24 Aggressive & Filthy Stories 2

by Heather Monroe

Five minutes later Danny is on his way out the door. He thanks Ashley for a good time and she does the same, and then he leaves. He’s hoping Ashley finds the eight hundred dollars he left in the bathroom for her before her roommate does. He’s also hoping she doesn’t get offended by it. But even if she does, he doesn’t really care. It’s not like he’s ever going to see her again. And even if she is offended, she’ll undoubtedly keep the money. At least, he hopes she will. It’s not like he needs it. And besides, she earned it, even though he’s reasonably certain that’s not why she fucked him. Either way, it’s all good. As is every day in the life of Danny Brown.

  #####

  AGGRESSIVE & FILTHY: VOLUME 38

  I’m always on the road for work. Because of this, I’ve cultivated relationships with different women in all the various cities I visit on a regular basis. But on rare occasions, my work sends me somewhere new.

  Generally when I go someplace new, it’s a very short trip, so I just take the time to work and hang by myself. But sometimes, things work out perfectly, leaving me in a situation that I just can’t help but take advantage of.

  This was exactly what happened a couple weeks back. I got sent to Tampa, Florida for a few days.

  It was December 31st and I was at a work party at the building that held our offices downtown. The employees and I were watching TV, waiting for the Big Apple to drop in Times Square when I went down the elevator and out the front door to have a smoke. It was a few minutes until midnight and I was being stalked by my personal assistant for the week and I needed to get out of there before she cornered me at midnight.

  As soon as I lit up, the door behind me opened and a young woman walked out lighting a cigarette of her own. I’d seen her coming and going from the building a few times in the last couple days but didn’t know her name. We’d never even said hi to one another.

  I’d definitely noticed her though. At 5’9” tall and an athletic 135 pounds, with short brown hair with blonde highlights, the face of a model, a killer body and revealing outfits nearly every day, it was impossible not to.

  Tonight she was wearing a form-fitting little black dress that barely covered her ass and black knee-high boots. She looked fucking incredible and I couldn’t help but stare at her.

  When she caught me, I didn’t look away. I just smiled. Luckily, she smiled back.

  “You work here, don’t you?” she said. “Up on the fifth floor?”

  “Yes I do,” I said, surprised and a little excited that she’d taken the time to learn a little something about me. “What about you?”

  “I’m on the third floor,” she said, puffing on her cigarette. “I’m Laura.”

  “I’m Paul.”

  “Nice to meet you, Paul.”

  “Same here,” I said.

  “So, Paul, what are you doing out here?” she asked me. “Don’t you have someone inside you want to kiss at midnight?”

  “Hell no,” I said, taking a hit off my smoke. “I’m running away from someone, actually.”

  “No shit?” she said. “Me too.”

  “Is that right?”

  “Yep,” Laura said. “He’s my boss. He’s been trying to get me in a compromising position for almost a year now.”

  “That sucks,” I said.

  “It is what it is,” she said. “And it’s not like I dissuade it. As long as he thinks he has a shot he lets me do whatever I want.”

  I laughed and shook my head.

  “What?” she said. “If he’s gonna act like an ass I’m at least going to take advantage of it.”

  “No, no,” I said. “I hear you. It makes perfect sense.”

  “I think so too,” Laura said, taking another puff. “What about you? Who are you running from?”

  “My personal assistant,” I said. “She thinks it’s part of her job to make sure I’m happy all the time.”

  “Isn’t it?”

  “Not like that,” I said.

  “Oh, I get it,” Laura said. “She’s old, fat and ugly, right?”

  “Actually she’s a 21-year old former model from Sweden.”

  “Bullshit.”

  “I’m serious,” I said.

  Laura gave me a sideways look tinged with disappointment. “So you’re gay then?”

  I laughed. “Nope.”

  “Married? Girlfriend?”

  I shook my head.

  “Then what’s the problem?”

  “It’s simple,” I said. “I don’t shit where I eat.”

  “Makes sense,” Laura said. “But what about in the same vicinity?” she continued, looking at me with one eyebrow raised.

  “What do you mean?” I asked, not wanting to be presumptuous.

  “Well, you don’t want to fuck someone that you work with, but what about someone who works in the same building?”

  “Hypothetically?” I said.

  “Of course,” she replied, smiling ruefully.

  I shrugged. “I don’t see a problem with that. Assuming there was someone at the building that was interested in me.”

  “And if there was?” she said.

  “Is there?”

  “Perhaps,” Laura said, her mouth turned up in a little grin. “Of course, she isn’t 21 any more, and she isn’t a Swedish supermodel, but she does know her way around the bedroom and she’s pretty damn hot to boot.”

  I dusted off the last of my cigarette and dropped the butt onto the ground and put it out with my foot. Then I took a couple of steps over towards her. “Are you saying you want to fuck me?”

  “That depends,” she said, leaning back, playing it cool.

  “On what?”

  “On whether or not you want to fuck me .”

  I looked her up and down. “Sure,” I said, trying to act serious but unable to hide my grin. “I’ve had worse.”

  “Oh, I’m sure you have,” she said, replying instantly, not wavering for a moment. “But I guarantee you’ve never had better.”

  “Is that right?”

  She nodded confidently. Then she grabbed my hand and led me back into the building. “Come on. I’ll prove it to you.”

  Five minutes later we were in my office with the door locked behind us while the New Year’s Laura party wound down a few doors down the hall.

  “So what do you think?” she said, hopping up on my desk. “Are you ready to tap this little ass of mine?”

  “Hell yes,” I said.

  “Good,” she said. “Because I sure as hell want to get me a piece of you. But before we get the dirty stuff, we have to have a little discussion first.”

  “About what?”

  “My preferences,” Laura said.

  “What about them?”

  “I’m not one to take things easy,” she said.

  “Is that right?” I asked, intrigued.

  “Yep,” she replied. “I’m not afraid to get a little freaky. Even on the first night. Is that okay with you?”

  “It’s more than okay,” I said. “I think it’s great.”

  “You like getting freaky too?” she said.

  “Hell yeah,” I replied. “Life’s too short for boring sex.”

  “That’s what I’m talking about,” Laura said. “Of course, I’m not just going to sit back and let you take charge the whole night either,” she said. “I’m prone to bouts of control every once in a while.”

  “Sounds good to me,” I said.

  “Are you sure? Lots of men say that but once it gets down to it they start freaking out when I take charge.”

  “Not me,” I said. “I’m totally into that kind of thing.”

  “No shit?”

  “No shit.” I said.

  “Huh,” she said, looking at me sideways.

  “What?” I said, even though I knew exactly what she was thinking. What all women thought when they first looked at me. That I’m just a boring, regular old businessman.

  “Nothing,” Laura said. “It’s just, you don’t really look like the freaky type.”
/>   “That’s funny,” I said. “Because I was just thinking the same thing about you.”

  “Yeah, I don’t really look like a dirty little fuckslut, do I?”

  “Not at all.”

  “I think that’s part of the fun,” she said, smiling.

  “I do too,” I said.

  She laughed. “It sounds like we both underestimated each other, doesn’t it?”

  “It sure does,” I said.

  Laura ran her finger down my chest. “Well I guess we won’t make that mistake again.”

  “I guess we won’t.”

  She grabbed ahold of my shirt and pulled me in close and slipped her tongue into my mouth. We made out like desperate animals, aggressively exploring each other tonsils and smashing our faces together.

  Laura ran her hand down my chest and started rubbing it against my cock, which was already starting to get hard. In return, I grabbed ahold of her small but perky breast through her dress and gave it a squeeze. She increased the pressure on my cock and I squeezed harder. We were feeding off each other, her excitement made mine grow, which in turn made hers even larger.

  She undid my belt, the top button of my pants and then my zipper, causing my pants to fall down to my ankles.

  “Holy crap,” she said, laughing softly as she looked at my cock. “It’s fucking huge.”

  “Yeah, it’s a little on the large side,” I said, slightly embarrassed as I always was when a woman commented on the size of my cock but not letting Laura know it.

  As she played with my hard cock, I pulled her dress off and undid her bra and started tweaking her nipples, making her gasp.

  After making out while playing with each other for a couple minutes, Laura slid off my desk and dropped to her knees in front of me. She grabbed ahold of my cock and looked up at me, jerking me off the whole time.

  “You have such a beautiful cock,” she said, her eyes pools of need. “I want to suck on it. Is that okay with you?”

  Smiling down at her, I nodded my head.

  “Are you sure?” she said, grinning up at me, teasing me.

  “I’m positive,” I said, trying not to sound as desperate as I felt.

  Her smile widened and then she went to town on my cock, rubbing and licking it all over, not staying in the same place for more than a second or two, sucking on the tip, running her tongue down the length of my shaft, caressing my balls, them taking them in her mouth for a bit before going back to work my cock

  Laura wrapped her lips around my cock, moving up and down the shaft in time with her hand, which was still jerking me off. She bobbed on it a couple times, then took me all the way down her throat, holding it for a couple seconds, before pulling it back off and jerking me off once again.

  “Fuck my face,” she said, opening her mouth wide. “I want you to fuck my face.”

  I grabbed one handful of her hair in each hand, then slid my cock into her waiting mouth. Holding her head in place, I fucked her face, forcing my cock as far down her throat as it would go. She was almost able to take the whole thing before gagging.

  “Not bad,” I said, pulling my cock from her mouth. “Not bad at all.”

  “It’s so big,” she said. “I’ve never tried to deepthroat such a huge cock before.”

  “It doesn’t happen often, I can tell you that much,” I said.

  “I can do it,” she said as tears leak from her eyes.

  “Are you sure?”

  “Positive,” she said, her eyes twinkling with excitement. “I just need a little help. No matter how much I’m struggling, keep pushing it in.”

  “If you insist.”

  Laura took a deep breath and opened her mouth again.

  Smiling, I stuck my cock back into her mouth. This time it got about three-quarters of the way in before she started to gag. But I didn’t stop, continuing to force it further into her mouth, just as she had told me too. She coughed again and more tears dripped down her face, smearing her mascara.

  “Just a little bit more,” I said, my cock almost disappearing completely now. “Another inch and you’re there.”

  This seemed to inspire Laura, and she took the last little bit on her own, suddenly pushing her head forward until she was deepthroating me, her chin touching my balls. I released her hair, giving her a chance to pull away, but she stayed put for another second or two more before finally releasing my cock from her throat.

  “That was pretty impressive,” I said as she gasped for breath.

  “It’s getting better,” Laura said. “But I can still improve. Give me one more shot at it.”

  “My pleasure,” I said.

  She grabbed ahold of my cock and slapped it against her face a couple of times then went back to blowing me, her lips moving up and down my shaft in time with her hand, sucking and jerking in unison with each other, creating an ocean of saliva.

  Choking noises escaped from her mouth as she took my cock progressively deeper down her throat. And then her hands were gripping my ass cheeks and my cock had totally, completely disappeared.

  Her tongue flicked out and licked my balls while keeping my cock planted firmly in her throat. Her nose was pressing up against my belly button and her eyes were leaking tears. She gagged a couple times but still didn’t pull off. I had no idea how she was able to swallow my cock for so long but I didn’t care in the least. All that matters was she could.

  Finally, after what seemed like an eternity of deepthroating me, she pulled her head off.

  I watched her with a combination of respect and amazement as she smiled and laughed and gasped for breath.

  “Holy fucking shit,” I said, “That was incredible. Nobody has ever held it that long before.”

  “Why thank you,” she said, grinning up at me.

  “I didn’t now you had it in you.”

  “To be honest, neither did I,” Laura said. “I guess you just bring out the best in me.”

  “Or the worst,” I said, laughing under my breath.

  “Do you want me to do it again?” she asked.

  “I’d love you to,” I said, pulling her to her feet. “Just not right now. First it’s time for me to return the favor.”

  “If you insist,” she said as I lifted her up and spun around and dropped her onto my couch.

  “Oh, I do, I do,” I said, running my hands up the outside of her legs and under her skirt. I hooked my fingers around her panties and pulled them off, then dropped to my knees in front of her so my face was at the same level as her pussy.

  “Oh my,” Laura said, hiking her skirt up around her stomach and throwing her legs open, giving me full access to her smoothly shaved pussy. “I think I’m going to like this.”

  “Hopefully you do more than just like it,” I said, grinning up at her. “Hopefully you love it.”

  “We’ll find out soon enough,” she said.

  And with that, I dove in.

  I started off slowly, licking around the outside of Laura’s pussy lips, teasing her a bit and getting her nice and wet before I started in on her pussy proper, running my tongue up and down the length of her snatch. I slipped it inside her just a bit at first, then more deeply, flicking my tongue in and out, constantly mixing things up, keeping her on her toes.

  I peeked up the length of her body to see her head thrown back, her eyes closed, her mouth slightly open and a look of pure ecstasy on her face and got more excited seeing how much she was enjoying herself.

  I continued mixing things up, rising up a bit so I could suck on her clit while sliding two fingers inside her soaking wet pussy.

  “Jesus Christ that feels so fucking good,” Laura groaned between grunts and heavy breathing. “Work that pussy. Just like that, just like that.”

  I curled my fingers and started rubbing them back and forth, sticking them further and further inside her until I found the rough surface of her G-spot.

  Laura gasped wordlessly and her eyes shot open. She looked down at me with a face full of pleasure of excitement.


  “Right there,” she said, her voice a deep, breathy whisper. “Right fucking there.”

  Smiling, I went after her G-spot with aggression, applying more and more pressure to it as I worked my fingers back and forth inside her as quickly and intensely as I could. My cock was still sticking straight up; it was just as hard as it had been while Laura was sucking on it. Getting a girl off excited me almost as much as a girl getting me off. I’d always been like that.

  Laura’s pussy was dripping juices and she was bucking against my fingers with her whole body, forcing them deeper into her pussy with every thrust. She was practically screaming now, her eyes wide and face red from exertion.

  I decided to up the ante even more, sliding a third finger insider her, eliciting another gasp and more frenzied bucking from Laura and propelling her ever closer to orgasm.

  Smiling, I slammed my fingers into Laura a few more times, until she was right on the verge of cumming. Then I gave her one final finger-thrust and held them there, deep inside her, filling up her pussy, pushing my fingers up against her as she squeezed her muscles against them.

  Laura’s body started to shake and a guttural growl escaped from her throat as her body tensed, her pussy squeezing even tighter against my fingers before releasing a flood of pussy juices as she came.

  As soon as her orgasm passed, Laura grabbed my arm and brought my hand up to her face and stuck his fingers in her mouth.

  “Goddamn I taste fucking good,” she said once my fingers were clean. She had a big grin on her face.

  “You don’t have to tell me,” I said, smiling right back at her. “I already know.”

  “That you do,” Laura said, leaning forward. Her other hand ran down my stomach, grabbed ahold of my cock and started slowly stroking it.

  I rose slightly and bent towards her and thrust my tongue into her mouth. We made out while she continued jerking me off. Before long my hands had found their way to her tits and were pinching and tweaking her nipples.

  “Enough messing around,” Laura said, breaking off our make-out session. Our faces were just centimeters apart, close enough that I could smell the alcohol on her breath and feel it’s warmth on my skin. “I want you to fuck me with that fat cock of yours.”

  She pushed my head back, then flipped over and dropped to her hands and knees and crawled forward a couple of paces, towards one end of the couch. She was facing away from me in the doggy position, her perfect ass sticking up in the air. Her boots were still on, which was hot as shit.