I have had fantasies of anal sex for more than a decade now. I have been open about my desire to try it with all of my sexual partners. However, unlike in porn, not everyone is down for anal all the time. My past girlfriends and hookups either outright rejected the idea or put me off with vague promises of “later” or “sometime”. I was resigned to having to keep anal sex as just a fantasy.
My new girlfriend didn’t reject trying anal out of hand, but she also didn’t seem that enthusiastic about it, saying she had tried it and didn’t really like it. She was initially resistant to all kinds of ass play, but over time she opened up to it. First, she started letting me put a finger on the outside of her asshole when she was riding me, then she started enjoying my tongue wandering down to her butt when i ate her out, once her ass was wet with my spit she would let me slip a finger in every now and then.