4 comments/ 103103 views/ 22 favorites Sister in Law Surprise By: sneakerman No one in this story is under the age of 18. ***** My wife's sister is a flirty lady and even a little too explicit at times when my wife is sitting right beside me. I always play it off and we get past it without any problems brewing between me and the wife. My sister is in her late 30s while my wife and I are in our 50s. I will change the names to protect the innocent so I will be calling my sister Tiffany for this story. She is a little on the chunky side with nice tits and in her late 30s. We have flirted a little of the past 10 years, but it has all been harmless with the rare fantasy in my head when horny. A little more background on me, I have had some very kinky experiences in my earlier life and still fantasize about them at times. I also have a unique fetish for ladies in sneakers. I am pretty sure she knows this since my wife has such a large collection of them. I would not doubt if my wife has mentioned it to her over the years although I am always trying to hide it from others. One day Tiffany came over with my niece and nephew for the week. We had some fun going to the beach and then at the end of the night we relaxed with some wine while the kids went to sleep. After being up for a while watching TV and chatting and my sister flirting a little, it was time for Bed. My wife went to the bedroom and Tiffany to a spare Bedroom. I chose to sleep on the couch as I do very often so I can fall asleep watching TV which I can not do in the bedroom with my wife as it keeps her awake. I am laying there watching and listening to TV. I set the sleep timer so I can drift off and the so the TV will shut itself off. After some time goes by I am in that state between being awake and still hearing the TV but it seems more like a dream than being awake. I start to fantasize a little about Tiffany and can feel myself getting hard in my dream. My dream turns semi erotic and I imagine my sister sitting in the hot tub with me and my wife. I am facing my sister in law with my wife by my side. As we are sitting there talking it seems that every now and then my Tiffany's foot seems to graze my groin. This eventually made my mind wander and I start to get hard in the hot tub. I could swear she would look at me each time her foot would graze my crotch. I also started to realize in my dream that every time she would let her foot graze my crotch my wife seemed to be looking away to reach for a drink or look at something. So I am lying on the couch with this dream giving me a hard on when all of the sudden the dream changes and I imagine Tiffany starting to go down on me. We are no longer in the hot tub but now I am sitting in a chair and she is on her knees looking in my eyes and doing a great job sucking my cock, it felt so incredible. So now my cock feels rock hard and I am in this dream like state imagining Tiffany sucking my cock and looking into my eyes. The dream jumps again and now I am lying on the couch and Tiffany is still sucking my cock. She looks me deep in the eyes and all of the sudden I feel pressure on my anus and in goes a finger. I nearly jump off the couch as she wiggles her finger in just right and starts stroking my prostate. This intense feeling makes me wake up and as I am waking up I still feel everything as I did in the dream. As I open my eyes and start to focus I realize it is no longer a dream. Tiffany is next to me on the floor and she has my cock in her mouth and her finger in my ass. I start to tell her to stop and try to move but as I do her other hand moves toward my face and in her hand is my 18yo nieces Nike skate sneaker. She covers my nose and mouth with the sneaker so they are inside the sneaker and I am breasting in the smell of an almost band new sneaker. This has my mind reeling. The feeling of her mouth, the prostate massage and now the over whelming smell of these sneakers I had been admiring these sneakers on and of during the day. I pretty much give in at this point and just take it in. She keeps working my cock and prostate and I can feel myself getting ready to blow soon. Tiffany feels my cock start to swell and stops just holding my cock still in her mouth looking at me. I start coming out of my euphoric state and look down almost pleading her to finish with my eyes. Tiffany slowly pulls her finger out and takes her mouth off my cock giving it a few little licks. Then she removes the sneaker from my face and I am almost ready to ask her out loud to finish me off. She reaches down and puts the sneaker on her foot and I notice she is wearing the mate and nothing else. Apparently she wears the same size as my niece. She then moves near my head and swings her leg over my head and plants her bald pussy right on my mouth. The smell is intoxicating and I just automatically start to dip my tongue inside and lap up her juices. I then feel her shift her weight a little and that familiar feeling of her mouth on my cock returns. We are now locked in a 69 on the couch with my wife in the next room and the feeling is made more intense by the risk involved and the fact we need to be so quit. She continues her intense blow job while I work at her clit and I then slip a finger inside her pussy and start to stroke her G spot. I feel her start to quiver and I know she is about to cum. I work harder at sucking and licking her clit while working her G spot. Her legs start to tremble and I figure I have her right on the edge. I just hold her there and keep her in that quivering state as long as I can. She is so close that she starts to loose her rhythm sucking my cock. I slowly move my other hand around and I start to work hard at her clit to drive her over the edge while I take my other hand and start to push my finger into her anus. I barely get the tip in when her cum floods my mouth. She collapses on me with my cock still in her mouth. After about a minute she regains her composure and is able to start sucking me again. She suddenly stops and sits up on her knees. She slides down my body and starts to rub her pussy on my cock while holding it in her hand using it to rub her clit and pussy lips with the head. The feeling is awesome and now the way she is sitting has her sneaker covered feet to either side of me and in my view. I love seeing this and she continues to rub her pussy with my cock. Tiffany looks over her shoulder at me and as I look up and make eye contact she just suddenly drops herself onto my cock and takes me balls deep. My eyes just about roll to the back in my head and she smiles. She starts to rock herself and ride me reverse cowgirl. She reaches back and puts her hands on the heels of the sneakers and rocks on my cock. I reach forward and put my hands on her hips. After a few minutes she reaches up and moves my hands to the sneakers. She reaches back with one hand and tweaks my nipples a little as she rocks herself. Now I am getting close again with the nipple play her warm wet pussy and her drawing my attention to the sneakers. She can tell I am getting close and she just sits down on my cock and stops. After a minute or two has gone by she starts to move again but faster and alternating between rocking and circular motions. She does this for a few minutes and she tenses up and cums again. I feel her pussy squeeze my cock and she trembled just a little. She stops for less than a minute and then gets up off my cock. She now reaches down, pulls a sneaker back off and put it right back on my face like it all started. She gets down on her knees and takes my cock in her mouth and starts to suck me while looking deep in my eyes again. She keeps working my cock in her mouth and then her hand wraps around my cock to help. My god this feels so good and naughty. She then does the inevitable and slips her finger back into me to work my prostate. It only took a few minutes of this and I blew my load. She took it all in her mouth and swallowed. Then she pulled the sneaker off my face smiled and left without a word. The next morning she gave me a little smile and we went about the day as normal. We went to a park with my wife, niece and nephew. Every time I looked over and saw my 18yo niece in those sneakers I had flash backs of last night and it was driving me crazy. After we walked a little while one of the sneakers came untied and Tiffany told my niece to have me tie it for her. I knelt down and she put her sneaker on my thigh while I tied it and Tiffiany watched and smiled. I was actually getting hard over this now. Finally my wife took my niece and nephew a little ahead of us and I asked Tiffany to stop fucking around. She just would not stop and in fact said our next stop is to get my niece and her a new pair of sneakers. I am not looking forward to trying to keep my thoughts out of the gutter as I am forced to take part in this today. I guess we will see what tonight turns out like when they spend the night again one more time. Sister-In-Law Surprises Me There I was sitting in my computer chair with my hard cock in my hand enjoying the beautiful views on Literotica's live webcams. It was a Friday night and while I was upstairs stroking my hard cock my wife, Lacy, was downstairs watching TV. Lacy is a beautiful 18 year old with a great body and as a 31 year old man I really enjoy fucking the shit out of her as often as I can but let's face it, I'm a guy and I really enjoy checking out the delicious looking women on Literotica's live webcams. So I'm sitting there stroking my hard cock nice and slow and really enjoying myself when I hear a knock on the front door. I could hear my wife get up to answer it and next I heard the voice of her twin sister, Jess, which made my cock throb harder. Although they were twins, they weren't identical twins and Jess was easily 10 times hotter than Lacy. Her tits, ass, and everything else for that matter were perfect. She was what teenage boys fantasize about while they're jerking it and honestly I had my fair shares of fantasies about fucking her. So I went about my business, checking out the live cams and stroking my hard cock while Lacy and Jess were downstairs having some sort of conversation about who knows what. About 15 to 20 minutes passed and I'm really getting into this super hot chick on a live cam when I noticed some movement out of the corner of my eye. I glance to the left, through the bedroom door, and notice Jess standing there in front of the bathroom door. My initial reaction is to try and hide myself but then I notice that she's enjoying watching me. She's got one hand rubbing her hot tits through her tight little top and the other hand is slowly rubbing her pussy on the outside of her hot, school girl type, mini-skirt that she's wearing. I continue stroking my thick hard cock in plain sight where she can see and she begins to walk slowly toward the bedroom door. When she reaches the bedroom door, she turns around and bends over, lifting her skirt to show me her wonderful panty-less ass and soaking wet pussy. It was all I could do to not blow my load right then and there. After rubbing her pussy for me for a few minutes she turned back around towards me. "God that is a HUGE cock," she whispers obviously trying not to be loud enough for Lacy to hear. She walks over to me, leans over, and starts kissing me as she grabs my cock and starts stroking it. Knowing that I've been stroking myself for awhile and wouldn't last much longer I broke away from the kiss to speak. "God you are so fucking hot Jess," I whisper as she continues stroking my cock. "I've been up here like this for awhile so I'm not going to last much longer." She looks at me and in a sexy voice she says, "Oh don't worry baby, I'm going to help you get off and then tomorrow while Lacy is working I'm going to come back to have a little fun of my own." With those words my cock throbbed even harder in her hand. She let go of my cock and straddled herself over me. She reached down, grabbed my cock, and positioned it at the entrance to her pussy. I could feel how soaking wet she was as she slowly lowered herself onto my huge cock and let out a moan. "Ohhhh god Corey," she moaned quietly as my entire cock filled her wet pussy up. "FUCK! I've never had a cock this big before." "Oh my god your pussy is so tight Jess," I said as she began sliding up and down on my hard cock getting faster and faster with each stroke. "Ohhhh yessss Corey. Ohhhhhh fuck!" she moaned over and over. "Your cock feels soooo good deep in my tight little pussy." "God yesss baby, you love that big cock?" I asked starting to thrust my hips up each time she came down on my hard cock. "Ohhhh fuck yes, you're amazing Corey," She replied. She was fucking my cock with force now, coming down so hard and fast on it with her tight wet pussy. "Ohhhh god Corey your huge cock is going to make me cum. Yessssss Corey!" "Fuck my hard cock, cum all over it with your tight pussy," I demanded, barely having control of myself. "Yessss! Ohhhh GOD! YES COREY! FUCK COREY! FUCK! OH GOD! YES! YES! YES! YES! OH GOD I'M GONNA CUM! OHHHHHHH GOOOOOOODDDDD YEESSSSSSSS! FUCCCKKKKKKKKKK!" With that I felt her pussy tighten so hard on my cock as she came and her body convulsed with pleasure. As her orgasm subsided after what seemed like an eternity, she slowly slid up and down again on my cock. I knew I wasn't going to last much longer after that and I knew she could tell. She stopped, slid her pussy off my cock and knelt in front of me. "Now it's your turn," she said as she looked up at me with a sly smile. She then grabbed my cock and wrapped her hot little lips around it and began sucking with a passion. Surprisingly she was able to take the entire thing in her mouth with a little bit of effort. "Ohhh god Jess that feels sooo good," I said as she began sucking harder and faster. "Ohhh fuck Jess, I'm going to cum soon." She stopped and looked up at me. "Give it to me Corey, I want to taste your hot cum," she said. "Ohhhh god Jess. Keep going. Oh yesss! Fuck my huge cock with that hot mouth. OHHH GOD! FUCK YES JESS! FUCK YES! FUCK YES! OH MY GOD! OH MY GOD! HERE IT COMES JESS! OHHHHH GOOOOOD YESSSS I'M CUMMMMING FOR YOU! FUCK! FUCK! FUCK! FUCK!" I came so hard inside her mouth and she managed to continue sucking through it all, letting load after load hit the back of her throat. She swallowed every last drop before pulling her mouth off my cock and looking up at me with a smile. "FUCK, I can't wait until tomorrow," she said as she licked my cock clean. "Ohhh god me either. I'm going to fuck you like a dirty little slut," I replied. She then got up, straightened out her clothing and walked out of the room. My wife was still downstairs and I remember thinking how lucky we were that she hadn't come upstairs. What if she had? That might have been an interesting situation. All I knew at that point was that tomorrow was going to be a very very fun day.