I walked into the guest bedroom feeling confident and set on my decision. I stood in the doorway as Cari slipped off her jacket and hung it in the closet.
“You’re home.” I mumbled, drawing her attention. She turned toward me and gave me a sweet smile.
“Mmm, missed me did you?” She cooed. She was wearing a bubblegum pink wrap dress and a pair of ivory flats. “Think you can keep resisting all this?”
“Actually, no.” I sighed. “I know you want to play with my cock every chance you get and if I resist or say no you’re just going to threaten me. I’ve decided it wouldn’t be so bad if you jerk me off once in a while. If that’s what it takes to keep my marriage together and keep all of this just between us.” I crossed my arms and looked at the floor.
I awaited Cari’s response, but when she said nothing I looked up to see her shuffling through her closet. She pulled out an outfit and tossed it on her bed. She looked into my eyes and began to untie the lace on the side of her dress. She kicked off her shoes and opened her dress.
“So, you think I just want to jerk you off every now and then? That’s what you think all of this has been about?” Cari chortled and shook her head. Her expression was both disappointed and amused, and she let her dress drop to the floor. She wore a white lace bra and a matching g-string and I couldn’t help but stare at her firm body.
“I, well, you keep trying to get your hands on me. I’ll obviously pleasure you too, I guess it isn‘t that big of a deal. I can admit it now, I liked making you cum on my desk and hearing the noises you made when you squirted all over me.” I recalled our filthy experience in my office and my pants started to tent.
Cari unclasped her bra and pulled it from her ample chest. She tossed it to the ground and I was faced once again with her incredible body. She slid her thong down over her voluptuous hips and they dropped to the floor around her ankles. Before I had a chance to truly admire her smooth, shaven mound, she turned away and began to dress herself in the outfit on her bed. She pulled her lingerie on over her head and slipped her panties up over her round ass. I watched as she straightened everything perfectly, and then pulled a pair of black stockings out of her drawer. She slipped her toes into the rolled up stockings and I watched her slowly pull the thin fabric up over her toned calves and her thick thighs.
“Oh, such a sweet puppy.” Cari teased as she slipped into her new outfit. “I never just wanted to tease your cock and jerk you off. I was never going to be satisfied just playing around. I want more. I want to go all the way and finally get what I want from you, and give you all of me.”
“Wait, more? You don’t want to just fool around sometimes? You’ve jerked me off so many times and, well, you sucked me off so good the other night. I mean, I’m giving you what you want, Cari. We can fool around in secret, as long as you just don’t tell Haley about any of this. Isn’t that what we’ve been doing?” I was confused and nervous as she tucked her stockinged feet into a pair of red heels.
“Hand jobs, blowjobs, making you finger fuck my tight little pussy in your office…it was all just leading up to this. It was foreplay, baby. You must know a little something about foreplay by now. It’s just a prelude, an appetizer before the main course. And today, today I fill my plate.”
Cari looked at herself in the mirror and applied lipstick as she spoke. When she was happy with how she looked, she turned back toward me and I saw her in all her glory. Her breasts were pushed up exquisitely in a red lace babydoll that clung to her neck in a halter strap. The lace parted in the center and laid open in the front, revealing her pierced navel and her black lace g-string panties. Her black stockings were thin and I could see the soft skin of her legs through the fabric. The stockings were topped with small black bows just at the top of the thighs and her shapely legs ended in a pair of red peep toe stiletto heels. Her eyes, which I hadn’t looked too closely at when I walked into the bedroom, were painted in a thick, black, dramatic makeup. Her lips were now bright red and she bit her lip seductively.
I felt the front of my pants tighten and my erection was raging, coating the front of my boxers with thick precum as I watched her take slow and steady steps toward me. I found my self wringing my hands nervously trying to process what she was telling me, while also holding back my animalistic urges to touch her body and feel how wet her panties were against that smooth pussy. I could smell her scent from the doorway where I stood and I stared like a horny teenager at her sumptuous form.
“You, you look…well, you look amazing. But, did you say you wanted to go all the way? Like, you want to actually have sex?” I stuttered anxiously as she came closer. Her heels clicked on the hardwood floor with every step and soon she was running her hands over my chest and leaning in close. Her lips were close to mine and her breath was warm on my face. Her body pressed against me and I felt my hands instinctively glide up her hips and underneath her babydoll until I was caressing her soft skin and pulling her in close.
“That’s right, I’m going to have you right where you belong, baby. Inside me.” Her voice was like a whisper that echoed in my skull. I couldn’t just satisfy my manly urges and let Cari pleasure me orally or with her hands, she wanted me to give her what was only meant for my wife. I stopped, looked into her eyes and shook my head.
“What? No.” I regained my composure quickly and I grabbed her wrists. I pulled her hands from my chest and pushed her backward, rejecting her advances. “This has gone too far. I was weak, I still am. I was willing to have some secret fun with you as long as it kept my mariage safe, but that was just a little hand and mouth play, Cari. This, this is too much. This is sex, this is sacred. That is only meant for my wife, I vowed my fidelity to her and there is no way I can break that. She would know! I mean, what if she somehow found the condom.”
“Well, that is nothing you need to worry about now sweety. Because I don’t plan on using a condom.” She crept closer to me again but I held her back, holding her wrists and trying to keep distance between us.
“Fuck, Cari! You didn’t even want to use protection? What the hell is the matter with you? This is crazy, this isn’t just a little bit of fun on the side. This is just evil. Did you even think what would happen if you got pregnant or something?” Just saying the words made my erection twitch beneath my trousers and I fought off the oddly enticing thoughts of depositing my seed inside my sister in law and getting her pregnant.
“Mmm, you think I didn’t see that? You like it. I think you want it as badly as I do.” She stepped forward against my pressure and I felt her breasts brushing against my fingertips. Her body was so warm and soft like velvet, I breathed her scent in and it became harder and harder to resist.
“I, Cari, I can’t. This has gone way too far already and I can’t believe I was going to just let this continue. That’s it. It’s over, I know you’re not going to tell Haley anything about us, she would hate you. The family would disown you. You’ll never do it.” I bluffed.
Cari called my bluff. She pulled her phone from her purse that sat on the floor next to the door. She pressed a couple buttons on her phone that I couldn’t see and I heard an upbeat ringtone. Then, a voice answered the call and made my heart skip a beat.
“Hey, you never video chat me while I’m at work haha, what’s up?”
Haley.
“Well, there’s something I need to tell you.” Cari held the phone in front of her face, pointing the camera only at her head and not showing the lingerie that she wore for me. “It’s about me and your hubby.”
I panicked. I waved my arms at her and shook my head, mouthing ‘please, no!’ And begging her with my silence not to tell my wife what we had done.
“Oh, that sounds weird. What’s going on?”
Cari carefully pulled her left breasts out of the lacy bra of her babydoll. She held her breast in her palm, presenting it to me as if to give me a chance. I squeezed my eyes shut for a second, but realized quickly that I had no time and no choice. She was going to tell Haley everything if I didn’t do as she demanded. I ducked under her arm that held the phone, and without allowing my head to creep into the view of the camera, I licked at her nipple and suckled at her, groping her other breast with an enthusiastic and fearful grip.
“Oh, nothing weird, silly. Just that we were going to do something special for dinner tonight.” With this, she slapped at the back of my head and I released her stiff tip. She backed up slowly and sat down on the edge of the bed, laying back and spreading her legs. She lifted her finger and gestured for me to come forward with a come-hither motion. I gritted my teeth, angry that she could manipulate me this way, but I obeyed.
Cari pulled her thong aside and revealed her soaking wet pussy to me. I licked my lips, but the sound of my wife’s voice made me cringe at what I was doing.
“Oh jeez, way to freak me out Carcar!”
I knelt at the foot of the bed between Cari’s open legs and I followed her silent directions. I leaned in a licked her juicy cunt, caressing her thighs and digging my fingers into her hips. Her stockings were soft and her taste was intoxicating. I lapped up her juices hungrily and the shame in my gut mingled with the filthy desires that built inside me as I flicked her clit with my tongue. I was hoping that I could pleasure her like I did in my office, making her squirt and satisfying her to the point that she wouldn’t need to take all of this that one step further as she wanted to.
“Oh don’t be so paranoid Haley, ha! Ahem, you know you married a good boy. Mm a very good boy, he knows what to do and I’m sure he does what he is told.” She could barely contain her moans and there was something about the fact that I was giving her this kind of pleasure as she spoke to my wife that made me throb. Still, the logical part of my brain hoped that she would soon hang up and end the fear that Haley would catch on to what was going on.
“Oh I know I know. He is a good guy he would never do anything like that. I was just kidding you, crazy.”
My stomach turned as my loyal and trusting wife sung my praises as my mouth was sucking on her sisters clit. I felt dirty and wrong, but somehow it still made me leak and twitch. I released her swollen clitorus and looked up at Cari, begging with my eyes to let me stop. She glanced down for a moment and as she continued her casual conversation with Haley, she placed one fingertip under my chin and guided me up until I was standing at the foot of the bed.
“So, we were going to do a whole mexican thing, do the kid’s like that kind of stuff?” Cari skillfully pulled her panties down with one hand, still laying still and nonchalantly staring into the camera on her phone. She opened her legs again and used her free hand to spread her pussy lips, inviting me in. I did whatever I could to satisfy her sick lustful game and I rubbed my fingers up and down her gushing slit. This, however, was not what she wanted. She silently wagged her finger at me and without looking, pointing at my bulge.
I shook my head and pressed my palms together, pleading with her behind the camera. I couldn’t. How could I enter this beautiful woman while she spoke to my wife, knowing that I had no protection and that this would finally be it. I would be cheating on my wife. I begged with my eyes, pleading with my hands clenched and trying to fight off the raging boner in my pants.
“Oh, you know, I can never remember which button reverses the camera on this thing…” Cari threatened casually. She tapped at her phone screen and I feared that she would turn the camera to the back of the phone, showing me covered her Cari’s juices in front of her half naked body.
I acted. Without wasting time or risking exposure, I yanked my pants down until they hung around my knees. I looked down at Cari’s perfectly shaven mound, her warm juices dripping down onto the bed, her perky tits popping out of her babydoll. I inhaled sharply and thought about my marriage and my family and how I needed to keep my life together. I took a single second to convince myself that what i was about to do was for them, and that I had no choice. With that, I let my urges take over. I grabbed Cari by the thighs and pulled her down so her ass was almost hanging off the edge of the bed. I let a satisfied smile cross my face as I felt her warmth and I plunged my manhood deep into her eager chasm.
“Ok, sorry to cut this short but I have to get shopping if I’m -mmmm- going to get that Mexican food started. Ooh, see you later, sis.” Cari hung up and tossed her phone across the bed. She immediately cried out with pleasure, moaning as my cock sunk deeper inside her. My curved dick slid into her pussy and my tip massaged her g-spot as if it were meant to be there. I let out a pathetic groan like a long time virgin feeling a woman for the first time, her body accepting me and providing every pleasure that I had ever needed.
“I-I’ll do it. I… I’ll do whatever it takes. J-just don’t tell…” I grunted, thrusting my hips forward and looking down at her bouncing tits.
“Oooh fuck! Don’t even pretend you don’t want this. You’ve needed this pretty pussy since you married my prude sister!” Cari moaned, clutched the edges of the bed on either side of her.
She was right, I wanted it. I held off as long as I could and I tried to do the right thing. I fought my urges just like I was supposed to and I spent years being faithful to my wife, but I enjoyed it. I only gave in when I had no choice, but I was finally balls deep in one of the sexiest women I had ever seen in my life. Her hot, firm body bounced below me as I thrust in and out, filling her with my girth and reached forward to fondle her perky orbs. Her nipples were hard beneath my palms and I groped them, pinching and squeezing them as her vaginal walls clenched around me.
“Ooh! Oh shit, Cari, you’re so fucking tight!” I cried out uncontrollably. She was. Her pussy was small and squeezed my shaft so perfectly that it wasn’t long before I felt the wave of passion washing over me as I neared orgasm.”I- I’m going to cum! I, I don’t want to cum inside you, I can’t!”
“Cum on these tit’s baby, cum all over me so you never forget how my face and chest look covered in your jizz!” Her filthy words and eagerness to be coated in my cream pushed me over the edge. I pulled myself out of her heavenly cavern and she sat up, opening her mouth and sticking out her tongue like a porn star ready to be glazed.
I released, string after string of cum spurting across her face. A chord splashed over her left eye and across her tongue, some squirted onto her neck and dripped down her breast. I came more than I ever had before, even when I had released into her mouth that night laying next to Haley. This was different, this was better. I had felt her taut cunt and I wanted more.
She licked the cum that dripped over her upper lip and smiled, staring up at me.
“Mmm, that’s a good boy. Hmm, I don’t think you’re finished, are you?” She asked knowingly.
“No, no.” I replied assuredly. I grabbed her arm and turned her over until she was on her hands and knees. I pushed her forward so she was kneeling in the middle of the bed and I knelt behind her on the bouncy mattress. I lifted the babydoll over her ass so I could admire her full, round cheeks. I slapped it hard and she giggled at my forcefulness.
I told myself that I needed to please her, that I had to make her happy and make her squirt so that she would be satisfied and keep quiet. I convinced myself it was for Haley. It was for my family that I had to see this through. It was all I needed to slide my cock inside her again, from behind. Feeling her skin to skin, knowing how wrong it was to fuck my sister in law bareback, made my tip gush. I shivered at the spectacular sensation of her warm walls surrounding my member and I immediately began fucking her fast and hard. I grabbed her supple backside, and grunted like a wild animal as I pounded her.
“Fuuck! Oooh yes! Fuck me like you fuck my sister! Mmm no, fuck me better!” She screamed, looking back at me over her shoulder. Her face was still glazed with my first load and I looked deep into her eyes as I thrust inside her. She pushed back against me, eager to have me as deep inside her as possible. She reached between her legs and massaged her clit, gasping as I hit her g-spot with my engorged tip.
“Sweet fuck, yes! She never lets me fuck her like this!” I let go, embracing my guilt and letting it fuel me as I shame fucked Cari. “You-oh God! You are so much tighter than she is! I love it, holy fuck, I love it. You have such a hot body, you’re nothing like Haley. You make me so fucking hard, girl. You make me cum so hard I want to fill up this sexy pussy!” I admitted in the heat of passion.
Cari loved this, she pushed back even harder against me and her bouncing ass hypnotized me. I humped her like a dog, my pace quickening and my breathing getting more shallow.
“Mmm, I want to see your face again. I love watching you unload for me.” She said as she crawled forward. My cock slipped from her wet hole and pointed straight forward, dripping with her pussy juices. She pulled me down onto the bed and straddled me, lowering herself down on my erect member and proceeding to ride me like a professional.
“Oh, shit, Cari!” The view was incredible. Her bouncing tits, her moaning face, the way she rubbed her clit as she grinded her pussy against my pelvis. She was a goddess, her lips were full and red and my cum still glistened on her face and chest. I ran my hands up her body, enjoying her supple flesh and finally reaching up to grab her breasts. I felt the cum on her skin and I massaged her warm mounds. I pulled her forward and took her right nipple into my mouth, tasting her salty skin and pulling her down into me.
She bounced her ass up and down on my stiff pole and the wet slapping sound was like heaven. She got so moist for me, something Haley never did. She wanted me, she was horny just thinking about me and I knew this was all she wanted. It was a fantastic feeling knowing that she was willing to risk so much and do such terrible things just to experience my cock inside her. It was filthy, wrong and evil, but something about all of it made me leak. I wanted her body and her sick, sadistic mind making me cum right then and there.
“Oh, oh Cari. You-you feel so amazing! Wow, I can feel your gash just squeezing around me! Are-are you about to cum?” I asked as her speed increased. She didn’t answer, just rubbed her clit faster and whined loudly as her climax built.
“Yes, yes yes!” She cried out. I felt my own orgasm build and knowing she was about to finish herself while riding me sent a wave of pleasure crashing over me. I remembered the incredible noises she had made and the juicy mess on my desk that she had given me, and I felt I couldn’t hold back any longer.
“Oh, Cari, you-mmmmff-you need to get off. I’ll cum on your face again.” I grunted, stifling my climax for fear of going too far and impregnating my sister in law.
“Oh no you don’t.” Cari snickered, maintaining her speed and bringing herself to orgasm over my trembling body. She wasn’t going to let me get away. She was on top of me and had me right where she wanted me, she finally won. “Oh, oh oooh! Yes! Fuuck!” She screamed, convulsing and showering my balls and stomach with her sweet vaginal spray. She squirted all over me, and the tightening of her pussy along with the noises and wetness of her orgasm, sent me past the point of no return.
“There, there it is!” I groaned uncontrollably.
“Do it! Fill me up! Cum inside me and fucking make me your side bitch!” She screamed, still gushing all over me. I couldn’t stop it.
“Ooooooh! There it is Cari, its inside you! Fuck! No! Oh my God yes, it was meant for my wife but you get it all! I want it deeper!” I thrust hard up into her, depositing my essence as deep inside her as I could manage. My orgasm was so intense I couldn’t feel anything else, but soon it faded away and the guilt began to build again. “Oh, oh my fucking God. I-I came in you. What the fuck did I do? Shit!”
“Mmmm,” Cari moaned. Soon she was sitting up and swinging her leg over me, my empty and flaccid cock flopping out of her and hitting my thigh with a splat. I was covered in her liquid and she spread her legs to show me my cream dripping out of her stuffed hole. I felt so ashamed by what I had done and I shook my head as I watched her drip. “It’s mine now. Whenever I want it.”
Cari slipped on a pair of panties, her cunt still full of my sperm, and dressed in a pair of sweats and a t-shirt. She walked out the door without a word and I was left on her bed, pants still twisted around my ankles and shirt dishevelled, my crotch drenched in a mixture of our juices. My mind raced and I couldn’t breathe. I thought about what would happen if Cari got pregnant or if Haley found out, and I couldn’t concentrate on one train of thought. I layed there in silence until I got the courage to dress myself and make my way to the kitchen to start dinner.
I didn’t know what would happen after that moment, but I knew my life would never be the same. All thanks to my sneaky sister in law.
Source: reddit.com/r/sexystories/comments/bm93uf/from_prince_to_princessfmfantasyincmommysissy