In the couple years that I had come to be acquainted with Jackie, I had avoided more than one of these conversations. Jackie was a flirt. You know the type. She stands uncomfortably close when talking to you. She runs her hand over your shoulder as she cackles at a joke you told, that you know wasn’t that funny. That’s how it started with her. I never took her too seriously when she did these things with me. Not because I wasn’t attracted to her, it would be hard not to be, but because she did those things with every man I saw her around. She loved all of their attention, so maybe the fact that I didn’t pay her much mind, was the reason she was in my bubble so often. She was attractive, but had more than a decade of experience on me and I had been with my girlfriend for almost a year when I met Jackie the first time. So I never got too caught up in her flirting, I had a 24 year old sexpot in my bed every night.
Jackie was a slender, dark haired woman in her early 40’s. Every time we had crossed paths in the time we known each other, she was always in a tight fitting pair of jeans and a cute form fitting top that showed off her toned body, and smallish breasts. Her brunette hair, almost always tied back in a pony tail or a top bun. She was beautiful by classic norms, yet had that look in her eyes. You know that look too. It’s hard to say what it is, but you just know that she is probably a little on the wild side. Through some of our talks over the years, I learned first hand that she was. The way she talked about her exes, or the comments she made about other people in my presence, I knew she was not the most level headed individual. Jackie seemed to cycle through men at an alarming rate. Nearly weekly I’d hear about the latest guy, and then the next day, the reasons he wasn’t good enough for her. Though we weren’t coworkers, we did see each other while we were working. We both worked for a different vendor, so we would see each other in outlets throughout the week, as we both covered the same general area for our employers. In the last couple years of seeing and chatting with her, she had hit on me several times, whether it be telling me she liked how masculine my beard made me look, or just straight up asking if I wanted to go grab a drink for lunch. I was always polite about her advances and found an excuse to walk away or tell her why I couldn’t go with her.
That day was a little different for me though. My girlfriend and I had been going through a bit of a dispute, maybe more than a bit. We hadn’t been physical with each other in weeks and weren’t getting along very well, when we even spoke to each other. When I saw Jackie walking towards me, with that little sway of her hips as she walked, I was actually looking forward to her flirting. Someone showing me a little attention was an intoxicating thought, after the last few weeks with my girlfriend.
“Hey Jackie. How’s the day playing out for you?” I asked as she approached me.
“Oh my god John, it’s been a rough start. Better now that I get to see you, stud.” She said with a wink as she pulled me into a hug. It wasn’t out of the ordinary for her to do that, to get her hands on me some way or another. As she broke the embrace and stepped back to look me in the eyes, I answered, “Rough start huh? Sorry to hear that.”
“It’s David. You know the new guy I was telling you about a couple weeks ago. He pissed me off for the last time. So I ended it with him. It’s so frustrating, a girl can’t find a man who’s down to give her what she needs.”
“You know Jackie, maybe you are too demanding.” I said with a chuckle.
“Uhg, I just wanted a little attention. He hasn’t touched me in over a week now. I just wanted to get fucked in the shower this morning. Apparently I wasn’t worth the 3 minutes he would have lasted.”
“God damn Jackie. You can’t just tell a man that.”
“What, he knew what he was getting with me. Not my fault he couldn’t keep up. He’s a loser with a pencil dick anyway.”
“No Jackie, I meant you can’t say those things to men who aren’t your boyfriend. You will make a guy’s mind start spinning and wondering.” I told her. It was true. While she had been flirty with me since our first meeting, she had never said anything so provocative before. Sure, she made some illusions at times, but never directly referenced a sex act. Now I couldn’t help but think of the sight of her getting railed in a shower, water running down the curves of her breasts and hips. My friend down below was paying attention to. He had been without any love for nearly a month now. Her words and body language made him begin to swell.
“Well, I’m sorry John. I’m just frustrated about it.” She said, while giving me a sexy little smirk and eyeing me up and down.
“Wish there was something I could do for you. Breakups always suck.” I said, trying to be nice.
“Well you could finally go do drinks and lunch with me. That would brighten my day up. If your girlfriend wouldn’t be too mad.” She said flashing a little smile at me.
I debated internally for a few moments. My girlfriend wouldn’t be happy if I did, but she was barely talking to me anyway. I should probably keep working, but I had the freedom to make it a short day if I wanted, as long as I got everything caught up tomorrow. Since I was feeling a little down about my relationship too, I figured I could finally give in and spend an hour having lunch with her. Nobody else had to know about it really.
“OK. Let’s do that Jackie. I can be finished up in about an hour. I’ll meet you for lunch. Just text me, where and when, whenever you are finished up for the day.” I said smiling back at her, while I handed her one of my business cards with my work number on it. I knew well enough to keep any correspondence between Jackie and I, to my work cell.
“Yay!” She exclaimed, bouncing over to hug me again. “I got about 2 hours left of work myself. I’ll text you after I’m done. Thanks babe.” She said as she smiled and swayed her hips away from me.
Finishing up my work day over the next 90 minutes was frustrating. I was distracted thinking about what Jackie had said. I couldn’t keep thoughts of her getting fucked from my brain. What she looked like naked. What she sounded like while she was getting pounded. What her pussy tastes like. I had worked myself into such a state, I couldn’t focus any longer. I called my boss and let him know I needed to knock out for the day and catch up tomorrow.
I was heading towards my apartment to change clothes when I got a text from Jackie.
“Meet me at the Mexican joint on 43rd. I’ll be there in 30.”
“Know the place. See you there” I replied. I was only a few minutes from home. I knew my girlfriend would still be working so stopping in for a quick change of clothes wasn’t a worry. Within 30 minutes, I had cleaned up, changed, and was on the road towards the restaurant when she texted me again.
“I’m in the booth at the back, got a pitcher of Margs coming. Hope to see you soon xoxo
I was walking through the door in just a couple minutes. As I made my way towards the back, I spotted Jackie in the booth. Her dark brown hair, usually in a bun, was hanging free down over her bare shoulders. I could see she had switched into a light sundress. I had never seen her wear anything but her normal work attire, so my eyes quickly roamed over the skin showing around her chest and arms, her wavy dark hair accenting the color of her pale skin. She always looked feminine before, but seeing her this way had my blood rushing down stairs immediately. She greeted me with a big smile and a wave when she caught my eye.
Conversation and the drinks came fast. We chatted about work, her teenage kids, my souring relationship. It was slightly flirty to begin with, but by the time we finished up a few tacos, and were on our 3rd margarita, things became more explicit. She was pretty open about her last few boyfriends not meeting her sexual needs.
“They have all just been so vanilla, which is fine, I guess. I just want to feel a little passion sometimes, not just a guy humping me.” She whined momentarily, before meeting my eyes and continuing.
“You said earlier I shouldn’t say those things, because it will make a man’s head spin. Is that right?” She asked with a little smirk, her hand running over my forearm.
“Haha yea, I did say that. Could get a guy in trouble.”
“It made your mind spin?” She asked, now just tracing one of her finger nails across the skin of my hand.
I looked up to meet her eyes, leaning in a little closer and said, “No straight man in the world wouldn’t have immediately pictured what you looked like getting fucked, hearing you say it. So yea, my mind went spinning off for a few moments there.”
“Did you like what you pictured?” She asked almost under her breath, right up against my side. I just nodded and smiled. Then her lips were right next to my ear, and she whispered softly, “It’s even better in real life than in your imagination.”
The waiter interrupted with our bill which I promptly paid. We got up and were walking outside when she said her place was just a mile away, if I wanted dessert.
“Dessert huh? What can I get?”
“Anything but vanilla. Not serving that today.” She said with a sexy smirk.
“I’ll follow you then.”
I watched her hips sway in her thin sundress as she walked towards her little Toyota. I climbed into my truck and took a deep breath. I certainly wasn’t a vigin, but I hadn’t ever been in a position like this before. I was aware that Jackie was inviting me to come to her place and fuck. That’s what she wanted, not some quicky. She wanted me to give her what her boyfriend wouldn’t, she wanted me to dick her down. Suddenly it seemed like a lot of pressure. None of the women I had been with, had ever complained about my technique, but still I felt like a double A ballplayer who had been called up to start in the bigs the first time. I was just 25, so she was an older woman for me. I hadn’t ever been with a woman like that, so much older and more experienced. All my past hook-ups and girlfriends had been right around my age. I knew it was just a hookup but I felt really pressured. I tried to calm my nerves a bit on the drive through this suburban neighborhood. I was pretty sure my girlfriend was planning to break up with me, so I wasn’t worried about cheating on her. If she didn’t break it off when we talked next, I was going to have to, because of what I was planning to do in a few minutes. The flirting and innuendo had got me pretty worked up, and I intended to fuck some frustration out. She was pulling into the driveway of a cookie cutter kinda of house in a quiet neighborhood. She didn’t even look back at me when she climbed out of her car and bounced up the stairs unlocking and opening her front door. She just opened it up and walked through, leaving the door ajar.
I turned off my truck and climbed out, swiftly following her footsteps through the door, closing and locking it behind me. I scanned around the floor plan of the house looking for where Jackie shuffled off to, when I heard her voice coming from the top of the stairs.
“I’m up here silly!”
As I turned my head to the place her voice came from, my head was suddenly covered with fabric. Startled, I reached up to pull what was covering my eyes off of me. As my head became uncovered, I realized I was holding that little sundress Jackie wore to lunch, in my hands. If I doubted what was happening here before, now I was sure. Holding that dress, knowing she wasn’t wearing it anymore sent a shock through my system, my friend fully coming to life now. It was on.
I took those stairs two at a time, topping the staircase in just a few steps. I looked down the hallway to try and find Jackie. 3 bedroom doors, only one was open. I started walking towards the open doorway.
“You dropped somethi…” my sentence cutting off mid-word, as I entered the bedroom and found her. You know that scene in Wolf of Wallstreet where Margo Robbie enters that doorway nude, and just shows off her body? Jackie had just done an excellent impression of that scene. Her bedroom had an attached bathroom, and there she was standing in the doorway. Her dark hair hanging down over her shoulders, night quite long enough to reach her exposed breasts. I can’t say they were the most perfectly round and perky, but they were perfectly sexy. Large dark nipples, the left one pierced with a little ring. My eyes continued downwards, seeing her flat stomach, with a visible c-section scar, that I found really sexy in the moment, it made her feel even more feminine to me. She had a manicured bush just above her shaved pussy.
“Better than you imagined?” She asked, twirling some strands of hair in her fingers.
I reached down and ran the palm of my hand down across my swelling member, and just nodded and smiled at her. I was hesitant to make the a move for just a matter of moments, when it occurred to me that I didn’t need to be. She wanted it, so I was going to get dominate with her. I motioned for her to spin around and show me her backside. She bounced forward a couple steps before she turned her back to me and started to shake her ass, giving her cheeks a little slap and grab, spreading herself open for me to see everything. As she wiggled her ass for me, giggling a bit, I walked up behind her and wrapped me arms around her sides, grabbing her milf tits in my hands and pulling her naked body against me. A small moan escaped her lips at my touch, as she pressed her ass back against my manhood, feeling its length and girth on her ass.
“You like being a sexy little slut?”
“I’ll be a slut for you daddy.” She replied back right way. I got my fingers on her nipple ring and gave it a small tug, forcing another moan out of her.
“Yea you will.” I said releasing her breasts from my hands and turning her around. I didn’t say anything, I just pointed down and she dutifully knelt before me. Her hands immediately began to roam over my now completely hard cock, then unbuttoned my shorts before greedily yanking them down along with my boxers. My 7 inches allowed to finally stand free, now bobbing in front of her open mouth. The look of lust in her eyes was driving me crazy already. I was about to just shove myself in between her lips when she leaned forward and ran her tongue from the bottom of my ball sack, slowly up to my mushroom tip, wrapping her lips around my head, tongue swirling around me. She did that for a minute before her fingers wrapped around my shaft and angled my member to disappear into her mouth. Jackie definitely knew what she was doing. I don’t know that it was the most mind blowing bj I’d had to that point, but it was the most enthusiastic one I’d had the pleasure of enjoying. It was like she had been waiting for a cock in her mouth her entire life. She moaned and groaned as she worked my saliva covered shaft up and down with her lips and hands. Occasionally a hand would grab my balls and use them to pull my cock deeper into her mouth. She was really enjoying herself, and it was pushing me to my limit, but I wanted to take a little control. Grabbing a handful of her hair, I pulled her closer to my pelvis, forcing my cock further into her mouth. She looked up at me quizzically as I just smiled at her and began fucking her throat. She was at my mercy, struggling a bit to keep up with my thrusting. She had saliva dripping out of her mouth as I assaulted her face. I had to stop myself, I had to feel her pussy wrapped around me.
Using my handful of her hair, I pushed her back, my spit covered dick plopped out of her mouth. She looked a little unsure of what was happening, as I drug her up to her feet by her hair, turned us both around and pushed her down on her bed. I didn’t feel the need to say anything as I grabbed her ankles and pushed her legs back next to her ears, I just lined my achingly hard dick up with her extremely wet pussy. I slammed myself into her, eliciting a sexy moan and response from her.
“Oh fucking gawd.”
I rhythmically thrust into her, over and over, watching her biting her lip and her mom tits bounce up and down with the force of our bodies slamming into each other. She was pulling at her nipples as I bottomed out in her pussy and held myself there.
“This is what you wanted isn’t it slut?”
“Mmm fuck yes. Your cock feels so fucking big in me. You’re stretching me out.” She moaned, rocking her hips and massaging my member with her velvet walls. I started to pull almost all the way out of her, before slamming myself back in. With each thrust she groaned and pulled on her tits. I could sense her getting close to climax, her breathing getting more ragged and her pale skin flushing.
“I’m so fucking close.” She hissed. I pulled my cock out of her, and rubbed my tip up against her protruding clit. The feeling of my hot slick member rubbing against her sent her over the edge.
“I’m fucking cumming!” She exclaimed as I mashed her button with my cock. I let my cock slide back down inside her, my body hovering over her. “Fuck! That is so good.” I pulled my cock back out of her, finally allowing her legs to come back down from next to her head. I climbed up on the bed on top of her, now straddling her chest, and fed my cum covered cock back into her mouth.
“Clean it off slut. Taste your cum on my cock.” I commanded as I began to fuck her face again, this time with me on top of her she had no place to go, she just had to allow me to use her mouth for my pleasure. After I felt like she had gotten enough, I pulled my dick from between her lips and dropped my balls into her mouth, where she dutifully sucked and licked them all over. I enjoyed that momentarily, but realized that I wouldn’t be able to hold out much longer, so I climbed off of her and rolled her over on her stomach and slapped her tight ass a few times making her squeal and purr. I threw my leg over her, and thrust back inside her dripping wet snatch again holding her down in a prone position.
She was loving the prone fucking, muttering a mix of, oh fuck, mmm, fuck me, daddy. Finally I heard, “Harder, fuck me harder!”
Knowing what she wanted, I readjusted just a bit so I could get ahold of her arms, which I bent up behind her back and and held them there with one of my hands. With the other, I grabbed a handful of her pretty brunette hair and pulled her head back. She was completely at my mercy as I used my hold on her to pull her pussy back and forth wrapped around my cock. I was using her this way for less than a minute when she cried out again.
“I’m cumming on your fucking cock! Oh gawd, use my slut pussy!”
“You want my cum?”
“Please! I need it!”
I released my hold of her arms and hair as I thrust in hard a few more times, but I had reached my crescendo. I pulled out of her pussy and stood up next to her bed, my cock had never been harder in my life, I was ready to explode. She turned over on her back again and sat up on her elbows staring intently at me as I stroked the last few strokes up and down my shaft. Then it happened. I exploded. Cum shooting out of my cock and landing all across her. I don’t know how much it was, but by the time I had finished, I looked down at her. It was all over her, from her chin, down her tits and all the way to her dark bush. As I came out of the haze of such a forceful orgasm, I watched as she scooped a pool of my jizz from her stomach and fed it into her mouth.
“Holy shit John! You can have this pussy anytime you want stud, fuck that was hot.”
That day wasn’t the only day I used Jackie like the cock slut she was, it was just the first.
Source: reddit.com/r/eroticliterature/comments/s2eagi/how_could_i_say_no_mf_cheating
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