Long time lurker, first time poster. I was encouraged to share this story by her. Everything that happened was consensual (talk to your partner about safe words!), but it was a surprise.
We will call her Bella, and she is 37 with perfect tits and a great ass, but her best feature is her dirty, slutty mind. She is bravely pushing her limits and reaping the multiple orgasmic benefits as a result. We have many fun stories to share, but this one is one of my favorites.
Bella had recently discovered that she enjoyed having her ass teased and fucked, cumming from anal sex for the first time in her life. After a night of fucking in a variety of different places and positions, we headed to bed (to sleep, at least that’s what I thought). We laid together for a few minutes, but I couldn’t sleep as I could feel the heat and hunger coming from her body. We roughly started kissing and I quickly flipped her onto her stomach and started kissing her back. My dick was hard, and I rubbed lube on it and started teasing her asshole. I grabbed her dildo and told her to start fucking her pussy. I whispered in her ear, asking her if she wanted both of her holes filled. She moaned, while she fucked herself with her dildo. I grabbed a handful of her hair and asked her again, this time saying, “Does my dirty little slut want her holes filled?”
That elicited a response — “Yes, please fuck my ass. I need to have my holes filled.”
I slid inside of her, slowly at first, and I felt her tight hole squeeze my dick while her dildo moved faster in and out of her pussy. She then said, “Please, fuck me harder and deeper.” I put all of myself deep inside her ass, and I felt her body contract as she came over and over. For the next 10 minutes, as I filled her up, it felt like every time I thrust in and out of her ass, she was cumming. It was incredible to watch and feel (watching women cum is definitely one of my kinks and I’m certainly jealous as it looks like a rainbow of chaos). Eventually, I emptied my cum in her ass, and we both laid there dumbfounded for I don’t know how long, in a post orgasmic state of bliss.
I hope you all enjoyed!
Source: reddit.com/r/gonewildstories/comments/ea5qp3/mf_first_time_anal_and_dp_for_her
Now you have to do real dp as well.
I loved dp with a dildo but the other part is on my wishlist.