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.
Over time, she accepted my love of ass and started to enjoy it herself, moaning when i put my tongue deep inside her from behind. In the heat of the moment, I would tell her how much i wanted to fuck her ass and she would back her ass onto me harder, but it never went past talk.
Yesterday, my girlfriend came home from a weekend away and came into my my home office and started playing with my cock through my pants. I got the hint and stopped working early to give her some attention. As i took her shirt off i saw she was wearing new lacy black lingerie. She leaned in close to me and whispered “do you want to fuck my ass?”
I thought it was just more talk but after more foreplay she guided my cock to her asshole and said “be gentle”. I warmed it up with my tongue and fingers and made it sopping wet with spit before slowly pushing the head in. My fantasy finally came true.
I’m looking forward to more anal in my future.
Source: reddit.com/r/sexystories/comments/raztal/my_first_time_doing_anal_fm