[Cheating] The road to infidelity with [M]y sexy redheaded mil[f] coworker

This story takes place about a decade ago now. My wife and I had just had our little girl. Our first child. I had returned to work, leaving her home alone with the baby. My job was understaffed, so more often then not, I worked 16 hour days, leaving me exhausted and heading straight to bed when I got home, first thing in the morning. Had I been home more, I probably could have seen that she was having a hard time. But we didn’t see each other much, and as a result, our relationship took a hit. It was slow at first, but, like all things left untreated, it began to grow. When we did see eachother, we’d usually end up arguing. She was (rightfully) upset I wasn’t pulling my weight when it came to our daughter.

I had been close friends with a red head at work, Ava, for a few years. We worked the same department, and somehow over the years we grew to trust each other with basically everything. There was always some attraction there, but both of us were in relationships, so i never thought anything else of it.

Ava was 2 years younger than I was, which puts her at about 21. She was around 5’5″, with red hair, and beautiful green eyes. She was thin, with perky C-Cups, and a tight ass that I had been caught starring at on more than one occasion.

Her boyfriend and her had accidentally conceived a child that was born right before her 19th birthday. She’d confided in me once or twice that she felt trapped to stay with him because of their kid. As my relationship with my wife became rockier, I confided more and more into Ava. I told her everything. About my fears of being an inadequate father, the guilt for working 80 weeks, being away from my wife and baby. I shared my frustrations on not having sex for the last 4 ½ months. She punched me in the arm and told me if we weren’t spoken for, she’d take me for a ride and winked at me.

Things at home didn’t get any better the next 6 weeks, and Ava had shared with me her relationship was also in rough waters. Her boyfriend didn’t like how close we were, and more than one fight had been had over the matter. In addition, he had quit paying his share of the bills in order to buy himself a new car (I think it was a Mustang, which aren’t really known for being family vehicles). In an attempt to better my homelife, I had tried to cut back on sleep to help the wife and spend time with the baby. It helped a little, but it left me exhausted, and I was slipping up at work. Afraid I’d lose my job, I started sleeping as soon as I got off work again.

One Fall night, a fight had sparked between my wife and me. I was supposed to join her and her family the following morning for church, but I had just been told my shift was getting held, and I wouldn’t be getting off until after 7am. She was pissed, but there wasn’t anything I could do about it. Ava and I spent the next shift venting about our SOs. Her boyfriend had taken their kid to visit his family one state over, and according to her, was being a dick about her not being able to join. She gave me a hug at shift end and told me if I needed anything she was there for me. I jokingly told her I could use a cuddle buddy. She smiled as she sat got in her car and drove off.

I got home to an empty house. My wife had already left. There was a note taped to the door saying she’d be going out to lunch with her parents after the service, and then she was spending the day at their house. I showered and got in bed. I had a text from Ava:

Ava: I could for real go for a cuddle buddy this morning
Me: lol, saaaaame.

I plugged my phone in and drifted off for an hour or so. It wasn’t restful sleep. I hated getting home when the sun was already up. I had a message on my phone.

Ava: Well, if you still need one……
You know where I live. My door is unlocked.
I got up and put on a pair of boxers and gym shorts in the off chance she was serious, and I got back in bed. About 20 minutes later, I heard the front door open and close. A few seconds after that, my bedroom door slowly opened, and there was Ava. She wasn’t really dressed for bed, wearing a tight pair of blue jeans and a thin flannel patterned button-up shirt with a white shirt that showed an ample amount of cleavage on underneath that. I didn’t care. I made eye contact with her and lifted the blanket up, inviting her to take the little spoon position in front of me. Without hesitation, she slipped in next to me. I wrapped my arm around her as she pressed her ass into pelvis.

“Ava…”
“Yeah?” she asked, kind of quietly.
“You’re overdressed. These jeans are not comfy to cuddle with.” I replied, feeling the rough denim on my thighs.

There was a hesitation. I didn’t really expect anything, I was just commenting about how jeans are like the worst thing in the world for a good cuddle. Then, Ava got out of bed. I thought I may have made her mad, or rethink things and she had decided to leave, but that was not the case. She unbuttoned her shirt and dropped it to the floor, revealing the very thin spaghetti-strapped tank top she was wearing underneath (who goes to cuddle with someone wearing layers?) Then, she unbuttoned her jeans, and lowered them to the floor, bending at the waist while she pulled them off her legs, leaving her tight ass right at eye level, only covered by the thin cornflower blue boy shorts. To say I was taken aback would be an understatement. Ava slid back in to bed in front of me.

“Is this what you had in mind?” She asked softly.
“N-not exactly.” I stammered out, still stunned by the image of her gorgeous ass just inches from my face. My mind wasn’t the only one to take note unfortunately, and I could feel myself start to grow. I silently prayed she didn’t notice, which was foolish. There was only a few layers separating my junk from her ass, there’s no way she couldn’t feel it. But she didn’t say anything. We laid there and cuddled.

Her breathing had gotten faster, and I’m sure mine had to.
She turned her head towards mine, “Hey, I kind of feel like you’re overdressed, ya know? It’s not fair I’m in my underwear and you still have shorts on.”

I felt like my throat was constricting. I couldn’t form words. I just lifted my hips and pulled my shorts off, and tossed them out of bed. As I rolled back to hold her, she shoved her ass into my crotch again. She didn’t move it, just pushed it up against my semi-inflated member. I wrapped my arm around her, just below her chest. I closed my eyes, my head filled with nothing but ‘please don’t get hard, please don’t get hard, please don’t get hard’ on repeat. After a moment, it seemed like I might win, as I slowly returned to a state of non-arousal. I even almost fell asleep. Almost.

***************************************************

Ava had taken my hand in hers and squeezed it for a moment before wrapping it around herself again. Only, she didn’t put it back on her lower ribcage. She placed my hand right on her firm, and braless tit. Shit. Blood rushed mercilessly to my cock, causing it to stiffen unashamedly. I felt pressure from Ava’s ass as she arched her back, feigning a stretch. I was frozen in place. My crotch pressing into her ass, my hand cupping her perky boob. I could feel her nipple poking my palm. I could feel my heart beating in my throat, and hers thumping against my hand. I could feel my hard cock straining against the tight, elastic-like material of my boxers, trying it’s hardest to rip it’s way to freedom.

I could feel Ava slowly pushing her ass against me again. And then relax. And push. Relax. Slowly, she was rubbing her ass against my dick. I moved my hand from her tits to her hip. I clutched it hard as I shoved myself into her. She pushed harder, so so did I. She turned her head towards me. Her eyes looked at me longingly. I lowered my head and our mouths locked. She rolled to her back so we could kiss easier. I crawled on top of her. I could feel the heat of her pussy threw both of our underwear. I tugged at her tank top, breaking our embrace so I could finally see her tits. Up until this point, the most of her chest I’d seen was what wasn’t covered by a bikini top. She had beautiful breasts, perky, capped small, pale pink nipples. They were perfect.

We resumed making out while we dry-humped like horny teenagers. I could feel a wet spot on the gusset of her panties. I began laying kisses down her neck. Across her collar bone. I took a handful of her tit while I enveloped as much of her other boob into my mouth as I could. I gently raked my teeth across her nipple, and bit just a little. Then I continued slowly laying kissed down her sternum, and her flat stomach, stopping when my lips came to the elastic band of her panties. I looked up at Ava’s semi-naked body. I watched for a second as her perky chest rose and fell with her rapid breathing. She looked down to see why I stopped, and that when I grabbed the sides and started to pull them. She raised her hips, still watching me. As I slowly more and more of her freshly shaved mound was met with kisses. I kissed down her left thigh, the side of her knee, her calf. I followed her panties all the way to her ankle. Then I started at her right ankle, and slowly worked my way back up until my face was right in front of her glistening gash.

I took my time. I kissed around her thighs, and trying to avoid any contact with her pussy. I teased my way closer and closer, but painstakingly slowly. After what seemed like forever to me (it was probably only a minute or two) I reached up and stroked her folds.

I dipped my head forward and began licking the lips of her pussy. I pulled out all the moves I knew, licking up every bit of the free flowing juices that started to come from her. I stuck a finger into her, massaging the rough patch of flesh while I tongued her clit. Ava’s moans had gotten louder, and her hands where now grasping my head, pulling my face into her pussy. I moved my tongue back to her pussy while I began to thumb her clit. Ava’s moans abruptly turned into a scream as her thighs clamped around my head like a vice, burring my face her pussy as she thrust herself into me. I continued to lick like my life depended on it. That’s when I realized I couldn’t breath, and I hadn’t gotten a good breath before she began suffocating me with her pussy.

Little spots slowly started to fill my vision. I remember briefly thinking that if I had to die, there were worse ways to go. All at once the pressure around my ears was gone, as Ava’s body started to shake beneath me. She grabbed my head and pulled me to her lips. We kissed for a few minutes. I think it was so she had a second to regain her composure.

Ava rolled me onto my back and straddled me, grinding her mound against my rod a few times before slowly sliding down my legs, taking my boxers with her and finally freeing my imprisoned cock. She didn’t waste any time with teasing me, she opened her mouth and took every inch of me into her like it was the first meals she’d had in days. Her tongue was like a tornado, whirling around while her mouth moved up and down my rigid prick. When she had to remove her mouth, her hands took up the slack. It was one of the best blowjobs I’ve had, still to this day.

At this point, I hadn’t had sex in about 6 months, and I was worried she was going to make me blow before I had a chance. I pulled her back up to me. Her hot wet pussy pinning my drool-coated dick against my stomach. This was it. It was happening. I reached into my night stand and grabbed a condom. Ava took it from me, and quickly opened the wrapper. She scooted down a few inches, grabbed my hard member, and expertly unrolled the condom down my shaft. That taken care of, she had had enough waiting. She pointed me skyward, fed the tip into her and impaled her cunt to the hilt. She rode my cock with passion. My bed slapped against the wall as I held on to her ass like she might go flying off if I let go. Her thrusts got faster and faster while her moans just turned into one long, primal grunt. She changed her gyrations. They became longer, harder, making sure she took every thing I had while her abs flexed. Her eyes rolled back and her nails dug into my chest as she let out a scream. I felt her pussy convulse and squeeze my cock, and then I felt a new sensation. All at once, my balls, pelvis, and thighs were wet.

I was in severe danger of cumming before I wanted to, so I pushed her back onto the bed, and started fucking her. After a minute or so, I could tell I was close again, so I pulled out and started kissing her body, and rubbing her clit. After I felt like I could continue, I plunged back into her velvety snatch. I leaned back and grabbed her hips and started a decent rhythm that sets her tits to rocking up and down in time with our bodies clashing together. Ava was moaning again, and I knew that resistance was futile. I grabbed her hips and started plowing her like I knew I’d wanted to for forever. Her tits jerked violently as I pistoned into her relentlessly. I felt her nails in my skin as she moaned loudly, with more wetness coating my thighs, dribbling down her ass crack and onto the sheets. And that was it. I grunted loudly and began banging into her in over time before I felt my balls release 6 months of sexual frustrations.

After a moment, the world around me started to return. I looked down, and saw Ava’s sexy body, glistening in sweat beneath me, still impaled by my rapidly deflating dong. I pulled my dick from her, and noticed the large wet spot beneath her sexy ass. My legs felt like jelly as I climbed out of bed, and pulled Ava with me.

“Shower?” I asked shakily. She nodded, and walked from the room in front of me, finally giving me a chance to see her naked ass.

I gathered the bedding and put it in the wash before running to the bathroom to join Ava in the shower.

******************************************************
Let me know if there’s an interest in more.

Source: reddit.com/r/gonewildstories/comments/jr9k95/cheating_the_road_to_infidelity_with_my_sexy

10 comments

  1. Seems like risky business for her to go to your house. No one was home at hers.

  2. “Glistening Gash” – I have a new name for my punk band. Hot story, good writing!

  3. You have some discipline to reach for a condom despite the attraction, being in contact with her wetness already, and not having any action in 6 months! No way i could have resisted slipping into her bare.

  4. Wow! Great story, man. Funny, I was/ still am in the exact situation with my wife – I didn’t have to work 16 hour days though; that’s insane, man!

    Can you describe her a little more? Is she more of an Emma Stone red-head?

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