“Are you sure this is what you want?” he asked as he stood leaning against my kitchen door, his eyes roaming over me as if trying to burn their way through my dress and see my naked body.

I nodded, though deep inside I wasn’t 100% sure. Kelvin had been flirting with me at the office for some time; his large, muscular frame and rugged looks always seemed to flick a switch inside me and the other girls in the office. Unlike some of the other girls, I had resisted his every advance, that was until tonight, for he was now here, in my house, and he was going to fuck my tight virgin ass.

I had been curious for years, but I had never mustered the courage to try it, always refusing any suggestion to do it, but there was something about Kelvin. The word around the office was that he was highly experienced, the perfect person to introduce me to the frightening world of anal sex.

“Shall we start?” he asked.

I nodded again and nervously led the way up to my bedroom. Once inside the darkened room, he stood in front of me, and my nerves began to grow. The closeness and inevitability of what we were about to do hit me hard.

“Take off the dress, but leave those heels and stockings on, I like seeing you in those. Each time I see you wearing them in the office, it will remind me of this night.”

With shaking hands, I lifted my dress up and over my head, revealing my black lace underwear.

“Very nice. I could always tell you had a nice body, Tiffany. Now show me your tits and that sweet ass of yours,” he smiled.

My hands were shaking as I reached behind me and unhooked my bra, feeling the tension release, and my boobs tumbled onto my chest as it dropped away from me. Kelvin didn’t move; he was just taking everything in. With increasing nervousness, I wriggled my panties over my hips, feeling them drop down to my feet. I stepped out of them, acutely aware I was now just wearing my black hold-up stockings and patent leather heels.

“Wow, so nice. I love your tits, big, but not too big, just how I like them,” he complimented me. “Now get on the bed. Show me your sweet ass and where you want me to put my cock.”

My pulse was racing as I got onto all fours on the bed, pointing my ass in his direction. I felt his hands on me for the first time, holding my ass cheeks and spreading them wide, a mixture of nerves, anticipation and embarrassment washing over me.

I jumped as I felt his finger lightly brushing over my crinkled ass, pausing for a second, then moving on, up the crack of my ass.

“It looks so tight,” he said. “It’s a good job I brought some lube.”

I looked behind me and watched him undress, his shirt and tie quickly removed, his pants down his legs, showing me the prominent bulge in his black shorts, which moved around, straining against the material as he roughly kicked off his trousers. He saw me looking at his crotch as he quickly tugged down his shorts and freed his enormous cock.

He looked big, the biggest I’d seen in a long time. I was worried about him forcing open my ass and began having second thoughts. The girls said he was big, but I didn’t expect a monster like that.

My thoughts were focused on his cock, wondering whether I should call the whole thing off, what it would feel like having him force open my ass, having him push deep and hard into me, taking my ass. I’d heard it hurts, and being forced open with that monster was surely going to hurt.

My thoughts were broken when I felt something cold on my ass, a lubed finger now circling and pressing lightly on my sensitive and tightly closed ass. I jumped as his slick finger teased my hole and slowly entered me. A new sensation overwhelmed me as his finger eased ever deeper into me, probing at my tight ass. I could feel him moving around inside me, my ass clamping down on the intruder, trying its best to eject it. It felt strange, but highly erotic at the same time, but I knew he would have to work on my ass to prepare it for the fucking I wanted to experience.

I felt more lube being applied, his finger sliding slowly in and out of my ass. “Time for a second. Tell me if it’s too much,” he said, placing another finger on my ass and stretching me open as I struggled to accommodate another of his thick fingers. He was now moving them slowly inside me, twisting and finger fucking my ass slowly. I could hear the slickness of his fingers on my ass as he stretched me open, a growing stinging sensation as I felt myself involuntarily twitching on his fingers that were now moving around inside me.

I felt him withdraw, his hands moving to my cheeks, pulling my ass wider apart, as he gazed upon my wet hole. I felt two fingers enter me again and a more intense stretching sensation as he pulled his fingers apart, attempting to stretch my hole even wider. I felt more cold lube on me as his fingers penetrated me, my ass stinging as it complained at being rudely pulled open in the most unnatural way.

I felt movement behind me as his fingers withdrew, and I felt the blunt head of his cock pressing against my hole. The pressure increased, along with my panic, as he pushed against me, my slippery ass unwilling to allow him entry. I felt the pressure on my ass increasing and looked to my left, seeing our reflection in the mirror. My nylon-covered legs and shining black shoes stood out against our naked bodies, his large, muscular frame leaning over me as he concentrated on working his cock into my ass.

I gripped the bedsheets tightly, my knuckles turning white, as I felt myself opening, the intensity of the burning sensation in my ass increasing with every passing second. I was about to cave in and collapse forward away from his intruding cock when I felt him pop into my ass. A loud whimper escaped me as I was now impaled on his cock, my ass burning and clenching at his thick rod, now held just inside my stretched hole.

Mercifully, he held himself still, allowing me some time to grow accustomed to his size. The pain in my ass continued, my ass was on fire, taking me to the point where I wasn’t sure I could continue. Everyone says it hurts, and they were not wrong; they also mentioned that the pain quickly transforms into pleasure. I just hoped that was the case. I already knew I was going to be sore for a few days.

I looked at our reflection, seeing the distance between us, indicating just how big his cock was and how much there was left to insert into me. “You’re so tight,” he mumbled. I felt him moving every so slightly inside me as he leaned over me and kissed my shoulder. “Now it’s time to take my cock deep into your ass,” he said into my ear as I felt the pressure increase on my ass again.  I whimpered again as I knew he was going to penetrate me deeper.

The burning sensation in my ass peaked. I closed my eyes as I felt my ass give way, allowing him to slide deeper into me. “Fuck,” I cried out loudly, burying my face into the bed as I felt myself being impaled deeply on his thick cock. “Fuck that hurts,” I cried into the duvet as he pushed deeper and held himself still.

I felt him kissing my shoulder and neck. “It’s okay, it’s in now, it’ll ease soon,” he said, trying to reassure me. I doubted it would get better; it hurt more than I ever expected it would. “Just relax, breathe deeply, allow me all of your ass. Your ass is mine now.”

I tried to relax and calm my breathing, hoping the pain would subside soon. I reached between my legs with one hand, sliding over my wet clit and pussy, and touching his cock that was still outside waiting to enter me. I moved my fingers back to my pussy and rubbed myself, feeling my engorged clit on my finger, highlighting that despite the pain, it was still a highly erotic situation I was now in. I rubbed myself, making myself cum quickly as I rocked lightly on his cock, masking some of the pain I felt.

Kelvin started moving slowly, as I masturbated, pulling out a little, then entering me again. I lifted my head and turned to look at him. “Fuck my ass,” I moaned, burying my face back into the bed again. The burn intensified as he took longer and quicker strokes into me, only subdued for a few seconds as he applied more lube to my ass, cooling the burning sensation momentarily.

After a few moments, the pain wasn’t getting any worse, if anything, it was easing, or maybe I was getting used to it. My ass, now stretched and slick with lube, allowed him easier entry as I was now pushing back to meet his thrusts, pleased that finally I had managed to break my anal virginity.

I felt his hand on my hips, guiding me back onto him, going ever deeper into me, his thighs now pressing against me, signalling he was now entirely inside my ass.

“So good, Tiff, your ass feels just like I imagined it would. Are you okay?” he asked.

I raised my head and nodded, still breathing quickly as I concentrated on trying to relax my ass. He started long, slow strokes into me, my ass still letting me know it wasn’t happy about what I was putting it through, but my pussy was tingling and my clit throbbing as I reached between my thighs once again.

“I’d love to fuck your pussy, Tiff. Why don’t you guide me in there?”

“No, just my ass. That was the agreement,” I moaned, imagining what his thick cock would feel like pushing deep into my soaked pussy.

His pace quickened, and soon he was slamming himself against my thighs, the echo of our bodies slapping together and echoing around the room. I continued to play with my pussy. My clit was hard and erect as it craved more attention.

“Fuck, Tiff, I’m going to cum. Your ass feels so good, you're taking me over the edge. I can’t hold it back,” he groaned, holding just the head of his cock in my ass.

I reached lower, my fingers now wrapping around his wet, slimy cock. I groaned loudly and pulled off him, feeling my ass remain open and his heavy cock now in my hand. I stroked him and guided him lower, pressing the head onto my pussy, feeling my wet lips wrapping around his thick head. I forced myself backwards, my pulse racing faster than ever as his thick cock spread my pussy open and forced its way deep into me. I came hard, my clit throbbing as I felt his cock pushing deep into me, and slamming against the end of my pussy.

“Fuck me,” I moaned. “Fuck me.”

Kelvin quickened his pace, slamming his entire length repeatedly into me, fucking me like I had never been fucked before, his heavy balls slapping my clit with every stroke, making me cum hard on his thick cock.

“Cumming,” he cried.

I pushed back against him, holding him deep inside me. I looked up straight into the eyes of my husband, who was sitting on a chair in the corner of the room, his stiff cock bobbing around in front of him as he watched us intensely.

“Cum in my cunt,” I ordered, a broad, satisfied smile spreading over my face as I felt the first pulse of his cock deep inside me. “Yes, Kelvin, send your cum into me. I can feel it, I can feel you cumming in my pussy.”

“Fuck,” he groaned, holding my hips firmly in his hands as he came, his cock delivering copious amounts of cum into me.

I saw my husband's cock jerk and a stream of cum shoot out and land on the floor. More cum followed, dribbling down his cock to his balls.

“Yes, Kelvin, fill my cunt,” I said, looking deep into my husband's eyes. “You’ve taken my ass, now fill my fertile pussy with your wonderful cum. Impregnate me in front of my husband.”

“Fuck,” he gasped again, fucking me hard as his cock unloaded his potent cum into me, my tight pussy sealing around his throbbing cock, allowing none of his cum to leak out of me.

I collapsed forward, feeling his wonderful cock leave me. I closed my eyes and lay there, feeling my ass still burning as Kelvin got off the bed. His cum now leaked out of me onto the bed below. My pussy now ached for more of his cock, and I knew I wanted him again, someday soon.