At some point, my wife must have shared with her mom my seemingly new-found preoccupation with panties. One Christmas, my mother-in-law prepared stockings for my wife and I with some little gifts and candies and such. In my stocking was a new pair of lacy panties and when I pulled them out my wife’s mom gave me a sly/sheepish grin. My wife had the same grin on her face. It was clear they had collaborated on the gift.

Finally, after many, many months my wife and her mom finish the reorganization of her house. In the process, they uncovered a box full of her mom’s old clothes, including (among other things), about ten pairs of her panties. I found this out because my wife texted me a picture of them from her mom’s house with the caption look what we found!

Your mom’s? I texted back.

Yup. She said you could have them.

Total synaptic failure. The week she brought them home for me, I was in total panty heaven and haven’t masturbated like that since I was a teenager.

I texted my mother-in-law with some thanks and compliments. Cute panties! Love the blue ones! And such like that. I got a mixture of responses from glad you like them to winky smiley face emoticons.

A month or two after that, I snapped a few pictures of me playing around with her panties. Mostly, they were pretty obfuscated/artsy -- from them you might could tell I was wearing them and/or was erect but there wasn’t any clear, full-on pictures of my gear in action. I tested the waters by sending a couple of the least explicit ones with some comments like enjoying them still! I got a fairly benign response, something like glad you still like them. Not necessarily what I was hoping for, but it wasn’t a total shoot-down either.

Fast forward to this earlier this Spring. We were on vacation at the beach and had brought my mother-in-law along (for a variety of reasons that make total sense if you knew us and have nothing to do with my current plans). One evening, my wife and her mom were setup in the living room of the beach house to watch some movie I didn’t really care to see. I think I made some snarky comment like, “unless [that actress] gets naked, I’m not really interested!” My wife laughed and her mom fired off a comment like, “Hey, I packed a lot of panties in my suitcase which you can go through if you want!” My wife gave a kind of semi-feigned “Mom! Don’t encourage him!” comment and I walked off laughing.

Naturally, I headed straight for her room. Her suitcase was lying wide open on the floor of her room, multiple pairs of her panties sitting right on there on top. I played around with them for a few minutes, took a few quick pictures for myself and headed off for a swim.

(For those who may wonder, not much else salacious happened on that trip. A few “oops” moments in the pool where either she or I would accidently bump into each other, though no scandalous touching happened. Late one evening, I headed through the living room to the kitchen for a drink wearing only my boxers and coincidently happened to be sporting a decent hard-on--and sure enough, her mom was sitting in the kitchen reading a book. She mostly certainly got a look, but made no comment.)

At this point where I’ve mostly caught up to the present. About a month ago (a few months after the beach trip and after a long pause of nothing happening on the panty fantasy front) I was feeling particularly horny and dug up those pictures I had taken with her old panties. On the premise that I was “cleaning out my phone”, I sent her a series of those pictures just for grins. I didn’t really get any response back, so I immediately began to worry. I texted something like, I hope those pictures don’t offend. To my relief, I got a reply along the lines of nope, not in the least.

I decided to push my luck some. I texted her a confession that I had gone through her panties at the beach. Perfectly OK was her response. I texted her a fairly explicit picture, sort of a close-up side profile of me wearing a pair of her panties. The panties where fairly lacey and translucent and my erect cock was clearly visible in the picture. I added a comment like I hope that picture wasn’t too explicit or offensive and got a response that said Nope, just fine.

It was time to go for broke. I sent her the most explicit picture I had taken. One of me masturbating with a pair of her panties wrapped around my dick. It wasn’t blurry, or artsy or hard to tell what it was a picture of. Just my hand on my erection with her panties wrapped around it. I texted a comment like, that’s the last one, hope it wasn’t too graphic for you. After a few minutes she texted back something like, it’s late and I’m going to bed. Goodnight! In truth, it was quite late and so I also went off to bed.

In the morning, while out running errands with my wife (who is not currently aware of this exchange between her mom and I--conflicts here that I’m not going to get into because they are my issues to manage and I’m comfortable with that for now) I sent her mother a text along the lines of hey, I’m sorry if those pictures were too much. A while went by and I started to fear the worst. Eventually, I did get a reply that said something like it’s OK -- maybe just no more posed shots.

I’ll be honest--I was crushed. Partly feeling like maybe I had pushed things too far, and partly because it seemed that perhaps she wasn’t on the same page as I thought. I texted back another apology and she replied with a very kind sentiment, something like don’t worry about it -- you’re a great son-in-law and I love you! And so I let it all go past and put it out of my mind. I’ve since interacted with my mother-in-law on many occasions and if anything was different, I certainly couldn’t tell. It was business as usual. We’ve always gotten along well and nothing about that seems to have changed.

As I’ve mentioned, about a month has passed now. In the past, I’ve let similar amounts of time go by before attempting any kind of re-engagement of my fantasies with either my wife or her mom.

So, after all this my question for you folks is this: should I, however slowly, attempt to keep things moving with my mother-in-law? Or, is it time to throw in the panty (er, towel) and walk away with the happy memories I’ve already accrued?

BONUS SUB-QUESTION! My wife has indulged many of my fantasies (many beyond just her mom) and I’ve been happy reciprocate with her fantasies. We have a slow, but good sex life. Sometimes our sex drives just aren’t in sync with each other, but that’s probably true for many couples who have been together for years. If it isn’t obvious from my posting in this subreddit, I’ve had an incest fantasy for some time. Up to this point, my wife hasn’t really gotten on board with that particular quirk of mine. It may just not be her thing and that’s cool. My question for you all is have you been in a similar situation and been able to get your partner on board with incest fantasies?

Final notes: regardless of what you might think of someone who writes two-thousand or more words to describe a particular fantasy, I am actually a reasonably well-adjusted, happy adult. I have no interest of wrecking my marriage and despite what conclusions you could draw from this story, I also have no interest in ruining my relationship with my mother-in-law (or my mother, or my step-mother, but those are other stories). I’ve pushed things only as far as I felt I could go reasonably without seriously endangering any of those relationships.

Thanks (or sorry?) for reading!