Driving home with sis-in-law[m/f][fingering][public]

its the last day of vacation and we are packing up the cars.

I’m making one last sweep inside to make sure we’ve got it all, and sister-in-law traps me in the kitchen.

It’s a fairly small kitchen, so there is no escape if I wanted. I do not want to!

She grabs my balls, hard. “Got anything left in here for me?”

I wince as she’s squeezing fairly hard. “Why don’t you go down there and find out…”, I manage to say.

She genuinely thinks for a moment, then lets me go. As hot as it was getting my balls crushed by her in the kitchen, it is a relief when she finally releases me.

I continue my sweeep of the house for misc left-behinds, lock up the house and head down to the parking area where they are waiting. Wife and I drove 1 car, inlaws another.

“I’m going to ride back for a while with mom, hun…”

At first this sounds inocent enough. My wife will drive with her mom in her car, I will drive our car with….sister in law in it.

My reaction oscilates between “fuck yeah!” and “oh shit!”

Sister-in-law BJ in the laundry[m/f][oral][cum]

we are still on vacation, and after my sister-in-law walked in on my jerkin’ off, then offered up a titty fuck, we’ve been dancing around like horny teenages.

this afternoon i was in the basement washing some laundry before we head for home tomorrow and I hear someone coming down the stairs.

Sister-in-law has a basket with barely any clothes in it. I assume she just grabbed something as an excuse to come down here with me.

She walks right into me with the basket, her fat tits hangin’ over the edge on her side. She’s wearing a t-shirt (a tight one as she always does), but no bra. It almost doesn’t matter. Her fake tits (which I’m really starting to like!) “hang” over into the basket.

“Excuse me…” she says, putting on a little show.

Her basket is just bra’s and panties.

“My mistake”, I retort.

She turns around and heads to the wash, but bends over at the hips to put her basket down, shakin’ her little ass in my direction.

I’m not 100% sure how much she’s committed to this so I just slap it and go back to my clothes in the dryer.

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My descent into cuckold/sissy[M/F][Supportive][Panties][Toe-sucking]

It has been about 2 weeks, and most things have returned to normal, with a few exceptions:

My clothes are picked out for me, so one less thing for me to think about in the mornings.

Also, one day she sent me out without underwear, which I found way to uncomfortable, so she’s allowing me those again.

I also continually get random DMs with emoji’s of locks, keys, or some other various reminders that she’s thinking about me…which really really brightens my day.

Saturday morning comes and I wake to find her already making breakfast.

I join her and after we eat, so puts on her serious face.

“It’s been two (very exciting) weeks for me, but I wanted to be sure you are comfortable with where we are, and where we are going”…she asks.

I pause to think about it, and answer honestly:

“Yeah. Not at all what I was thinking about when we started, but yea….totally fun! You?”

Her grin is all the answer I need.

She slides the keys over the table to me. “You have to be sure. You can pick these up and end this right now, and I will always love you for trying.”

My descent into cuckold/sissy – P4[M][masterbation][public]

Today is a typical “work from home” day for me so I get up a bit later than normal and head into “the office”

My home office is really just the first floor guest bedroom, that has barely been used in the 7 years we’ve lived in this house.

It’s nice in that it has it’s own bathroom and is near the front door, but otherwise it is sparsely decorated: a bed, a bench at the foot of the bed, this desk and a small, barren closet.

I hear Daisy go about her day and leave for work.

“WFH” days are pretty lazy. I get some work done, watch TV, get some work done, watch some porn, get some work done…repeat. Today starts out no different.

I’ve gotten so used to my cage now it doesn’t occur to me that today is going to be VERY different.

After submitting some code, I flip over to my personal laptop (no porn on company equipment!) and realize what’s about to happen, but I’m very curious suddenly.

My descent into cuckold/sissy[40][MF][Chastity]

I wake up the next morning determined to talk about this with Daisy, although to be honest I’m not really sure what I’m going to talk about.

Cuming while watching a video of “Steve” just giving her such pleasure last night….it did something.

I love her and honestly think she’s loves me, but I can’t, and probably never could, fufill that part of our relationship. Steve could.

I wake her up with a kiss and she welcomes it, and tell her I’m going down to make her breakfast before I leave for work…so I head down stairs.

She joins me a bit later, breakfast plated and waiting for her…

“Good morning”, she offers.

“Hi…you already look nice this morning.”

“Thanks hun…”

“Can….I wanted to talk. I’m not sure about what. Sex related. I know I’m not the best…but, I’m also not blind.”

“What do you mean?”, she asks honestly.

“I saw how you were with that guy last night”, of course I remember his name…”you seemed, physically happy to be with him.”

“…”, she doesn’t say.

My descent into cuckold/sissy – P1

it happened again…i came home from work kinda late and my wife had some friends over.

Well, she says friend”s”, but when i got home it was just one guy left.

Not sure who he is entirely, just some one she said she knew through other people I also don’t know.

“Oh…there he is! Come in here and introduce yourself.”

“Hi. I’m Daisy’s husband”, I say.

“Ugh…I’m sorry Steve. This is Todd”, some how she says my name weird…TTo-D…kind’a falls flat in the room.

Steve, apparantly that’s his name, which she, which my wife, managed to say in a normal, almost deeper voice…is much taller than both of us, my wife being a bit taller than me even. He doesn’t reach out to shake my hand, just stands there, my wife doing that half hug thing pointing me out like I’m a display in a zoo.

There’s an awkward silence.

“what brings you over tonight?”, I feebly ask.

“We were just having some fun”, he says, making no mention of who “we” was.

“Everyone else leave already”, i ask in the most suggestive way possible.