“Are you on the pill?” Even as I asked the question, I knew I was cumming inside her regardless. I’m one of those rare breed of men who don’t like my seed going to waste, never did. That’s why when I started using condoms with Tanya just before I cut her off completely, I knew something was up. Don’t think about her now Gage, that’s not fair the young woman whose about to spread her legs for you.
She shook her head no. “When was your last period?” Her face went up in flames and she squeaked out an answer. I did a quick calculation in my head and pre-cum flowed into my shorts.
We were playing it close, she was ripe for a breeding by my estimation but I wondered if she knew that. They don’t teach kids shit in school these days.
I made her keep her eyes on mine as I stripped but stopped her when she moved to remove her own clothes. “No, let me.” It’s been a while since I unwrapped a woman.
Her eyes went to my dick that was standing straight and hard, leaning against my stomach. There was a brief flash of fear but I saw her gear herself up for what was coming.
“Eyes on mine.” Her eyes flew back to mine and I saw her warring with herself. I watched the battle play out as I stroked my cock
Now that I had her spread out on my bed almost naked, a sudden thought struck. It’s not something that I’d given much thought to, not in this day and age. But has she ever been fucked before? I guess I’ll soon find out.
Gage
I pulled her shorts off down her thighs and inhaled deeply at the sexy high cut thong that cupped her pussy. Just as I thought, her pussy was fat, pink and succulent.
I hurried to take off her top so I could see all of her naked. My cock was already dripping pre-cum down my thigh so I knew this wasn’t gonna last. At least the foreplay wouldn’t.
I studied her for the barest of seconds before coming down on top of her. Balanced on my elbows between her thighs, I took her tits in my hands and squeezed, bringing one of her nipples to my mouth.
“I love your tits, love that they’re more than a handful.” She pressed her pussy into my cock when I bit beneath her nipple, she didn’t know I was marking her.
I licked the spot before moving onto the next. This time I sucked the skin right above her nipple between my teeth and marked her there as well.
She spread her legs wider and rode her pussy along the length of my cock. The hard ridge around the head caught her clit and she shivered, head thrown back, mouth wide open.
I left her tits and licked my way down her middle, lifting her legs as I went. I planted her feet on the mattress with her legs spread open for me. Pulling her ass to the edge of the bed I held her open for my tongue.
I suddenly found that I didn’t want to rush this. I wanted to take my time and savor. Her pussy was pink and soft inside with a sheen of pearly liquid trapped inside, just waiting for my tongue to suck it out.
I lapped at her slit, taking her clit into my mouth at the end, before spitting it back out again and running my tongue over her. Her pussy juice was sweet, untainted.
I lifted her ass in my hands and dug into her pussy with my tongue. She’d started out being embarrassed but with my head between her legs and my mouth making her pussy feel good, she soon got over it.
I eased a finger inside her and stroked while my tongue flicked her clit. She’s a very responsive girl. Her pussy once started, doesn’t seem to stop. I teased her asshole with my fingertips while eating her out and she came. Just like that.
I felt the contractions of her cunt around my tongue and tried to get more of her sweet nectar in my mouth. Her body was moving on its own accord now and it was a sight to behold.
She looked wanton, sexy; fuckable. I wanted in her now, but knew I had to prepare her. I didn’t have any lube so was depending on her pussy cream to ease the way or she’d be in a world of hurt.
I spent the next hour eating her pussy to climax and could’ve stayed for another, but my dick was about to revolt. I climbed up her body until my lips were over hers and my dick was resting on her cunt lips.
“I’m going to fuck you now Alyssa. He’s going to hurt you, I’m not gonna lie, but I’ll try to make it good for you.” I didn’t give her a chance to answer, but took her lips with mine as I took my cock in hand and led it to her opening.
I rubbed the mushroom head back and forth over her pussy slit before feeding her just the tip. She winced and tightened up.
“Relax Baby, keep your eyes on mine.” I made little stabbing motions with my cock into her entrance going deeper each time. I got about two inches in her in ten minutes.
I sucked on her titties and played in her ass with my finger, using the pain of a finger in her ass to take her mind off of what was going on with her pussy.
I moved a little faster, fucked a little harder, and got another two inches in her tight hot cunt. She was so fucking tight I thought for sure my dick would break in half if I ever get all of it inside her.
I rested with that four by five log inside her and gave her time to catch her breath. It had been a long time since I'd fucked teenage pussy. I'd forgotten the tightness, the velvety warmth.
“I’m going to give you more, take it.” I pulled out halfway and pushed back in, putting a little more force behind my thrust. My cock butted against something inside her and I stopped in shock.
“You’re a virgin!” It wasn’t a question. Though I’d never had one before, I knew what that shit was. Something sweet and warm flowed through my stomach, right through my dick and into her.
“Oh baby!” I kissed her eyes, her nose, her cheeks, her chin, before taking her lips in a heated kiss. My cock pulsed pre-cum into her faster now as the realization of what I held beneath me hit home.
“How baby?” I didn’t expect her to answer and she didn’t, or couldn’t. She was more focused on the baseball bat that was about to tear down her pussy walls.
I had to be even more careful with her now. Before I’d only thought she was tight, expected it even, because of my size, but feeling that little film of skin deep inside her is a game changer.
I eased out of her pussy leaving just the leaking head of my cock inside to stretch her. I’m good but I’m not that good. No way am I leaving this pussy until I own it.
I had to fight my own thoughts. My body and mind were telling me to claim her in the most primal way. To just fuck into her hard and get her blood on my cock like right fucking now. Almost as if I were afraid someone would come and snatch this gem away from me.
I was gentler, more tender now as I loved her tits. I licked and sucked delicately, while my hands that wanted to grab, to hold down and plunder, softened.
She on the other hand became insistent. Maybe it was the feel of my cockhead stretching her, maybe it was being here, under me finally, whatever it was, something was making her frantic to get me inside her all the way.
“Shh baby, let me take care of you. It’ll be good I promise.” I brushed her hair back as I looked into her eyes, before lowering my head to her nipple again. Now I used my mouth and tongue to soothe, to calm.
I listened to her breathing and let the mini pulsations in her pussy be my guide. She moaned in protest when I slid my dick all the way out so that I could give her mouth.
Her moan of protest quickly became one of passionate heat when I lathed her with my tongue. I smiled into her pussy, suddenly happier than I’ve been in years. There was a sudden joy in me that I was sure was because of the gift I held in my hands.
She moved against my mouth feverishly and cried out to me. “Please Gage…” Even the sound of her sweet voice added power to my cock and by that I mean the shit got even harder.
I licked her pussy until my jaw hurt before making my way back up her body. Taking her head between my hands , staring into her tear filled eyes, I eased my cock inside her wet heat, this time going a little deeper than before.
“Your pussy’s so tight, so perfect.” I kissed her lids closed. “You’re beautiful and you’re mine.” I felt
her cunt squeeze and pussy juice flowed down my cock shaft at those words.
“Yes baby, you like that? You like being my woman? Answer me.” I bit her neck until I left a mark and that made her pussy leak more. “Yes! Oh please, I need…”
“What do you need baby? Tell me.” I kept a nice slow in and out stroke in and out of her, widening her to take all of me. My lips stayed on her tits, biting, sucking; licking. Now it was the movement of her hips that I listened to. That and the noises she made.
I knew when I was going too deep and had to pull back a little, knew when she wanted more. I stayed in tune with her every need.
That’s how I knew that it was when I lifted one of her legs and planted her foot on the bed, opening her up at a different angle, and slowly put my finger in her ass, that her pussy opened up from somewhere deep inside and invited me in.
“I’m sorry baby!” I caught her lips with mine and slammed forward hard, busting through her cherry and swallowing her screams at the same time. Her body shook like it was in some kind of shock and I cursed my dick.
I took that shit back fast at her next words. “You’re so big, feel so good…” Her hands gripped my hair as she pulled my head around almost in a frenzy. She shoved her tongue in my mouth as she lifted her hips begging for more.
“Not yet baby, I don’t want to hurt your little pussy anymore than I have to.” I fucked her nice and slow with the six or seven inches I had stuffed inside her sweet cunt.
Our mouths moved together, switching tongues from one to the next in a sensual dance. “I’m going to fuck you deeper now. I’ll try not to hurt you but I have to reach your pussy bottom. It’s the only way this will be complete.”
With my finger in her ass and my teeth clenched around a tit, I power fucked her with quick strokes of my hips until I felt her pussy give. “That’s it baby, open up and let me in.”
She was out of her mind with lust now, moving wildly beneath me, moaning for more cock. But because I was so attentive to her, I heard the little squeaks of pain mixed in with those moans of lust.
I kept up the same pace of in and out, three times hard, three times soft, one hard, one soft, and repeat, until I found the rhythm that she liked. I wanted to give her as much pleasure as I could her first time.
I don’t know much about virgins, only locker room talk that’s usually not exactly accurate. But I know that my cock could really hurt her if I’m not careful and that’s the last thing I want.
I also know that this virgin at least, was now owned by me. I’d gone from one end of the spectrum to the next. Never in my wildest dreams could I have imagined finding someone like her. Pure, untouched. “Mine!”
Gage
It took some time but I was finally in her to the hilt. I knew she was hurting from the silent tears that slid down her face, but my brave girl was doing her best to take all of me without complaint.
“I’m not going to stay in you too long this first time baby. That shit’ll hurt you.” Her eyes were glazed over, mouth slack as she nodded her understanding.
I didn’t need to tell her to squeeze her cunt around my pole, her pussy was doing that shit on its own. It was like getting my dick massages by a suction cup. Best fucking thing I ever felt.
She wrapped both legs around my ass and dug her nails into my back as she kissed me furiously. My finger went wild in her ass as my cock thumped and pounded away at her pussy.
Now the sounds she made were hoarse, guttural grunts. The bed beneath us was soaked with her juices and I was afraid blood as well. It couldn’t be helped. At least that much I know about virgins; they bleed!
“I’m not pulling out!” There’d been a slight chance that I might because of her age even though I didn’t want to. But her being a virgin changed everything.
“I’m going to cum inside you every time and you’re going to take it.” For some reason, the gentleman in me took a backseat and the man she made me feel like being took point.
I felt an insane intense need to possess her completely. To leave no room for mistakes. I know part of that had to do with my failed marriage but it was mostly about her.
This sweet little innocent who’d given herself to me. If she’d had plans on this being a summer fling she was in for a rude surprise. By the time I felt my balls draw up hard and the first volley of my cock cream shot off inside her, I’d already planned half her life.
“You’re not going anywhere, you’ll never leave me. I’ll kill you first.” I felt those words and meant them. Whatever plans she had for her life would have to change unless they involved me.
Maybe I had pussy fever, maybe I’d lost my mind, whatever the case, the things I felt and said in that moment came from a place inside me that I’d locked off never to reopen.
I felt a whole host of things as my cock dribbled its last bit of seed inside her. “You came!” I looked down at her in amazement. Even with all the pain I’d given her she still found pleasure in having me inside her.
I brought her down with soft nibbling kisses and sweet words of love and admiration whispered in her ear. Taking my time and being as careful and as gentle as I could, I eased my dick from where it was lodged at the mouth of her womb.
She hissed with pain and relief when I finally slid free. “Don’t move baby I’ll be right back.” I jumped off the bed and walked across the room to the en suite.
Once inside I turned on the hot water in the bath and looked around for something to soothe her with. As an athlete I have tons of shit that’s good for sore muscles, but nothing to ease a sore pussy.
I got an idea and while the tub was filling, ran down to the kitchen bare ass naked. I grabbed a tray of ice and ran back to her after grabbing a little hand towel.
I put some ice in the towel and climbing back on the bed between her legs, held it against her swollen flesh. “Damn baby!” There was more than enough blood on my cock, the sheets and her thighs to give me a fright.
“Are you hurting Alyssa?” The thought that I might’ve done damage to her made me sick. But she shook her head shyly and looked away as her body turned red.
I held the cold pack which she seemed to appreciate against her battered pussy until it begun to melt. Throwing it on the nightstand, I lifted her in my arms and headed back to the sunken tub I’d almost forgotten.
I stepped into the water holding my precious cargo carefully. She hissed when I sat with her on my lap and the hot water stung her pussy. “It’s okay baby, it’ll stop soon I promise.”
I touched her gingerly beneath the water, cleaning her out with my fingers, petting her pussy lips, until she settled down. “That’s a good girl!”
Soon she was moving against my hand, her hips shimmying beneath the water, her legs opening wider. “No baby, no more.” My head said that but my dick was already hard again.
Thank fuck I’m not a green boy who has no control over his dick. But it was close. I wanted to fuck her as much as she wanted me to dig into her snatch again, but that blood on my dick gave me pause.
I kept her in the tub, refilling it twice, until I was satisfied that I’d done all I could to soothe her hurt pussy. I dried her off, wrapped her in my robe that was two sizes too big or more and sat her in the chair in the corner of the master bedroom while I changed the sheets.
She got up to help me.” What’re you doing?” I practically growled at her.
“That’s my job.” Her face was red and she looked like she could barely stand.
“Not today it isn’t now sit where I put you.” I watched her until she obeyed me then went back to what I was doing. That finished, I found one of my old football jerseys and pulled it on over her head before lifting her between the fresh clean sheets.
“Sleep baby you look beat. And when you wake up I want to hear all about why you were crying. Every word!” I gave her a look to let her know I meant what I said.
The dynamics between us had shifted, now I wasn’t asking her as her boss, I was telling her as her man. I got
up and took care of my own clothing before grabbing the soiled sheets and heading down to the laundry room.
Once there I stood with the bloody sheets in my hand and a thought struck. I threw everything else into the wash, but that fitted sheet, the one she’d bled all over, I kept.
I wanted that shit as a keepsake, a reminder from this day forth of just who and what she was to me. I folded it as neatly as I could and scoured the kitchen until I found the little machine that vacuum seals things.
When I walked back into the bedroom to put it away she was sound asleep. I sat on the side of the bed looking down at her wondering how life could be so unpredictable, and asking myself how I got so damn lucky.
Now everything made sense. All those times I questioned, she was indeed interested but her shyness held her back. She wasn’t being coy, she was a damn virgin who probably didn’t know the first thing about seducing a man.
And she’d come to me, she’d chosen me, and for the rest of my life I’ll never forget it. I brushed the hair back from her face gently so as not to wake her, and really studied her uninterrupted for the first time.
She’s beautiful, no gorgeous. Her high cheekbones with just a hint of baby roundness, those pouty lips that always look bee stung and all that lush hair, damn I’d lucked out. I wanted to crawl back between her legs and fuck her to kingdom come, but I couldn’t do that to her.
Instead I went downstairs and made her soup, checked the freezer for ice cream and the junk drawer for chips, don’t ask me why. Then I panicked because I didn’t know shit about virgins and what she might need me to do for her.
I checked the medicine cabinet next and breathed a sigh of relief when I saw the over the counter pain meds I had stocked there. Then I sat and waited.
We had hours before the kids came home, which brought me back to the question of why she’d shown up on my doorstep so early and in tears to boot.
With the soup done I made my way back upstairs and found her coming awake. I was across the room in a flash. I’m not sure what I expected but the memory of that blood convinced me that I’d messed her up pretty bad.
Babysitter's Club Alyssa Page 5