by Raven Watyrs
I moaned and pushed my ass back towards him, tossing my hair over my shoulder. “Fuck me in the ass, Daddy,” I begged him.
He groaned and pushed a finger inside me making me shriek out. “Fuck!” I cried. The pain was sharp, but he didn’t pull his finger out. In fact, he plunged it in deeper before pulling it back slowly. I cried out again and he reached underneath me and started playing with my clit. He rubbed it back and forth, pushing it around in the slick juices coating my sensitive folds.
“You’re going to take more than that,” he growled in my ear before nipping at my earlobe and sucking it into his mouth. Leaning back, he pumped his finger in and out of my tight hole, still flicking and fingering at my clit. I squeezed my eyes shut and grasped at the soft comforter covering the bed, and slowly, the pain began to fade into pleasure. I started rocking my hips back in time with his finger, moaning and enjoying this new sensation. I felt like a dirty little slut with his finger in my ass, and I wanted more.
“Fuck yeah, Daddy,” I moaned out. “That feels so fucking good.”
He watched as he finger fucked my ass, pumping it into my tight brown pucker. I reached down and flicked my fingers over my clit, rubbing and massaging before pushing a finger up my cunt. Jason pulled his finger out and leaned in, licking and probed at my ass with his tongue while I jammed my fingers up my aching pussy.
I moaned and he grabbed my cheeks, spreading them as wide as he could, his face buried in my ass. He stuck his tongue into me as far as he could get, moving it around inside me and making me squirm with pleasure. He pulled back and spit on my asshole, rubbing it in with his thumb before grabbing his shaft and pushing the head of his cock into the impossibly tight hole. I groaned from deep within my chest as he pushed in slowly, millimeter by millimeter, stretching my asshole wider than it had ever been stretched.
“Ahh!” I cried, clenching and squeezing my eyes shut and holding my breath.
“Relax, baby girl,” he said reassuringly. “Relax that ass.”
I circled my swollen nub with my three middle fingers, inhaling sharply and trying to manage the pain.
“Take a deep breath and relax,” he said.
I took a deep breath and tried to unclench my body. Ever so slowly, he pushed his length into me, stretching me to the max and making me feel like I might split in two. It burned and I cried out, but felt my body start to release and expand.
“That’s right, little girl,” he said. “Take Daddy’s cock up your ass.”
He held his massive rod inside me for a few moments, and then started pumping it in and out slowly. Moaning uncontrollably, I rubbed frantically at my clit and he started to pick up the pace. Soon, he was slamming into me, his balls slapping against my fingers and I jerked them over my clit. His cock filled my body, thrusting and jamming into me. My whole body felt as though it was on fire and I could feel my orgasm start gaining momentum in my loins.
“Oh god,” I cried out. “Oh god, I’m going to cum!”
He pummeled deep into my ass as I pushed my fingers up my twat and I tumbled over the waterfall, cumming hard with both of my holes filled. My ass and pussy contacted with each incredible wave of pleasure. Over and over, the ecstasy rolled through me and a rush of new wetness gushed forth over my fingers. My body shook and shivered as I came back down to earth. He withdrew himself from my stretched out asshole and stroked his hand down my pounded centre.
“What a good little girl,” he said as I heaved on the bed, unable to move. “You like Daddy’s cock up your ass, didn’t you?”
I nodded through my gasps for breath. I had never cum like that in my life.
“Turn over,” Jason demanded. “Time for Daddy to cum.”
I rolled over and looked at him towering over me. This ‘date’ was turning out to be the hottest thing I’d ever done. My heart skipped as I looked at his gorgeous face and Greek-god like body. I wanted more and more of him. I wanted his seed inside me. I wanted to be his forever.
“Cum inside me, Daddy,” I purred at him as I spread my legs and ran my fingers over my sensitive pussy lips.
He looked at me closely and said, “Is… Is that what you want?”
Looking up at him, I just knew. I wanted him and wanted to be his. “Yes, Daddy,” I replied. “I can’t wait to feel it.”
He stroked his cock and smiled down at me before crawling up on the bed and positioning himself over top of me. He probed his dick at my glistening lips, groaning as he found my opening, sliding his cock all the way in, slowly and deliberately. I moaned and closed my eyes, feeling his full 9-inches push into me.
“Oh god that feels amazing,” I said as he withdrew half way before plunging back into me. His cock felt like an iron rod, he was so turned on from fucking my virgin ass.
“Ugh, yeah,” he moaned. “Fuck yeah.” He started thrusting his hips, driving himself into my squelching, wet hole. I started grinding my pussy up into his pubic bone, meeting each thrust and pulling him deeper and deeper into me.
“Daddy’s going to fill you up with his cum,” he grunted out, driving into me over and over. I held my legs wide to each side, grasping my knees to spread myself open for him. He leaned over top me, grabbing my thighs and pile-driving his thick dick into me.
“Yes, Daddy!” I shouted, yelping as his cock slammed into my cervix. I wanted his seed in me; I needed it. “Cum in my pussy, Daddy!”
“FUUUUCK!” he shouted as he started spurting jets of hot, sticky cum up my twat. I felt his body shudder and quiver as he emptied his balls into me. Load after hot load filled me up and squished out of me with his slowing thrusts. He groaned and collapsed on top of me, heaving, sweaty and spent.
CHAPTER THREE
He caught his breath after a few moments and looked over at me on the bed. “So how much do I owe ya?” he winked at me.
I laughed back and smiled, “Well, I guess I can give you a deal this time. You know, since you’re a new client and everything.”
He laughed along with me before adding, ‘I just came inside you without a condom, you know.”
I smiled and said, “Oh, I’m aware of that.”
“What if you get pregnant?” he asked.
“Well,” I said, rolling onto my side to face him. “I was thinking that maybe that wouldn’t be such a bad idea? You said you really wanted to have kids, and I’ve wanted to be a mom forever. Plus, I’ve always kind of had a thing for you…” I trailed off.
He stared at me for a moment before breaking into a huge smile. “Andrea, that would make me the happiest man on the planet! The only reason I stuck around so long with your mother was because I have been falling for you for years now.”
“Really?” I beamed at him. My fantasy was coming true! Jason had always cared for me more than my mother had and I started to picture our life together. I rolled over on my back and placed a hand on my lower belly. Jason covered my hand with his and we smiled at each other.
“But I want you all for myself,” he said. “You belong to Daddy, so no more escorting. We will figure the money out, don’t you worry.”
“Ok, Daddy, if you say so. Do you think I’ll get pregnant?” I asked him.
“I sure hope so,” he replied. “But we can always try again if it doesn’t stick this time. In fact we should probably do it again right now, just in case.” He grinned at me slyly and pulled me into him, kissing me deeply.
***
Four months later, I walked through the door of the house Jason and I were now sharing. My mother had taken off to France with the ultra-rich new boyfriend. He was insanely loaded and they were desperate to get out of their marriages to be together, so he basically paid his wife and Jason off. I wasn’t sure about the wife, but Jason and I took the money and ran. It was a huge sum; enough to cover my tuition for school, as well as provide us with the opportunity to live comfortably with just one salary. That was key, considering I was 12 weeks pregnant and excited beyond belief!
“There’s my girl,” Jason said as
I walked into the kitchen. He rubbed my little baby-bump and gave me a smack on the ass as I passed him.
“Hi babe,” I smiled back at him, putting my bags on the counter. I jumped up and threw my arms around him. I had shut down my escorting profile and was focusing on my studies as my pregnancy progressed. We were so happy together and couldn’t wait to meet our little one.
CHAPTER ONE
I was a touch nervous about going home from college for reading break. It wasn’t that my grades had fallen or anything; I was on the Dean’s list after all and had been killing it all year. My professors were pleased and I was on track to do very well over the course of my degree.
My nerves were not based on anything scholastic. They were based on the fact that right before I had moved out of the house and into my dorm, I had done something that was unbelievably naughty, some might say forbidden and wrong, but my god did it ever feel right.
I had spent the summer lazing around the backyard of the giant house we moved into when mom married Ben, my stepfather, two years ago. Ben had been spending most of the summer working in the backyard, tooling in his shed and chatting with me by the side of the pool. He was a sexy beast of a man, strong and broad with dark hair and dark eyes. I had always had a thing for Ben, which was obviously kind of weird, since he was my stepfather, but I didn’t care. He wasn’t my real dad. But late that summer afternoon, I’m not sure what came over me, but suddenly that little ‘thing’ morphed into full-blown lust.
See, I had wanted to lose my virginity before I left for college; just get it over and done with so that I could have a little fun at school without guys freaking out over my so-called innocence. I didn’t want a boyfriend, especially right before my new start at university, but I hadn’t had any luck finding a friend-with-benefits to hand my V-card over to. All the decent guys were already partnered up, it seemed.
Which brings me to that unbelievably naughty thing I did. The day before I left for university, I seduced my stepfather and he deflowered me, right there on the pool deck. ‘Deflower’ might actually be a little too dainty-sounding for what went down. He fucked the cherry out of me, rough and hard, and good lord was it amazing. I hadn’t been able to stop thinking about it, and him, since.
It had been a beautiful afternoon; hot, sunny, the perfect end-of-summer day. I was in my usual position, laid out on the cabana, sipping lemonade and reading a magazine. We lived in a huge mansion on a beautiful property in the country. Ben was the owner of a large development company and had been rolling in money since his company took off about 15 years ago. He took pride in his house and the acres of land surrounding it. In fact, he enjoyed doing to landscaping and yard work himself; it was a hobby of sorts to him. He said having his hands in the dirt was like meditating.
Anyway, I was laid out in the sun, my tiny white bikini leaving little to the imagination, frustrated and bummed out that I hadn’t managed to get my cherry popped yet when Ben came around the corner and took my breath away. Obviously I knew what he looked like, but I had had sex on my brain so much over the past few weeks that I suddenly appreciated him in a very filthy new light.
He was wearing jeans and work boots, but had no shirt on. He was about 6 foot 3 inches, 220 pounds, and didn’t have an ounce of jiggle around his middle. He had a rock hard body and I couldn’t tear my eyes away from his rippling muscles as he heaved a bag of yard clippings over his shoulder and carried three or four rakes back to the shed.
It was like a spell had been cast. I had to have him. Had to feel his strong hands on my body. I was like a cat in heat.
He dumped the tools and the bag of clippings in the shed and started back toward the house, wiping his hands on his jeans and before running them through his thick, dark hair.
“How’s it going, Daddy?” I called over to him, propping myself up on my elbows and positioning my tanned, toned body into the sexiest pose I could muster. I had been calling him ‘Daddy’ or ‘Pops’ every now and then. He hadn’t asked me not and now it just seemed to add to the titillation I was feeling in my pussy.
“Lana,” he responded, looking over the pool towards the cabana lounge I was sprawled out on. “Not bad. How are you?”
“Oh fine,” I called back. “But I could use a little help with this suntan lotion?” I held up a little bottle of lotion, praying to god that he’d come over and lube me up.
He started making his way over to me. “Sure,” he said as he approached. “Would want you to burn right before you leave for school. Don’t suppose that would be a great way to start your freshman orientation, eh?”
I laughed and tossed my blonde hair over my shoulder, pushing my D-cup tits out and slyly catching him look my 18 year old body up and down.
“Here you go,” I passed him the bottle of lotion, flipped over onto my stomach, and undid the straps of my bikini top. “I just can’t seem to get my back covered. Thanks Daddy.”
I glanced over my shoulder and saw him staring at my bare ass cheeks, bisected with the white thong of my bikini bottoms.
“Jesus, Lana,” he had said. “Kind of a revealing bathing suit for someone your age, isn’t it?”
“You don’t like it, Daddy?” I purred at him, pushing my ass up every so slightly. I saw his breath catch as his eyes dropped between my ass cheeks and landed on the tiny strip of fabric covering my hopefully-soon-to-be ravaged slit. “You don’t like what you see?”
“Lana,” Ben said worriedly, looking around the back yard. “What are you doing? Where’s your mother?”
I caressed a hand over one of my round, firm cheeks and turned to lay on my side. His eyes fell on my soft, round tits and I looked up at him from the canvas mattress of the beautiful cabana. “She left to meet with her sister for the afternoon,” I purred. “It’s just you and me here. Maybe you can lotion my chest too?”
“Lana, stop it right now.” He looked agitated and concerned, but I could see the bulge in his jeans start to expand and press against his fly.
I pulled myself into a seated position and perched my ass on the edge of the mattress. I spread my legs open and looked up at him, pouting my bottom lip every so slightly. “But Daddy,” I said. “I need your help. I’m so inexperienced and need you to show me what to do before I go away to school.”
“Jesus, Lana,” he said trying to tear his eyes away from my rack. Even I had to admit, they were spectacular. Big and round, yet perky and firm with perfect, pink nipples, which were currently at full attention. “You have to stop. What on earth are you talking about?” His eyes couldn’t resist and had crept back to settle on my erect buds.
I ran and finger over my right breast, twisting my nipple gently and said, “I’m still a virgin, Daddy,” I reached for the waist of his jeans and hooked my finger around the edge. “But I don’t wanna be one anymore. I want you to fuck me before I leave for campus.”
He pushed my hand away, but didn’t move his body. He was breathing faster now and I wanted to lick my way up his chest. “Lana, I said stop. You don’t want to push me here. You don’t know what you’re getting into.” I could see the clear outline of his massive cock pushing against his denim work pants.
“Yes I do, Daddy,” I said sweetly. “I really, really want this. It’s better than me getting fucked by some random asshole, isn’t it? You wouldn’t want that, would you?” I reached up again and ran a fingernail along the length of his unbelievable man meat. “I promise not to tell…”
He shuddered and groaned out before grabbing my wrist roughly and pulling my face close to his, making me gasp with surprise at his sudden shift in energy. “You want to get fucked, little girl,” he growled into my face. “You want me to fuck that virgin pussy?”
I was shaking as he held my wrist, squeezing it tightly as he snarled at me. “Um, yes, Daddy,” I whispered.
CHAPTER TWO
Holy shit, I had thought to myself that sunny afternoon. He was suddenly like a primal animal and his intensity was a little frightening. But mostly, it was ins
anely arousing. I had always enjoyed being tossed around a little when I had made out with former boyfriends, so Ben’s snarling sexuality was more than a little titillating.
“You can start by sucking my dick.” He tossed my wrist aside and undid his jeans. My breath was shallow and fast, and I looked up at his smouldering face as he reached in and pulled out his gigantic cock.
“Oh my god,” I said. “That’s… that’s huge!” I had only seen one other dick before – my ex-boyfriend’s from high school. He was the only other guy I’d ever blown, and he was no where near as big as Ben. What had I gotten myself into?
“Don’t play games with me, little girl,” he said as he stroked the length of his shaft slowly. “Once this dick gets hard, I don’t stop until I’ve shot my load. Understand?”
I licked my lips and nodded at him.
“Open up.”
I parted my lips and reached toward his intimidating, thick, veiny monster of a cock. He moaned and I felt it twitch as I touched its head and ran my fingers down the hot, soft skin. I pulled his bulbous mushroom head into my mouth, straining to get the whole thing inside. He was massive, but I managed to envelop him with my moist lips. Savouring the musky taste of him, I grabbed his shaft with both hands and started bobbing over the head of his dick, running my tongue over its hard ridges.
He groaned and pushing the back of my head into his crotch. “Ugh, yeah,” he moaned. “Suck that cock.”
I tried to deep throat him, but he was just too huge. I grabbed his hips and forced my mouth down his thick shaft, but only managed another inch or so before I couldn’t take any more of him. I slid my lips up and down his length, coating him with thick saliva, breathing in his masculine scent and lapping up the salty precum that had oozed out of the tip of his pulsing dick.
As I probed my tongue into the little slit at the tip of his cock, Ben reached for my swaying tits and groped at them roughly. I was on fire with desire and I mewed as he twisted one of my little pink nipples, pinching it hard and sending a jolt through the centre of my body directly to my clit.