My Sister-in-Law

[GRITS]

SILs can be fun.....mine is when ever she visits

[ashdowns]

This goes back quite a few years now. My wife and her elder sister, 15 years older, have always been very close. They still spend hours talking to each other on the phone. To me, Sue (not her real name but close) was just easy to get along with, always cheerful and chirpy but not sexually attractive. You would hardly know that they are sisters when you see them together.
She got divorced from her husband due to his serious drinking problem and moved as far away as she could. A good 250 kilometers away. She rented a small bungalow and got herself a job at a local garden centre. We agreed to let her have some of our unwanted furniture, and that I would hire a small van and deliver the items.
Traffic proved a lot heavier than expected so I arrived later than scheduled, around 9 in the evening, feeling a bit wrecked. Sue had just come back from a drinks party and was obviously tipsy. I had always known her to wear baggy clothes and trainers and couldn't remember ever seeing her wearing any makeup. She had a manual job and was lugging heavy objects at work. But when she opened the door she was in a tight dress, high heels and fully made up.
And most unexpectedly she had a little anklet - which has always been a huge turn on for me. I called my wife to say I'd safely arrived. She asked how I was finding Sue, so I told her of my surprise. "She's been on her own for a while now, said my wife jokingly, she must be looking for company. Be careful, she might jump on the delivery man..." but she left it at that. I could sense something in her voice. I started to forget about the hours spent behind the wheel.
The dress was very short and those legs I had never seen or paid attention to were in fact superb. She offered to prepare me a snack. I started imagining what she looked like with no clothes on, her muscular body, you know what it's like. We shared a bottle of wine chatting over the kitchen table and she became flirty. We started talking about her divorce, the lack of companionship, until I felt I could risk making the suggestion : if she wanted to have sex I'd be only too happy to oblige. She gave me a big hug and it didn't take me long to undress her. She took me to her tiny bedroom and we fucked liked animals through the night and most of the morning.
The final surprise was when I arrived home. The sisters had been on the phone... My wife asked me to give her a full description of what had passed and we to this day it remains one of our biggest turn-ons.

[daskers]

I actually fucked a sister-in-law a couple of times, she was my brothers third wife. I also fucked her mother , neither one of them knew that I had fucked the other nor did my brother. I have to admit his mother-in-law was a better piece of ass than his wife, his wife wasn't bad, but she didn't compare to her mother fucking wise.

[twowide]

I know my Sister-in-Law is promiscuous. I reckon it stems from her "posh" Upbringing and being Educationally Challenged. So much was expected of such an Individual. I reckon she was eventually Employed as "the Office S**T", and so aquired, as a Teenager, a taste for Regular Cock. And whatever else. Anywhere and Everywhere. Anytime. But Family Pressures meant she HAD to Marry-in-White. So "desperation" to Cling-On to any Bloke. But her "chosen one" had opposite Educational Traits, and, lacking any saving graces, was UTTERLY ignored. And HER thumb was bigger than HIS cock ! So I've always trod very carefully in her presence, since I would not like to be dragged screeming into some sort of "Complex Divorce/Disclosure/Financial" Proceedings. Anyway. She's a lousy Housewife/Cook, AND Failed her Driving Test several times ! Perhaps her Internet Porn Appearances are her ONLY "saving graces" !

[driftwood3791]

Originally Posted by daskers

I actually fucked a sister-in-law a couple of times... I also fucked her mother... I have to admit his mother-in-law was a better piece of ass than his wife, his wife wasn't bad, but she didn't compare to her mother fucking wise.

I'd love to hear the back-story on this!

[driftwood3791]

My SIL once asked if I'd like to give her a foot massage. Trying to be the gentleman, and like a complete imbecile, I politely declined. She has just begun courting a good man, and I didn't want something as innocuous as a foot rub to cause a rift in their relationship. She ultimately married him. I confess I've regretted my decision (to decline) every day since.

If she hadn't been dating at the time, I would have gladly accepted her request.

[_Voyageur_]

I have 2 sisters-in-law but only one is what I would consider bangable. She was a real cutie in her younger days. We briefly dated in 2000 but never got as far as sex. I did see and feel her tits though, they were nice.

Sister-in-law 2 was also attractive 20 years ago but not nowadays. The funny thing is she dated my other brother years before she married and they definitely had sex several times because he told me about it at the time.

I think the one I dated still likes me though. About 10 years ago when she was still a pretty attractive girl they were moving into my old house. I overslept the morning she was moving in and was still in bed when I was supposed to be out of the house.

She didn’t seem too happy about it but I apologised and got my stuff together as quickly as I could. She said she was going into her bedroom to unpack her clothes.

After about 10 minutes I was ready to go and as her room was just at the top of the stairs and the door was halfway open I stuck my head in to say sorry again. When I looked in she was sitting down in front of a mirror putting on makeup or something. She was wearing a silk dressing gown that was quite generously open and was sitting at the perfect angle so I could see a lot of her perky right boob, some of the underside and everything.

She turned and said ‘it’s ok it’s just been a stressful morning’ then she must have noticed my eyes wandering as she glanced down, pulled her dressing gown closed and looked back at me with an embarrassed smile. I just said ‘have a great day’ and left.

At the time I thought this was just an accident but now I’m not so sure. My suspicions were heightened at her daughter’s birthday party last summer when we were chatting in the kitchen. She decided to load the dishwasher giving me a downblouse show of her nice B-cups in a bra for about 2 minutes as we made small talk.

[Gnome72141]

I can't believe I haven't replied to this thread yet!

I have two sister-in-laws.

One of them I never really talk about. We get along great, but she doesn't interest me in any way. She is "conventionally attractive", extremely outgoing, wears way too much make-up, DDD natural boobs on a tiny frame, we get along very well, but she is from an extremely rural community in western North Dakota, so culturally we clash quite a bit. I haven't seen her naked, but I have seen her in a full-coverage swimsuit that outlined her enormous nipples (not areola, but actually her enormous nipples), and the conservative swimsuit even outlined every detail of her folds down below. But, it did nothing for me; nothing at all. It's fun to know those details, but I honestly couldn't care less whatsoever. She gives great hugs, but that's about it.

My other sister-in-law is the one I talk about all the time. She is the most confusing person on the planet. (Well, I know her inconsistent signals and behavior is due to extreme jealously, resentment, and her own miserable life, but it's still confusing in the moment as things happen.) She is absolutely stunning to me, although not conventionally attractive, she never wears make-up, she has never dyed her hair, she is naturally very fit and pleasing to look at. She is extremely awkward (yay) and embarrassing in public (nay), and she is absolutely batshit crazy and could use therapy about her rough past.

Anyway, I have seen all of her bits and pieces here and there over the years, but not all at once. I would love to be casually nude with her, either in a hot tub, changing at a hotel, or whatever.

I see down her shirts and into her oversized bra every time I see her. She has tiny, droopy boobs with extremely long nips that point up. Sometimes she knows that I am looking and she smiles and doesn't care. Other times she puts he hand over her shirt like I am the creepiest person around. One time her husband caught me looking and told her, and she flat out said, "I don't care at all that he looks," and pulled her shirt outward so I could see inside as I was standing right next to her when her husband mentioned it. But then later she acts upset.

Same thing in skirts. One time she got up from a chair while I was on the floor with a baby and she smiled at me, opened her legs, and slowly stood up. Another time she fell, legs wide open, and I was going to help her up, but she said she needed a moment as the fall hurt, keeping her legs wide open. Other days she acts like I am, again, super creepy when she is wearing a skirt.

I have sort of seen her topless, but only her back, and once barely a side-boob, and one time she was facing me when she was trying to clothes she bought at the store, but I didn't turn around in time, so I didn't see get to see anything. I would love to see her casually standing up topless someday. At a cabin a few years ago, she was changing in her room and someone opened the door, and all 12 people there saw her topless from the living room except me because I was in the kitchen. I was so bummed that I missed the one chance and everyone else got to see her. My wife said that her sister didn't even rush to cover up! I was bummed for months for missing that!

I have seen her absolutely gigantic bush. She was squatting in a dress to pick something up outside, and pulled her dress above her knees to not get it in the dirt. She was facing me at an angle perfectly so that I could see into her loose panties and it was a bush bigger than in silly movies when they glue on a bush the size of Texas. I admit that was not a satisfying moment to see. Nope. Hopefully never again. (The other times I have seen up her skirt I didn't look that closely, as I am not an upskirt person anyway.)

There have been times when we have been alone and she has cuddled with me even with her husband next to her. We were walking our babies once and she grabbed my hand while it was on the stroller, then she realized what she was doing and freaked out and walked 30 feet ahead of me the rest of the time. Another time she sat next to me outside and cuddled with me, but as soon as she heard voices of our family, she got up and sat far away from me.

One morning at a hotel I was staring at her long nips poke through her pj top and she smiled at me and arched her back and let me look.

Another time she saw me looking and she covered up and put on three layers.

She has seen me naked dozens of times over the years, sometimes staring and other times acting like she is freaked out.

So, as my one sister in law is totally normal, I feel indifferent about her, but because my other sister-in-law is so over-the-top bizarre and inconsistent, the mystery has intrigued me waaaaaay too much over the years, obviously.

I have fantasies that my crazy sister in law leaves her dead stump of a husband and moves in with my wife and me so we three stay together, etc. That sounds like fun in theory! (But in reality it would be a complete disaster--she can be really vicious, mean, controlling, and probably abusive for all I know.)

[coupleak]

wow ... Some of you seem to have a SIL who you can have fun with. Wife's sister is only fun to look at. We all have been naked together on multiple occasions (nude beach, sauna, nude swims, lake cabin) but no physical action (nor will there be any anytime soon).

SIL is pretty fun and easy on the eyes (pretty face, DD's with a slight sag, bigger bum and a nicely short trimmed or shaven pussy). However I'm one of those guys who prefers smaller cup sizes over big ones. Wife has a C-cup, which is just about max. for my taste.

[stockinglover21]

I only have one sister in law. She has a good body but is opinionated and annoying. She must be the centre of attention and shows a huge amount of cleavage or wears a very short skirt so that guys look. I have tended to not play her game because she is so annoying.

A long time ago she came to stay to help with the kids when my wife had to go into hospital for a few nights. First night was OK, I stayed friendly but she did get on my nerves. She changed into a short dressing gown and was wearing a short cotton nightie and my eyes did wander but I think I was just too fed up of her to really pay attention.

My wife’s procedure had gone well and we were more relaxed on the second day. The kids had gone to bed and we had food and opened a bottle of wine. She again changed into the same dressing gown and another short nightie. We quickly finished the bottle and I opened a second one. We were opposite each other and her dressing gown and nightie had ridden completely up and her entire thigh was exposed up to her hip. There was no sign of underwear.

By now, I was looking more and she noticed. Instead of covering up she stayed the same and looked at me looking. I was in boxers and a dressing gown and my boner was obvious.

She stared at my boner (covered by boxers and dressing gown but the tent was visible) and I stared at her legs and she asked for more wine. I poured it and my bulge was inches from her face and I sat down. She said, do you find me attractive and I said of course I do you are beautiful. She said your cock seems to think so but I know they have a mind of their own and so I thought I would check.

I laughed and said sorry and she said don’t be. I am taking it as a compliment. I said I have always liked your body and I look forward to holidays together (she always goes topless at the beach). She laughed and said I had noticed. I like you looking. At that she said you have seen my boobs but I have not seen you naked. Show me your body and I will show you mine.

So I did. I took of my boxers and dressing gown and she took off her dressing gown and nightie. We were both naked. She looked good. I told her how good she looked and raved about how fit she was and said can I touch. She said touch yes but nothing more, I have never cheated on my husband and I am not going to with my brother in law.

I caressed her boobs, kissed her neck told her how beautiful she was and things became steamy. No sex but about 2 hours of kissing and caressing all over. She climaxed about 5 times from my fingers (would not let me go down on her) and I spurted on her boobs twice. No intercourse or oral just kissing and roaming hands.

We went to our separate beds and in the morning she said she could not remember anything after the meal and were we late to bed? The next day my wife came home and nothing was said or repeated to this day.

She still flashes cleavage or plenty of leg and still goes topless on holiday but has never referred to that night or flirted since.