A Sissy Slut's Diary Ch. 04

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Sure enough his hands grabbed my cheeks, spreading them apart and I felt a finger grip the thin fabric of the teddy that covered my ass, pulling it aside and revealing my smooth hole for him. His lips moved along my skin, nearing closer and closer until I finally felt his hot breath on my asshole and then his lips, and finally his tongue. I felt my muscles tighten, the initial feeling making me tense slightly before relaxing with a sigh into the feeling of his tongue pressing against my hole, licking it and pushing slightly, followed by the push of a finger that slid inside me and finally made me properly moan. He'd seen my lube when I'd emptied my bag, I knew, and sure enough I felt him shuffle about on the bed and reach for where I'd left it on the floor, and the click of a bottle cap warned me a second before I felt the cold squirt of it against my hole, eased in quickly by a finger that slid into me with ease.

Matt pushed it in deeper, until I felt the final knuckle pressing against me, and leaned up on the bed, mouth pressing closer to my ear.

"Do you have a condom?" he asked. I doubted someone like him didn't have one himself, and I supposed what he might actually be asking.

"You don't have to use one," I said, and he didn't reply, just moved back down to where his finger was inside my hole and pulled it out, and I heard the click of a bottle again and knew instinctively he was lubing his cock up, getting it ready to enter me, to fuck me like I'd needed for so long now.

I was practically trembling as I felt the tip press against my hole, and as he pushed himself inside of me I felt weeks of tension released instantly, my whole body melting into the bed with a satisfied sigh as his hands spread my ass and he slid deep inside, my eyes rolling shut as I let out a soft moan. He was gentle, slowly pushing himself inside of me, but quickly realising there was no struggle, that I could take every inch and loved it. Hands still on my as he picked up his pace then, and I pressed my face into his pillow to stop myself from crying out too loud when all I wanted to do was tell him how good it felt, and to thank him for letting me take his cock. Lying beneath him I could feel his legs pressing down on mine, holding me down while he thrust into me and pushed me deeper into the mattress, my own hard cock rubbing against his duvet and no doubt leaking pre-cum, my hands reaching behind me to try and stroke his legs or his hips, to let him know how much I loved feeling him inside me.

As my hands touched his skin he grabbed them, my wrists held tight in his grip as he fucked me, restraining me now completely and somehow managing to turn me on even more, the feeling of his fingers pressing into my wrists making me feel totally helpless, both at his mercy and yet safe and at home, where I belonged doing what I loved most. I could hear him grunting, deeper moans as his cock moved inside me, and I wondered how much people outside his room could hear, whether the bedroom on the other side of the wall beside us could hear through it, whether his housemates knew he was bisexual and suspected I was lying here with his cock inside me. It should have embarrassed me but it just made me feel like more of a slut, in the same way as I'd imagined girls in my lectures leading guys out to fuck them and never once imagined them doing so with discretion - part of the fantasy was being a slut and letting everyone know it. As he made me moan all I could think was that I hoped everyone he lived with knew it, knew I had come here hoping to take his big black cock, proud in that moment - even if I might not be later, stood in front of them again - that I was a slut for him, letting yet another man I just met fuck me raw.

When he pulled out of me I let out a different kind of moan, one of disappointment that instinctively begged for him to be inside me again, but as he gripped me by my waist and flipped me onto my back I was glad for the change. He grabbed my ankles now, not my wrists, and pushed my legs up beside my head, and this time as he pushed his cock inside my ass I could see him, could reach my hands up and stroke his chest, and could look into his eyes as he fucked me. Feeling his hands stroking my ankles, sliding against the stockings, I couldn't help myself but wrap my arms around him and pull him closer, wanting to feel his body pressed against mine but also feel his lips, to kiss him and taste his tongue against mine, to hold a hand on the back of his head and keep him close against me as I moaned into his mouth.

If before I'd loved finally feeling like a sissy slut fucked by a aggressive strangers in a hotel room, now I loved the feeling of being a girl lying on a cute guy's bed in his room, taking his cock and feeling close to him. It was a new kind of thrill, closer to living the fantasy I'd had of being all these girls I knew, of the real experience of being a slutty university student rather than just a sissy whore, and I didn't want it to end. Thankfully Matt was no shorter of stamina than I was, it seemed, and as he kissed my neck and I relaxed under him with arms wrapped around his back, I felt more content than I'd done in a long time.

It was hard to explain what felt so good about a cock in my ass, why I loved it so much - part is the psychological element of feeling used, of being taken, of being fucked by someone who got so much pleasure out of it, of my hole making them cum, but part of it just feels physically incredible too, not so much a feeling of being filled up as being stretched out, making room where there was none for his cock to massage inside me. Whatever the reasons for why it felt so good, it did and I was very aware I was moaning, my voice trembling before he leaned up, looking down on me again and placing a hand over my mouth and muffling me slightly. It was clearly necessary, I realized, as his other hand gripped my waist and he started fucking me faster, picking up his pace and making my head roll back as I felt like I might cum from the feeling of his cock inside me alone, and as I ached for him to cum inside me too. Sure enough it only took a few minutes of fucking me faster and harder, of his palm muffling my moans before he was grunting, fighting back a louder cry as he came, his rhythm faltering and his fingers digging deeper into me as he filled my ass with cum, and I thought just how glad I was he hadn't worn a condom.

Matt sighed as he pulled out of me, his panting breath steadying, and I let my legs fall down from where they rested beside my head as he leant back. He ass felt warm, sore but still wanting more, but as he lay beside me and kissed me I felt satisfied in his arms.

"Thank you," I said, and Matt chuckled.

"Good girl," he said, stroking my cheek, warm eyes fixed on mine as I blushed from his praise, "you know your manners."

I smiled as I lay in his embrace, loving the feeling of his arms around me, the contrast of his dark skin against my own so pale, and the sight of his cock, still bigger than mine even after he had cum. I had yet to but I didn't care, he hadn't mentioned that and I didn't see the need to - I wanted to be fucked like a girl and I was, whether my cock got any attention wasn't an issue.

"So," he said, "I should thank Becca for giving you my number." I smiled again at him and kissed him again, but he pulled back after a second. "So is this a one time thing?" he asked, and I stared at him.

"It's whatever you want it to be," I said, and it was true - he could have asked me to marry him right then and I'm pretty sure, still drunk on the feeling of his cock inside me as I was, I would have said yes.

"Well then you're my little slut from now on then," he said, and I just nodded in agreement.

"You're not going to tell Becca about this, right?" I said, and he laughed, deep and warm and comforting.

"You don't want me letting her know what a good girl you are?" he asked with a smirk, and stroked my cheek softly. "Nah, I'll leave that part out," he said, "but I'm definitely going to be expecting this ass on the regular from now on." His hand slapped my ass cheek and with a slight gasp I nodded, knowing if he hadn't said it first I would have found myself begging him for it.

"After all," he said, "she set me up with a guy, and I don't see him anywhere - I'm in bed with a little blonde slut."

I couldn't believe my own worries, that I had thought he would see me as a guy even with my wig on, as though I didn't know myself this was who I really am, that when I put on stockings and a wig I was just becoming who I really was.

"Do you have anywhere to be today?" I shook my head, and he grinned. "Well then maybe you better suck this cock until it's hard again, and we go for round two" he said, and I felt that warm sense of satisfaction fill me as I moved down the bed, knowing there was nothing in the whole world I'd rather do than that.

12
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
4 Comments
MarieChaliceMarieChalice3 months ago

"I wanted to be fucked like a girl and I was, whether my cock got any attention wasn't an issue."

Can't be said often enough! Xx Marie

AnonymousAnonymousabout 2 years ago

This is an amazing, exciting series. Please continue. And thank you for sharing it.

SuckergurlSuckergurlover 2 years ago

PS I am suckergurl from the North West of England xxxx

SuckergurlSuckergurlover 2 years ago

Such a loving, lovely story, I really enjoyed it and hope it doesn't end there, 5* honey, nothing better than a repeater

Share this Story

READ MORE OF THIS SERIES

Similar Stories

A Slut is Born Young man forced to be a womanin Transgender & Crossdressers
The Man That Converted Me A young man is snowed in & turned out on a mountain getaway.in Transgender & Crossdressers
How I Became a BBC Sissy Slut A reluctant sissy finds herself addicted to BBC.in Transgender & Crossdressers
A Sissy's Forced Gangbang Pt. 01 A sissy is turned into a gang bang cum slut for the night.in Transgender & Crossdressers
The Babysitter Babysitter guy becomes babysitter girl.in Transgender & Crossdressers
More Stories