We’ve been doing cuckolding for a while but for the last several months my wife has been exploring kink and D/s with a guy she’s been seeing. It’s been really intense and super exciting. She mostly plays on her own, but sometimes he has her do tasks and things while she’s home. Sometimes it’s just when she’s home alone, other times she goes to the bathroom/bedroom by herself to do it, but sometimes I get to see as well.

She wasn’t able to see him for a bit over Christmas due to family obligations, so on Christmas Eve we went down to the basement family room to watch a movie after everyone was in bed. They had been talking and he gave her a task for the night: to put in and keep in a butt plug and a vaginal dilator for the length of the movie.

She’s done this before, but usually it’s one or the other, not both. She has a series of plugs and had to use one on the medium side, not massive, but it’s not one like a rosebud with a tiny stem. The stem is pronb 1/2 the size of the bulb. She also has a set of dilators, they sorta look like short dildos like 4 in long. The “head” is more like a ball than realistic though, and the one she had to use that night was a bit larger than a dick would reasonably be.

So she told me about this task, and then said she was going to the bathroom to put them in. She showed me which ones he chose and then went and inserted them and came out. She had pulled on her sweatpants but no underwear, and I could tell right away as she walked over to the couch that she was feeling it and couldn’t totally walk right. She sat down, it took her a few minutes to get comfortable and sit - and then we put on the movie.

At first it was okay, then like half an hour in she started shifting around a lot. Another 15 min later and she said that she had to adjust them. She asked if I’d want to help, and ofc I said yes. She asked me to go get the lube and her robe, and when I came back she was laying back on the couch with her pants off. I got between her legs and she asked me to pull them out, put lube on her & on the toy, then put it back in.

I pulled the vaginal plug out first & it was so hot to see her spread and very open from it, then I pulled her butt plug out and her ass definitely looked sore. I first lubed my fingers then rubbed it all over her vagina and put my fingers in to rub it around inside her as well. I did that like 3 times in her pussy so she was very very lubed. Then I did the same thing with her ass but more gently. I lubed the toys back up and first inserted the anal plug, and then put in the vaginal plug - cleaned her up and then she sat back up.

She was glad but also having a hard time with it still and so she wrapped herself in her robe…pants off, sweatshirt still on. She cuddled back up with me and we put the movie back on, and watched it for like another 45 minutes or so before she had to go pee - she went, had to take the dilator out and then in the bathroom put it back in and came back out. I could tell how hard it was for her to walk back over to the couch and I asked her if she wanted to stop. She sat back down and said no and said she just wanted me to hold her - so I did.

We finished the movie and she was just a mess - I asked if I could help take them out but she asked if she could have a few minutes alone to call him to remove them. I went upstairs and she facetimed him and did it with him. When she texted me to come back down she was laying on the couch in her robe - I cuddled her and she said that I could look if I wanted, so I laid down and pulled her robe aside. She spread her legs and her pussy was bright red. She spread it a bit for me and I could see inside - for a few hours after she uses a dilator for a while it’s very open. When she showed me her ass, it wasn’t as gaped but was still very swollen and red and I could see how intense it was for her.

I asked if she wanted me to go down on her (I sometimes do after she’s out) and she was like DO NOT fucking touch and laughed sheepishly. We cuddled more and finally went upstairs to bed. The next morning I asked her how it was and she just said “overwhelming” and “I’m gunna feel it for days”. She definitely did, she wouldn’t let me touch anything and it was still a lot for her to get fucked and do anal 3 days later when she went to his place again.

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Thanks for reading, happy to share more!