Exactly two people know about this… my sister in-law, Katie, and me. I won’t say whether she was my sister in-law at the time or not – use your imagination to make the story hotter depending on your tastes – but this story actually happened.
Some backstory:
My wife is about 4 years younger than Katie. Katie is the oldest in her family and completely spoiled. Like struggles with being an adult because she has been coddled her whole life. My wife is much more independent, hotter, and had more success with men. Katie is solidly curvy, but definitely cute and has some nice large assets which I am sure many people would find attractive. People including me. I actually knew Katie before my wife. We went to school together, but this happened well after we had graduated.
My wife, Katie, and I were at a party. Katie had come with her BF at the time as well. Sometime during the night, Katie’s boyfriend left and she was hanging around my wife and I. There were drinks and some dancing and I thought that Katie was being a little flirty, but brushed it off as just the alcohol and certainly not on me in front of her sister.
The next day after the party, I get a text with a winky face from Katie. Nothing else. Just a winky face. I think I responded with just a question mark. She says she had a great time last night, I’m such a great guy, better than her BF, etc. Weird, but okay. I respond back with simple things like, “I had fun too” and “(BF) seems like an okay dude, but if you aren’t happy you should kick him to the curb”. Anyway, this goes on for a bit and finally she texts, “Can I just have you?”
Uhhh…. what?! At this point the blood flow switches from the head upstairs to the head downstairs. I start thinking, “She *is* kind of cute…”, “I wonder how close these two sisters are in features?”, “I wonder what she looks like naked”. We end up flirting a bit more back and forth, borderline sexting, and finally agree to meet up at a hotel some time during the week. We are basically agreeing to cheat with each other on our significant others. Cool. This is uncharted waters.
The day arrives and we meet up at the hotel in the morning. I check in, we go to the room, and as the door shuts, she almost pounces on me and starts kissing me while we were standing in the little hallway next to the bathroom. I’ll pause here to tell you more about her – she is ~5’5″, probably close to 200lbs, but the majority of that is in her breasts, hips, and ass. She doesn’t look “fat” by any means, just bigger. I never found out her bra size or her exact weight. Sorry for that. She has dark brown hair down past her shoulders and brown eyes.
Okay, so we are making out, running our hands over each other. She starts to take off my shirt and I reach for the button on her pants. She pulls away a bit, and takes off her jacket, revealing a somewhat loose-fitting tshirt. She reaches up to take off her shirt, and displays this amazing set of black lingerie that runs down into her pants. I take it all in as she starts to take off her pants. As she does, she turns around to bend over and reveals that this set of lingerie is crotchless. She purposefully takes her time, giving me a full view of her pussy and ass which has swallowed the piece of the thong that runs through her cheeks and up her back. Her ass is large enough that when she is just bent over, you can’t see her asshole. Her pussy was definitely visible and definitely different from my wife. Where my wife has a little simp pussy, Katie has a nice set of inner lips that were protruding beyond her outer ones. Not flappy or anything, just there and nice. I could also see that she was already pretty wet.
I’m sure we made some comments to each other, but I honestly don’t remember exactly what was said. I finish taking off my clothes we crawl onto the bed, me naked and her in her sexy black lingerie. We keep making out while our hands rove around. She strokes me some while I paw at her big tits and run my hand over her stomach and run some fingers through her pussy lips. I move to get on top of her and peel the lingerie straps off of her shoulders and kiss her neck and shoulders as I continue to move the fabric off of her boobs. Once that is done, I sit up on her and take in her face, her collar bone, and her fair skin shaping her boobs. They are large my friends. Much more than a handful – they are jiggly, falling off her chest, but somehow still perky as much as possible despite the weight that these are carrying. DD easily, maybe even E or F cups. Her areolas are this medium shade of brown-pink and bigger than any I had seen in person, but still in a small proportion to her overall breast and body. Nipples were a similar story, big, but in perfect proportion to everything. Ladies and gentlemen, I spent a bunch of time with her chest and I think she liked most everything based on her moans and whatnot. Light pinches, sucking, licking, kissing, shaking, the works.
After a bit, I continued to my way down her body, pulling her lingerie with me. Eventually I reached her pussy and as I peeled away the bit of fabric surrounding her pussy I got the clearest look at it yet. Shaved, plump, beautiful lips. Wet with her juices, there was this nice white cream starting to drip out of the bottom. Her clit swollen, almost exposed. I dove in. It was delicious. After a few minutes of me licking her and tonguing her as best as possible while I was still grabbing her boobs, I stuck a finger in her incredibly wet pussy. It slid in with ease. Then two, and finally three fingers before I started to encounter any real resistance… this was a bit of a surprise. I chalked it up to her being a touch bigger and incredibly turned on… go me. I fingered her g-spot and licked her clit for a while (maybe 10 minutes?) She definitely took longer to cum than my wife, but finally she started to buck her hips and moan louder and louder. She tenses up, tells me to pick my head up and pull my fingers out. As I pull my fingers out, she lets out a fairly strong spray of squirt catching me in the chin and chest. I give her a big grin and go back to fingering her for a little bit getting a couple, smaller, less strong streams out of her.
Breathlessly, she asks me to get on top of her so she can suck me. The positioning was a little awkward with her still on her back and me kneeling over her, but we made it work. She works my balls like a champ too as I teabag her some, even taking some licks at my taint. As I’ve said in my previous story, I am no porn star. She works me for a bit, using her hand occasionally and then I start to get the urge to cum. She knows exactly what I want and pushes me down her body some and starts to hold her big tits together. Her saliva acts as a perfect lubricant for me to stick my dick between them and pump away. A dozen or so pumps in, I pull out and release my sizeable load on to her gorgeous pale tits and a bit on her chin.
We get up to the bathroom to wipe off. I was last out and I come out to her bent on all fours on the bed. This time her legs were spread enough and I had a full view of her pussy and big ass. Fucking gorgeous. I came up behind her, kneeled on the floor, used my hands to spread her cheeks a bit and made my second dive of the night. I licked from her clit to her asshole. She jumped a bit when I moved past her pussy, but I slapped her ass and she leaned back into me. While I was rimming her, I moved my fingers back in position into her pussy. I decided to see how deep this rabbit hole goes. I started with two fingers, then 3. I had to spit a little bit on my 4th finger, but it slid in too. I stopped rimming her as half my hand is moving in and out of her pussy. In fact, it’s no longer a pussy at this point. It’s a cunt. And I had one mission – stretch this cunt out until she collapsed from cumming. I was ultimately able to get my whole hand in her with some work and some lube that *she* brought with her. She knew exactly what she wanted. I am basically punching her cunt as she squirms and moans into the bed. After a couple of minutes, she picks her head up, let’s out this guttural cry/moan and starts squirting a lot more than the first time. I slow down and ease out of her, pausing to lick up as many juices as I can and get a good look at her gaping pussy. Go find your favorite gaping picture… her cunt looked like that.
She’s still bent over on the bed, quivering a bit. I stand behind her, rub her back some and start moving my dick up and down her cheeks. I start to push my dick into her pussy which is still a little stretched and lube-y from the moment before. I pump in and out of her, but my less than porn star dick isn’t doing much. She knows this and reaches behind, without saying a word and puts my cock at the opening of her asshole. I push into her with a fair bit of resistance and then pause for her to adjust. After a few seconds, I start to fuck her faster and faster. If her pussy was loose, her ass is tight. I am only about 6.5″, but this is the first time that she mentions anything about my dick. She says that I am the biggest she has been with and that my cock is the biggest thing that she has ever had in her ass. She is loving it. Even though I came not 30 minutes earlier, between the fisting before and the thrill of fucking her ass, I can’t last longer than 10 minutes. I start going to town, grabbing her hips, smacking her ass, and feeling my balls slap her pussy. With one final in and out, I blow my second load deep inside her ass. We stay like this for a bit and then go back to the bathroom to clean up some.
Afterward, we got to talking a bit. Despite her not being super successful in the dating department, she had been with a few guys and I really was the biggest so far… though she did say that she wanted to find someone bigger eventually. She didn’t have any big toys (yet), but did admit to using cucumbers and her own hands on her pussy. Her boyfriend wasn’t really treating her well AND had a small dick, so she was going to break up with him shortly after this whole thing. Beyond a couple of pictures of various objects in her pussy a few days after we met up, nothing like this has happened again and we haven’t ever discussed it. I would describe my wife’s sister as incredible… they are similar in a lot of ways, but have clearly diverged a bit in the sex department. Worked out to my advantage though :)
Source: reddit.com/r/gonewildstories/comments/ig0g8l/fucking_my_sister_inlaw
So f hot…any pics?
Ever going for her again!?