The Long Weekend hot Sex Stories – Y2Stories

Ok folks, this is my first ever attempt at anything like this so please be a bit forgiving. Lol, but this story was beating on my brain. Been a while since my high school English classes so punctuation might be a bit off.

‘The Long Weekend’ Chapter One

‘GOD DAMN THAT BITCH!!’, I mentally yelled.
Seriously? His best friend of all people? My stepbrother has to walk in right as Rick is balls-deep in you as you’re begging him for it?
That’s it. With the third time you get egg roll. (Don’t ask me where that expression comes from; I just heard it once and it kind of stuck with me). This is the third time that man has been crushed like this and I am freaking DONE! I’m going through with it this time. I almost did it right before he met Shannon, this most recent whore, but I was younger then and I got scared. I’m over the age of consent now, what I’m planning isn’t illegal, and my feelings have not changed in the past 2 years.
I’m going to give myself to Chris and the consequences from our parents be damned.
My stepbrother’s heart will never break again, this I swear.
Oh, hi. I’m Martha, though I go by Martie cuz I can’t stand the name Martha. I’m 5ft. 5in. I weigh about 110 or 115. I have brown, wavy hair coming just below my shoulders. Green eyes and still just a few freckles left around my nose. My breasts are 34 C. My stepbrother’s name is Chris. He’s 6ft 2in and about 140 lbs. Some say he’s too skinny but I think he’s perfect. He’s toned, not bulky. He has “swimmer’s muscles” if that makes sense.

So here’s where the planning began

Step One: Learn how to smoke.

Actually, more like ‘learn how to smoke sexy’. I know how to smoke. I smoke at parties along with a little pot with my friends occasionally, and I smoke a cigar after Sunday Dinner with my family. My Dad’s family grows tobacco, and it’s kind of a rite of passage for us. At the age of 13, we are allowed to start smoking a cigar after Sunday Dinner if we chose to. I had started inhaling a few puffs the past year, and I was becoming comfortable doing it. My Stepmom saw me a couple of times and would caution me, “if you get addicted, it will be harder to stop when you have babies”. I figured I’d cross that bridge when I came to it.
I asked Chris what he saw in her to begin with when he came home devastated after finding his ex and ex best friend having sex. I’d been trying to comfort him a little. He said, “she smokes sexy”. Smoking young was not unusual. A lot of the families around here are tobacco farmers like mine. I’m like…”what”? He said, “The way she smokes, it’s sexy”. So, into the ‘You Tube-verse’ I went and I learned how to ‘ghost inhale’ and little snap inhales and the like that people found to be sexy, thereby beginning to set the stage for the long weekend we had coming up. The timing was perfect! A long weekend to finally make him mine. I glanced at the calendar, and immediately found a flaw in my plan. This weekend fell right on top of my fertile days! Well, I’m deeply in love with him. I don’t plan on ever losing him. In for a penny, in for a pound as they say. Whatever happens, happens.

3 days later…

I began to open my eyes right as I was hearing the car doors close. My Dad and Step-mom, Chris’s Mom, were heading to Vegas for a long weekend. A smile began to form on my barely-awake face as I realized this was the day! All of my planning and preparation was about to be put into action. Today, hopefully, I will begin healing Chris’ broken heart, and fulfilling my heart’s desire. I started really being honest with myself about being hopelessly in love with him over the past week.
Today I’m going to seduce my stepbrother. Today I’ll surrender my virginity to him and take my place as his woman.
Here’s the rub; the wicked part of my mind has plans to baby-trap Chris. I won’t lie, I’m seriously considering it. I would be the perfect woman for him; dare I say, the perfect wife. I already know he’d be a terrific dad, seeing how he is with our little brother that our parents had together. He just needs to see I’d be a good mom too. I convinced him to call out of work, to start the long weekend partying with his stepsis who still loves him even if crazy bitches don’t. I’ve already arranged my absence from school, so no one is expecting me there until Tuesday, with Monday being a holiday. Dad and Chris’ mom won’t be back until late Tuesday, which gives me 4 and a half days to seal my destiny. I scored some really good bud from a friend of mine after I told her what happened with Chris’, I assume to be, ex. Or, at least, she will definitely be an ‘ex’ if everything goes right. One nice thing about my family smoking cigars is I had no worries about the house smelling like grass.
I heard the car start and the transmission bump into reverse. The car began backing out and I began to daydream. “Bye Dad, bye Rach” I thought to myself. “I hope you don’t mind if I use your bed to make your grandchild.” Dad had kind of made me angry with his “man-up” attitude about Chris’ breakup. He either couldn’t see or didn’t care how much pain he was in so, for his penance, I planned to have my cherry popped, maybe even get pregnant, in my Daddy’s bed. He may never know it, but the penalty for his uncaring attitude is for his precious daughter to lose her purity to the man he treated cruelly right where he sleeps.
I put on a pink, short silk robe over the slightly slutty lingerie I had worn to bed the night before. I was leaving nothing to chance. I grabbed my bong and a little tipped cigar I’d rolled, and headed into my brother’s room. “Time to start”; they just left” I said with a smile. I set the bong down and lit my cigar. I looked at him and ‘ghost-curtain inhaled’ the first puff. I touched the tip of my tongue to my upper lip as I locked eyes with him and slowly blew the smoke out. He looked at me with a flash of wanting I don’t even know if he was aware of. “Smoking in the mornings now?” he said. “Yes, your Mom was right. I’m getting addicted”. I slightly snapped the next inhale and a tiny wisp of smoke drifted by my face as I blew the next puff out of my lungs. I set my cigar in an ashtray and loaded us up a hit.
“Wait, what do you mean my mom…oh no, I meant the bong”, he said laughing. “Oh, this? I figure we have 3 and a half days to relax and enjoy ourselves. I cleared my calendar for this weekend because I want to spend it with my stepbrother whom I adore”, I chuckled while batting my eyes playfully. I took the ‘virgin hit’ and passed it to Chris.
We sat and smoked for a few minutes. I took the occasional drag from my tipped cigar, noting him watching me. I would lock eyes with him and open my mouth, letting the smoke be visible in my mouth briefly then inhaling it in. I would touch my tongue tip to my lips right before slowly exhaling, looking into his eyes the whole time. Added to the quality of the weed, I could tell by the tent forming in his shorts my plan was working perfectly. He had to know I was seducing him, on some level at least.
My heartbeat quickened as I began the next step.
“She did you dirty Chris,” I said, placing my hand on his thigh. “Yeah, finding my best friend balls-deep in my girlfriend was a definite gut-punch,” he chuckled. “You deserve better”, I said, my fingertips slightly moving on his leg. “You’re kind, you think of others constantly, you showed affection without being clingy. And this may sound weird coming from your stepsister, but you are also four-alarm HOT” I said looking into his eyes while my hand crept subtly up his leg to the hem of his shorts. I took another drag from my cigar and ghost inhaled slowly. I saw his eyes drift to my mouth, watching the smoke disappear. I slowly exhaled, starting towards his face and directing the stream to the side after.
I could almost see a switch go on behind his eyes.
My heart began to pound. My pussy started to tingle and produce wetness.

It is time.

I took another drag from my smoke, to steady my nerves while looking down at my hand. Unknown to me, seemingly of it’s own accord, it was softly caressing Chris’ leg. I put my cigar to my lips one last time and took a drag. I inhaled, not even worrying about sexy anymore, I just needed my nerves steadied one more time. I put it into the ashtray so it would burn out safely as I exhaled the smoke, looked up at him, and slowly moved my face closer to his. I didn’t want to spook him, but I let my hand drift up his leg gradually. I stopped short of where his leg met his body and I could feel his cock-filled shorts brushing the back of my fingers. My eyes closed as our lips met. I opened my mouth slightly so my lips could caress his softly…seductively.
I felt his tongue gently touch my lips, and I sent mine forward to meet it. Our kiss soon increased in intensity as our tongues began the age-old dance with each other. I pulled away slowly; my lips softly butterfly kissing his three times before I pulled back. My hand left his leg with each fingertip petting his bulge lovingly as it passed.
I stood up in front of him as I held his gaze. My hands went to the front of my robe and slowly loosened the knot.
“Martie, you’re my stepsister,” he whispered with a definite undertone of lust that did not fail to register with me. “Emphasis on the step part” I said. I ran my tongue along my upper lip while allowing my robe to fall to the floor. I stood before him in a pink, semi-transparent teddy. You could just make out a darkening where my nipples were. Below were a demure pair of pink panties, equally semi-sheer. Upon closer examination though, you could tell they were crotchless, but only right above my entrance. It was naughty, without being out-and-out slutty. “You planned this?” he questioned. Little white lie time. “I confess I had hopes it might happen. I wanted to be prepared.” Tilting my head slightly while looking in his eyes, I asked the stupidest question in the world, “Do you not like it?” Apparently succumbing to a stepsibling ornery streak, he pursed his lips and shook his head, “Nope, it’s no good. Take it off.” The loud crashing I heard in my head being my crest falling, my eyes got wide and my jaw dropped in shock! Seeing my reaction, Chris instantly reached up and placed his hands on my upper body sides and said, “I’m kidding! I’m kidding! I’m SO kidding Baby” as he gently pulled me into his arms. He suddenly found he could no longer stand a hurt expression coming onto her beautiful face. He was falling for her hard. They kissed passionately again.

My seduction was complete. The future now awaited.

I pulled away slowly, taking his hands in mine and pulled him up from his bed. “Come with me,” I said. “Where?” he asked. I smiled demurely at him and turned around, keeping his left hand in my right, and began leading him down the hall. I stopped at the end and turned around to him. I draped my arms over his shoulders and began caressing the nape of his neck with my thumbs while looking deeply into his eyes. “I’m still mad at my Dad for being so cold to you when you were hurting. For his punishment, you may claim his daughter’s virginity on his bed,” I proclaimed to him as I softly kissed him again. I pulled back and held his gaze with seriousness this time, having made another decision. My cursed morality and pure love for him won out. I couldn’t go through with what the wicked part of me thought to do. I couldn’t baby-trap him. “Two things you need to know first. I’m not on birth control and I’m ovulating this weekend. Second, I don’t want to use a condom. I want to become a woman all the way, with you finishing inside me,” I said. I looked down a bit and said, “We can always get a Plan B later.” My eyes drifted back up to his and said, “if you want”. If there was any doubt in Chris’ mind as to how I felt about him, that should pretty much erase it. I had just basically told him that I would happily have his baby if he wished to give me one.
Chris reached down to the knob and opened the door to our parent’s room and we stepped inside.
No words were spoken as we slowly walked to the bed, contemplating the upcoming lovemaking in our own minds. I glanced at him and knew in my heart that I’d chosen the perfect person to give the gift to that I can only give once…my virginity. Meanwhile, Chris was contemplating why he was too stupid to see the perfect woman for him right in the next room. And she basically said she wants my baby! Am I ready for that? He met her glance and knew that he would gladly face anything in life as long as she was by his side.
We reached the side of the bed and turned to each other. I stared into his eyes as I slowly sank down onto my knees. I moistened my lips as I slowly pulled his shorts to the floor, his iron-hard 7 inch cock sticking out invitingly to me. Although I was still a virgin vaginally, my mouth was most certainly not. I have developed a skill keeping my purity safe, a skill that satisfied the 2 boyfriends I’ve had and kept them from…asserting their positions let’s say. I leaned forward and gave a loving kiss to the head while still looking into his eyes. “This beautiful dick will soon make me into a woman”, I whispered to him and took him slowly into my mouth. Oh my God! My pussy practically gave itself a shower as I closed my mouth around his cock. My head began moving slowly back and forth as I stared at him. I pulled my mouth off of him with a tongue flick to his cum-hole and said, “I want you to build up a nice fresh load for my pussy”. I mentally double-took as I heard myself say that. ‘Wow, ovulation does a number on you when you’re having sex’ I thought with an inside chuckle and went back to my task of arousing his cock with my mouth. This is the first time I ever actually had my heart into giving head, I thought laughingly. I wanted to stimulate him, and I think it showed in my blowjob. After about 3 minutes he gently pulled my head off of his dick and nudged me to stand in front of him. “Any more of that and you would have been swallowing it Baby”, he lustfully told me as he hotly kissed me and lifted me onto the bed. He lifted the teddy over my head, exposing my hard-nippled breasts to his gaze. I leaned back on my hands, almost as if I was daring him to suck them. He took the dare and sucked hard on my left nipple as he gently laid me on my back. ‘Here we go’, I thought on the way down. He planted soft kisses all along my body, orbiting around my belly button. He was moving lower on each pass… “Oh Chris, why are you teasing me?” I asked breathlessly. “If you are going to give me this gift I’m going to make sure it’s an experience you won’t regret”. He continued his descent until he reached my womanhood. He ran his tongue, slowly and softly, up and down the inside of the left labia and repeated on the right. He gently circled my clit 3 times before he suddenly sucked it into his lips and quickly flicked it with his tongue. Christ!! That sent me suddenly into a mini-orgasm. My hips shuddered as the spasms took hold of me, and just as suddenly released me. He continued to butterfly kiss down the center of my twat until he reached my dripping wet entrance. He gently spread my hole until he could see my hymen. “I’m just going to kiss your virginity goodbye Baby” and he ran his tongue softly over my maidenhead. “Fuck Chris! That is so hot feeling your tongue on my cherry. Auhhh!!” I had a full body climax as he thumbed my clit and french kissed my hymen. He came up and softly sucked my clit, bringing me slowly down from my cum-pinnacle with my hips and thighs thrashing and twitching the entire time. Some of my muscles actually cramped a bit as he kissed his way slowly up my belly, settling himself between my spread legs as he did…
He looked deeply into my eyes as he held his shaft and slowly aimed the leaking head at my wet love tunnel. “I love you Chris,” I said as I looked down at his cock descending to align with my hungry entrance. My pussy lubricated itself even more as I watched his beautiful dick inch closer to my welcoming portal. I gasped as the head softly insinuated itself between my lower lips and he gently nudged himself into my hot hole. I looked back into his eyes and spread my legs even further as the head nestled itself in me and he eased forward until the tip kissed my barrier. He began to softly caress my cherry with the head saying, “I’m just going to baste your virginity with my precum a bit, to soften it up a little”. My uterus nearly contracted itself flat in arousal when he said that! I looped my arms around his neck, my lips working subtly even though no sound came out; I was mentally preparing myself for the experience shortly coming. He looked into my eyes and asked once last time, “Are you ready Martie? Once I do this there’s no undoing it”. “I’m ready Baby. Make me a woman” I said as I move my feet up and crossed my ankles behind his gorgeous ass. “Make my your woman”. He began applying gentle pressure onto my maidenhead as he softly but passionately kissed me. His kiss and his pressure gradually increased. My barrier began hurting, and I whimpered a bit and then his cock suddenly lurched in about an inch and he stopped. I swear I could actually hear my cherry pop in that moment. My virginity was gone. “Are you ok, Baby?” he asked as he held himself still just past where my hymen used to be. “Oh YES! Just..uh…wait a minute so I…nggh…can get used to you in there” I said between ragged breaths. He leaned down, nuzzled my earlobe, and whispered, “I can feel the remains of your virginity caressing my cock Baby”, he said as he eased another inch of dick into my quivering hole. “Uh..uh..ah..ungh. Wait, wait. Stop that!”, I said breathlessly. “If you keep..uh.. talking like that I’ll be…ungh…a constantly-cumming mess by the time this is over.” He softly chuckled in my ear, “He he he”. He softly sucked my earlobe and with a soft chuckle whispered, “Oh, now there’s a problem Miss ‘fresh load for my pussy’?”…and sank another inch into me… “EEEP!” I gasped. “Uh…uh…stop…wait. Oh Lord that feels amazing!” I whispered into his neck as I began lightly sucking just below his ear. This may have been an error in tactical judgment because this caused him to, very slowly mind you but very firmly, thrust the remaining four inches of his cock into my virgin pussy. He pulled his face back to look at me, finding my eyes and mouth in pretty much the same size and shape moaning, “oohhh”, but…like…breathing in while I did that. This made the fucker grin at me and, reverting back to our long sibling relationship, I made a mental note to take this issue up with him but, of course, not just now. This relationship was definitely going to have an interesting dynamic, to be sure.
Chris gently began to fuck me, withdrawing his manhood until only the head remained in me. Christ! Did that feel good! Or, so I thought, until his luscious rod began it’s second inward trip into my welcoming hole. I swear to God my eyes tried to cross all on their own as he began slowly moving his dick in and out of my body; I had to shake my head a little to straighten them back out. He let me feel every inch of his prick as he gave me full, deep strokes. I felt his tip kiss my cervix during several of his thrusts, setting off what I started thinking of as ‘mini-cums’ every time it happened. “Wait a second,” I said, causing him to stop. “Pull out”, I said. I could tell he wanted our planet to burn in space before he wanted to pull out of me. I told him, “Only for a moment, My Love” as I caressed his jawline and kissed him. He pulled out of me and I switched the pillow under my head and handed him the first one. I wasn’t feeling quite even with my Daddy yet as I looked up at him and raised my hips seductively, telling him, “put Daddy’s pillow under my ass, so you can fuck his Daughter deeper”, licking my upper lip sluttily.
He placed the pillow under me and grasped my hips. He lowered his head between my legs and softly sucked on my clit for a few seconds, making sure there was a fresh spritz of wetness coating the inside of my pussy. I looked down and watched as he brought his beautiful bare dick up to my eagerly awaiting, no longer virgin, twat. My eyes widened a little as I saw him insert the head into my dripping tunnel and I rolled my hips very subtly. I was inviting him in…and he took the invitation as he slowly pushed his entire penis into my body in one smooth stroke.
We resumed our hot lovemaking. He began anew his full in and out thrusts slowly. With my hips now in this new position, his dick gave my womb’s gate an open mouth kiss on every inward motion. Unknown to us, the opening in my cervix lined up pretty nicely with his cum hole. Nature knows what it’s doing.
Now, I don’t know if anyone out there has fallen deeply in love during sex but that, coupled with the naughty things we’d been saying to each other and both of us knowing we’d welcome a pregnancy if it were to happen, doesn’t exactly create a situation conducive with your first sex session being long-lasting. I heard Chris’ breathing begin to change. He started sucking my nipple as his thrusts became more urgent, causing an extreme tingle to shoot down through my entire reproductive system. He raised up and grasped my hips, pulling me into him as he stared into my eyes. “Oh God, Martie. Last chance to change your mind Baby, I’m very close”, he said between ragged breaths. I reached up and pulled his head down into a deep kiss. I let go and grabbed his ass with both hands, looked at his perfect face and said, “do it My Love”. I pulled him in saying, “Hold it in deep when you cum. Give me your baby”.
There it is…it’s out there now for sure.
Chris groaned as he slowly pressed his dick as deeply into me as he could go. I felt his shaft expand against my inner walls. His dick leapt inside me, followed by an intense warming deep in my tummy. I gasped when I felt it! It was followed by another hard twitch, then another. Both throbs were accompanied by their own surges of heat right against my cervix. He’s cumming! Oh My God, he’s cumming inside me. Four…five…six softly heated pulses, each one signaling a fresh dose of sperm being injected into my womb. The realization that my journey into womanhood was now complete setting off an intense orgasm of my own. I could feel my cervix contract in waves as Chris continued to cum deep inside me, my uterus drinking in his seed. My arms flopped uncontrolled down to my sides, but my crossed ankles pressed on his back, trying to pull him even deeper into my welcoming body.
Our mutual clmax began to taper off, his cock only twitching occasionally. I reveled in the body rush of my love for him as I started to loosen my legs and arms from around him. I rolled my hips gently with him inside me, using his cock to stir his sperm in my pussy. I double-took myself again and mentally laughed at myself. ‘Ok’, I thought. ‘Note to self; ovulation can lead to extreme sluttiness. Be on the lookout’. He pulled his head up and we stared into each others’ eyes. I lustfully ran my tongue across my upper lip as my twat muscles worked his dick for the last drops of his seed. “I love you Martie”, he said as he stroked a strand of my hair away from my cheek. A tear of happiness dropped from the corner of my eye. “I love you too Chris”, I whispered as I pulled him down into a passionate kiss as he continued to drip his essence into me. His cock began to soften and he slipped out of me. He rolled off of me onto his back and pull my head to rest on his shoulder. His hand came to rest on my breast as we caught our breath. He flinched with a sudden realization. “Are you ok Baby?” he asked as his other hand came over to caress my cheek. “Did it hurt badly?” “No, surprisingly not. There was that bit right when you went through, but everything else was just a stretching feeling. I think you were so careful with me that it became really pleasant” I said. We kissed and caressed each other while we came down and were finally laying in each other’s arms. By the way, my ass is still up on Daddy’s pillow all this time, letting gravity do it’s work Little droplets of cum dripping through the hole in my cervix into my womb, or at least that’s the picture I had in my mind in my afterglow.
End of Part One.
Ok, so this kind of took on a life of it’s own. This started as a few hundred word – hopefully a little warm – stepsibling fuck story. Now it’s developed into a bit of a love story…I’m not sure how that happened exactly. I never thought I had a story like this or anything in me; I hate writing. I don’t actually like the act of writing, but…well…you see what happened here. Furthermore, I’m a straight guy. I’ve been married thirteen years. I’ve got 4 kids. Why I chose to write this from HER point of view is still something I haven’t figured out yet. At any rate, I got more on this story if y’all want it. Just say the word.