I [M] was playing an adult game with my wife [F] one night that involved drawing random tasks and if you perform them then you get to move on. If not then you stay in the same spot. It’s a pretty simple game, and it works really well for us to get into a playful, sexy mood. My wife is also very competitive so she rarely backs down from a challenge.
We were fairly early in the game and had just drawn a couple “would you rather” type questions. My wife went to draw for her turn and it said, “Write down three separate sexual activities that your partner may like on three strips of paper. Have your partner blindly draw one of the strips. What ever is picked must happened tonight.” She grabbed some paper and started writing some things down. She tore the paper into strips and folded them up small. She held them in her cupped hands and I reached to grab one.I started to open the paper wondering what it could be. I figured it would be something like “blow job” or maybe even “reverse cowgirl.” What ever it was, I was sure I would enjoy it. I unfolded it all the way and found only one word on it.

“Anal”

My eyes lit up and I showed her the paper. She laughed and said, “of course you would pick that one. It was the one I was nervous about.”We have done some anal play and had anal sex in the past on occasion, but I know it isn’t something that she really prefers. I was very surprised that she had written this down as even being a possibility. I knew that if the night went on and it didn’t seem like a possibility to actually have anal sex, I wasn’t going to be upset. I was turned on from her even thinking about it.
We continued playing our game, and were having a lot of fun exploring each other. She gave me a blow job. I went down on her. At one point we brought out a dildo and her challenge was to let me have a close up view of her pleasuring herself with it. It is a nice clear dildo that we got to match the size of my cock. It’s by far her favorite toy. I got between her legs and watched up close as she fucked herself with it, watching her pussy spread apart and filled by it.
At this point we were both so turned on that we disregarded the game and started going at it. I grabbed her sexy black thong that she had taken off early and slipped them back on her. I plunged the dildo all the way in her and pulled her panties up all the way so it would hold the rubber cock deep inside of her. She really enjoyed that. I then instructed her to suck my dick while her pussy was full. She jumped right to it. She gave me a nice deep blow job. I think she secretly likes being used on both ends.
After a bit of sucking she asked if she could fuck me. As soon as I said yes, she was sliding off her thong again, pulling the thick dildo out and climbing on top of me. She was riding me really nice and grinding her hips on me. I asked her to turn around, and she immediately did. I watched while she continued to bounce on me with her ass and pussy spread in my direction.
I could tell I was getting close to cumming but I wasn’t ready to stop having fun yet. I lifted her off me and laid her down on the bed. I pulled her to the edge of the bed and lifted her legs up and spread them. I buried my mouth into her pussy, licking up her juices and giving her clit lots of attention. Then, I grabbed the dildo and plunged it back in her. She was moving her hips and rubbing her own nipples. I could tell that she was loving every second of it.
I lifted myself up so I could watch her enjoying herself while I continued fucking her with the dildo. My hard cock pressed against her ass when I did this. It felt good to be this close to her, so I pressed the head of my cock against her asshole. She was grinding her hips more, then she looked at me and said something in a sexy breathy voice.

“Go. Go. Go.”

I pressed harder against her asshole until my head popped in. She let out a moan and kept her hips grinding. I started to build a rhythm fucking her ass. It was the first time that she had ever been double stuffed this way. I was so turned on by how much she was enjoying it that I couldn’t last any longer. I let the first surge of cum go into her ass. I pulled out and let the rest shoot on to her body. While I was jerking off onto her, she grabbed the dildo and fucked herself to an orgasm.
When she was done we both collapsed next to each other panting.

“That was nice,” she said breathlessly.

I couldn’t agree more. That was a fun game night.