r/MotherInLawObsession

So I spent the night at my mother in law house because my wife needed space last night I quickly gathered a few things but on of the few things was a cock ring to stay hard and wore light green basketball shorts. I was chubbing she kept glancing at my dick every once in a while through out the night. so in the morning I slept on the couch she slept in the front room lazyboy I put my alarm on my phone on the loudest setting on purposely to wake her up, before she got up I stroked and got rock hard I acted like I was sleeping and she kept looking again I apologized for my hard on she laughed and said it was natural starred at my cock in my shorts for a few seconds and left to make coffee came back I was still hard I started rubbing it under the blanket while she watched and talked for a bit then went outside to go smoke I got ready thanked her and left home she said I can come back anytime.

I made my first vacation post about my MIL yesterday but couldn’t resist typing more out. My first post was about my first vacation with my wife, at the time girlfriend and her family. Fast forward two years and we are on vacation #2 with MIL and her family.

I don’t typically have a lot of opportunities to do anything because we see MIL once a month, sometimes once every two months. And when I do there are usually more than 4-5 people there, not much room for doing anything. So these vacations have been the optimal time to do this stuff. I obviously don’t wanna blow up my relationship so I am very subtle… most of the time…

Anyways, onto the good parts.

This 2nd vacation I amped it up a bit and had a few plans in mind. The first couple days went pretty good, I got to watch her vege around the house some days in baggy loose clothing. On the third or 4th day I wanted to try exposing myself to her. I woke up around 8-9am and heard someone cooking outside our room in the kitchen. I got out of bed and very quietly cracked the door open and saw my MIL cooking breakfast.
The first step was to make it so the door wasn’t fully latched to the frame. I kinda just let the door knob sit on the edge of the door frame. (Still closed but could be pushed open with no effort) My wife is a very heavy sleeper so I wasn’t worried about her waking up. I put my headphones in and propped my phone up under the bed facing the door to our room recording. (Don’t ask for the vid I don’t have it anymore) I ran some water through my hair and grabbed a towel to make it look like I had just gotten out of the shower. At this point I had a rager going, just standing there next to my bed acting as if I was listening to music drying myself off. I was positioned to be the first thing you saw when you opened our door.

Sure enough a few minutes later I hear some movement and a knock on the door. The force from the knock slightly opens the door barely. My heart is racing at 200 mph but I just play my part acting as if I’m oblivious to the knock. I can tell she cracked the door and when she saw me I just heard her say “oh I’m sorry” and I heard the door close. Again I acted oblivious that she had definitely just entered our room and saw my raging boner on full display. She told us that breakfast was done through the door and I didn’t respond. 10 seconds later she opens the door again! And this time I am, unfortunately looking directly at the door and we make eye contact. I was truly stunned and immediately grabbed my towel and covered myself, not before she grabbed another peak, and she told me that breakfast was done . I told her me and my lady would be out soon to eat some breakfast. She closed the door and that was the end of it. I grabbed my phone and replayed the video in the bathroom tell I busted a load. A year or so later I deleted the video so my now wife wouldn’t ever stumble upon it. I got it locked up in the memory bank instead.

Although that was the first incident on this trip there were few more occasions I used to my advantage. We would drive all over the coast going to different places and to different activities. I sat behind FIL in the car, behind the drivers seat. And MIL was in the front passenger seat. Throughout the trip I would get a semi hard on and position it to be hanging out of the leg hole of my shorts. Through out the trip I did this on several occasions (every time we were driving lol) and I’m 99% certain she saw it at least a couple times throughout the trip this way. I would act as if I was sleeping, but I would have sunglasses on. I was able to open my eyes slightly so I could see if she would turn around or not. SERVERAL times while driving she would turn around to talk to her younger kids behind us and from my POV it looked like she had a perfect view down/up my shorts. I could never tell if she looked at it because she also had sunglasses on but I gave her multiple great opportunity to get a peak at her SIL’s hard on.

The last big thing that happened started on one of the first couple days we were there. My MIL loves puzzles and it’s kind of a tradition for her to do a puzzle on vacation on her down time to relax. No one else is/was really into them so it was mainly me and her doing the puzzle until late into the night. I kept thinking of ways that I could flash my junk to her and I had a great idea. I put on a muscle shirt one night and put some loose shorts on. Those of you who have worn muscle shirts you know that some of “arm sleeves” go down to your hips/waste depending on the shirt. So it was just a big open slit the ran down the side of my torso down to my hip. If I leaned over you would be able to see my belly, chest, and the waste band of my shorts. We were doing the puzzle and I left for a few minutes to “use the restroom” and came back with my staff sticking out of the waste band of my shorts. I went to back to the puzzle and pinned my dick between the table and my abdomen.

I don’t know about you guys but when I concentrate on something, like a puzzle, i won’t stay hard cause I’m focused on something else. That’s why I would use the pressure from the table to keep my erection up for an extended period of time.

I would every so often reach across the table to “grab a piece” and because of the slit in the side of my shirt, every time I would do it, she would have a perfect side view of my dick sticking out of my shorts. It was sticking out a good inch or two past the waste band of my shorts. On multiple occasions she would come to the side of the table I was on and stand next/behind me grabbing pieces and such. It felt like she definitely conscious of what she was witnessing. We got kind of quiet for a while after that and just worked on the puzzle. I proceeded to do this strategy 3-4 times the entire vacation and it was great. I jacked off more times than I can count on both hands.

Obviously some mediocre stuff would happen where I would find her sleeping on the couch in the living room spread eagle (in shorts). Or going to change clothes and I would sneak a peak through the curtains that I purposefully would slightly open hours prior. It was a great vacation tbh. I’m going to a wedding pretty far away in a few months and mostly likely will be staying with only her in a hotel room for a couple days ALONE. There will definitely be some flashing and peaking when that time comes. But we will see how that goes🤘🏻

Hope you enjoyed this. This is my second post so if you wanna hear about how this all started see my first post. You won’t find it on my profile but, you can find it a few posts before this one on the same subreddit. Have a good day peeps!🤙

So things have kinda moved on with me and my MIL I was at her house last week with my wife and the wife was in the living room and I went to the toilet which is through the kitchen and my MIL was in the kitchen making a cup of tea for us both and as I passed her she glanced at me in a way that made me stop and start to feel blood rushing to places so I slowly approached her and she extended her arm towards me and rubbed my crotch area and we shared a kiss and I grabbed her behind and caressed it then we heard my wife get up to come in the kitchen so I quickly made my way through to the toilet and she carried on making the tea, and since then we’ve been speaking over text just constantly 24/7 and I feel like I tonight could be the night we first do the deed as she’s asked me to come look at the sink and the wife’s going out with her friends so it could potentially just be us if her husband is at work

I’ve been obsessed with my MIL and exposing myself to her whenever I get the opportunity. I’ve known her since I was 14 as I started dating my wife at that time.

It started when I first went on vacation with my wife’s family, i was a senior in HS (wink wink). We stayed at a beach house and me and my girlfriend had our own separate rooms.(they were strict) There were also only two bathrooms in the beach house for future reference.

The first incident on this trip was the night my wife snuck into my bedroom. I started giving her some good head just anticipating for the head I was about to get afterwords. Unfortunately… but luckily? My MIL cracked the door and told my girlfriend at the time to go back to her room. She saw my head stuffed between her daughter’s legs and she said those words so calmly. She went back to her room and no words were ever said about this incident after words. It was embarrassing but I kinda liked it a lot.

The second incident happened on one of the days we went to the beach. Everyone started washing off after getting back and I was the last one to get rinsed off with the outside faucet. I told my GF to go inside and claim the shower next to our rooms before anyone else could. After cleaning off and going inside I just kinda loitered around the common space waiting for my girlfriend to be done. (The other bathroom got claimed by the two other younger siblings of my GF.) While I was waiting my MIL was waiting for her bathroom to be free as well. My FIL said he was going to go rinse off all of the beach equipment. I offered to do it for him trying to be useful and he accepted. My girlfriend came out a couple seconds later and I told her what I was going to do. I told my MIL she could use the bathroom first as this was going to take a moment. She also accepted and I went outside to start cleaning stuff. A few minutes into washing stuff, I could hear a shower running and I realized the window was cracked ever so slightly. Just enough to see everything. My MIL and her lovely tits and big ass on full display for me. I got so turned on, I was also scared shitless IYKYK. I was looking back and forth to the back door of the house and through the crack of the window just watching my MiL, just praying no one would come out. It was dusk and the sun was practically set. So the bathroom light hid me while on the side of the dark walkway along the side of the house. I had a rager for a straight 3 minutes.

AND BANG!

The back door flys open, I swing my head around and it’s my FIL and he’s looking the other direction! I shuffled over a few steps to the faucet again and continued acting as if I was oblivious to the glorious sight I just saw, his wife. He came over and started helping me and nothing ever came of it.

The third and final incident of this trip was on the second to last night of the trip. And it was late(ish) at night like 10-11pm. I had a big sliding door window in my room i was staying in. It lead to an outside gazebo with a fire place and a seating area. My curtains were closed half way so I could only see the yard next to the gazebo. But as I was getting in bed I noticed my MIL sitting on the bench. And my plan already started forming. I was gonna try and flash her while I was jerking off. She was working on her computer and she was facing my room but couldn’t see me while I was in my bed. It was pretty dark outside so you couldn’t see details of things outside BUT there was a house light a few houses down that gave me a the slightest bit of depth perception through the window. I pulled up some porn and turned my brightness up all the way. So she would be able to see the light bouncing off the wall. Only draw back? I couldn’t see much. But I did it anyways I started jerking it. It was like 5-7 minutes in a swear I saw some movement out of the corner of my eye. I didn’t look-look but I did that thing where you pay attention to your peripheral vision. I swear I was seeing a black silhouette peaking around the curtain from the outside. I got so turned on I started paying attention to the video and just indulged. I came pretty hard and turned down my brightness and checked outside after cleaning myself up. And she wasn’t there anymore..

I know a lot of these stories are fake and stuff but this is genuine. I know some people get turned off by fake stuff so just know this ain’t fake.

I’ll be back to post some more soon as I got plenty more.🤘🏻

Found myself enjoying reading these posts about people’s experiences, whether they’re real or not. It’s actually the reason why I wanted to create an account after coming across this subreddit via Google Search. Anonymity is hugely important when dealing with fantasies and desires and in a few cases experiences like this so I’ll follow the same example but just to briefly give a summary of what my experiences has been like.

I’m a 30 years old Caucasian male from Midwest. Married for almost 7 years. My wife, born and raised in North Florida. Moved up in the Midwest with me after we got married. My mother in law is 50 years old, blonde, not chubby but not model skinny. My wife’s parents were always the chill relaxed parents. Strict when it comes to actual sex but pretty open to making soft sexual jokes or references, particularly the MIL. She was teasing us quite a bit leading up to our wedding and then the months after because she knew we were both virgins and waited for marriage. So naturally I had a similar relaxed dynamic with her and she would joke the same way with me. Nothing too vulgar when it comes to the sex jokes, but just funny mentions.

Around the pandemic, since everything was shutdown, I started working from home, my wife was still going in to work and my MIL was working from home as well. The whole pandemic freed up a lot of time for trips to see each other. She would fly to us once a month and just stay with us for an entire week. We would also fly to Florida to see them as well. Anyhow to get to the point, i was working from home while my wife was going in to work, and my MIL was home with me as she was sporadically doing work on her laptop. Lot of down time to chat and that’s when i have started to notice that she has become quite interested in my wife and I’s sexual life. Not too directly in the beginning but she would ask about our first time, if we’re happy or not that we waited, how’s the sex life now, when was the last time we did it and stuff like that.

I’ll continue to update this post if it gets enough engagement to want to hear how things evolved.

Thanks for reading!

I’ve been insanely attracted to my mother in-law, who’s now 70 believe it or not but looks like she barely turned 50! (For reference, I’m 45) I kid you not…im totally baffled and floored by it how a woman her age can still look as amazing as she does.

Well, my relationship with her over the past 26 years has been quite complicated. Nothing overtly inappropriate has ever really happened except for some border line moments under the influence or things that couldn’t be chocked up to just joking humor but there has always been a thick sexual tension between her and I that we both mutually acknowledge without openly talking or admitting it out loud.

For example, way back when her husband worked long distance for weeks on end and I was dating her daughter, who she’s VERY close with, we got really close and practically lived with eachother as I was always sleeping over their house throughout college. I’d frequently “accidentally” allow her to see me exposed by which she’s always reacted in a positive manner, whether it be with eyes bulging and staring down at it or her muttering “Oh my God” under her breath and apologizing. In return, there was a time when I shared a hotel room with her and her husband while my wife was staying at the brides house as maid of honor for her friends wedding. Not only was it blatantly obvious that there were teenagers having very loud sex next door, something we still reminisce on and laugh about to this day, but while her husband went to get us food, she went in the shower and I could swear my life on the fact that she purposely allowed me to see herself topless. It was via a mirror reflection as one whole wall of the room was a mirror and I had clear line of sight towards the bathroom door, which somehow was left a third of the way open?. We both locked eyes together in the reflection and it was pretty much acknowledged between us that I had now fully seen her tits, which is an attribute she’s always been rightfully proud of. No attempts were made to cover up, we just stared back at one another for a good 20-30 seconds and then her hubby walked in and she shut the door promptly.

I can go on and on with moments like these, even a time at that same hotel where she swam up to me in the deep end of the hotel pool and she fully wrapped her legs around my torso like asking me to hold her temporarily. She stayed with her crotch pressed against my groin until it became noticeable that I was getting more and more aroused and of course “bigger”, at which point I whispered “sorry” to her while she just smiled back at me and swam off. That type of stuff.

Well, fast forward now and she’s 70 and I’m 45 and she will still flirt via texts and she’ll sometimes be VERY affectionate with me. She kinda is with everyone but caught in the right mood, she’ll even kiss me right on my lips in front of everyone like it’s nothing. There was even a time she slapped me on my ass like pretty hard but she joked it off while laughing, making it seem like it’s just her being the same old “wacky Mom”. The point is, outside of her now deceased husband of 40 years, I am the ONLY man on this planet to have received such attention from her OR even the only other penis she’s ever seen up close and personal for that matter. (Read my prior post about her seeing my morning wood while in bed!) I firmly believe that her being a very guarded, self conscious person to begin with, I was inside her “circle” and therefore was the only possible non-blood related, potential male mate that she could ever imagine actually being sexual with.

So yea, I’ll never ever actually have her but I feel like God purposely dangled my ideal, perfect fantasy woman as some sort of carrot before my eyes only to be forbidden to engage with of course. I do however relish in the fact that throughout the years, unbeknownst to her or anyone, I have occasionally captured footage of her in our bathroom via secret spycam of her getting in and out of the shower. It’s my own personal, private indulgence that I think is only fair considering the situation between us. While I could swear she even discovered my camera once upon a time actively recording her in the bathroom, she just totally ignored it out of will or I guess maybe ignorance? I’m not sure which but she could have blown a situation up in my face and she chose not to go there. 🤫🤐🤤🤷🏻‍♂️

My wife and I are nudists which started out with me being the nudist and she eventually joined me. This past weekend we decided to come out and tell her mother. To our surprise she joined us in being nude and hanging out.

It started with my wife and I getting nude first, stripping down and placing our clothes in our bin. To my surprise my mother in laws expression was stunned to say the least when she saw me.

The rest of the night she kept stealing looks as we hung out and watched tv and ate dinner. The following day she texted my wife asking “How’s it so big and how do you take that?”. I was shocked to see what she her say that but thought it was funny. She ended up coming over that night and we talked about it with her. It was awkward at first but she was really open and it ended up being a good connecting time and honestly good conversation!

Today while showering and getting ready for work I got the idea of walking by my m.i.l. room completely nude from the waist down. Got out of the shower and started strocking it to some pics I have of her. After getting rock solid I put a t-shirt on and headed downstairs for my undies in the dryer. As I was walking down the hall I could see her laying down watching t.v. from the mirror in her room. I strolled by and I could feel my cock bouncing from walking, I looked at her as she turned, looked at me the immediately looked eyes downstairs. Her eyes opened wide as she let out a soft gasp. I walked into the laundry room, put on some undies and walked past again. She gave me a cheeky grin this time. Tomorrow we will be all alone for a good while. I may just work up the courage to do the same but this time walk in to her room.

I had the bright idea of walking past my m.i.l. bedroom with my throbbing cock and balls out this morning on my way to the garage while my fat useless f.i.l. is asleep on the couch. Their bed faces the doorway and I know she be able to see it. As I walked passed him asleep on the couch I could see that she was awake and watching t.v. I pulled my junk out and tucked the waist band of my basketball shorts under my scrotum. My cock was so hard it was even pointing up a bit. As I walked past I looked at her, she looked at me and instantly looked down at my cock and balls. Her eyes opened up a bit more as I walked past the doorway and put everything back in. I got whatever I needed from the garage fridge and walked by again. I looked at her and again she looked at me and looked down to see if I was hanging out again. I text her while I was in the kitchen if she liked what she saw she replied with a simple "yes".

My(M42) bbw mil(F60)just came by the house to visit. She was standing right in front of me when i saw she was struggling with something with her blouse so i looked up and all of the sudden one of her 50DDDs just dropped out! I even heard the clap😂 it’s not the first time I’ve seen them. Last time we went to a vacation together we was out for on my birthday and I had the opportunity to share the bed with her and I woke up with both of her tits right in my face(best birthday present ever)

Hello lads, I (M37) could use some outside opinions before treading into deeper water with my MIL (F57).

My MIL and I have always had a bit of a fun, teasing, flirty type of relationship. In the past, we've shared glances with each other, spoken openly about sexual things, and have never crossed too many boundaries. I think the most sexual thing she has ever said to me is, when she indicated that she can 'just tell' or 'just knows' that I don't have a small dick.

This past winter when my wife and I were over at my in laws hanging out. I was holding my baby up on their kitchen island when my MIL leaned over to play with the baby. Her leaning over onto the counter caused one of her tits to press right up against the back of my hand. Instead of moving my hand, I began rubbing my fingers up and down across her breast. I was so fucking nervous I only did it a few times but, she never reacted positivitly or negativitly. Now whenever I pass my little one over to her I try to feel her up any chance i get. The last time i saw her, instead of the usual back of my fingers rubbing her, i used my thumb and index finger on a punching massage motion. She hasn't reacted yet, so I'm wondering if shes even feeling anything.

The other thing is, not every time, but she likes to greet me or just hug me and show love to me with a kiss on the lips. She's a very lovey person though and that's what makes me hesitate.

I would love for her to feel me up, or give some sort of indication that she's picking up what I'm putting down.

I know shes unhappy in her marriage but, I am not trying to ruin lives because i read the vibes wrong. Any ideas or advice on cementing her interest?

15 years ago is now when I was 18, and mil was 42.

Me and my wife have been together forever, both 33 now but this story is from back when we were 18 and she went to uni in Manchester.

I atvthe time had effectively moved into their home for about a year, not officially as such but would spend almost every night with the gf.

Before she even went away to uni would occasionally hear the mil next door getting fucked by her bf, could tell the gf heard it too but would always just turn the tv on without mentioning it.

Then came her decision to go to uni miles away and stay in halls, coming home weekends. I of course said I would stay back with my parents, but what with her house being so much closer to my work I was told I was welcome to stay whenever I wanted, or even full time.

I would stay the occasional night at my parents, but mostly staying at hers. It wasn't until this point, probably caused by having blue balls from her daughter moving away, that I really started to look at the mil this way. Short, curvy, fairly small tits but a huge arse, and I mean huge.

First time I heard her fucking her bf and I was in the next room without the gf to turn the telly on was so good. Could tell she was trying to be quiet, but he would be fucking her good and hard and she'd let out the odd whimper. For weeks id wank list3ning to them fuck, until the eventually broke up.

That's when one night I decided to take it up a level.... she was out with friends at the pub and I was home in bed early for work the next day. Got to about 11pm and I couldn't sleep so of course decided to wank, when I heard the front door open.

She sounded a bit tipsy fumbling around downstairs, and shouted up apologising for making noise and saying sorry if she woke me.

As she came up she asked through the door if I was awake and wanted anything to eat, she was going to order a kebab. Don't know why but I made the decision so quick to pretend to be asleep and rolled the duvet back exposing my throbbing cock hoping she'd come in to ask again....and she did.

She let out a quick 'oops sorry' and shut the door again, before going back downstairs. So turned on, but gutted she didnt look for longer I continued wanking and came in no time, covering my stomach and chest. Still awake thinking about her, about half hour later heard her coming back upstairs so rolled the duvet back again...and sure enough this time she opened the door without saying a word and looked at me for a good thirty seconds before going to bed herself.

I've got more similar stories of this going further, will post soon

I have written about my mil once before.. but will recap quickly. Been with my wife for 14-15 years now, and most of the time my mil has just been my mil. Just like the last year or so she has really caught my eye and I have gotten more and more into her. Dreaming and fantasizing about her body and what I would do. She dresses very modest, covered up and bit shy. She is married and live with her husband, but I have noticed that they might not have the best relationship and prob just live together side by side. My wife had chatted with her mother about it and she after told me what they have talked about. She said that clearly her mom ain’t happy, don’t enjoy spending time with her husband and they never do any fun. It was just like I tought or maybe even worse. And with my observation and info from my wife, they had it like this for years, prob since I got into the fam or maybe even longer.
I guess women in their 50-60s also have needs and desires, so it’s kind of sad if she need to spend the last 30-40 years with no fun and action.
I notice that my mil often go alone to her cabin In the weekends and sometimes during the weeks, also noticed she sometimes come home late which is not typical for her. So I at least hope she spend some time enjoying her self or have someone pleasing her.
I would love to help her out, make her feel good and like the beautiful woman she is. She got a great body and it’s sad that she hides it. Not sure how I should move forward.

Been sending my m.i.l. pics of my throbbing hard cock in the mornings and asking what she thinks, she never responds... until today! Woke up this morning with an insane hard on. Before fucking my wife is snapped a few pics and sent them to my m.i.l. and got to business. After I was done with the wife I saw I had a text, it was my m.i.l. Kinda got a bit nervous cause she usually sees my pics and questions but never responded. I had asked if it was big enough when I sent her the pics and she replied "yes, very very big". I quickly went to the restroom still half cooked and started stroking. I took a huge chance and asked if she liked what she saw and she answered "yes". I then told her I was jacking off thinking about her she replied with a "😳" . Thinking I might have gone too far until she text "your balls are nice and big", I damn near started cumming after reading that. I sent her a short vid of my strocking it which I got a "omg, so big and so hard". To which i replied "I wish it was you strocking it for me, may I see your tits i need to cum".... silence after that. I busted another huge load and my wife and I went downstairs to start breakfast. My m.i.l. then came out as well to help like always and acted like nothing is going on. I think im making solid progress! Sometimes we are both left alone in the morning, I cant wait to push this a little further.

I M (26) have had an obsession with MIL (55) for a while. First post here for context have had an obsession with MIL from before me and her daughter got together. We have always had a flirty relationship open about a lot of things like her wanting to watch her daughter suck my dick. I have seen her naked numerous times, and have “accidentally” touched her ass and tits. She has always brushed it off. She gets no action from FIL. We now live with my wife’s parents. Couple years ago I confessed to her about using her bras and panties to get off and that I found her toys and would lick her dried cum off of them and seduced her while telling her this. Kind of turned our relationship slow less flirty and open. Have slow rolled it to now.

Last night was wearing a ring around myself and playing in the room across the hall and texted her asking how to spice things up in the bedroom with her daughter. She invited me into her room to talk about it. She didn’t have any advice had my cock out for her to peak at while talking. She told me to look things up online and I decided to show her pictures of my cock with a cock ring on or an extender on and playing it off as it was a random cock.

Texted her this morning asking her to make sure she wasn’t weirded out by me showing her those cocks and she said no I don’t mind at all honestly those were very nice cocks it definitely turned me on. I asked her if she wanted me to send her the pictures that I showed her last night and she turned it down so her husband (fil) didn’t find out.

Curious on how to proceed further with her.

My mother in law is so sexy to me. She has lost a lot of weight recently which is actually a bummer as her boobs got smaller. They used to be soo big! Yesterday she took her sweatshirt off and her nipples were rock hard through her shirt. I could see a bra outline but it must've been thin! I wish I could see them and suck on them.

Previous story: https://www.reddit.com/r/MotherInLawObsession/s/D69gB0X8GO

I’ve (30M) still been helping her (62F) around the house when needed. Unfortunately I haven’t been able to find a pair of her dirty panties as she does her laundry daily it seems.

Well, I mowed her lawn, moved some boxes and cleaned her fridge for her. She thanked me and offered to pay me. Of course, I declined.

She’s been going to the gym recently, so I complimented her. “Wow, you look great in those jeans” she did a little spin and even did a little dance while saying thanks. I laughed and said “oh stop that.” She looked at me with a sly smile and said “why? Getting you worked up?” Then we both laughed.

She is definitely aware of my panty fetish - so I bluntly asked her if I could ask her for something. I told her it’s embarrassing and she told me I could talk to her about anything.

“So, I don’t mean to be a weirdo - but, do you think you could possibly leave out a pair of dirty panties for me?”

She stared at me, shocked. I instantly began to apologize. She quickly stopped me and just said she was surprised is all.

“I’ll buy them for you, you just wear them to the gym or whatever and then when I come and mow the lawn, I’ll grab them… of course, don’t feel obligated. I promise I won’t be offended. I know I’m in the wrong here.”

She told me she’d think it over. I said okay, we hugged and I came home.

The next day, she texted me “Okay.” I was confused and asked what she is talking about. She said that she agrees with that proposition that we discussed.

And that’s where we’re at right now. I just ordered some from Amazon. Nothing crazy. Just a few regular pairs and one thong. Gonna drop them off next week and go from there.

Today went well, i haven't done anything the last 2 days due to us both being extremely busy and that's okay.

Tomorrow I think I'll enjoy our coffee & conversation as usual, and I'm thinking of just asking her if she thinks any other color of sweat pants would look good (show her the other colors online) or if grey fits me the best. depending on her answer, i want to ask if she thinks the grey is a little distracting/revealing and to "actually" look at them.

I feel like this is a perfect boundary pusher. It makes her have to either hint that she likes it, or completely tell me it's a little too much & I am ready for whatever the answer is.

It gives me a cop out regardless. If she doesn't like it and i'll be able to say something like "oh i'm sorry let me put something else on."

Now, if she says something like no not at all, i'm just going to simply reply with an "oh is that right? are we looking at the same pants? orrr" and keep things funny and lightly flirty or something along those lines.

What does everyone think?

M23 MIL57 *** Go back and read original post if you haven't already! Looking for REAL advice ***

What's good y'all, update #3! It has been a slow but exciting few days. Over the weekend, I read a lot of your guys advice & responses towards my situation.

Since Mother's Day, I had taken a break from flirting to kind of use it as a push-pull tactic. Monday, yesterday, I did my usual routine with her; took the dogs out, made coffee, but this time I did it entirely clothed. We talked for probably 2 hours straight in her room before the wife got up, just about sports bets and other things. I told her how good she's been looking lately and asked if she did anything new to her hair which to my advantage, I already knew she did haha. I told her it looks amazing and that she should do it like that more often.

One thing I did do, which Idk if i told everyone this but i have been liking her old instagram posts recently. When she was showing me her sports bets, I was able to see that she screenshotted the post. Not with my notification, but she just screenshotted it? No clue why.

Now today, Tuesday, I decided to kick it up a notch once again. I got the dogs from my MIL in the morning to take them out like usual, this time wearing a black long sleeve thermal, grey knit pajama pants (veryyyy see through type of grey) and a cock ring to stand out a little more while i was inbetween soft and hard.

Initially, as she opened the door, there was nothing from her I don't think. But when i came back after about 10 minutes, I went and got myself extremely hard before coming back with the dogs and asking what she'd been up to all day.

When I first walked in, I noticed she again, had taken a glipse of the print, this time doing a double take before looking back up. She does this so nonchalantly that you really don't know if she's getting a fix or if she's just swiping her eyes around lol. No verbal reaction, no change in mood, nothing.

As a business woman, she is always at her desk/computer. We continued our regular conversations while she sat down while i hovered to the right of her
with my cock swollen, bulging through my pants.
I was literally inches away from her face for most of this conversation.

We began to talk about sports bets. As i showed her my parlay's for the day, I made sure to go down and show my phone right above my throbbing dick, even bouncing it while she looked down at my phone. Still, no reaction or change in mood of any type.

I kept coming in and out of her room, using different topics of conversation or "refilling" my coffee in order to continue our interaction and I never caught her once staring at me even though it's hard to miss a 7 inch thick cut cock looking straight your direction lol.

I stayed in her room chopping up with her for about 2 hours again, switching from pacing or standing next to her and laying on her bed before leaving to get ready for work with the wife.

I do want to mention is that she gives me her phone to place bets, just hands me it. No watching me, no nothing, just continues what she's doing and trusts that I'm just on that app lol which I THINK is a good sign of trust.

We never had any sort of weird vibes going and if we got silent for a sec it was never awkward until we started talking again. I wanted to make any physical contact that I could, so I helped her adjust her earrings and all I did was say "let me help you with this" and reached for it. She just lets me.

Now the thing is, I know this is a long game to play and I have been increasingly stepping up and trying different spontaneous things daily. I was going to massage her neck once again today, but I just couldn't think of the right setup to lead into it. (As i'm typing this, I just thought of the easiest way I could lol so)

Also, while we are conversating, I am fixing/slightly stroking my cock from the outside. Nothing long, a very short fix, but I do it a few times while inchesssss away from her face.

Still, no TRUE reaction from her. I think she's avoiding the elephant(trunk) in the room so she has plausible deniability. Ex: He's just my extremely helpful and well endowed SIL, nothing more than that :)

So look, I think she is liking the attention and the flashing, reasoning being:

- If I made her uncomfortable, I don't think she would let me converse with her for 2+ hours daily.
- She is 57 year old business women, she's not stupid & definitely knows what's going on around her.
- Not once does her mood change around me, it's always the same happy/delighted to talk while she's focused on her work.
- I think she is avoiding doing anything herself because she is waiting for me to make it obvious if that makes sense.

So, I am thinking that tomorrow, I will talk about how she always watches the same show every day & she's always working. I will then tell her "Shh relax your neck" and start to massage her upper neck towards her skull. While i'm doing this, I want to ask, "You know speaking of shows, I just want a yes or no, but have you been enjoying the one I put on for you every morning?" and maybe, if I feel up to it, use my hand to turn her face by her chin and look directly at me. Depending on her response, I will have exactly what I'm looking for.

I know it's bold, but I just have a feeling she needs that extra push in order for the situation to make any progress. I want to create that sexual tension between us and go from there.

Please guys, I NEED advice lol.

Do we think she is liking everything?
& Do we think that I need to be bolder or should I keep playing it safe?

At this point, I just want confirmation.

I have dreamed about my MIL for years.
I have also fumbled opportunities for years.

My MIL is and in great shape. She has a great set on her and beautiful legs. There were times that she would come downstairs wearing a white t shirt with no bra, and I could just see a glimpse of her nipples behind it. She’s outgoing and always been super easy to talk with.

Recently, our family took a vacation and she gave us her iPad for the kids to watch on the road. Well my wife asked me to download shows offline on Netflix, and while I had the iPad and solace, I decided to check the photo app.

When I tell you my jaw hit the floor, I mean it. My heart began racing uncontrollably. My MIL had several topless pictures and lingerie pictures in the photo album that she obviously had taken for my FIL. When we got back home, I used those pictures to unload my wildest fantasy!

Unfortunately, I was too nervous to send the pictures to myself in fear that she would be notified somehow. After all these years, my dream has finally come true!

I really wish I had these to share, because everyone should appreciate them🤤

It’s been several months, and since then my kids have gotten their own iPads. I need ideas on how to see those pictures again, or even the real deal. Especially with summertime pool activities ramping up 😮‍💨😏