My wife was never interested in anything ass related and although I was curious I never pushed her to do anything.
One year ago she became friends with a female colleague, we always call her the "sex positive colleague". They always talk very openly about everything sex related and the female colleague told my wife how much she enjoyed a buttplug up her ass while getting fucked.
So my wife was suddenly interested in buttplay and told me that she wanted to try a buttplug. We had a cheap one at home, the classis small black buttplug with a fake diamond on top. The first tries felt a little awkward but when in the right mood she enjoyed the feeling. But she always complained it was too rigid and we used it less and less.
I wanted to try more with her asshole but she was not as enthusiastic. So when she was on top I grabbed her ass and slowly slid my fingers towards her buttcrack until one finger barely touched her anus. But I stopped there. She said it was a nice tingling feeling.
The next time I went a bit further and layed my finger over her anus, again not going further than that. Then I started to slowly massage her anus from the outside which she enjoyed.
Another time while fucking I placed my finger over her anus again and she told me to stick it in a bit. That night she had a really intense orgasm.
From that time on I regularly fingered her asshole while fucking. At first I went very slow and just slid the tip of my finger in. And I always made sure that she is very horny and my dick is already inside her.
The more we did it the more she enjoyed it. Our favorite position is doggy where I insert my thumb in her ass. Every time I can go deeper, a few days ago I inserted my thumb all the way.
My goal is to fuck her in the ass soon.
But my dream is to double penetrate her with another guy one day.
