride in and out of the hole like you were fucking the girl.”
"Am I crossing any boundary, Trixy?"
“Do you mean the one we discussed earlier in private, Mr. Rodgers?"
"Yes."
"No, you are not. Hannah has consented to this as part of the process of admitting and enjoying her submission. You are simply applying her solution."
"Okay."
Trixy’s comment disregarded my intense feelings about the most sensual experience of my life, driving my emotional roller coaster. I wanted my Dad to finger-bang, then fuck my asshole for his pleasure, not mine. I felt a little irritated and somewhat exposed.
"Can we hurry, please, Dad?”
"Of course, Hannah. I'm sorry."
Trixy nodded at my Dad, and he withdrew his finger, licked it, then slid the slippery digit back inside my anus. He repeated the process, never pushing past his first knuckle. I relaxed my sphincter, enjoying the sensation of being fucked in my back passage. I couldn’t be annoyed for long with my Dad stimulating a nerve cluster just inside my rectum. Ripples of sheer ecstasy surged through me as I shuddered vigorously for all to see.
“Hannah is ready for her plug. Which one do you think fits your daughter best, Mr. Rodgers?"
I couldn't see the plug size Dad pointed to, but Trixy agreed his choice with a nod and smile, so he plucked it out of the beautiful walnut wood case and held the circular base, tapered steel plug close to my asshole.
"Maybe I should use more lube because my saliva will dry out quickly inside Hannah."
"Well done, Mr. Rodgers. I recommend more silicon-based because it will last the longest inside Hannah’s back passage and is always the most comfortable. It’s the one you were using - the other is water-based.”
I turned my head out of curiosity and almost died from delicious shame when my Dad slathered a healthy coating of silicon lube on my plug while smiling lasciviously at me. My heart rate elevated, and I felt lightheaded as my first real sexual experience sped on like an out-of-control locomotive.
That's definitely a hot desire I can see in his eyes.
When Dad inserted my anal plug, my sphincter stretched wide, and I gasped, but I was surprised at how easily it slid inside me and by the comfortable feeling of fullness and stimulation it provided. The stainless steel sphincter spreader felt cold for a minute and had me gasping for breath as my pussy lips engorged and dripped more lewd shame onto my thighs.
I was desperate to be fingered, and yes... finally, I was ready to be fucked by my Dad. He smiled at me, tapping the butt plug base.
"How does that feel, Hannah?"
"Perfect, Dad. I love it.”
"Not too big or small?”
"No. It’s a perfect fit. You chose well.”
Trixy offered me a hand to stand up and some words of advice.
"Keep gripping the neck of the butt plug gently, using every muscle inside your back passage and around the sphincter. Mr. Rodgers has used our smallest size on you. Its insertable length is 2.5 inches with a diameter of 1.1 inches. It's a perfect training butt plug for you in terms of discipline and facilitating future anal sex."
"Future anal sex?"
"It's always best to train your back passage for a large cock, Hannah. You never know what you'll get when offering your hole to a gentleman one evening.”
“Is anal sex common?”
“More than you would imagine. A girl needs that extra hole if her guy won’t run a red light or if she is entertaining more than one guy simultaneously.”
Trixy unintentionally glanced at my Dad's crotch with a smile that told me she knew his cock size. I wanted him to cram his cock inside any of my holes he wished to, to the extent that I was so aroused it felt like I was floating meters above the ground.
"Can I walk around with it inside me, please, Miss?”
"Of course. Try it out.”
I strode confidently around the living room several times while Dad remained on his knees, entranced by me. With my skirt down, he couldn't see the plug, and that seemed to make him more aroused, evidenced by heavy breathing and a desperate stare. I caught him studying my legs in exactly the way I needed.
"Do you feel powerful, Hannah?"
"Yes, Trixy. I own this room and everyone in it. I am bursting with pride and confidence.”
"Come here and let Dad fit your beautiful red ponytail."
I almost trotted over, more enthusiastically than I wanted to appear, but the need to please my Dad warmed my heart constantly, fanning love’s intense flames. Without intending to, I stopped so abruptly and close to him that he needed to place both hands on my waist, steadying me.
"Whoa there. How do you feel, Hannah?"
“Contented."
"Will you turn and bend over for me again so I can screw your tail in?"
"Of course, Dad. I would do anything for you."
He glanced at me, and his surprise was reflected in mine - I had confessed I wanted to be my father’s good girl, something I had felt for years but never shared. It seemed that having my anus licked and invaded by a plug changed me. Dad’s willingness, no, absolute desire to do something so lewd had corrected my poor behavior.
We both stared at Trixy, who smiled and shrugged with an I told you so expression painted on her slightly smug-looking face.
“Well done, both of you. Remedy, reconcile, or restructure. I'll confess it doesn't usually happen so quickly. But I'm glad you both are getting along well. Hannah, do you and Dad always behave like this when Mrs. Rodgers is around?”
"No, it isn't the same when Mom is there. We argue a great deal. I don't understand what's happening here, Trixy."
"Don't overthink it, girl. You two are in for a great month of fun, learning, and frolicking. Let's get this tail screwed into you, and then you can wear your new school uniform and head down for a medical examination."
When my Dad screwed the beautiful plume into my butt plug, it felt exquisitely horny, and I wanted him to fuck me right there in front of as many witnesses as possible. I craved to enjoy my father’s cock in my mouth and couldn't help staring at his crotch, enjoying a bulge I'd only noticed once before when I wore a bikini and bent down in front of him.
Once fully prepared with my gorgeous ponytail, I dressed quickly in the standard school uniform, refusing Agent Provocateur panties that might hide my tail. I loved it when the beautiful, perfectly groomed scarlet red horsehair plume draped a couple of inches below my short school skirt like a decadent signpost to my pleasure holes.
My ponytail was a badge of honor, and I felt proud.
Trixy took me into the bedroom so we could talk and I could look at myself in the mirror; swishing from side to side, I wiped excess sticky arousal from my swollen, trembling labia using a moist wipe she passed me.
“Are you okay?”
“I love it, Trixy. Thank you.”
"Present yourself to your master then, young lady.”
"Okay. How do I look?"
"If you don't leave here now, I might ride you. Oh, …by the way, Hannah, you can only use that plug for thirty minutes daily in the first week, okay?"
"What time of the day do you suggest?"
"It's your choice. Some girls love others to see their pride openly, so they stroll around the corridors and grounds of Fanbury Hall wearing it; others enjoy private play in the evening with their guardian."
"Does my Dad love me, Trixy?"
"I can't answer that, my dear. You may discover the truth during or after your examination.
"You know my answers, though, and his too?"
"Yes. If you tell Mr. Rodgers that you're in love with him or he does that to you, both must report the matter to me before acting on it. A kiss, grope, and some heavy petting is fine, but more than that is unacceptable until making love is sanctioned.”
"Okay. Does anyone else tell you this whole process is bizarre?”
"Of course. Right up until they get what they came for. After that, everyone sees the wisdom in our teaching methods."
When I strode back into our living room, my father was taken aback, tracking my tail as it flicked suggestively off the back of my thighs, lifting the school skirt slightly with each step. Trixy guided us to the suite door, smiling, and I felt so proud.
"Off you go then. Follow the red wall arrows to medical. Oh, and... for later, if you feel naughty, the butt plug has a vibrate function you can activate by twisting the tail a half turn after you think it's tightened as far as it can go."
Next Chapter:
KATE all I can say is I LOVE ❤️ it and you are absolutely 💯 percent amazing.
What a great story, father and step-daughter seem to be better matches than the mother. You attention to details enlivens all of your work and puts us right next to the characters in the story. Thank you Kate.