[MF] The Saga of Sally – Analville, Population: Sally and I

(Welcome to the Saga of Sally! This is the story of my relationship with a girl called Sally. This is **Part 3**. I recommend you start from the [start](https://old.reddit.com/r/gonewildstories/comments/hsqikr/mf_the_saga_of_sally_cumstained_jeans/) – each piece will link you to next part at the end.

A brief reminder what Sally looks like (there’s a reference photo in the first part): she’s a pocket rocket, thick, redhead tomboyish girl, with an hourglass figure and the thickest ass this side of the Equator according to the Guinness Book of Records inside my head.)

For the next month or so, Sally and I fucked like rabbits. We had said we wouldn’t be exclusive, that we would just be friends with benefits, but when your booty call is also your best friend, you end up spending most of your time with them. There was no time for anyone else. I left my cold dorm room behind and spent my days either in class or at Sally’s house. If her parents were around, we were just friends hanging out. If we were home alone, we spent afternoons fucking each other to countless moaning orgasms. We learned a lot about our sexual tastes in that first month (and Sally fortunately got on the pill). My favorite position was doggy style and Sally’s was cowgirl, but both of us also fucking loved each other’s favorites. Sally liked to be spanked. I liked to cum on her skin. We both found that we got off on the risk of being caught. One afternoon I pressed her against the french doors of her dining room and fucked her from behind, her naked breasts pushed against the glass. We both knew inside that none of her neighbors could see from the angle, but we both came faster than ever before.

But there was one thing left on my mind.

If you remember back to the start of this story, Sally had told me how much she loved to have her ass fucked while she jerked me off. I was obsessed with anal and yet a virgin in that department. No girl had let me take the dirt road to nirvana. But I knew Sally would. I didn’t ask straight away. It was a month later while I was sat on the edge of her bed, her kneeling in front of me, her lips gliding up and down my shaft, her red hair bobbing up and down on my lap, tickling my skin did I finally ask: can I put it in your ass. She looked up at me, my cock slipping out from between her lips. She looked so fucking adorable then, a little pink-faced, a little shy. “Oh” she squeaked and then she nodded. I didn’t think in the moment how little conviction was in that nod for a self-proclaimed butt slut. I was too excited that this was finally going to happen. A few minutes later we had hunted down some homemade lube (either coconut or olive oil, I can’t remember now), placed a towel on her bed, stripped naked, and had her lying on her stomach, that beautiful, thick ass on display for me.

Again I should have probably thought more about several strange reactions from a woman who “fucking loves it in my butt” as she said. She gasped in surprise as I spread her plump cheeks and poured the oil into the valley of her ass. She whimpered as my finger gently toyed her tight, pink asshole, getting it slick with the oil. When I actually slipped a finger inside she almost grunted. I didn’t pay attention to any of this. I was too busy watching her puckered hole swallow my finger, the opening clenching tight around my digit as I pushed it in and out, fingerfucking her ass. It was intoxicating. My cock was screaming for action. It wanted to storm the castle. But I managed to keep going for a little longer, letting her ass grow accustomed to my finger before I finally couldn’t take it any longer and basically dumped half a bottle of oil over my cock.

“Spread your cheeks for me” I said and I was treated to one of the natural wonders of the world: a woman reaching back to spread her ass cheeks for you. My cock throbbed in my hand. This was it. I was actually going to fuck a girl’s ass. I genuinely think I stopped breathing then. Too focused on the posterior in front of me to worry about the simple act of staying alive. I took my oiled covered cock and pressed it against her asshole. It was so fucking tight that for a second I thought I wouldn’t be able to get it in. I almost prayed for a smaller cock. And then, sweet Jesus, penetration. My cock slipped inside her ass for the first time. It was just the head, just an inch, but the unimaginable warmth and tightness nearly killed me. I moaned. Sally grunted in a most unladylike way. I teased her about it, not realizing what was happening here. She whimpered for me to go slow.

For the next few minutes you couldn’t describe what we did as fucking. This was more like a slow invasion on the Russian front. I would shift forward, slipping just another tiny slither more of my cock inside her impossibly tight backside. I would moan. Sally would pant and groan. I felt like I was in a porno. The process repeated. Eventually, after what felt like years, I was buried inside Sally’s ass. My cock throbbed. She asked me to give her time to adjust, her voice trembling and I grunted yes. I was happy to just stare at the view. Sally had let go of her cheeks at some points so that the thick globes now enveloped my shaft. My cock disappeared between her plump backside, vanishing into her asshole. It was the most amazing sight I had ever seen – the Grand Canyon was shit compared to this.

Finally she gave me permission to move but “fucking slowly”. I followed orders. I eased my cock back and forth, letting it almost slide out before starting the long journey back in. The pressure was unbearable in its pleasure. I knew I wouldn’t last long but I never wanted this moment to end. It was even better than I fucking dreamed. The sounds she were making were out of this world as well, gasps, moans, groans, grunts, trembling whimpers. It was all too much. Moving a little faster than normal, earning two sharp intakes of breath from Sally, I thrust twice into her backside and then buried myself balls deep inside her and emptied my seed into her ass.

It was only after I pulled out and collapsed on the bed next to her did I see her usually pale face had turned to scarlet. “Fuck! Did I hurt you?” I remember asking, panicking. She shook her head quickly. “No! No, you didn’t hurt me. It was umm interesting. It felt weird. But a little good. But weird.” I stared at her confused. “I thought you liked it?”

And then she told me what had just happened, what I should have realized was happening but failed to notice. Sally had bullshitted me that day with the handjob. She was an anal virgin. She had never had so much as a finger back there. But she didn’t want to disappoint me or reveal her lie and so she had laid there like a fucking champion, a hero to womankind, and let me cornhole her to heaven and back.

While anal was never a common thing whenever we were dating, it was something we did now and then. Sally enjoyed it, although not as much as regular sex and I was a fucking fiend for it. Once or twice a month I’d find myself inside her ass, finally experiencing what rapture was like. But that first time was the most special of all.

Source: reddit.com/r/gonewildstories/comments/htd55k/mf_the_saga_of_sally_analville_population_sally