You’d think a forty-five year-old divorced dad with a decent house, salt-and-pepper temples and a gym habit would have gotten used to the empty evenings. But ever since my daughter, Lily, started college and moved back in, the house felt less like an echo chamber and more like a real home, like someone had clicked the brightness up a couple notches on my world.
Every time I looked at her I was struck by how much she’d grown into herself without losing that youthful glow. She was petite but curvy in all the right places, pretty round ass that filled out her leggings perfectly, smooth skin, long chestnut hair spilling down her back in loose waves. Her natural B-cup breasts were perky and delicate, sitting high under the oversized T-shirt, the fabric draping just enough to hint at her shape without trying. She curled up beside me on the sofa like she always had, knees hugged to her chest, no makeup, just fresh-faced and beautiful in that effortless way only she could pull off. After the divorce from her mother, I’d worried she might pull away or harden, but Lily stayed open, stayed close, and I was quietly, fiercely proud of her for it, proud that she still chose me instead of her abusive mother.
The TV flickered with some brainless sitcom we’d both already forgotten, but she laughed in all the right places and nudged my arm every time the laugh track rolled.
She shot me a sideways look, all mischief and secrets. “Can I ask you something, Daddy?”
I turned, smile at the ready. “Pumpkin, you can ask me anything. You know that.”
She wriggled, toes poking under my thigh for warmth. “At school, the guys, they … I dunno. They talk about all kinds of stuff. Sex stuff.” She blushed, but her gaze held. “Butt stuff. They’re kind of obsessed.”
I stifled a laugh, tucked a strand of hair behind her ear. “Anal, you mean?”
Her blush deepened, but she nodded. “Yeah. Sorry, it’s awkward. I just… I was wondering. Is it normal? Or is it just something guys make up to sound edgy?”
This was our dynamic. No boundaries, just trust, even for the weird or the taboo. “It’s pretty normal. Some people love it, some don’t. It’s exotic because it’s different, not because it’s bad. But it can hurt if you don’t know what you’re doing.”
She nodded, biting her lip, chewing on my words. “Is it true it feels better for guys than girls?”
I let the question sit. “If you mean physically, the prostate’s back there, so for guys it can feel amazing. For girls, it’s more about pressure and the taboo. Sometimes people love how intense it is, but it’s not for everyone.” I paused. “Why? Are your friends trying it?”
She snorted. “Everyone pretends they do. But honestly, I don’t know if any of them have. Maybe a few.” She ran her fingers absently over the couch seam, then looked up. “Have you? Done it, I mean?”
I kept my voice level, the same voice I’d used to explain how to change a tire or avoid a campus scam. “Many times, but only with women who wanted to try. You have to trust each other, or it’s a disaster.”
Lily leaned her head on my shoulder. “That’s why I like talking to you about this stuff. You never get weird or judgy.”
I rested my chin atop her head. “You deserve answers, not lies.”
She shifted, closer now, so I could feel her warmth through the T-shirt. “I think I want to try it. But only if it’s with someone I trust. I….” She trailed off, then picked up. “Can I tell you something else? And you won’t freak?”
I set the TV to mute. “You know I won’t.”
She inhaled. “I have this, um, fantasy about it. Not with any of those dumb college boys, but with someone who actually cares if I’m okay. Someone older … someone gentle but not soft.” She peeked up, cheeks pink and eyes wide. “Is that gross?”
I was suddenly, horribly aware of how little distance separated us. Her legs draped over mine, her hands dangerously close to my thigh. “It’s not gross. It’s honest. And it’s a compliment, if I’m reading between the lines.”
She laughed, relieved. “You’re such a dork.”
“You started it,” I said, but my chest felt too tight for banter.
She ran her thumb over my wrist, feather-light. “If I wanted to, um, practice, would you get me a plug? Just for me to try, so it won’t hurt, when I actually … you know, do it.”
“Of course I will. We can look together online, find one that’s safe and comfortable. I’ll pick it up tomorrow.”
Her eyes fluttered, a soft shiver running through her. “Thank you, Daddy. I know it’s weird, but I like that you don’t think I’m a freak.”
I smiled, and before I could check myself, I pressed a slow, loving kiss to her forehead. “You’re not a freak. You’re my girl. And if you want to know anything, anything, I’ll help you, promise.”
She curled tighter into me, arms looped around my waist, chin on my chest. “You always make me feel safe.”
I stroked her hair, listened to her breathing slow as the evening dragged on.
*****
The following day, while she was out at class, I drove across town to the adult shop, the one with mirrored windows and a “discreet entrance” sign. I stood in the aisle for longer than I’d ever admit, weighing shapes, sizes and colors. In the end, I picked a slim, purple silicone plug with a flared base and a bottle of the best lube they had. Nothing was cheap, nothing that would ever hurt her.
On the way home, I wondered if I was insane. I wondered if I should feel shame, or at least hesitation, but the only thing I felt was a strange sense of pride. She trusted me, and I’d never break that.
She was home by the time I got in, sprawled on the living room rug, watching a show and twirling her hair. I held the brown paper bag behind my back. “Got you something.”
She sat up, instantly suspicious. “What is it?”
I handed her the bag, watched her eyes widen as she fished out the little box. For a moment she looked like she might drop it, but then she grinned, all teeth, and set it on her lap.
“You actually did it.”
“I said I would.” I crouched in front of her. “If you ever change your mind, or you’re uncomfortable, just tell me, okay?”
She nodded, fingertips tracing the seam of the box. “Can you… I mean, could you be in the room? Just while I figure it out?”
The look she gave me: hopeful, a little scared and utterly trusting. I swallowed, suddenly aware of a line I’d never crossed.
“That might be a bit much,” I said. “But I’ll be right outside if you need help. All you have to do is ask.”
She looked disappointed, but she smiled. “Okay, Daddy. I get it.”
I watched her carry the box to her room and then heard the click of the door. I stood there, fighting the urge to follow, torn between the need to protect her and the selfish thrill that she wanted me there, even for something this intimate.
*****
For the rest of the afternoon, I busied myself with chores, then hit the gym to burn off the nervous energy. By the time I came home, her door was still closed.
I grabbed a shower, let the hot water try and scald away my tension, but it only made me harder. I imagined her in the next room, the smooth length of her back, the way her round ass peeked out from her shorts and the faint lines of muscle in her legs when she stretched. I thought about her brave little request, how she’d asked for a plug like she was asking for a favorite flavor of ice cream, and how even when I’d set a boundary, she’d still looked at me like I hung the stars.
After, towel wrapped around my waist, I padded down the hallway. I meant to check in on her, nothing else, but as I passed her door, I saw it was open a crack.
She was on her bed, on her hands and knees, naked from the waist down. The plug glistened in her hand. I froze, blood roaring in my ears. She pressed the tip to her hole, mouth slack and eyes half-closed. She took a deep breath, then pushed, her cheeks spreading, the small purple bulb slowly, so slowly, disappearing inside her.
She whimpered, but not in pain, more like surprise, maybe even pleasure. She worked the plug in, withdrawing, pushing it back, testing herself. Her hips rocked, ass flexing, her bare pussy gleaming with wetness.
I couldn’t tear my eyes away. Her pussy was glistening in the dim light of her bedside lamp, slick folds parted and dewy with honey. It was a perfect pink, the kind of delicate rose color that made my cock throb against the towel. Her labia were thin but puffy with excitement, framing the tight entrance that clenched and relaxed as she worked the plug. A strand of her wetness stretched and broke as she shifted position, evidence of how turned on she was by this forbidden exploration.
Her ass was even more perfect up close than I’d allowed myself to notice before, two perfect half-moons, smooth and pale against the deep purple of the silicone. The tight pucker of her hole stretched around the widest part of the plug, the muscles gripping it hungrily. I watched, transfixed, as she pushed it fully inside, her rim closing around it.
I popped wood instantly, but then she glanced up, caught my reflection in the mirror on her closet door. Our eyes met.
I should have looked away, but I didn’t.
She held my gaze, and if anything, her motions grew bolder. She gave the plug one last little push, shuddered, then giggled. She left the toy buried deep, stood up and wiggled her ass at the mirror, admiring the effect.
I panicked and backpedaled. “Sorry,” I called through the door. “Didn’t mean to.”
She cut me off, giggling. “It’s okay. I didn’t close the door for a reason.”
*****
Later that evening, we ate dinner. She wore her favorite leggings, but sat gingerly, legs crossed, shifting now and then as if the seat was too hard.
I couldn’t stop staring. “You okay, pumpkin?”
She blushed, then grinned at her plate. “I’m good. It just feels weird, like I have a secret.”
I reached over, squeezed her hand. “That’s the idea.”
She toyed with her fork, lips pursed. “Is it really possible, though? I mean for a whole cock to fit?”
“With practice and patience, yes. That’s why we start small. If you keep at it, and you want to try more … it’s possible.”
She held my gaze, challenge in her eyes. “Have you ever … done it with someone as small as me?”
“No. But if I did, I’d be extra careful.”
Her fingers squeezed mine. “Would you do it to me? If I wanted?”
“Only if you really wanted, Lily. And only if you promised to stop me if it ever hurt too much.”
She leaned across the table. “I trust you. I want it to be you.”
My resolve collapsed. I nodded, unable to speak. She looked so young, so fragile, but also surer of herself than anyone I’d ever met.
*****
After dinner, she showered. I waited, mind spinning, until she padded into the living room in nothing but a towel. She curled up next to me, tucked her feet under my thigh, and whispered, “I’m ready.”
I took her hand, led her to my room. The bed was big, the sheets fresh and cool. She dropped her towel and stood naked at the edge of the bed, cheeks flushed and nipples pebbling. She was breathtaking in her way, petite yet softly curvy, her natural B-cup breasts small and perky, sitting high with pale pink tips that tightened under my gaze. Her waist dipped in a perfect, gentle hourglass before flaring to rounded hips and that pretty, plump ass that always looked smooth and sexy. Long chestnut hair spilled down her back in loose waves, framing smooth, flawless skin that glowed in the low bedroom light. Her legs were lean from track but still soft where it counted, thighs parting slightly as she bit her lip and crawled onto the bed, ass up, knees spread, every inch of her youthful body radiating nervous heat.
I stripped, my cock straining at the sight of her. She turned to watch, eyes wide and hungry.
“You’re so big,” she murmured.
I settled behind her, hands gentle on her hips. “We’ll take it slow, baby.”
I kissed her spine, tracing my way down her back. I reached between her thighs and found her already soaked. I stroked her slowly, spreading her lips, circling her clit until she was moaning.
When she started to whimper, I pulled out the bottle of lube, dribbled it over her puckered hole. She shuddered at the touch, so sensitive and so open. I slipped a finger in, coaxed her to relax. She tensed, then melted, pushing back against me.
“That’s it, sweetheart, just breathe for me.”
When I felt her open, I eased in a second finger, scissoring gently. Her hips rolled, desperate for more.
I withdrew, found the plug, and slowly worked it in and out, watching her shiver with each stroke.
“Ready for more?” I asked.
She nodded, wild-eyed. “uh-huh.”
I lubed my cock, lined it up and pressed the head to her rosebud. She inhaled sharply, clutching at the sheets. I held still, letting her get used to the pressure.
“It’s okay,” she said. “Go slow.”
I pushed gently, letting her take just the tip. She whimpered, then arched her back. I pressed a little deeper, opening her ass and pausing every inch.
“Good girl,” I murmured. “You’re doing so good.”
She moaned, legs quivering. “It’s so much. I can feel every part of you.”
When I was buried to the hilt, I stopped. I Kissed her shoulder and stroked her hip. “You okay, Lily?”
She nodded, a smile spreading across her face. “You can move. Please, Daddy. I want it.”
I kept sliding in and out of her slowly. Each shallow thrust stretched her a little more, the tight ring of muscle gripping me, hot, slick with lube and fluttering every time I sank another inch. She gasped at the fullness, but she didn’t pull away. Instead, she pushed back gently.
I loved the sight of her, her perfect round ass parted around me, cheeks flushed pink and the pale skin glistening with a thin sheen of sweat. Every time I withdrew, her hole clung to my shaft, reluctant to let go, the rim slightly swollen and shiny from the lube. When I pressed back in, the tight muscle yielded with a soft, wet sound, swallowing me deeper until my hips met her cheeks and I was buried to the base.
She buried her face in the pillow, muffling a long, trembling moan. “Fuck… I feel so full… so stretched.” Her voice cracked on the last word, raw with awe and need. I leaned over her, chest to her back, kissing her neck while I held still inside her, letting her adjust. I could feel every tiny flutter of her inner walls, the way she pulsed around me like she was trying to pull me even deeper.
She whimpered, pushing back harder now and testing the sensation. I started to move, slow, deep strokes, pulling almost all the way out before sliding back in, watching her hole grip and release with every thrust. The friction was intense, tight in a way that made my eyes roll back, every ridge of me dragging against her lubed-up walls.
After a few minutes she lifted her head. “I want to see your face… Can we try another position?”
I eased out carefully, her butthole gaping open before closing. She rolled onto her back, legs falling open, knees drawn toward her chest. Her cheeks were bright red, eyes glassy and lips swollen from biting them. I grabbed a pillow, slid it under her hips to lift her ass higher, then knelt between her thighs.
I slicked myself with more lube, pressed the head back to her ass. This time she watched every inch disappear inside her, eyes wide and mouth parted in a silent gasp as I sank in slowly. The angle was deeper and more intimate; I could see her face twist with pleasure-pain, see the way her breasts rose and fell with each ragged breath.
I leaned down, bracing on my forearms so our faces were close. “Look at me, baby.”
She locked eyes with me as I started thrusting slowly that let her feel every slide. Her legs wrapped around my waist, heels digging into my lower back, pulling me deeper.
“It’s so good,” she whispered, voice breaking. “I can feel you everywhere … so deep.”
I kissed her hard, swallowing her moans as I picked up speed. The tightness, the heat and the way her ass clenched around me on every withdrawal, it was overwhelming. She started to rock up to meet me, desperate little movements that drove me wild.
“I’m going to come, honey,” I told her.
It just excited her more. Her ass clamped down rhythmically around me. The pulses milked me relentlessly, and I couldn’t hold back anymore.
I buried myself to the hilt, hips jerking as I came hard inside her, thick spurts flooding her depths while her tight ring clenched at the base of my cock. She whimpered at the warmth, legs locking tight around me, holding me there while we both shook through the aftershocks. Then I pulled out, seeing her butt gape open and revealing the glistening pool of fresh cum.
She giggled, dazed and happy. “That was amazing.”
Grabbing a towel, I cleaned her up, then gathered her in my arms. She curled into me, body limp and satisfied.
“You did perfect,” I whispered. “I’m so proud of you.”
She nuzzled my chest. “Can we do it again sometime?”
“Anytime you want, baby girl.”
“You’re the best, Dad,” she said and kissed me on the lips.
She fell asleep like that, wrapped in my arms and a smile on her lips.
The end.
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