I recently reconnected with a girl I used to see. It’d been a few years. We started texting, talking about how we were back in the same city. We had fucked really good a few years back, and our conversation quickly turned sexual. We started telling each other the things we wanted to do to each other. Among many other things, she said she liked being dominated (which I love doing), and we talked about how much she liked when I controlled her orgasm until she finally exploded for me. During the course of the conversation, I mentioned that anal play is a huge turn on for me. She was desperate to please my cock like a good girl, and told me that she had only had a cock in her ass once before, and would again if I wanted. Such a fucking turn on for me. We made plans the next weekend to get a hotel room together.
After some aggressive sexting the week leading up to the hotel night during which she began begging for my cock in her ass, we finally met up. When I got to the hotel room, she was waiting for me in lingerie and rubbing her clit. I walked in, got her naked, and started eating her clit while stroking her g spot hard. After edging her again and again, I could tell she was desperate. I told her to get on her knees and suck my cock. She quickly obeyed, and began sucking my cock deep and hard. She knows how to suck my cock so good, taking my girthy cock deep in her throat while staring into my eyes. I moved her into the shower, and she cleaned my body, focusing on my cock. I returned the favor, and had her sit her pussy right on my face to edge her further. I also turned her around and stuck my tongue as deep as I could in her tight asshole while fingering her clit with my thumb. I could tell how much she fucking loved it, and was already thinking ahead to filling her ass with my cock.
After getting her back on the bed, edging her even further, and fucking her extremely tight pussy (like beyond tight), I finally let her cum and her body shook with wave after wave of orgasm. After her first orgasm, and after an hour and a half of edging my cock, I felt myself getting really close to shooting. She begged me to fill her tight pussy hole, and I obliged — shooting cum deep inside her little hole as she came with a vibrator on her clit.
After that, we collapsed on the bed, spent. In about 30 minutes, she started playing with my cock again, getting me hard. I had a hunch she would bring up me fucking her ass, and I was right. She looked at me right in the eye, “want to try my ass?” I felt my cock stiffen even harder in her hand. She got on all fours, exposing her tight fucking asshole. I generously lubed up my finger, and started playing with her ass. She had the vibrator on her clit, and I could feel how easily her ass was loosening around my finger. I asked if she was ready for my cock, and she moaned her approval. My cock was rock hard as I lined it up with her ass, and I slowly began to push into her hole. Her ass was greedy, accepting my cock with ease. I pushed deeper, ensuring she was ok — she was loudly moaning as I went deeper and deeper. I slowly fucked my cock to the hilt, making her feel each inch. When I was balls deep, she was whimpering and increasing the frequency of the vibrator on her clit, and I started to fuck her ass in earnest. She was taking cock so good in her hole. After a bit, I could feel her ass tightening hard on my cock as she got closer with the vibrator. That made my balls rise and I knew I was going to cum. She started begging for me to fill her ass, and that made me thrust harder and harder — I was fucking pounding her tight hole. As I finally released balls deep in her ass I felt her tighten as her body shook with a massive orgasm.
She made my cock cum six more times over the next 18 hours until I was literally shooting blanks. Fully drained my balls like a good cumslut, and took each load so well.
Source: reddit.com/r/gonewildstories/comments/ku6260/m_filling_her_f_tight_asshole_after_a_few_years