Before I begin this story, I must admit that throughout my adolescent years, I was certain that I had no desire to ever let a cock to come close to my asshole, regardless of the situation. I have heard unsavory tales from pals who said that they only did it under duress from their boyfriends and that it hurts and is in no way pleasurable. When my pussy was just next to my asshole, I never understood why I would want my asshole penetrated. I was also terrified of it and convinced myself that I would never be interested in attempting it.
Imagine that I’m 18 years old, have a boyfriend, and a bedside table filled of sex toys. By that time, I had been exposed to various anal plays; I like having my asshole massaged, having a finger inserted during doggy, and even having a little plug that I enjoyed wearing while being fucked. It took a lot of trust and patience to get to that point, but it was well worth it, and I really enjoyed it anytime my asshole was involved. I never felt compelled to do it, so I could always enjoy it on my own terms and have all of my wishes honored. By that point, I had not yet changed my opinion towards anal sex; it was never truly discussed; and I was content with the present situation, which, in my opinion, could continue. Until I gradually began to have all kinds of fantasies…
More than just having my asshole toyed with, I started to fantasize about having it fingered, stretched, and even began to envision what it might feel like within a cock. I was getting into submissive roleplay at the same time, so one of my most frequent fantasies was being tied down to a bed and having my asshole forcibly stretched, fucked, or fingered. I was having so vivid fantasies about it that I began playing with my asshole when I was by myself. I stuffed as many fingers inside as I could while touching my clit and experiencing the most incredible orgasms. I pictured my boyfriend’s cock whenever he inserted a plug into my tight asshole, and I envisioned him swapping holes whenever he inserted his thumb during doggie. I had a strong desire for the same thing that I had always told myself I could never conceive doing and wouldn’t require in my sex life.
My boyfriend and I were chilling out at home on a Saturday night. The sun was heating up the room despite our best efforts to keep the curtains drawn and the windows closed because, even though it was late spring, it was already scorching outside. We spent a big chunk of the day eating ice cream on the couch, watching Netflix, and talking about fantastic summer trips or any locations we would rather go as a result, and I was wearing nothing more than some underwear and a loose blouse. I got up from the couch as we were ready to begin another episode of a goofy but moderately fascinating Netflix reality show and asked him if he would like to join me in the shower while I cooled off.
‘Just in, and I’ll join you in a moment. Please wait while I straighten up the area.”
I was taking off my clothes in the bathroom with the door wide open, first removing my top and then my underwear. I undoubtedly wondered why I had decided that wearing anything at all was preferable to just remaining naked on a day like this when the warm air in the room touched my skin. After performing a brief dance routine in front of the bathroom mirror while shaking my boobs, I got in the shower, shut the curtains, and felt the cool water drip down my back and chest before trickling down my tummy over my pussy and down my perspiring thighs. I enjoy taking cool showers, but because my body cannot adjust to unexpected cold temperatures, I normally begin my showers by standing under the running water for a few seconds to feel the goosebumps come and go, tighten my nipples, and let the water hit every inch of my body. After some time, I used soap to wash my hair and the rest of my body before rinsing everything off in the stream of water. When I heard the shower curtains being pulled back and saw him enter behind me, grab me, and urge me to stay for a little while longer, I was about to finish and leave.
I pointed at his cock, which had gotten bigger since he’d stepped foot in the shower with me, and said, “Sure, as long as you let me take care of it.”
My breasts were pressing against his chest as he pulled me in closer, grasping my ass and grinning, and I glanced up into his eyes. There aren’t many sensations I enjoy more than the immediate assurance that you have someone’s undivided attention. And as it pressed harder and harder against my stomach, it eventually reached my bellybutton.
I continued to gaze upward into his eyes as I moved my fingers from beneath his balls to the tip of his shaft, where I grasped it with my small hand. I started stroking him with one hand while the water ran over my tits and onto his cock. With the other hand, I eagerly grabbed and massaged his balls as if there were a large reward inside. After a while of kissing and petting his firm cock, I lost my patience and knelt down to try a taste. I put my palm still firmly on his balls as I encircled the tip of the needle with my lips and began sucking. Every time I sucked a little harder on his tip, I could taste his cum seeping out and on my tongue and lips. I quickly took his cock deeper when I felt his hands on the back of my head because I could feel him hitting the back of my throat. It was difficult for me to deepthroat back then, but I never let that stop me from giving it my all. As a result, with some pressure, I felt his cock slide down my wet throat. As soon as he heard me gag, he continued to slide his cock in and out of my mouth, pushing it in till he was all slick and covered in my spittle. He then switched the shower off. Every time I took a breath, I kept my hands on his balls and kept my mouth open, ready to take in his cumin and feel him again stretch my tight throat. I was frantically licking and stroking his cock while grinning up at him, and you could tell how much I was enjoying every second of it. While my hand continued to ardently stroke him, I let my tongue float along the underside of his shaft, all the way down to his balls, where I began sucking on them. I was becoming more and more in need of being fucked as my pussy began to feel soaking wet.
“Can I turn around for you?”
I rose back up and leaned against the chilly shower wall with drool pouring down my tits and dripping down his cock, still completely covered in water and some leftover shampoo. I wanted him inside of me. He grabbed me by my hips and shoved his cock against my pussy, forcing my pink lips apart as I could feel my tits tightening on the tiles. I occasionally get shivers from the excitement I have as soon as a cock’s tip touches my pussy. I had shivers all over my back and felt like I was about to get raped from behind, my hard nipples pressing against the cold wall. I gently told him to wait just as he was about to slide his cock inside my moist pussy.
“Maybe you want to use my other hole…?” I believe I want to feel your cock in my behind. Are you sure? “Yeah…” You want me to fuck your small tight asshole, right? “Yes, please.”
He moved his cock between my lips, up between my soaped-up cheeks, and towards my asshole as he gently pulled it away from my pussy. My ass cheeks were being pulled apart by one hand, and my tight hole was being probed by the other hand by inserting a finger and softly rubbing it. I ran out of patience. My asshole was itching for something more; I wanted to finally live out the fantasies I’ve had for so long. I wanted to be the kind of girl who gets her ass pounded in the shower from behind till she begins to shake with pleasure and can feel come filling up my ass.
I can take your cock, so please give it to me.
With my hands resting against the shower wall above my head and my ass throbbing in the rear, I was prepared for the first time in my life to have a cock stretch my asshole. It felt fantastic when his sloppy, slick tip pressed up against my hole. As he pushed it farther inside of me, my entire body was eager for more. It was unlike anything I had ever experienced to have it slowly stretched by a hard, wet cock. He pushed deeper inside, grabbing hold of my hips as I wailed through my teeth with my pussy dripping wet from the experience. While it felt incredible, it also started to hurt a little. My asshole was becoming even more stretched, I could feel it. I wanted to take him completely and feel every part of his cock inside of me, but I began to doubt my ability to do so. I slowly moved my ass into his crotch as I leaned back over my shoulder with his tip still in my ass and began to kiss him passionately. I also took his tongue in my mouth and let him suck on mine. I was certain that I wanted to continue.
“While I’m on my knees, I want you to oil your cock and fuck my ass from behind!”
My hole felt more at ease after having his cock inside it since he effortlessly slid out of my ass. I swiftly exited the shower, dried up, and although still naked, I led him into the bedroom by the hand. I could hear him opening a bottle of coconut oil as I was kneeling on all fours with my ass pointed in his direction. He soon had my ass covered in the oil, making it shiny and glazed, and my asshole was relaxed and oiled up, ready to accept his cock once more. By this point, I was so horny that I began toying with my pussy, slipping my finger in and out and caressing my clit while anticipating his cock to slide back into my small opening.
“Fuck me! I need to feel your entire cock inside of my ass.
The moment he split my cheeks, I felt him add pressure to my asshole as I continued to play with my pussy. This time, my ass was already warmed up, and being lubricated and slick made it feel much better. He was pressing his cock against my hole till it went inside as I was thrusting my ass back onto his. Instead of hurting as it did in the shower, he went deeper right away, and I felt like I was melting with pleasure. Completely I wanted was for him to shove it all inside since I’ve never moaned like this before. No matter how painful it was, I needed his cock balls deep up my ass if only to fulfill my lifelong fantasy of being an anal slut. It was so amazing to have my tight ass fucked. I pleaded with him to fuck me more deeply because I wanted to feel the pressure of his balls against my hot pussy and for him to use my ass as it was intended. Every inch felt more great as he grasped my hips and started to go in a little faster and deeper. Having my ass penetrated was my favorite. I needed this and desired it, and without warning, I felt my body tensing up. I screamed in delight, and as my asshole began to tighten around his hard cock, I experienced the most incredible orgasm I’ve ever had while still rubbing my wet clit. His cock was buried deep inside of my oiled-up ass while I came for what felt like a minute, trembling and feeling my entire body tremble. It was wonderful, and I knew right away that it would not be the last time I cuddled with a cock in my ass. I orgasmed, fell to the floor on the bed, and he continued to fuck my used, mushy asshole for a few more seconds before pulling out and dumping a large load all over my ass.
I eventually got up, jumped back in the shower, and scrubbed myself off. I was itching to try it once more! I still have the most incredible orgasms with a cock in my asshole, and I still love to masturbate while remembering the first time I got fucked in the ass!
Source: reddit.com/r/Erotica/comments/xw2i5f/the_day_i_lost_my_anal_virginity_23f_fm