by Amy Brent
Carefully, Jessica curled her fingers around my girth with enough pressure so I could feel her, but not too much to cause me any pain. “Like this?” she asked, all insecure and sexy.
“Yes, that’s perfect, sweet girl,” she smiled with pride at my compliment. Encouraged by her delight, I added another instruction. “Move your hand up and down, like you saw me doing yesterday. You’re in control right now, so go as fast or as slow as you want, just make sure you slide your hand all the way.”
Once more, Jessica nodded and instantly followed my instruction. With a deep breath and her teeth clamped over that juicy bottom lip, she started to slowly glide her hand up and down my shaft. My eyes fluttered as delicious waves of warmth and tingles spread from the point of connection to every portion of my body, but I refused to close them. The vision of her pleasuring me was what my wet dreams were made of, and I would be damned if I lost a single second of it.
As an orgasm started to brew inside me, I realized I had to put an end to this. No matter how much Jess seemed to be enjoying pleasuring me, tonight was about her. It was a night meant to make her feel special and lucky have me as her first, and to do that, I had to change the focus back to her.
I pulled her closer to me again and brought my lips to her neck. She sighed but didn’t stop or slow her hand as I delivered a line of kisses down her neck and cleavage. As I kissed her, I reached behind her and slowly dragged the zipper of her dress down, ready to get her naked and make her feel as good as she was making me feel.
Jessica didn’t stop jerking her hand up and down my cock until the garment was completely open and I started dragging the straps down her arms. Instead of simply dropping the fabric to the ground, I held it in my hand and guided slowly down her body. Hungry to taste her, I kissed and licked and nibbled each and every new patch of skin that came into view.
I kissed her collarbones, her gorgeous full tits and took my time pleasuring her rosy nipples. Proving that she was the exact opposite of the bullshit name that little twit had called her, Jessica moaned and grabbed at my hair whenever I did something she wanted more of.
Whenever she did that, I smiled. There was something so special and unique about teaching a girl the wonders of her body and learning along with her what made her toes curl and her breath catch in her throat, that I couldn’t help but feel honored. It was something I had never experienced before, and I knew, without a single doubt, that this experience and this night would stay with me forever.
Kneeling in front of her, I kissed concentric circles around her each of her nipples before taking them in my mouth. I used my lips, my tongue, my teeth and every ounce of desire I had to pleasure her until she was gasping for air, only then I moved on. I continued my journey with slow, wet kisses down her flat stomach and curvy hips. She shivered and let out the sexiest cry I had ever heard when my tongue dipped into her belly button.
As good as that sound was to my ears, it still wasn’t what I wanted to hear. I wanted her calling me daddy as she orgasmed, so I kept going down until the line of her panties came into view. Finally, I dropped her dress to the ground and hooked both my index fingers to her black lace panties.
Sitting on my heels, I dragged the flimsy fabric down her legs in painfully slow movements until it was discarded on the ground with her dress. I could feel Jessica’s eyes on me, but I was too entranced by the beauty of her clean-shaven pussy to pull my eyes from it for even a second. For nearly twenty-four hours I had thought of little else than how she would taste in my mouth and the time to find out had finally arrived.
I circled my hands around her hips to grab her firmly by the back of her thighs and parted her legs just enough to welcome my watering mouth. As I expected, Jessica gasped as I pressed the first kiss to her pussy and her fingers fisted my hair and shoulder giving me her approval. Wanting her completely comfortable to enjoy what I had in mind, I brought my hands to her ass and held her firmly against me as I got up to my feet.
She clung to me as I carried her to the bed. With her tits right in front of my face, I couldn’t help but retake one of her nipples into my mouth and tease it while I walked. Impatient to replace her rosy nipple with her sweet pussy, I tossed her rather carelessly at the center of the bed.
To my surprise, Jessica giggled as her body hit the mattress. I knew she was an adventurous girl, but I hadn’t imagined her as someone who liked it rough. That notion excited me even more, and I decided that I would find a way to test that side of her as well.
Like a little devil, she kept her green eyes focused on me as I stood at the foot of the bed watching her for a second, and brazenly bent and parted her knees. The invitation made my mouth water, and though I knew she wanted me to climb on top of her and fuck her, I had other plans.
I grabbed her by those bent knees and yanked her body towards me. Once her ass was deliciously balanced at the edge of the mattress, I sank down to the floor, held her legs spread even wider and, holding her gaze, moved my head towards her center.
My cock pulsed with desire as I stuck my tongue out and slowly ran it through her folds. A soft gasp echoed around me as I tasted the sweetness and warmth of her pussy. The sound was fuel to my lust and turned me into a madman who thought and desired nothing other than to give his woman the most absolute and life changing pleasure.
To do just that, I held her legs spread open and placed my mouth right above her clit. Jessica moaned and grabbed the sheets as my tongue and lips worked magic on her most sensitive spot. Like the hungry man that I was, I continued to feast on her until she started calling my name and begging for more.
Happy to oblige, I continued pleasuring her clit as I let go of one of her legs and brought a finger to her center. Slowly, I pushed my digit inside her opening and almost exploded with the little shriek of delight that came out of her sweet mouth. She was so fucking tight around my fingers, I forbade myself from thinking how amazing she would feel around my cock. I knew that if I gave into to those thoughts, I would rush through this and I really didn’t want to do that.
Over and over, Jessica called my name as I continued to pleasure her. The despair in her voice and the shivers in her legs told me she was close to an orgasm, but I wasn’t done yet. I had told her that once she was mine, we would have fun with her ass and I had meant it. For this to be the orgasm she compared every other to, as I wanted it to be, I would have to give her every ounce of pleasure her body could endure.
Pulling my lips away from her pussy for a moment, I looked up at her flushed face and ordered, “I want you to play with your nipples and don’t stop or close your legs until I tell you, okay?”
“Yes . . .” Jessica moaned in desperation and quickly clamped her fingers around her nipples. “Just keep going, please . . . I’m so close, Ben.”
A smirk curled up on my lips.
“Hush, baby,” I said as I pulled my index finger from her center and replaced it with the pinky of my other hand. I pumped the smaller finger inside her a few times to coat it in her juices and added, “Daddy will take care of you,”
The last thing I saw before returning my mouth to her clit, was the most glorious smile curl up on her lips. As I resumed eating her pussy, I pulled my pinky away and replaced it with two fingers. Jessica cried with pleasure at the added pressure at her center, but before the sound was completely out of her mouth, I gently pushed the tip of my wet pinky into her ass.
Her cries became louder and more urgent, but she didn’t complain or attempted to pull away. Instead, she just embraced the moment and surrendered herself to the multitude of sensations. For a few more minutes, she played with her tits while I continued to eat her clit, finger fuck her pussy and toy with her ass. It was the most fun I had had in years, but like all good things, they had to come to an end.
“Oh, God . . .” she begged, letting me know that we were approaching the finishing line.
Moved by her panting breaths, I added more vigor to everything I was doing and then basked in sweet tone her v
oice took as she called my name one last time. As her body convulsed, I quickly replaced the fingers I had at her center with my mouth and slurped down the juices that oozed from her ecstasy.
Once her body settled and I was sated, I pulled away from her completely and positioned myself between her legs. I looked at the well-fucked grin on my girl’s face and asked, “You ready, baby?”
She bit her lips and said, “Hell, yeah. Make me yours, Daddy.”
Chapter 20 – Jessica
“Shit, baby girl,” Ben groaned as he repositioned me at the center of the bed and brought a hand to my pussy. “I love when you call me that. I can’t even tell you how many times I’ve jacked off to thoughts of you calling me daddy while my cock was moving in and out of this sweet little pussy.”
His confession made me bite lips while the circular motions of his fingers against my clit made me grow even wetter than I already was. I had started calling him daddy as a joke meant to remind both of us of how forbidden our involvement was. However, as our relationship changed the meaning of that word changed as well. It became a teasing thing, a way for me to establish myself as the innocent little girl in search for his guidance and love, and for that reason, it became sexy as fuck itself.
“So have I,” I replied honestly. “Now, please, fuck me and let me make both our fantasies come true.”
A huge smile curled up on Ben’s lips as he wasted no time to pull his hand away and replaced it with the tip of his cock. After over two decades as the world’s biggest virgin, I was crazy nervous about what would happen next. Yes, in the last two days I had masturbated for a Ben’s viewing pleasure, been finger-fucked in a hallway and orgasmed into his mouth while he simultaneously fingered my pussy and ass. Still, I had heard horrible stories about first times and, considering the sheer size of the monster between Ben’s legs, I had to assume it would be a painful fit.
My body involuntarily stiffened as Ben curled his hips, pushing the thick tip of his cock inside me. The sensation was odd and a lot more intense than what his fingers had felt like inside of me, but it wasn’t painful. At least, not yet.
Clearly sensing how tense I was, Ben combed the hair away from my face and brought his lips to my ear. He delivered a soft kiss to the sensitive spot just below my lobe and whispered, “Hush, baby girl. I’ll take good care of you. We’ll spread that pussy nice and slow, okay?”
With my heart planning a riot inside my chest, I bobbed my head and took a deep breath. He held his position, keeping just the very tip inside but pushing no further as kissed my neck and ear. His kisses were, as per usual, delicious and with each one, I felt my body relax a little more.
As my muscles softened, Ben pushed himself a bit further inside me. My lips parted with a gasp as my inner walls spread to welcome a little more of him. There was still no pain, but rather a strange sensation of fullness that was stronger than any word I could use to describe it.
Once more, he dotted slow and comforting kisses across the skin of my neck and jaw until my body was prepared to receive more of him. Then, he pushed himself even further. The odd feeling of being stretched and filled was still there, but now that I knew what to expect, I was no longer afraid. I was just hungry and desperate for more.
Just as before, Ben stopped and held perfectly still to give my body time to adapt to his. As he did, his eyes fluttered and a groan reverberated from somewhere deep in his chest. “Hell, Jess . . . You’re so wet and tight. I’ve never felt anything as good as you, and it makes it hard to stop.”
His words made me feel incredibly proud of myself, like I had made a mark as strong and deep in him as he had on me. That feeling was overwhelming which combined with the growing need I felt was almost too much to take.
Curious and excited to know how intense it would get, I pulled in a nervous breath and said, “Then don’t. You’re not hurting me, and I want more. Keep going. Please, daddy.”
Another groan echoed through the vast room as his lips crashed into mine once more. Ben’s kiss was deep and passionate, as was the roll of his hips that finally pushed his cock all the way inside of me.
“Oh . . .” I cried as he filled me completely, effectively making me no longer a virgin.
Every inch of my body erupted with goosebumps and shivers, but Ben still felt the need to look into my eyes and ask, “You okay, baby?”
I bit my lips and nodded. “Yeah,” I moaned. “More than okay actually. I feel complete for the first time in forever.”
“You’re so fucking perfect it’s addictive,” he said as he kissed me once more.
As we kissed, Ben started pulling his hips back. Each inch that left me made me feel a little emptier and, after experiencing the incredible fullness of our connection, his absence was almost painful. However, before I had a chance to complain and beg him to fill me again, Ben entered me once more.
This time, the roll of his pelvis was harder and faster, filling me completely all at once. It was intense and exactly what I had dreamed that sex would be like. Loud as fuck moans reverberated from my chest as my fingernails sank on the skin of his back.
Understanding my request, Ben did it again. And again. And again. Each time he entered me was better than the last, and before I knew it, my toes were curled, my breaths had turned into pants, and that familiar warmth had taken over my entire body.
“Ben, I’m so close,” I begged as the first sparks of an impending orgasm ignited inside of me.
“Me too, baby,” he admitted in a strained tone.
His voice still hung in the air when he straightened his spine and sat on his heels. He held me tight by the hips, rose to his knees and brought my hips up along with him. As a result, each roll of his hips drove his cock even deeper inside me.
I watched him intently as he kept fucking me with strength and vigor that were unmatched. My body felt like it would explode and my cries became animalistic sounds that matched his primal groans. Then, just as I couldn’t take any longer, Ben pounded his hips against mine one long and final time and I couldn’t contain my voice.
“Oh, my fucking god! Daddy . . .” I shrieked.
And, with that, Ben closed his eyes and called my name while he filled me with his seed.
He kept moving with baby pulses against me as we both basked in the beautiful afterglow of out orgasms. Then, sated and exhausted, Ben lay down beside me and pulled me into his strong chest. He held me so close and so tight I could hear his heart beating and marveled that it was racing as fast as mine.
As I closed my eyes and gave myself to the comfort of his arms, I couldn’t help but feel like I was dreaming or living someone else’s life. Everything that had happened between Ben and me over the last two days was too surreal for me to believe it was true. Still, the possibility that it wasn’t filled me with the most intense fear I had ever felt. After everything I had experienced, there was no way in hell that I could just go back to my ordinary virgin life and be even close to happy with it.
Worried tears prickled my eyes and a knot formed in my throat, but just as I was about to give in to despair, I felt Ben’s warm lips kiss my forehead and his voice echo around me. “How do you feel not being a virgin anymore?”
The reassurance that it was all amazingly real made my heart skip a beat as I opened my eyes to look at his handsome face. With warming cheeks, I said, “It feels amazing and surreal, actually.”
“So, it was that good, eh?”
The mirth in his voice made me smile as well. “No, it was better. Especially because it was nothing how I thought it would be,” I said playfully. Suddenly stricken by a wave of insecurity, I felt the need to check. “Was it good for you?”
“It was too good, baby,” he assured me with honesty in his eyes and a broad smile on his lips. “But now you’ve peaked my interest. How did you think it would be?”
“Awkward, painful and unsatisfying, like most women’s first time,” I deadpanned.
He laughed at my honesty and gave me a kiss while squeezin
g my ass. “I don’t ever do awkward or unsatisfying, baby. You can rest assured about that.”
“But you do painful?” I asked with real curiosity and a raised brow.
Ben chuckled. “Only under request.”
Completely oblivious to what he meant, I felt my cheeks flush even more as I asked, “What does that mean? Why would someone ask for pain?”
“Because when done the right way and under the right circumstances, it can make sex a lot more fun and even more pleasurable.”
Without thinking, I shook my head and blurted out. “That’s not possible. What we did—what you did to me—there’s no way to improve it.”
“I’m happy you feel that way, baby,” Ben said with a chuckle and a kiss. “But it’s not about improving. It’s about different sensations.”
Still confused, I frowned begging for an explanation. Ben smiled and rolled me onto a pillow. Then, he turned on his side facing me and propped himself on his elbow. In silence, Ben slid his hand to my breast and clamped his finger on one of my nipples. He pinched and rolled it as he had done before, only this time it was harder. Too hard actually.
I opened my mouth to complain about the pain, but before a word came out, Ben said, “Pain is the only sensation as intense as pleasure, and for that reason, when employed correctly, it can amplify an orgasm in ways you can’t imagine. Like your nipple, for instance. I bet it’s smarting as hell now, right?” he asked and, like an obedient girl, I nodded. With a smirk, he continued, “But tell me what you think of this.”