My pregnant SIL asked me to come over and put something in her ass… [MF]

I have been with my wife since we were kids, and I briefly dated her little sister Lexi before I got together with her wife. We have staid quite close over the years. A few years back she got pregnant and the scumbag she had been with split and left her on her own. Now she’s kinda a badass so she did OK but I still made a point to stop over her place every so often to she if she needed any help around the house. I’d take out the trash, carry laundry up and down. That kinda stuff.

Lexi went through a period where her morning sickness was all day. Her doctor said she had a condition. They tried giving her meds for the nausea, but she just throw those up too.

So one day I’m over her place moving some stuff around and she calls to me from her bedroom. I knew she was having a rough day and had been laying down. When I get in there she had on a robe that could barely get around her. She told me the doctor had given her some new meds to try for the nausea but she hadn’t been able to take them yet. I asked if she needed me to pick up the prescription. She said that wasn’t it.

Apparently the prescription was a suppository, and she wasn’t able to put it in what with her sore back and swollen fingers from the pregnancy. She said she had already dropped on on the floor and lost it, and they were kinda expensive. She asked me if I would be able put it in for her.

Me and Lexi had had some history. We fooled around together maybe 15yrs before that, and I had seen her naked not long before that when I had taken some pregnancy portraits for her. I asked if if she would feel weird about me doing that, and genuinely seemed like that last thing on her mind. “I just need to feel better”

So I asked her how she wanted to do this, and she said she would get on her hands and knees on the bed. She said if she had to look me in the face while I did it she wouldn’t be able to stop laughing. Before I could even say ok, the took her robe off and tossed it on a chair in the corner. She was wearing a black nursing bra, and absolutely nothing else as she climbed on the bed Head down, ass up.

She wasn’t even the least bit shy as she pit her asshole and pussy on glorious display. The smell of postworkout pussy filled the air as her vagina was quite creamy and pungent. I picked up the suppository package. “They say that they are lubricated but the last thing I want is to hurt anything down there. There is some KY on the table over there. Just make sure to put plenty on”

I was trying not to make the situation more awkward, but I was bursting inside [my pants 🤣] I did as she asked and I put a generous glob of lube on my finger and wiped it across her asshole. It must have been cold, because the way it puckered it was like she was winking at me. I opened up the suppository. It was pretty much a big silppery pill. I put the tip right up against her beautiful tight asshole. “All right…. Here goes nothing” I gave it a gentle push until it disappeared. “How far does it have to go in? “I don’t know….. But the last thing I want is for it to fall out can you just put it in as far as possible?”

And with that I pressed my pointer finger against her butthole… And pushed. I slowly open her up and passed the first knuckle and then the second. I went until my whole finger was in and the 4 below were pressed up against her self lubricated pussy. “Ungghhh” she let out a loud grunt. I froze, still deep in her ass “Everything ok up there?” “….yeah it’s just…. Oh shut up… Is it in there?” Yeah all the way?” “All right just come out really slowly ok?” And so I took my time and slowly backed out.

When I was fully clear I grabbed some tissues from the table next to me and cleaned the lube off her ass. I lingered just a bit, but I swear she wiggled a little as well. “All right Mr Clean I think it’s good enough to eat off now….. Shit…. Forget I said that hahaha”

She thanked me for helping her out. Luckily the suppository did the trick and it really helped her nausea. I helped her with them a few more times. It got much less awkward, but I still enjoyed it just the same.

Source: reddit.com/r/gonewildstories/comments/wplog1/my_pregnant_sil_asked_me_to_come_over_and_put

7 comments

  1. I really hope she at least gives you a hand one day for helping her out with the pics and suppository. I know I’d be ripping through my pants too if one of my SIL’s asked me for that

  2. My ex had migraines with nausea and she had those same suppositories. NGL those were slippery suckers. No KY was needed and they tended to slide out unless she tightly clenched her ass for a while. But they did the trick.

    Nice stories with Lexi :)

  3. Ok this is a new one. I’ve never heard this type of ass play story before

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