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When I lost my Anal Virginity

I'd been introduced to several types of anal play; I loved having my asshole massaged, having a finger inside during doggy, and even obtaining a little plug to wear while getting fucked. It took a lot of trust and patience to get to that point, but it was well worth it, and I enjoyed it a lot anytime my asshole was involved. I was never pushed into it, so I could always enjoy it on my own terms and have all of my desires met. I still hadn't altered my view about anal sex by that point; it wasn't

My Slutty Confessions
18. May 2023
152 views
When I lost my Anal Virginity

I have to preface this story by adding that throughout my adolescence, I was certain that I had no desire to have a cock near my asshole under any circumstances. I heard awful stories from friends who said it hurt, was not pleasurable, and they only did it because their boyfriends forced them to. I never understood why I would want my asshole penetrated when my pussy was right next to it, was terrified of it, and promised myself that I was never going to attempt it.

Fast forward to the age of 18, when I have a partner and a drawer full of sex toys on my bedside table. By then, I'd been introduced to several types of anal play; I loved having my asshole massaged, having a finger inside during doggy, and even obtaining a little plug to wear while getting fucked. It took a lot of trust and patience to get to that point, but it was well worth it, and I enjoyed it a lot anytime my asshole was involved. I was never pushed into it, so I could always enjoy it on my own terms and have all of my desires met. I still hadn't altered my view about anal sex by that point; it wasn't really ever discussed, and I was content with the way things were and thought they could stay that way. That was until I started having all kinds of fantasies...

I began to think about more than just having my asshole played with; I fantasized about having it fingered, stretched, and even imagined what it would be like within a cock. Around the same time, I was becoming interested in submissive roleplay, thus one of my most common dreams involved me being tied down onto a bed and having my asshole violently stretched, fucked, or fingered. I was thinking about it so much that when I was alone, I began playing with my asshole, shoving as many fingers inside as possible while caressing my clit and experiencing the most fantastic orgasms. I visualized my boyfriend's cock whenever he inserted a plug inside my tight asshole, and whenever he slipped his thumb inside during doggy, I imagined him swapping holes. I was seeking something I had always told myself I would never do, something I had claimed I wouldn't need in my sex life.

My boyfriend and I were hanging out at home one Saturday evening. Even though it was late spring, it was already hot outdoors, and the sun was heating up the room despite our best efforts to keep the drapes closed and the windows closed. As a result, I was wearing nothing but slacks and a loose shirt, and we spent the most of the day eating ice cream on the couch and watching Netflix while talking about amazing summer vacations or places we'd rather be. We were about to begin another episode of some ridiculous but moderately fascinating Netflix reality show when I sprang from the couch and informed him that I needed to cool off in the shower and asked if he wanted to join me.
"Just come in and I'll be there in a minute, just give me a minute to tidy up!"
I was undressing in the bathroom with the door wide open, first taking off my underwear and then my top. I felt the warm air in the flat contact my skin and presumably considered why I decided that wearing anything at all was preferable than being naked on a day like this. I stepped in the shower after a small dance routine in front of the bathroom mirror, closed the curtains, and let the cool water cascade all over my chest and back, trickling down my tummy over my pussy, and down my sweaty thighs. I enjoy cool showers, but my body cannot adjust to the sudden cold, so I usually begin my showers by standing for a few seconds under the running shower head, feeling the goosebumps come and go, my nipples hardening, and letting the water touch every part of my body before doing anything else. After a while, I bathed my hair and the rest of my body with soap, slathering it all over myself and rinsing it off under the running water. I was about to finish and go when I heard the shower curtains being pushed back and him coming in behind me, grabbing me, and urging me to remain a little longer.

"Sure, as long as you let me handle that..." I responded, pointing to his cock, which had grown in size since getting into the shower with me.

He drew me in closer, squeezing my a$$ and smiling as my breasts pressed against his chest and I glanced up into his eyes. Few things make me happier than the quick confirmation that someone is so taken with you that you can feel their cock grow. And I felt it grow firmer and harder against my tummy till it hit my bellybutton.

I moved my fingers underneath his balls, up his shaft till I hit the tip, grasping it in my tiny hand while still looking up into his eyes. The water was running over my tits, onto his cock, and as I began stroking him with one hand, my other hand quickly grabbed and massaged his balls, as if I wanted to make sure there was a big prize waiting for me inside. After a while of caressing and kissing his firm cock, I couldn't bear it any longer and sank to my knees to grab a taste. I put my lips around the tip and began sucking, my hand still gripping his balls hard. Every time I sucked harder on his tip, I could taste his sperm seeping out and coating my tongue and lips. I felt his hands on the back of my head and reflexively drew his cock further until he struck the back of my throat. It was difficult for me to deepthroat back then, but that never stopped me from giving it my all, so with some pressure, I felt his cock slip down my wet throat. He switched off the shower and continued to swish his cock in and out of my mouth, forcing it in till he could hear me gag and he was all slippery and covered in my spit. Every time I caught a breath, I kept my hands on his balls and my mouth wide open, ready to swallow his cumin and feel him stretch my tight throat again and again. I was loving every minute of it, and you could see it on my face as I eagerly sucked and stroked his cock while smiling up at him. I let my tongue glide over the bottom of his shaft, down to his balls, and began sucking on them while my hand stroking him frantically. My pussy began to feel dripping wet, and I became desperate to be penetrated.

"Could I turn around for you...?"

I wanted him inside of me, so I got back up and leaned against the chilly shower wall, drool pouring down my tits and dripping from his cock, still wet in water and some left-over shampoo from head to toe. As he grasped my hips and shoved his cock against my pussy, spreading my pink lips apart, I could feel my tits straining forcefully against the tiles. Sometimes the exhilaration of touching the tip of a cock on my pussy is enough to make me shudder. That's how I felt, my hard nipples pressed against the cold wall, eager to be fucked from behind, chills running down my back. And just as he was about to insert his cock into my moist pussy, I cautiously told him to wait.

"Do you want to use my other hole?" "I think I'd like to feel your cock in my ass...""Are you sure?"“Yeah…”"You want me to fuck your tight little asshole?""Yeah, please!"

He was slowly removing his cock from my pussy, slipping it between my lips and up between my soaped-up cheeks towards my asshole. One hand was pulling my ass cheeks apart, while the other was feeling up my tight hole, inserting one finger and softly rubbing it. I couldn't keep waiting any longer. My asshole was aching for something more, I finally wanted to experience what I'd been fantasizing about for so long, I wanted to be that girl who gets her ass pounded in the shower from behind till she shakes in pleasure and feels her ass fill up with sperm.

"Please give me your cock, I promise I can take it!"

My ass was aching in the rear, and my hands were over my head, resting against the shower wall, waiting for a cock to stretch my asshole for the first time in my life. The feeling of his smooth, sloppy tip rubbing against my hole was incredible. As he pushed it farther inside of me, my entire body became excited for more. It felt like nothing I'd ever felt before, being slowly stretched by a hard, slick cock. I enjoyed experimenting with my fingers and plugs, but nothing beats a warm meaty cock entering my tight, underused asshole. My pussy was oozing wet as his tip entered my ass, and I began groaning through my teeth as he seized my hips and pushed deeper within. It started to ache a little, but it felt fantastic at the same time. My asshole was becoming even more strained. I wanted to take him all, to feel every inch of his cock inside of me, but I was worried I wouldn't be able to. I leaned back over my shoulder, his tip still inside my ass, and began to kiss him passionately, taking his tongue in my mouth and letting him suck on mine all while slowly sliding my ass into his crotch. I knew I needed to keep going.

"I want you to oil your cock and fuck my a$$ while I'm on my knees!"

His cock simply glided out of my ass, and I could feel my hole relaxing after having him within. I jumped out of the shower, still nude, and took him by the hand into the bedroom. Kneeling on all fours on the bed, my asshole relaxed and oiled up, I could hear him open a bottle of coconut oil and quickly had my ass covered in it, shiny and glazed, ready to take his cock again. I was so horny at this point that I began to play with my pussy, slipping a finger in and out and spreading my juice over my clit, stroking it while waiting for his cock to glide back into my tight hole.

"Fuck you! I need to feel your entire cock inside of my ass!"

He opened my cheeks immediately, and I could feel him pushing on my asshole again while I continued to play with my pussy. My ass was already warmed up this time, and it felt even better being all greased up and slick. I pushed my ass back into his cock, and he squeezed it against my hole until it slipped within. He went further than ever before, and instead of hurting like it did in the shower, I felt like I was melting with pleasure. I'd never moaned like this before, and all I wanted him to do was shove it all inside. I needed his cock balls deep up my ass, no matter how painful it was, because I finally wanted to be the anal slut I had fantasized about. It felt so amazing to have my tight ass fucked. I urged him to fuck me deeper, to feel his balls push into my hot pussy, to use my ass the way it was supposed to be used. He grasped my hips and began to go in quicker and deeper, and every inch felt more incredible. I enjoyed having my ass fucked. I desired it, I required it, and unexpectedly, I felt my body clench. I let out a cry of pleasure, and my asshole began to constrict around his firm cock, and I had the most fantastic orgasm I'd ever had while still rubbing my wet clit. I came for what seemed like a minute, his cock deep into my oiled-up ass, wriggling and feeling my entire body quiver. It was incredible, and I knew right away that this was the first of many times I'd be cumming with a cock within my ass. I dropped on the bed after orgasming, and he continued fucking my mushy, used asshole for a few seconds longer before pulling out and spreading a massive load all over my ass.

After a bit, I stood up, returned to the shower, and washed myself up. I couldn't wait to do it all over again! I still enjoy masturbating while remembering the first time I was fucked in the ass, and I have the most fantastic orgasms with a cock in my asshole!

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