His Dirty Virgin

by Jessa James

  He promised me the best ‘first time’; I wanted to give him an equally great time tonight as well.

  “Like this?” he asked with a smirk, grabbing one breast as his hand met the flimsy material of my sundress. “And this?” A single finger trailed up the lace of my panties, covering my pussy, and all I could do was nod my head in eagerness. “How about this?”

  Before I knew it, he ripped my dress in half, unhooked my bra, and then closed his lips around my nipple as his two fingers began to rub up and down my panties. I arched my back off the bed, having never felt this before. I’d touched myself many times in the same areas, but having someone else touch me just felt so, so different and so much better.

  I bit down – hard – on the skin of his shoulder when I felt his finger draw invisible circles on my clit. My breaths grew louder and raspier; my nails dug into his skin, and my pussy clenched tighter. As if that wasn’t enough. With one hand, he pulled my panties off me before he stuck a finger inside me, and I pushed my back off the bed and into an arc when he made it two. I shut my eyes tight when he started to move his hand, fingers inside me, his thumb massaging my clit, and his mouth licking and biting my left breast. This overload of pleasure – it was the best thing ever, and it wasn’t even sex yet. I’d begun to thrust my hips; I just couldn’t get enough, and as I thrusted my entire lower torso higher so his hands could dig deeper inside me, I felt the build-up stirring.

  This quick and this fast? I couldn’t help but think as he continued to move his fingers in and out, motions growing quicker by the second. I knew I was about to come. I just couldn’t believe he had the power to make me finish so quickly. There was no way I could do it this fast with myself.

  “Fuck, Jake…I’m gonna come…I’m gonna come…”

  “Come all over my hand…do it,” he said, moving his mouth from my breast to my lips. I let out a strangled moan, his lips blocking mine, as I felt the dam break inside me and my liquid lathered his fingers. His hand continued to move, slower this time though, as my head fell back on the bed, and I tried to even my breathing.

  “Jake…that was-” He planted a quick, hard kiss on my lips before he stretched his hand out towards his bedside table and opened the top drawer. My eyes widened when he took out a vibrator. “But I just-”

  “So?” The smirk on his face was unmistakable. He placed the vibrator on the bed as he got up and began to strip. It only dawned on me that I’d been completely naked, and he still hadn’t removed a single article of clothing. The idea just made me feel horny all over again. Him dressed while I was fully naked was just such a hot and sexy display of power. Now though, as I stared at the hard lines and muscles defining every inch of his skin, I was a witness to a different layer of sexiness and power. This was sexiness and power through hard work, and I just could not stop looking. Then, he reached for the vibrator and turned it on.

  “You’re not the only one who went shopping. Now you’re going to come all over my dick.”

  Jake.

  I watched as her eyes widened, and I just couldn’t help but edge the tip of my lips into a confident smirk. Then, I tipped my head downwards and admired the sight before me. My dick was flushed with her cum; it was hard and fully erect and was ready for her. I felt like I was in my own paradise at just thinking that I’d made her finish twice in minutes. I’d been with women who never came. I’d been with a rare few who finished just by me sticking a finger or dick in, without me even moving yet. Becca’s body seemed like the perfect fit for mine, and I loved it.

  “And now…” Her eyes grew bigger as I positioned the tip of my dick right at her entrance. Her legs had been splayed out widely for my fingers, mouth, and vibrator. She was ready; I could see the lips of her pussy, pulsating, squeezing, and then relaxing with the excitement of what was about to happen.

  “B-but I just came!” she almost shouted, lifting her back off the bed to shorten the distance of our eye contact. “Jake, I don’t even know if I-”

  I kissed her hard to silence her, and she eagerly responded and pecked me back.

  “Relax, I’m here…I didn’t only promise to stretch out your first time for as long as I could, but I also told you I’d give you the best sex of your life.”

  “Exactly! How can we have the best sex if I feel so tired with barely having done anything.” At those words, I saw her cheeks begin to flush pink. I found her response and reaction so cute, and my dick agreed with a single throb, flicking her clit just a bit.

  “Becca, everything’s going to be fine. Just relax, and don’t think about it too much...” I reassured her. This time, I kissed her forehead. “Sex isn’t like boarding school where we need to have plans and be prepared for everything…where wearing the wrong pair of socks can send us to the principal’s office. Sex is about learning together. We can just…be.”

  At that, she grew silent and pursed her lips. She looked like she was thinking deeply about it until she finally turned to me and nodded her head. After a second or two, she exhaled deeply and watched me expectantly. As I pushed myself inside her, I leaned my head downwards to meet her lips. I knew this was going to hurt for her, and so, I kissed her to take her focus away from her hymen breaking. That, and her lips felt so soft; I could kiss her all day, every day. I suddenly grinned against the kiss as I remembered our agreement. She’d move in with me for an entire month and give me sex on-demand. I couldn’t help the sudden animalistic instinct. It was everything about her – the way she looked, moved and talked, and fuck…

  I closed my eyes as I felt the warmth of her insides. I then groaned when I felt her squeeze her inner walls.

  “Relax…it’ll be okay…we’ll take it slowly,” I said, continuing to kiss her.

  When I couldn’t go any further, I began to move my hips up and down. I started slow – as I’d told her I would – and opened my eyes to make sure she wasn’t in any pain. She looked like she was taking me fine. I could sense a little bit of discomfort with how tightly she shut her eyes, but she wasn’t telling me to stop. Good. When I felt her begin to rock her hips to meet mine, I then sped the thrusting just a little bit, and soon after, I was moving like my life depended on it, and I could feel my cum building up inside me.

  Fuck yes.

  I slowed down with the pumping until there was nothing else left before I pulled my dick out and watched as my creamy liquid dripped and flooded her pussy. I tipped my lips slightly downward at the sight of blood, and I didn’t think twice about carrying her in my arms and walking to the bathroom. I set her down on the cool tiles before I turned the shower on and let the water wash away our sweat and her blood.

  “That was…amazing…” she said as I soaped and massaged her pussy. I glanced at it a bit and noticed it was clean, no more sight of red. Good. “Thank you…”

  “Who said I was done?” The smirk was back on my face again.

  “You mean-”

  “I’m just getting started.” To get my point across, my fingers moved up from the lips of her pussy to her clit. As I moved my hand in a circular motion, I could feel her leaning her entire body onto mine as the sensation was becoming difficult for her to stand upright. That just did wonders for my ego. Everything about her was…I just had no words. “You’re all mine now…for thirty days…I’m going to make the most out of it, and you…”

  I was staring right at her.

  “You’ve never been touched…you’ve never been fucked.” She wrapped her arm around the back of my shoulders while one hand moved to pleasure my growing erection. “And I’m the only one who gets to touch you and fuck you in ways that will make you scream.”

  7

  Jake

  It’d been a week since we made the agreement – a week since she’d moved in with me. I knew I needed to get out if I wanted to save myself. I needed to get out of…this. I didn’t want to admit it, but it was punching me right in the balls.

  I was falling for her.

  Everything about her just drew me in, and I alm
ost laughed out loud at the idea. She was the embodiment of the society I hated and turned my back away from. She was daddy’s little girl who got everything she needed and wanted. She never had to work a day in her life, didn’t know what ‘living paycheck to paycheck’ meant; She was the type to spend thousands of dollars on a single shopping spree. She couldn’t leave my loft without any make-up on. When I invited her to go out on a hike, she met me wearing a sundress and rubber slippers. She was so, so naïve. I should’ve been laughing at her. But I always found myself laughing with her.

  She was naïve, but she was the most compassionate person I’d ever met. When I told her about how I pursued my passion instead of following my father’s success plan as we laid in bed once night, she was all ears and asked question after question, showing genuine interest with my life – my life, which wasn’t the type of life she deserved. I couldn’t take her out to the best restaurants in town. I needed to pay the bills for my loft and tattoo parlor, and I also had staff to pay. Instead, she suggested cooking meals together. Her excuse was she wanted to learn before college began, but I really appreciated her for doing so. I’d dated girls who kept demanding, demanding, and then demanding some more. But Becca, who had the right to demand for the life she was given, never demanded for anything…except for sex. She demanded I take away her virginity, and I milked it for all I could.

  I met her as a virgin, but in a span of a week, she’d learned and grown so much; we were both learning new things together. She told me the body parts where she loved being touched and pleasured; I told her how she could get better at hand jobs – a tighter grip. She was always willing to learn, inside and outside the bedroom, and just her curiosity for life, and mine specifically, was making me fall into an abyss I knew I couldn’t get out of.

  I wanted her to be completely mine; I didn’t want anyone else to have her; I wanted her all to myself, so much so that I wanted to mark her…permanently. I wanted to draw a permanent masterpiece on her, one that told the world she was mine. It was such a dangerous thought, and I almost smirked outright at the irony. People always told me I was a dangerous man – they’d judged me just because of the ink on my body. I was learning now that virgin girls in pink dresses and satin sandals could be equally dangerous as well.

  “You like that, huh?”

  Her soothing, feminine voice instantly cut my train of thought, and I turned the machine off and put away the needle. I gave myself an internal reminder to get a new one later. If I left the needle out too long, it’d be bad to continue to use it.

  “Hmmm?” I said, pushing myself off my chair and learning towards her for a quick peck.

  I then leaned backwards and admired her. She was getting just her hip bone tattooed but she was completely naked on the chair. I knew I was supposed to focus just on her hip, but I was so very tempted to ignore the bone and just go in for the pussy, not with the needle of course – my finger. Even better, my dick.

  “When I play with your hair,” she was quick to respond, and I forced myself to keep the throbbing feeling in my jeans at bay. The erection could wait for later. I needed to actually finish her tattoo. “You always look like a cat trying to nuzzle your head closer to me.” Before I could say something, she added, “But I like it…no, I love it.”

  “It’s comforting, yeah,” I said, edging my lips into a smile. I was the guy women were warned about. Suffice to say, there wasn’t a line of people wanting to play with my hair and cuddle with me. They always expected me to be rough and dirty. Sex with me wasn’t about rainbows and butterflies; it was rough, hard, and the kind not everyone could handle. And the thought of Becca right now, stroking my hair, warmed me to my core. She could do all she wanted to me. “It also makes me sleepy, and you wouldn’t want that right now.”

  I stretched the skin of her hip bone, admiring my art on her body. The butterfly design was halfway done, and when I looked at the clock and then saw the smirk on Becca’s face, I knew why she had that look.

  “Well, if you didn’t keep stopping to kiss me…everywhere…we’d probably be done right now,” she teased, eliciting an adorable laugh, and then, her tone sobered up slightly. “This is amazing…I love the textures of the lines…and it isn’t even done yet…wow.”

  “Of course, it’s done by me,” I said, leaning forward again, this time to bite her ear.

  “See, what did I just say? We’re really never going to finish. We’re going to be here all night, Jake,” she responded, slapping my shoulder teasingly. My insides melted at that face of hers. Her smile was definitely her best feature although she wanted it to be her breasts.

  “Are you complaining?” I couldn’t help but add a raised eyebrow to that.

  Before she responded, I already knew what her answer was going to be.

  “Of course, not. Now, hurry up,” she said, squeezing her legs together, and when I stared at her, it was her turn to give me a kiss. “I’m getting horny. Lying here naked definitely doesn’t help.”

  Fuck. I pressed my growing erection against the chair, trying to control it, but it was futile. There was no way I could think with my head instead of my dick with a naked Becca right in front me.

  For the tattoo. Finish it. I tried to kid myself. I shook my head, pushing all thoughts of sex to the back of my head temporarily. Then, I reached for a brand-new needle, stuck it into the tattoo gun, and put all my effort into focusing on getting the butterfly completed. I needed to do it justice, the art was a memory of her mother. ‘My little butterfly’ – that was her mother’s nickname for her when she was still alive. I needed to do it justice; I needed to do my best – for the woman right in front of me.

  I didn’t know how long I took; I didn’t care to look at the clock. All I knew was that after being stuck in the room for so long – admittedly, partly my fault for the temptress in front of me – I finally finished the butterfly, and I couldn’t be any prouder. We spent the whole night yesterday coming up with different variations of Becca’s inspiration image. I’d shown her almost ten hand drawn butterfly designs and kept refining them until there was one she not only liked but fell in love with. She was going to have it on her skin forever; she needed to love it. Now that it was done, she had the widest smile on her face, and it made me equally ecstatic to know I was the reason for her smiling.

  “Thank you…so, so much,” she said, almost losing her breath towards the end of her sentence. “Just wow…it’s even much better on my skin than on paper.”

  “I’m glad you liked it,” I said, putting my equipment away and giving her my full attention. There was no way I’d let her start dressing up when I had her naked on a chair for hours. No way. “And now…”

  She turned her eyes away from her hip bone to find me grinning mischievously at her. Before she knew it, I’d pulled her into my arms, her legs encircling my waist, and pushed her down on the table right beside the chair. Both of us becoming extremely impatient, our hands worked together to unbuckle and unzip my jeans. With one strong arm, she pushed my boxers all the way done, and I smirked when her eyes widened at the sight of my erection.

  “Now,” she said, propping her elbows on the table and spreading her legs out wide. I was a bit shocked when she wanted to get right to it, but my questions were answered as I began to glide my dick in smoothly inside her. She was so fucking wet. There was no need to finger or tease her or start with foreplay. We’d have time for sweet and romantic in bed later. Right now, we were going to have it quick, easy, and rough – a different side to the both of us.

  “F-fuck…y-you,” she tried breathing, as I pumped in and out in front of her. I felt like the table was going to give out anytime soon, but to hell with that, just her wetness was ready to make finish now. “Sex with you just keeps getting better and better.”

  “It takes two,” I said, as I crashed my lips against hers and added some teeth. She moaned at the roughness and held onto me tighter.

  “R-Jake…I’m gonna com-I’m gonna come…”

&
nbsp; “Me too,” I said, biting on her bottom lip. “Together.”

  And with that, I pounded into her much faster now, and she clung to me as if her life depended on it.

  We were only week in. I never wanted the next three weeks to come. I wanted her, all to myself, forever.

  8

  Becca

  This didn’t need to happen. It was the housekeeper’s fault – a hundred per cent. If she wasn’t such a tattletale and told my father I had rarely been home in the past twenty-eight days, we wouldn’t be in this situation. She was always looking for ways to get me in trouble, and I knew why. She had to slave all day and work for a spoiled, entitled princess – me.

  I’d already told my dad I was sleeping over at Mary’s and Jane’s, but she just had to whip up this story of how I kept disappearing from time to time, and how on the first day I left, I brought with me a huge luggage full of clothes. Just thinking about what was happening made my blood boil. She never did this when my half-sisters were around. They were much older than I was, and so, there was no way she could tell lies to my dad, and have my father pick the help over his own daughters, my half-sisters. My dad loved them; they followed the path he carved out for them unquestioned, and they were on top of the world, heading and managing many of my dad’s ventures. I loved them too; they were always looking out for me, stood as the mother figures in my life since my mom died.

  But they weren’t here right now – when I needed them. But I doubt they’d understand. The idea of a man keeping me for thirty days to have sex whenever and wherever he desired wouldn’t ease anyone’s nerves, and now my father was demanding to know where I’d been the past weeks.