Boards - confessions - I confess I spied on my sister in law and saw her naked and then later orchestrated it so she would | MOTHERLESS.COM ™

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Anonymous

@confessions

06 Nov 2021 12:03AM

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I confess I spied on my sister in law and saw her naked and then later orchestrated it so she would see me naked.
We had a detached shop we finished into living space and she moved in there for a few years. She had a clothes rack hanging in front of the window but I would sometimes go in while she was away at work and separate the hanging clothes so I could see inside and if it was at night I had realized she couldn't see through the window due to the glare. At least not very well.
I only tried it a handful of times as she moved out not too long after I started, but one night time when spying on her right after she got home I could tell she was prepping to take a shower. She had walked into the bathroom fully clothed and then a minute or two later came out completely naked!
She has massive tits and they looked just like my wife's only bigger. Her pussy was shaved and if it hadn't been so cold outside I would have stood there and wanked.
I tried taking a picture with my cell but it struggled with how dark it was outside versus inside and couldn't get the exposure right. Part of me still thinks she saw me and knew I was out there and purposefully put her body on display for me because
1. she came out of the bathroom completely naked but didn't get anything
2. I fear I was too close to the window and the interior light may have showed my face
3. my wife had said that her sister had told her she'd been using webcam/chats and showing off her body
4. anytime my sister in law saw me she always greeted me very warmly and usually with a hug but after this the hugs stopped (but maybe I'm paranoid and it was only awkward in my own head)

Anyway, a few weeks later my wife was out of town and her sister had texted to see if she could do her laundry that night. This wasn't unusual so I told her that was fine and that I'd leave the back door unlocked so she could come over whenever she was ready.
About the time she normally got home from work I went and sat downstairs at my desk naked and started masturbating. I put headphones on but didn't actually have anything playing in them. I knew she'd see me there as soon as she got to the stairway--not full frontal like she showed me but it was the best I could come up with outside of just being too obvious (I am married to her sister after all and didn't want her telling my wife I was coming on to her).
Sure enough, about 15 minutes later I heard the sliding door slide open and then closed but I just kept at it: hand on hard cock. I didn't look up at the stair entryway but I could see out of the corner of my eye when she got there and how she stopped dead in her tracks.
She slowly went back around the side of the wall and I thought she was going to leave but the door never opened back up so I know she stayed up there watching me. I never looked directly up there but kept my head on a swivel and would rotate in the office chair from time to time to give her a very clear view of my dick.
Eventually, about 10-12 minutes later I did hear the backdoor open and close so I knew she had left.
I wish I had done more things like this while she still lived at our place.

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olddenverguy

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06 Nov 2021 12:19AM

Nice try, and well worth the effort without risking too much blowback from the wife. Sometimes all you can do is "put it out there" and hope for the best. Many years ago I was in Vegas on business with my late ex-wife. Because I was going to be in meetings all day long, she brought along her married girlfriend so they could hang out by the pool together. Since the GF didn't have much money, she shared a room with us that had two queen-size beds. She and my wife could have been sisters: long brunette hair, slim figures, 34B tits -- my wife actually looked a lot like Ali McGraw.

Our first night in town, my wife and I fucked in the bathroom because she didn't want to "embarrass" her friend, who discreetly took a walk outside once she realized what all those noises were. The second night we were more horny and less modest, waiting until we thought the GF was asleep before doing it doggie style in our bed that was only a foot or so away from the other one. The third night, I did my best to get both girls drunk -- we played lose-a-hand-take-a-shot gin rummy for a couple of hours -- with the hope I could talk them into a three-way. My wife was pretty sexual, but she was also totally straight and a one-man woman. I figured it was a long shot, since the GF was a devout Catholic. But my efforts were (somewhat) in vain. My wife and I did end up fucking rather noisily in our bed, and even though she was pretending to be asleep, the GF was lying on her side facing us and very clearly masturbating while my wife and I sixty-nined into a mutual orgasm. The next day we headed home, and that was that.

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Anonymous

07 Nov 2021 1:03AM

Thats hot! Was she able to see your cock? were you able to watch her?

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olddenverguy

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07 Nov 2021 2:59PM

She was under her covers and the lights were off, so I could only assume she was masturbating by the movements her body was making plus the attempts to remain quiet while we were fucking. I doubt she could see much of us, especially since my cock spent most of that session inside my wife's pussy. No one said anything the next morning, so it's only speculation on my part.

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Anonymous

07 Nov 2021 11:06PM

More than likely she was listening and playing with herself. A long time ago my wife and her sister and I went to Chicago for a long weekend and we barely got the last room in town because of a convention, taste of Chicago and other things. Ended up getting a roll away bed for the sister in law and parked in next to my side of the bed, so if we had to use the bathroom we weren't crawling across her. Very similar story to yours, wife and I were messing around and she started sucking me under the sheets. I looked over and it appears her sister was sleeping, so I pulled the sheets down so I could watch my wife suck me and also the thrill of doing right next to her sister. My wife was actually between my legs and I asked her to move to my right so she was facing her sister while sucking me. While she was sucking me I looked over and caught her sister watching and I could tell she was rubbing herself under the sheet. I kept whispering to my wife keep sucking let her watch and she didnt say anything but a few times she stopped sucking and held my cock near my balls as if she was showing her how long I was. When she went back to sucking I reached over to my wifes sister and was feeling her tits through the sheet. Her sister just kept rubbing herself watching me get sucked and I got a little bolder and started puling the sheet down to see her tits. I pulled the sheet down far enough to see her hand between her legs but she got shy and pulled it back up to her stomach but left her tits exposed. Wife was sucking me and I was feeling her sister tits and she knew it! Knew I was going to shoot my load early because of the situation and just as I was ready I looked at her sister and said watch me cum. My wife stopped sucking and jacked me off so they could watch me shoot my load. Sister in law came almost same time watching me. After I finished my wife said she was going to take a shower and said she might be awhile because she had to take care of herself. While she was in the shower my sister in law and I were messing and she let me suck her tits. I asked if she would let me lick her and she agreed and after a few minutes we could hear my wife moaning in the shower. When the shower turned off my sister in law told me to stop. My sister in law was next for the shower and I made a joke asking if she needed hero and she said no. I told my wife that was pretty hot letting her sister watch and she laughed and said she knew I would like that. I was hoping a threesome would take place that night but nothing happened. The next morning we all got up at the same time and when my wife went to take a shower I was walking around naked in front off her sister. She was smiling and shaking her head and told me if her sister wasn't here she would be all over that. I told her we might have 5 minutes to fool around and I suggested we 69 and she said no we might get caught and once I start I can't stop. She told me she wanted a quick taste of my cock and leaned over and sucked it for maybe 5 seconds total. When my wife came out I had this huge hard on and her sister said she was taking a shower. My wife and I fucked for maybe 5 minutes and I told her to roll over and she laughed and said so you can pretend your fucking my sister? My wife even put her head under a pillow to enhance the roll play. I'm sure they were talking when it was my turn to take a shower.

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olddenverguy

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08 Nov 2021 7:09PM

Hot story well told. Nice!

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Caras206

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06 Nov 2021 1:38AM

Beautiful girl and sounds like a lovely interaction. Im sure she watched everything and thinks about it constantly.

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Anonymous

07 Nov 2021 1:00AM

Great experience! I kinda did the same thing with my wifes sister. I noticed she had an air conditioner in her bedroom window and when she wasn't home I would go in her room and move the blinds up just an inch above the unit so I could see in. I also slightly moved the panel that extends to either side to fill up the window space next to the air conditioner.
Since she lived in the country I parked about 30 seconds down the road and was able to walk up to the side of the house with the window. First time I saw her she was trying clothes on and all I saw was her in bra and panties. Couple times after that I got to see everything, about 5'9 light red hair 34C tits ( I peeked in her lingerie drawer). Sometimes I would "fix" the window and get over there and she would adjust it so I couldn't see in. My wife and I were over once and I snuck into her bedroom and raised the blind a couple of inches more than usual, had to be at least 8-10 inches.
When we were getting ready to leave I purposely left my sunglasses behind and then when we got home I told her I left them and had to come back. She told me she would leave the door open and just grab them if she was in the shower. I was hoping she would leave the bathroom door open but it was shut and she was in the shower. I looked in her bedroom and she had a vibrator and a butt plug on her bed which looked like she was going to get off after her shower. Got out of there and parked down the road and ran back just in time to catch her walking naked into her room.
She was listening to music and walking around naked singing to herself for about 10 minutes. Had my cock out and stroked it watching her look through clothes in her closet. What tipped me off was she made sure to face the window most of the time. She pulled a dress out and instead of looking in her floor mirror she faced me and almost looked like she was modeling for me.
I caught myself standing closer to the window than I should have and as you mentioned the light instead could have very easily illuminated my face. She ended up trying various bras on and pretended to look at herself and adjust them but the whole time she was facing the window. Suddenly she started walking towards the window and I thought shit she saw me so I moved back a little but she was playing with the fan or demo controls on the air conditioner and her pussy was about 6-12 inches from the window. She stood there for at least a minute and then I heard her say, it was times to play. She went back to the bed and proceeded to get off with her toys. The funny thing was the right side of the bed was facing the window and she laid down with her legs facing me and her head on the left side of the bed. Watched her slip the butt plug in and use the vibrator on her pussy for about 10 minutes. I jerked off and finished watching her just as she got really vocal. She was saying yes fuck my ass I know you want to fuck my asshole, yes I want your cock in me and a bunch of other stuff and then started screaming loud as she came. I couldn't believe I was watching her less than 6 feet from the window. I took off when she went to the bathroom and when I got about 50 feet from the window she shut the light off.
Following weekend I went over there and she and my wife were hanging new shades and the ones in her bedroom were down. They did most of the house already and my wife asked her if they should finish the bedroom and she said it can wait until tomorrow. My sister in law asked my wife if she wanted to go into town to get some steaks and beers for dinner which left us alone. We grabbed a beer and she was showing me around the house what she planned on redecorating, something to do with the fact she didnt want the same stuff that her and her ex husband had. When we got to her room I asked her if she was sure she didnt want us to put the blinds up for privacy reasons and she told me nobody can see in from the road and if they could so what they get a free show. I tried to play off her statement and told her so you dont care if someone was watching you and she said if they're brave enough to come up to my window they deserve to see these and pointed to her chest. I kinda laughed and told her if that's the case I wouldn't mind seeing those as long as it stayed between us. She came back with there just beasts and I said yes, but they look little bigger than what I currently have. After a brief discussion she said she would let me look and asked are you going to jerk off while you watch me? I told her I might and she looked me in the eye and said, if you want to look and jerk off why not just come inside? I asked hero if she was cool with that and she said sure as long as you jerk off.
We agreed on a weekend night and time and I showed up and she was wearing a green silk robe with a oriental design. We chatted for a minute and then asked me into her room where she had a chair in front of the bed and said that was for me. We stood there for a minute and she slipped the robe off and then said are you going to undress? She sized me up and then crawled on the bed and said what to you want to see? Of course I told her will you spread your legs open and she did. My cock was semi hard and she asked what else, so I asked her to turn around and spread her asscheeks. She started with the exact same dirty talk she did when I first saw her and she was rubbing her middle finger on her hole and saying "fuck my ass I know you want to fuck my asshole, yes I want your cock in me". I thought she was serious and said can I fuck your ass and she said no just watch. She rubbed her pussy and ass for a few minutes and inserted her finger(s) in both and then turned around and faced me and started rubbing her pussy and said I want to see you cum. We had a mutual masturbations session for the next 5-10 minutes and she kept telling me make sure you cum I want to see you shoot it. So there I am jerking my cock fast and furious and I saw her totally fixated on my cock. As I got close I told her I wanted to see her suck her tit and look right at me and she did. So fucking hot I started shooting my load all over my stomach and she started rubbing her pussy like she was trying to start a fire. I was telling her I was coming in her tight little asshole and she kept saying yes fill me while she came. After we both finished she got up to get a towel and wiped me off. We talked for a couple minutes and shared some things like what we liked sexually etc. For just short of a year I was having either weekly or biweekly masturbation sessions with my wifes sister.
We ended up doing just about everything except fucking until she met a rich guy and decided she wanted to stop working and stay home. After they married there was very little flirting between us until 2 years later when she had her first kid. When she was nursing her boobs went from a C to a DD and she had to tell me you should see how big my boobs are. She showed me a couple times and I even got a couple feels in. I told her once she needed a good titfuck now that she had a big set and she said she would love that. We secretly talked about it on and off and I would always tell her how I wanted to come all over her tits and in her mouth and she said she would love that and missed swallowing mouthfuls of my cum. After that with small kids she never had free time so we kinda grew apart. Would have been nice to fuck her just once, thinking back I think I should have tried a little harder.

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