Part two of..? Also, thanks for the positive response from part one!!!
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The next week had gone by pretty quickly. There was so much to do to get ready for school and the upcoming semester, and I found myself enjoying my newfound freedom–and new plastic card. I had spent the first day on the couch, recovering from the brief but intense fucking, too sore to do much of anything other than fill out my netflix queue. After that day of recovery though I had stayed busy: furnishing the sparse apartment and realizing I knew nothing about interior decorating: filling out my wardrobe with whatever I wanted for the first time ever: going to the grocery only to realize I don’t know any recipes: and treating myself to a meal out.
It was a bit lonely at times being in that apartment by myself, but I honestly didn’t mind. It had been my first time out in the world alone, having lived with my parents up until then. I had been determined to soak it all up, relish my alone time, and do my best in class. That’s the main reason I was there after all.
However, after that week, with a few more to go before even orientation I started to get bored. There is only so much netflix that one can watch in a day, especially when the excitement of classes is looming. I found myself on reddit, searching for stories of other sugarbabies and what I might be in for. Some were tame, some were wild, and some had been complete fiction as far as I could tell. The resounding theme though had been that it was my job to keep my new daddy happy, make him feel special, and do things that made him feel special.I had felt a sharp pang knowing that if I didn’t keep him entertained, I had no other lifeline.
So I had decided to do two things. First I was going to save an allowance from that card, so that if he did tire of me I wouldn’t be in such bad shape. Second I decided I was going to make sure to be the best little sugarbaby I could be. So I opened the pandora’s box of google, and searched for what men want in bed… Scratch that, open pornhub and search for how to give a blowjob.
I watched and watched and watched, growing more fascinated and turned on at the same time. By the third video my hand had found its way into my yoga pants and by the fourth I was full on masturbating. Can you blame a girl though? That was the first time had been able to see an adult video outside of watching behind the bleachers at school on a friend’s smartphone.
When I came I sat there breathing hard, a smile on my face, exhilarated at what I had just done, feeling so naughty. Then an idea had popped into my head. I reached for my phone and decided to take a picture of my sticky fingers and my yoga pants pulled down. A few quick thumbstrokes and the picture was sent to daddy with a caption of “thinking of you”.
A few minutes later I was out the door, off to the school gym, determined to get fit, avoid the freshman fifteen, and keep the excitement up. Daddy had responded by the time I had signed up for a personal trainer, telling me what a wonderful text, and that he had a long layever in a few days and I should be ready.
~~~
I had gone to the mall to pick out some lingerie, though I didn’t quite know what he would like or what I enjoyed either for that matter. For the night daddy had come into town, I had picked out a frilly little pink babydoll that was seethrough and showed off the few freckles on my perky bust. It was a good choice, it made my 34c’s look huge on my little 100lb frame.
Daddy had sent me a text when he was on his way, and I had just enough time to slip the babydoll on and put on my makeup–pink lipstick to match the babydoll and just enough of everything else to not hide my freckles. I sat on the couch right as he walked through the door.
“Hi Daddy.”
“Hi kitten.” he had said, a smile crossing his face as he loosened his tie. It had been almost two weeks since I had seen him, and I had honestly been both excited and eager to see him again.
“I’d get you a drink, but I don’t know what you drink… and I’m not old enough to buy it anyway.” I said, as I stood up and walked to him. He towered over me, more than a foot taller than my little 5’1 frame. I stood on my toes and kissed him, feeling his beard tickle my lips.
“I got this for you daddy. What do you think?” I had asked, doing a twirl so that the hem spun out and fell back onto my legs.
“You look stunning. Daddy is a lucky man.”
He had walked over and almost tackled me onto the couch, kissing me right there as I giggled and wrapped my arms around him. It was one thing that I would quickly come to love and look forward to about him; he never held back from showing me any affection or how turned on he was. We kissed and made out, his huge black hands roaming over my little body as I got more and more turned on and excited.
“I want to do something for you.” I had finally said gently putting my hand on his chest–as if I could have lifted him at all. He had slid off and sat down, a look of curiosity and excitement in his slightly furrowed brow. He knew almost immediately what I wanted to do, or at least knew when I had slipped off onto the carpeted floor onto my knees. My hands found his belt and button, freeing him from his trousers and letting me get my first real, good look at him.
He was huge. Both my hands couldn’t contain his uncut, veiny cock, thick and almost gnarled by how veiny he was. I remember I could hardly hear him for how loud my heartbeat was thumping in my ears. I stroked him for a moment before leaning forward, licking him base to tip. With a stroke of one hand I pulled back his foreskin and slid him into my mouth, wrapping my lips around the head of his cock.
I tried everything I had seen: stroking with one hand while sucking on his head with my mouth: twirling my tongue over his head: moaning as I did all of it. I even did my best to hold his gaze with my blue-green eyes as I made it sloppy and wet. He groaned, closing his eyes in pleasure and putting both enormous hands on the back of my head.
“Does that feel good daddy? Do you like the way my little mouth feels on this big black cock?” I had ask coming up to take a breath.
“It feels fucking incredible kitten… You feel fucking incredible. How deep can you take it?” He asked a little breathless. I hadn’t known to be honest. I had been able to deepthroat a banana on a sleepover once, but he was a far cry from a banana. Still, I had leaned in and pushed. I had gagged a little, feeling him at the back of my throat. He had let me try a few times before I felt some… gentle encouragement from his hands at the back of my head.
I had gagged, and he pushed. I gagged a little more, looking up at him and thinking it wasn’t going to work before he had shifted his hips a little. I could feel him almost bend, and with that bend he was suddenly sliding into my throat. It was, and still is, one of the most odd sensations that I have ever felt, him sliding into my throat until my nose was buried in his coarse pubic hair. I had gagged hard, my hands on his thighs as he held me there for a moment.
“Oh my god sweetheart. Yes!” he had groaned loudly, head thrown back in pleasure before letting me up. I had gasped and blinked, my eyes watering and giggling softly, proud at what I had done. I had just enough time to swallow hard before he leaned in and kissed me. “Again.”
And with his hands he had directed me back to his cock, sliding in again as I gagged, though a little softer this time. We repeated the cycle of me sucking on him before he would push me down all the way, and then kiss me as I gasped for breath. By the time daddy came in my mouth my makeup had started to run and I was–surprisingly–soaked. I stroked him as he groaned in pleasure, and felt him explode into my mouth. It was the first time I had tasted cum, and I had no idea what to expect and don’t remember it tasting much like anything. I stroked every drop out and showed it to him on my tongue before swallowing it all. I felt so dirty and yet so turned on, and I’ll never forget the look of pure pleasure on his face in that moment.
“Where did daddy find you?” he had asked rhetorically, putting his face in his hands and taking a deep breath. He had leaned in and kissed me softly once more before picking me up like I was a child and carrying me to the bedroom, tossing me onto the bed as I giggled and he undressed. I had been scared, and yet so turned on. I knew he was going to hurt again, but I was too turned on to worry too much.
“Are you going to fuck me daddy? Are you going to fuck my little ginger pussy with that monster of yours?” I asked as sweetly as I could. His only response had been to smile and climb onto the bed.
When he entered me I winced, my eyes shutting tight and I had half yelped and half screamed. Yup… he hurt! It felt like my little body was being split, and there was a distinct fire and pinch at being stretched wide open like that. I had gasped and clawed at his back as he started to move, quickly picking up his pace. Like I said, I grew to love that he never held back on what he wanted.
But the pleasure was there too, and in abundance. It seemed tied to the pain so that anytime something stung, it also felt good. And anytime something *STUNG*…umph! Within moments he was driving into me, pushing my hips into the mattress with each thrust.
“Fuck…umph… Jesus… Ahh… daddy…mmmph…” I started to whine, throwing my head back, unable and unwilling to focus on anything other than the assault on my pussy. It hurt so good. I’m not sure I’ll ever know if he taught me to love the sensual pain of being stretched, or if I was made this way. But I know I discovered my love for it that night.
“Fuck daddy… you’re fucking me so good…” I groaned into his ear after minutes of his onslaught. “Jesus, you’re a beast!” I shouted loudly into the room.
“Daddy loves this pussy sweetheart.” He said, kissing me as sweat started to form on his brow. And then he pulled out, taking me by the hips and pulling me to the edge of the bed while flipping me over in one motion. I had just enough time to bite the sheets as he entered me again. I had never been fucked from behind before, and if I thought he had been rough earlier… still, my pussy was loving every second, despite how incredibly sore I was becoming. My eyes started to water more from his relentless hips. From this position he was hitting all new spots, and I could feel an orgasm start to build. I reached inbetween my legs and started to rub, my wetness enough lube.
*’Smack’* My eyes went wide and I let out a yelp as he spanked me hard enough to sting. *’Smack’* right on the other cheek, followed by another yelp and a squeak. Damn it, it felt good… why did all this roughness feel so good? He had seemed to sense it as I could hear him let out a sigh of pleasure.
“Do you like that sweetheart? Do you like it when Daddy ‘*smack’* spanks your ass? When he fucks you hard?” he asked, driving in hard and deep and holding there, grinding his cock in as deep as it could go.
“Oh god!” I had squealed, the only response I could muster. I swallowed hard, wincing as he held his full length so deep inside me. He spanked me hard again as he resumed his pace, but his free hand found its way to my hair. I had felt his hand curl in my red locks, bringing a burn to my scalp as he pulled, making me both arch my back and lift myself off the sheets.
The hair pulling felt incredible and I could feel myself right on edge. I was so close, so so close. I had savored the moment as best I could, overwhelmed, in pain, sore, and dripping as the rapid clapping of his thighs against my now red ass filled the room.
“Daddy I want to cum… I want to..”
I never got the last word out. His hand that had been spanking me reached up and wrapped around my throat, not hard enough to cut off all my air, but more than just a mere threat. In that moment, something had short circuited. I didn’t cum, I *was* cumming, and hard. My legs started to shake, my breathing changed, and my free hand feebly attempted to pry his fingers from my throat out of instinct. My already sore and inflamed cunt was clamping down on him, painfully, amplifying… well, everything. And yet he had continued.
I had lost it a little bit then, and don’t know fully how long he carried on. Eventually he had groaned loudly, his movements had become jerky, and he filled my cunt as his breath became deep and hard. We both had collapsed on the bed, though while he breathed deep, I curled up into a ball and sobbed. Not out of sadness or pain–though that was certainly felt–but just from being completely overwhelmed and having the most intense orgasm of my life while being fucked so roughly. It was all too much to process in the moment.
Soon, after daddy caught his breath, he picked me up in his arms again and carried me to the bathroom, slipping my babydoll off my body and running me a warm bath. He stayed long enough to wash every inch of me, clean my makeup, and wrap a warm, fuzzy, new towel around my shaking body. He told me just how incredible I had been, how good that felt, and that he wasn’t going to stay away long if he could help it. I had smiled, biting my lip and telling me not to leave me lonely for too long.
“You’re the best kitten.”
I had seen him to the door on shaky legs, telling him he would have to spend the night next time or he couldn’t have me again. When he left I sat down, gingerly, flood of emotions running through me. Why had I enjoyed that so much? What did that say about me? Did it really matter? Why did I want it again that hard right then and there? In the end, I was proud, I had gotten such a reaction from him. And I had learned something about myself.
In the wee hours of the morning, when I can’t sleep, I still think about that night…
Source: reddit.com/r/sexystories/comments/av86pd/mf_becoming_a_sugar_baby_pt2_getting_more