Chapter Text
February 14, 2019 (afternoon)
Mackenzie called me an hour after I arrived home and told me that her parents found out that she played hooky with me. She is a smart girl but isn't particularly good at keeping secrets. So when she arrived at her house an hour before her bus was set to leave, her parents naturally had questions. She must've broken under the pressure. Long story short, her parents know we had a picnic date and have grounded her for 3 weeks, which is quite intense for such a minor infraction. She told me they didn't find out we had sex, so if her punishment is that severe for a picnic date playing hooky, I hate to see what her parents would do if they found out I got her pregnant.
Needless to say my Valentine's went from perfect to downright depressing. I was hoping to go on another date with Kenzie this evening after I finished homework. Not happening I guess. It's not like I am on bad terms with her parents either. They like me well enough I think. They're not particularly impressed with me but they don't hate me for all I know.
It seems to be a consequence of having academically strict parents. Kenzie has straight As and to keep that up, her parents tend to be the helicopter types.
I have pretty decent grades myself but nowhere near Kenzie's level. Even though age wise I've skipped more grades than her. That's to say even if I was a sophomore I'd be half a year younger than most sophomores, meaning I am a year and a half younger than most juniors. It's not because I was particularly smart or anything. As I said before, I had no cut off day in Kindergarten and I skipped 4th grade after I scraped by with a barely qualifying AIG score. Not the kid genius I once was ha! I only have slightly above average grades.
Regardless, I have my entire Valentine's day afternoon empty. I've just finished homework and I have no plans. I've just been scrolling Netflix mindlessly at my dad's without choosing anything. Behind me I could vaguely hear an argument my stepmom Lauren and my stepsister Madison were having in the kitchen. Something about Madison wanting to go out with her boyfriend to a party and Lauren not letting her.
“You are not going to any party until you finish your English project! You said it yourself Madi, this is something that is worth 30% of your grade.” Lauren sternly proclaimed. It wasn't like stepmom Lauren to get upset. It was not very common.
“Come on mom! If I work on the project now I'll work on it until it's dark. If that's the case you have to let me go after dark. It's Valentine's day dammit!” Madison retorted.
Personally I don't see why Madison shouldn't go to the party. It's only fair since it's Valentine's, she should spend time with her boyfriend. I remember the English project they're referring to. It's a large book report that isn't due until finals week. I don't know why Lauren is making a big deal out of it. Although I could not say this out loud.
Lauren, offended by Madison's cuss, “Watch your language young lady. You are not going to speak in that vile tone in this house. You are not going to any parties after dark and that's final!” I could hear Lauren begin to speak with tears in her eyes.
Arguing and strict parenting was not her forte and she was beginning to break down in front of her daughter who had a more intense personality, “Why not? It gets dark at 5pm now because of the winter season. That's not fair.”
“Because people more easily take advantage of others when it's dark out. Especially teenagers who haven't fully developed empathy.”
Madison rebuts with a verbal assault finisher, “You want to know what I think? I think you're jealous mom. That I am getting social action on Valentine's day instead of you, because your husband, his dad…” pointing at me, “...is too busy at work to fuck you anymore!”
And that was the last straw. Lauren suddenly burst into tears. She ran out the front door and locked herself in the family car. Her traditional housewife dress bouncing after every sorrowful leap.
Welp, my Netflix browsing has been ruined. I turned off the TV and got up from the couch to see Madison putting on her shoes to go out. I was surprised, “Seriously? After all that you're still going out?”
“Yup. What are you going to do about it? Blabbermouth?”
“Look I get that you don't like me…”
She then paused tying her shoe to give me a death glare.
“...okay you don't like me a lot. And personally I am on your side here. If it were up to me I'd say delaying your project is a good call to spend time with your boyfriend at the party.”
“Okay!? So we have no problems then. You can leave now, bye!” She sassily tried to dismiss me.
“But…”
She paused again putting on her outdoor clothes.
“But I think you should give your mom a bit more credit. This is the first time she has truly begun to raise a teenager. You're at that age where you want to be more independent. Trust me I know, I am still at that age. But also trust me when I say we're still not there yet.”
“How the hell would you know?”
“Today I went behind my parents’ backs to hang out with my girlfriend. It worked out great.. at first. But then it completely backfired and now I can't see her for the next three weeks. Trust is hard to come by Madi. And when you break your parents’ trust it hits a lot harder for them than you think. Especially for your mom who doesn't have what it takes to handle the emotional stress. So please reconsider and stay. For her sake.”
Madison reluctantly began to take off her jacket and shoes. With a slight pout on her face growing she threw them aggressively back in the shoe closet. It seems I actually managed to convince her to stay. I didn't think that would work. She began stomping up the stairs to her room but after the third step she stopped and turned around at me with that same death glare from earlier, “Don't ever call me Madi again!”
I gestured a half hearted two fingered salute, “Yes little ma’am.”
“Uuuh!” She exasperated as she continued up the steps.
10 minutes passed by and Lauren came back to the house with tears and makeup across her face. Immediately with a worried expression she was swiveling her head everywhere for Madison. I tried to ease her anxiety, “Don't worry. She's just upstairs in her room. I'd give her some space for now. I managed to convince her to stay.”
“Thank you Alex. I am truly blessed to have a stepson like you that will be a role model for Madi. Because I promise, I am not built for this.” and with those last two words her sobbing came back strong with her covering her face with one hand. We then pulled each other close into a comforting embrace. As we hugged I could feel her massive F cups squish against my chest through her traditional frock dress. I could feel blood rushing down to my penis quickly beginning to tighten my pants. Shit, this is not the time to be thinking about this. But no matter how much I try, I can't stop my hard from growing. So I swiftly but gently exited our embrace and gave Lauren some last words, “You're doing just fine. Stay here, have a drink of water and rest. I am going to pick up my little brother from soccer practice and we’ll both eat the wonderful goulash you made for us. How does that sound?” Lauren, now no longer sobbing, softly nodded and went to the kitchen to get a glass.
February 14, 2019 (Late Evening, 7 hours later 11pm)
I was in my bed staying up late on my phone. I know I shouldn't since I have school tomorrow but it's just so fun. I had to be careful not to wake my younger brother sleeping in the top bunk above me. My dad's house, like my mom's, had only 2 bedrooms upstairs. However unlike my mom's where I can have one whole bedroom to myself, I have to share with my 12 year old brother because we are living with our step sister Madison who has the other upstairs bedroom to herself. Which is not ideal for me, don't get me wrong, but is completely understandable. A teenage girl needs her privacy probably more than anyone. I had to convince my little brother not to complain about it at first.
All the lights were off and I was watching ‘Mean Girls’ with headphones. Kenzie recommended it.
That's when I heard a thump outside my closed door. I paused the movie and took off my headphones. That's odd. Everyone but me should be asleep by now. Even my dad doesn't get up for work until 4 am. I got up from my bed silently to investigate. I still hadn't changed into my pajamas yet, I was still wearing black jeans and a dark red t-shirt.
I held the doorknob and slowly turned so as to not make any noise. I slowly opened the door and peeked into the hallway. Everything was dark as it should be, except on the far end where Madison’s door was open and emitting light. A second later I heard the sound of wind and the feel of a draft slam her half open door shut with a loud noise. “shit!” I heard what I assumed was Madison curse under her breath. For how smart she was at school, she didn't seem very street smart. I am thankful I closed my door or else my brother would have woken up. My dad and Lauren are in the downstairs bedroom. My dad is a heavy sleeper so it's unlikely that they're awake.
I power walked toward Madison’s door and flung it open swiftly and without noise. I saw Madison dressed in a hoodless black bomber jacket covering a green crop top as well as a denim miniskirt. Her makeup looked dolled up and she was leaning out of her window to try and climb on the roof.
I whispered aggressively, “Madison. What are you doing!?”
She whispered back with the same energy, “What does it look like!? Idiot! And close the door behind you.”
I did so softly and continued to scold her, “Did our conversation earlier mean nothing?”
“Of course not, dumbass. I stayed to not make mom worry like you said. And I am giving the courtesy of leaving when she's asleep so she isn't worried anymore.”
“That's not how it works. Trust doesn't disappear when she's not looking. That's the literal definition. Don't do this.”
“Watch me!” She raised another leg onto the window sill. That's when I hurriedly hugged her waist and picked her up. She was flailing her arms and legs while I did. I then dropped her on her bed.
“Jesus, what gives?” She exclaimed still whispered
“Please, don't do it.”
“Don't touch me again perv. If you try to stop me from leaving, I will scream.”
“And then what? Wake up your mom and my dad? Who do you think they're going to believe when I say that you were sneaking out? You haven't exactly been on their good sides.”
We were arguing with such intensity yet in such a whispered tone it was kind of comedic.
“Oh come on! Don't tell me you actually buy my paranoid mother that I'll actually get raped or something. It's safe. My boyfriend is picking me up a few houses down.”
“Of course not. But that doesn't mean it is safe for you. If this was 5 hours ago I probably would have let you go. You deserve some socializing. But at 11pm on a school night is not happening. Like it or not you're only 13. People will see you as vulnerable. Especially at night when all parents are asleep.”
“So you think I'll be taken advantage of by some creeps? Takes one to know one, creep!”
“Please don't say that. I am trying to look out for you.”
“Like you actually care. You're only in my business because my cow-titts mom, you have a crush on, told you to.”
“Jesus Christ! Just stop. You are not provoking me okay.” I closed the window and locked it. I never looked at Lauren that way. That was until this afternoon when she came back from crying and hugged me with her boobs pressing against my chest. She cried into my shoulder then and I oddly felt husband-like comforting her. I then pushed that to the back of my brain.
I began to bargain, “I am being reasonable. How about this? If you stay right now, in the future I'll find a way to throw a party at this house without our parents knowing. How does that sound?”
“I really doubt it, dumbass!”
“Fine, then let's have a bet. If I don't manage to make it up to you with a party here within the next month, I'll do your entire final English project.”
“What!?”
“You heard me. What do you have to lose? If I lose, you're basically guaranteed an A on your final. If I win, we both get a sweet party out of it. Besides I bet the party your boyfriend is throwing is lame anyway. They won't have upperclassmen like my party.”
“Fine. I'll take it dumbass.” She gave in with an exasperated sigh.
“And please try to stop calling me dumbass.” I got up to leave but Madison called to me again, “Alex?”
I stopped and turned around before I got to her door, “Yea what's up?”
“What did you do with Mackenzie today that got her in trouble? You never said.”
“Oh nothing really. We just skipped school and went on a date for Valentine's. No biggie.” I tried to hide the fact that we had sex. Unsuccessfully as I would find out.
“So did you—?” she interrupted herself to make an OK sign with her right hand and stuck her index finger in it with her left to motion sex.
“Jeez! No! You are not old enough to be talking about such things.”
I don't know what it was. Something in my response, maybe my body language, she picked it up as absolute confirmation. She opened her mouth and smiled, “Oh my god! You really fucked her, didn't you!?”
“Stop saying it like that.” And just like that I've given myself away.
“So you did fuck her!” She continued in an enthralled gossipy tone. “So what was it like? Was it romantic? Did you lose your virginities to each other?”
“I see what you're doing. Because I caught you, you're trying to spin this and make me embarrassed. I get it.”
Her enthralled smile slightly disappeared, “That's not it at all dumbass! What do you take me for? It's just I never got to have my Valentine's day moment with my boyfriend so I just want to know for sure another girl got to have her’s instead.”
That was surprisingly non-malicious coming from her. So I sat on her desk chair and obliged, “Well, because I trust you're mature enough to understand these topics… Yes. We did engage in sex.”
Her gossipy smile returned, “Oh my God how was it? Were you virgins before you did it?”
Now that was going too far. Just as I was about to shut her down her eyes widened and mouth dropped in shock. She covered her nose and mouth with her hands, “Oh… my… God! She lost her virginity. But not you! You popped her cherry.” How the fuck was she guessing this? She read my body language like an open book.
Then and there I wanted to get up and leave but something inside me was telling me to stay and continue our conversation. I don't know why. Maybe I just want to be on friendly terms with my little stepsister. “You shouldn't know that. Why are you so interested in my love life anyway?”
“Because unlike you dumbass, my first time tonight was going to be perfect. And no one would find out. Unlike you where now your girlfriend is grounded.”
I couldn't believe my ears, “I am sorry what!?”
“What? Your girlfriend being grounded?”
“No, before that.”
“OH! I guess that kinda slipped out, oops. Surprise!”
“Okay, now you're definitely not having any parties.”
“Come on! Don't back out on your bet now. You promised.”
“Madison, do you even know the first thing about sex? Protection, STIs, consent?”
“Of course I do. Do you think I was born yesterday?” She unzipped her purse she was going to bring to the party and pulled out 3 durex condoms. “See. I wasn't going to have my first time without protection.”
“You shouldn't be in a rush to lose your virginity. Haven't you only been dating your boyfriend for 3 weeks? It doesn't matter if he's on the JV football team. Someone who rushes girls like that only wants to take advantage of them and use them as school status symbols.”
“Dumbass, what makes you think it was his idea?”
It was my turn to now glare at her back as if the answer was obvious.
She relented, “Yea, it was his idea.”
“What I thought.”
Then after a pause. A moment of candidness came from her. “The truth is, I know about sex. But when it comes down to actually doing it. I am scared.”
____________________________________
Profile - Madison
Age: 13
Birthday: Late September 2004
Height: 4ft 10in
Eye color: Green
Hair: Straight, Ginger, shoulder blade length
Breasts: A cup
Butt: M
Skin: Fair
Grade: Freshman in High school
Status: In official fake romantic relationship with HS freshman boyfriend.
Sexuality: Bisexual
____________________________________
After she said that, I don't know what happened but something clicked in my mind. I then began to notice Madison's silky white skin as pale as snow. Her beautiful fiery red hair that accentuated her bright green eyes. Both traits she got from her mother. Her rounded ass was big compared to her body. It squished on the bed she sat on. Her denim miniskirt revealed her pale thighs. She had white and blue striped over-the-knee socks that weren't see-through nylon like Adriana but instead were cotton, accentuating her innocent nature. She really was a beautiful young girl.
“Sex shouldn't be scary. It should be a fun consensual activity that both partners are equally comfortable with.” I reassured her.
I looked and saw she was blushing beet red. I was surprised, such a sociable and mean young girl was acting like this.
What she said next took me off guard, “Can you show me?” She said softly and quietly.
“I am sorry!?”
“You should be. Dumbass.” She cheekily said in response in the still soft tone. She got up from her bed and before I knew it, her petite frame was straddling my lap. She grabbed my shoulders, leaned in and kissed me softly. I didn't resist but she quietly released her lips from mine a few seconds later.
“Madison. What are you doing?”
Her face turned red again in embarrassment and tears started welling up in her eyes. She got off my lap, started pacing around her room and began sobbing, “Gosh I am so stupid. Why would I think my stepbrother would want that?”
Before she could feel any worse for herself, I got up from her desk chair. I held her still by her shoulders, looked down at her and returned the kiss. It was the same shallow romantic kiss from before but coming from me this time. When I released her lips I comforted her, “I do want this Madi. But don't do it for me. Do it for you.”
“I told you not to call me Madi. I knew you were always a perv for me.” She half heartedly responded.
“So do you want this Madi? Yes or no?” I asked, ignoring her request.
She looked up at me with a pouty face. Our foreheads touched and she gave me and answer in a loud whisper, “Yes!”
And with that I was off to the races. I then began again with a deeper kiss. This time, more passionate. It was clear she had never kissed before as she had no tongue control. No problem. I held her chin with my right hand and stabilized her head with my left. I allowed my tongue to guide hers around our mouths.
Holy crap! I am making out with my little stepsister. This is so wrong, but I desperately don't want it to stop. This is the first time Madi has shown me any kind of affection. Was she bottling her emotions up this whole time and just now is it spilling out?
As we continued to make out, she reached for my belt and undid it. She unbuttoned my pants and slowly fell, revealing the massive tent now caused by my rock hard cock.
She briefly broke our kiss to look down at it. Her face was in shock, “Will that even fit in me for my first time?”.
I made sure she was comfortable, “Don't worry. I’ll guide you the whole way.”
She hesitated and pulled away for a second, “We shouldn't be doing this. You have a serious girlfriend. I don't want to ruin what you have with her.”
“As you said before. She had her Valentine's day moment. But you didn't Madi. You deserve one. One better than what your boyfriend can give you. You deserve to be happy.”
She blushed even harder too embarrassed to say anything. Next I tried to provoke her promiscuous side, “You won't ruin my relationship with Kenzie. But if you did, wouldn't that be so hot to you?” As I continued to talk her up, I subtly reached my hand under her denim miniskirt to rub her pussy under her now soaked panties, “Oh! Ah!” She squealed.
“That would be so hot right? Knowing that at this moment I prefer to make love to you instead of my girlfriend. That doesn't turn you on?”
She could not stop blushing and squealing, “Yes it does.” She admitted reluctantly.
“Good. You are so cute when you're hesitant to cheat.”
“Don't say that doofus.”
She really was. She was more than a foot shorter than me so I had to lean down a bit to reach her pussy, which felt powerful knowing I viewed her in such a cute way despite her originally hating me. I saw I was chipping down her hateful facade toward me. “I am glad you didn't call me dumbass that time.” I then took off her jacket revealing her bare shoulders.
She reached for my boxer tent and pulled it down flinging my fully erect cock out and it hit her torso. It leaked a pearly drop of precum that left a glassy streak across her belly when she pulled it out. “It's bigger than I thought.” She exclaimed.
“Don't be afraid of it. You can start me off slow like how I am doing with you. Just stroke the shaft back and forth.”
She did so, moving the skin back and forth over my cockhead as I tried to plunge my middle finger deeper in her, bending her panties. “Oooh! Aaaayah!” She was moaning in pleasure now. Good.
I started kissing her again as we were both getting each other off. In between each smooch I tried to eg her on as I was rubbing her wet pussy through her panties, “Hmmph!" Another wet kiss. "You like cheating huh?”
“Aaaay! Huuuh! Ya, I do.”
My tongue pried her mouth open further making sloppy sounds. “You like it when your big stepbro fingers you. You like to jerk off your stepbro’s massive cock, don't you? Pleasure him.”
“Oh god, you really are a bad brother.”
“You're right. But I am a bad brother that loves you.”
Her embarrassment returned tenfold, “Don't say that. It's not true.”
“It is true. You're so cute when you get embarrassed from my affection.” I reached with my left hand and unbuttoned her denim miniskirt. It fell to the ground revealing her sky blue panties. “Lay down on your belly and face me.” I requested, gesturing to her bed.
She looked behind her toward the bed and back, “But what about protection? I thought you said—”
“Don't worry about it. We won't go that far yet. I told you, I'll guide you.”
She did as I instructed. She laid horizontally on her stomach facing me. She on instinct swayed her back legs in the air, “Yes, sway your legs just like that Madi. And spread them a little for me.” She did as she was told.
She had such a bubbly pale ass for her small size. I couldn't resist so I gave it a resounding SLAP!
She shouted from surprise, “Ow! Why did you do that? You Doof—”
In the middle of her protest I interrupted her by grabbing a handful of her fiery red hair and shoving my cock into her open mouth. It was halfway deep. It was clear she wasn't ready for my full length yet. “I am sorry Madi for doing this. I just felt I had to give you a little punishment for being mean to me this whole time. If you don't want my cock anymore, when I take it out, tell me.”
I took my cock out of her lipstick rimmed hole, she made a ‘Glwah!’ sound. I looked down for a response. But I was surprised to see her smiling up at me and nodding, “I… want it. Big bro.” So I shoved my erect meat back in her donut hole shaped mouth and began steadily fucking her face hole.
Back and forth, her saliva coated cheeks lubricated the entire shaft of my cock as it pumped back and forth, fucking her face. I couldn't believe it. I was currently face fucking my little 13 year old redhead stepsister.
Even though she was only 2 years younger, I could not imagine myself outgrowing finding a young body like hers attractive. Is this what Adriana felt when she first fucked me? It felt gross to think about, but so hot too. That is, I have the power in this dynamic. The power to initiate Madi's sexual journey like Adriana did for me.
“Uuh!” I groaned from pleasure. Every pump that I made, thrust another centimeter into Madi's throat. I picked up my pace, which made my quickened thrusting had Madi's mouth making a “Gluc, Gluc, Gluc!” sound. It was so hot that I was violating her throat with my cock. Her uvula was now properly glazed with my precum each time my cockhead hit it.
I then reached out with my left hand to slide off her sky blue panties, while my right hand had a fist full of her red hair that kept her head steady as my cock dominated her. I raised her panties up and off her cute calves swaying in the air. Her pussy was now exposed.
Careful not to break her hymen I stuck my middle finger in her pussy entrance and started to make circles around her tiny moistened hole. It was so warm and wet, I could tell her body was begging me to fuck her. “EEEEEUUUHH!” She squealed in pleasure while my cock was still stuffed in her mouth.
Her pussy entrance was small compared to Adriana and Mackenzie. And because I was so much taller than Madi, I had a good view of it. It was perfectly pink in color and had a small slit, barely an inch and a half long. Oh man I can't wait til I get to stretch that little thing. It was glistening with her pubescent juices as a circled my finger around her hole making sloshing sounds.
I then stuck my index finger to rub her clit, which was now soaked from all the pussy juice that leaked down. “EEEUH! Heuh! Heuh!” She squealed and panted, with my cock still pistoning in and out of her face. I dirty talked to her, “That's it. You wanna cum?”
She nods in response while my cock makes a bulge in her cheek with each thrust.
“Cum for your big brother with your face stuffed with his big cock.”
“Hmm, hmm, huuu, heuh! Heuh! HEEUUUU-AA—! Ack, ack, ack!” her audible indicator of her cumming only to be interrupted by her choking on my cock. I could feel the waterfall of her pussy juice coat my entire hand from her cumming, leaving her pussy and legs a quivering mess.
I took my left hand away from her pussy to admire the reflective juicy painting she made on my hand. I stopped my thrusting and took my cock out of her mouth while keeping my right hand on her head, fist full of red hair. Her make up around her eyes was now all messy and she had such a desperate slutty look on her face. Like she was begging for more. It seems it didn't take much to break her. I expected it to be harder since she always trash talked me. But I guess her inexperience got the better of her.
I pulled her head to look up at me, “Are you my little slut?”
“Yes,” She said in an almost drunken tone.
“Say it.”
“I am my big brother's little slut.”
“Then why are you so mean to me?”
“I've had a crush on you big bro since our parents first got together. I didn't want you to find out so I was mean. I am sorry.”
“It's okay Madi. I am not going to force you to like me. I just want you to know that I will love you forever. More than any boy at school can give.”
“Oh god. I've always wanted to hear that from you. Please use me how you like. I will only obey you.”
“Okay, then first. Taste your pussy juice off my fingers.”
“Yes, big bro.” I stuck my index and middle fingers into her little mouth. She started sucking the juices off it. The same juices she secreted from her little girl hole.
I then hooked my thumb around her chin. I let go of her hair and used my right hand to grab the base of my cock. While I was holding her lower jaw with my fingers in her mouth, I started smacking my rock hard saliva coated 7.5 inch cock across her face, flinging precum and saliva into her eye. “Hmmm! Yes, good girl.” I grunted.
I took my fingers out her mouth but with my cock still strewn across her face in a dirty visage. “Lay on your back for me.” She did as she was told. She layed on her back and let her head hang off the edge of her bed. Her hair flowing down to the floor like a red waterfall.
“Hey Madi.”
“Mmm hmm.” She eagerly responded.
“You've heard of the sixty nine position right? Well this is the reverse of that.” I walked forward and laid my cock on Madi's neck.
Her legs were bent and raised. I pried my hands in between her sock covered knees and opened her legs up revealing the best view of her pussy I've had yet, this time not obscured by her ass cheeks. With my fingers I gently spread her pretty pale wet pussy lips apart. I started licking up and down the length of her tiny little slit, eventually reaching her clit again and making circles with my tongue. “Eeeee! AAAA!” She signaled in pleasure.
Because I was much taller than her, my head was basically upside down on the bed licking her little cunt. But as she was squealing, I wasn't gonna let her go scot free. With my left hand I guided my balls over her upside down mouth signaling for her. She took the hint and started slobbering all over them as my cock laid on her neck, leaking precum on her white clavicle. “Ssslwrrp, slwworp.” She slurped up my man sack as my tongue gave her pussy the journey of a lifetime.
My tongue started to feel her clit quiver. She was close to cumming, “That's it little sis. Cum in your big bro’s mouth. You know you want to. What a sensitive girl you are, cumming again so quickly.” She squealed in pleasure, “Eeeeaah! Yes that's it, taste my pussy juice big bro!” Another waterfall of her pearly juices came out of her and I lapped it all up upside down like a hungry horndog that I was. “You taste so perfect Madi.”
“Really? I do?”
“Yea. Do you want a taste of your big bro?” I asked her while looking down at her face hanging upside down at the foot of the bed with my cock on her neck.
“Yes please, that's all I ever wanted.” She begged with a slutty upside down smile.
“Okay then, open up please.” I stuck my left index and middle finger into her mouth and lifted up her lower jaw so her mouth was open. I was going to face fuck her again, but this time with her head upside down at the foot of the bed.
With my right hand I held her petite waist. Her body looked like a small pear with an ass sizable for her age compared to her small titted chest. She let out one last “Aaaaah!” before I shoved the entirety of my cock length into her throat. Her eyes widened and made a shocked audible muffled reaction, “Mmmmmh! Mhmmmm mlhmm!”
I kept myself buried in her throat but I reassured her, “It's okay Madi, don't worry. Remember to breathe through your nose. I'll start moving now.” She confirmed with a response, “Mmm -hmm.”
I removed my fingers from her lips and positioned my hands on her waist. Now I could control her core.
I began to thrust back and forth into her throat at a moderate but aggressive pace. God this felt amazing, facefucking her throat upside down feels different than doing it normally like I did with Kenzie.
Her tongue was lubricating the roof of my cockshaft and the saliva with the help of gravity can cover more of my circumference this way. And with each and every thrust her uvula tickles my sweet spot at the bottom of my shaft. Oh god, just thinking about it just made my cock even harder and now I am quickening the pace. I started audibly grunting with every thrust, “Huh! Guh! Gu! Gruh!” And with every thrust her whole body moved back and forth bouncing her perky little crop top covered tits. She audibly was gagging on my cock even louder now with a mixture of sounds of her bubbling saliva leaking down to cover her face and my cock activating her gag reflex. All I could hear was “sblmsp! Gawk, gawk gawk gawk gawk! Gwack! Ack ack ack!”
This is way to hot, I am gonna cum soon. “Aaah my god Madi. I can't take it anymore. I love using your cute little face like a tool. I wanna bust all over it.” She reacted in enthusiasm, “Mmhmm! Mmhmmm!”. I was so close, so I quickly positioned my hands around her neck and pulled out of her throat and mouth. I kept my left hand on her throat and used my right to aim my cock at her upside down face. When she saw this, she smiled and stuck her tongue out about to accept my pearly white gift, “Guh! Gaaah! I'm cumming Madi!” And there I went. I busted a humongous load all over her face, on her tongue, on her neck and even clavicle. My thick nut kept shooting on her for at least 7 shots. Her face was glazed and I had given her a pearl necklace. This was too hot, I had violated her and covered her innocent face with a thick coat of my cum. Because her head was upside down, some of the cum dripped down to the bridge of her nose and onto her forehead.
We both are breathing heavy but seeing Madi have high pitched wheezing with her face covered in my cum, kept my cock still rock hard. It was just such a dirty sight to see, I still didn't have enough. But I didn't want to force her to continue if she didn't want to, “Madi, are you okay? Are you tired?”
She got up and responded quickly, “I’m not. I'm ready for more.”
I could tell she was putting on a brave face. She was tired. “Try not to push yourself. I'm not going to do anything if you're not comfortable with it.”
“You still don't understand, do you doofus?” She looked up at me in a pouty manner, “I… love you. I want to be with you forever. And… I want you to be my first.”
I was taken aback, “And this whole time we've been stepsiblings I thought you hated me. I love you too Madi. And if that's what you want…” I was now leaning over her whispering in her ear, “Then I'll gladly be your first.” She made a small high pitched gasp. Her cum covered face is so cute. That's when I had an idea, “Hey Madi? Your boyfriend is waiting for you a block that way, right?” I asked, pointing my finger out the window into the backyard.
“Yea, that's right. Oh shit! I forgot to call him to cancel picking me up for the party.”
“It's okay, don't worry about that.” I reassured her. “I have an idea.” I looked out her window into the backyard. Across it was our neighbor's backyard and I could see her boyfriend's car parked on the curb in front of our neighbor's still waiting for her. The light was on and I think I could make out her boyfriend on his phone inside. I opened the window, “Lean out here please Madi. I want your boyfriend to see your cum covered face.”
“What!? No way doofus I am not doing that it's too embarrassing.”
“Don't worry Madi. He's too far to actually see us. But we can see him right, and the thought of the slightest chance of him spotting us fucking right out your window turns me on. Is it for you?”
“Yes it does.” She said meekly, “The thought of you claiming me for yourself in front of him turns me on so much.” She was now reaching and rubbing her pussy again. She then leaned her upper torso out the open window, sticking her ass out toward me, with her hand in her crotch spreading her precious innocent pink pussy lips for me. “I want you to claim me in the most guaranteed way. I want you raw for my first time and I want you to mark my womb as yours with your fertile seed. And… I want you to impregnate me with it.”
I can't believe what I am hearing, “But Madi. Your school life. Your future. I can't do that to you.”
“It's okay big bro. I want this. I don't care what the consequences are. Because this would be a true sign of our love.”
And with that I couldn't resist. I walked over to her leaning body and stuck the head of my cock rubbing her wet entrance which was being spread by her fingers. I reached for her back and took off her green crop top. There was nothing underneath. Now all she had on were her blue and white striped over the knee socks. I was going to fuck her for her first time standing doggy right out the window in sight of her boyfriend. God that's so hot, I can't wait anymore. I put my hands on the waist of her little body and plunged my entire cocklength straight into her pussy, breaking her hymen in one fell swoop.
She screamed out into the night at the pain of her hymen being broken, “EEEEEAAAAAH!”
God it felt so good finally being inside her. I stayed still fully buried in her for a few seconds. I could feel the blood from her freshly broken hymen slowly seep out her entrance past my cockshaft.
“Does it hurt Madi? We can stop now if—”
“No! Keep going. I said I wanted your baby and I am not backing out now. Ram me so my boyfriend knows that I am yours big bro.”
“Okay, you want your boyfriend to know? Call him while I fuck you.” I handed her phone to her and started to slowly fuck her pussy.
“Oooh! Yes big bro. You moving in and out of me hurts but in such a good way, I never want you to stop.” Madi dialed his number as her body rocked back and forth out her window from me fucking her.
Her pussy canal felt very different from Adriana's and Mackenzie's. She definitely had the smallest depth of the three and equal if not greater tightness than Kenzie's. Because Madi's pussy is so shallow it's allowing my fat cock to deform her insides even more. My cock head is now able to stretch and push past her cervical entrance and take a peek inside her womb with each thrust.
Her phone was buzzing now and put it to her ear. As she did so I decided to start fucking her faster, bouncing her head and body more aggressively out the window. Every thrust made a resounding clap sound against her pale white asscheeks. I pushed her head forward with my right hand. “Look at him while I am fucking you.”
Her boyfriend eventually answered, “Hey babe, where are you? I thought I was picking you up?”
“Eeuh! So-o-rry babe. Feeling—sick” almost every word of hers interrupted by immense pleasure from my cock. “Can't go— this time. Gaah! Oh god!”
“Yea, you sound like you're struggling. Too bad it happened on Valentine's day. See you later.” He hung up.
She shakedly almost dropped her phone but caught it. But then changed her mind. “Fuck it.” She then threw the phone out her window into the trees. “Don't make me do that again. O-ooh! I don't want to think about him. I want you. I want your love.”
“Then you shall receive it little sis.” I lifted her by her legs with my dick still inside of her. Her back fell to rest on my chest and her hands rested on my neck. Still standing, I opened her legs and thrust my huge cock up and into her, demolishing her pussy canal and deforming her womb.
She made pleasurable sounds, “OOO-oh! My god yes! I am gonna cum!”
“Then let's cum together little sis. I want to impregnate you in your bed.” I carried her across the room and slammed her passionately onto her bed. I pushed her little body into her pillow and started ramming her in leapfrog position.
“Big bro! I am cumming!” I could feel her tiny pussy walls contract around my cockshaft in a wet juicy vice.
“Little sis, I am cumming too! Tell me where you want it!”
“I want it inside big bro! I want your baaby!!”
“As you wish. I am going to shoot my potent cum inside your pubescent pussy and make you a teen mom. Carry my baby Madi!”
“YES! YES! MAKE ME PREGNANT! MAKE ME PREGNANT!”
“Here it comes!” One last push and I exploded copious amounts of fertile cum into her tiny pubescent womb. This volume was so tremendous it reinflated her womb from the deformation that my cock inflicted from pushing against it. I could see her stomach swell a little bigger below her legs from her womb filling up with my cum. That was definitely a fertilizing cumshot and I could feel in my bones she got pregnant from it.
I stayed in this position with my cock fully buried in her and pressing her face into her pillow for about a minute. I had to make sure no cum would escape and it would take its course toward her young fresh eggs.
When I finally took my cock out she slowly dropped the rest of her body onto the bed. “Big bro. I love you.”
“I love you too Madi.” I am glad this happened. I don't think she hates me anymore. And she's now my new girlfriend.
That's when I heard a small creak toward her door. I looked over and saw it was slightly cracked open. Has someone been watching us?
Madi then interrupted my train of thought, “When we finally hold the party you promised, can you have an orgy with me and my friends. I want them to feel your love and get pregnant from you."
“Alright it's a deal.” I kissed her lips. “Okay. Go to bed now. I can sleep with you if you want.”
“I'd like that big bro.”
And so we sleep together naked the rest of the night.
NEXT CHAPTER: Cheer up Lauren