Confessing to the first time I cheated [MF]

This is a true story, names & minor details changed to protect the guilty. The set-up is long since it includes the teasing that led up to the event. But if you’re just here for the money-paragraphs then they start after: **That light in my head went supernova.**

**——Begin——-**

I looked up and saw the most gorgeous pussy I have ever had the pleasure of gazing upon. Perfectly smooth from where I could just peek the pulsing ripples of what forms her perfectly clean and slightly pink asshole all the way up to the top of her slit where I could see her hooded clitoris peeking out, darkening and growing. Above that was a perfectly manicured thick bush that looked soft, inviting and lush, about the size and shape of a shot glass laying on its side. Her pussy lips where smooth and inviting, pink and beginning to shine with moisture where they met and as I took in a deep, appreciative breath, they started to open ever so slightly as the skin around them tightened and grew more red in hue. I had to wonder how I got here, how could I be so lucky…

I was a married 28 year old Product Manager for a software company and every time we would release a new software or major update we would have a kick-off meeting/party. That party was held at different off-site locations, places with a large meeting area and breakout rooms. Mostly at larger hotels with conference centers or local training establishments, etc… This particular event was held at a dog track & during the weekday when no races were scheduled so we had the place to ourselves. This launch was not my product however all the Product / Project Managers would go and assist by acting as training assistants, gophers, etc. We couldn’t do much else since it’s a good chance that parts of our teams were there and it’s a free party after the training. As a Product Manager I usually got pretty sweet duties like check-in, schwag distro, and other one and done assignments. This gave me a lot of time to be bored and wander around. Never being to a dog track that’s exactly what I did after lunch, wander around, but sticking to our level so I could go join the main festivities when they started.

I was about midway between the conference center and the far side of the internal concessions area, alone, and just looking out through the glass at the track when a familiar voice startled me and said “Did you sneak away from everyone?” I gasped and turned quickly, heart beginning to race from surprise and saw June. She was in her early 20s and worked as a Team Assistant. Basically she made sure the dev teams got lunch, made it to meetings, helped them with non-code related company tasks like making sure they got the vacation requests in, their annual healthcare enrollments done, and other personal tasks too, all so that they could focus on code. A great gig for a young kid finishing up a degree.

June is about 5’ 8” to my 6’ 3”, 125ish lbs to my 205. Reddish super curly hair and looks like she is Irish Japanese and probably some African in there somewhere. Super white ivory skin, but with dark freckles everywhere. She has the smaller Asian nose and set to her eyes with an Irish passion. We sit near enough to each other and we both have a habit of being in earlier than we’ve casually interacted for about 9 to 10 months. However, it was about 4 or 5 months ago that things started to change. One morning I walked in to the office earlier than usual and as I was walking past her cube, saw that she had her leg up on her desk, her flowing dress bunched a little more than halfway up her thigh as she was applying lotion. Being the sarcastic guy I am, I stopped and made some comment about what an amazing pair of legs she had and that if I would have known that was my reward for being early I should do it more often. She chuckled and continued applying her lotion.

I couldn’t move.

Her legs where so pale and sculpted, those freckles grabbed my attention and wouldn’t let me move. I could physically feel a tug at the base of balls as I began to be able and imagine the shape of her leg as it continued into her dark green dress. “You know, I could make a schedule and charge admission if it’s that good.” she said, snapping me out of my trance. I chuckled and told her I would buy a season pass and box seats. Which I IMMEDIATELY regretted with sudden realization hitting me with what I just said, “BOX SEATS?!?!” Jesus what was I thinking?…. The look of panic on my face must have been amusing as she busted out laughing, telling me that I must have spoken without thinking based on the look on my face. Embarrassed and amused at myself, I told her I needed coffee before I spoke to any other legs that day.

From that day on the teasing started between us. She would tell me that lotion time tomorrow is 7:30 and that Bruno Mars is playing the half-time show or I would stop by her desk and ask if she ever used 3rd party lotion applicators and if so I would like to apply. That slowly turned into more teasing and playful jibes. I found myself staring at her perfectly shaped ass. Obviously tight and toned she had an amazing body and it’s really only after this all started that I noticed things like that. She has this one top where the buttons were about an inch further apart than they should be and she would come over to my desk, sit down and I could see into her shirt and clearly see the swell of her freckled breasts as they met the lace of her bra. I didn’t think much of it, we became good friends and joked around all the time. Being married I had no intentions of taking it further, it was a good fantasy and fuel for dreams and motivation for when I was with my wife. But being married I never really looked at other women with lust and / or long enough to really study their details. I did the same thing every guy does. (Look, yourself if you would smash, decide yes or no and then move on) She was definitely doable, but after seeing that perfectly shaped leg and then the teasing, I was infatuated with her. My wife enjoyed many a night when my thoughts were on June and that leg, those tight white jeans she would wear that sometimes showed off the dark color of her panties and the freckled curves of her breasts.

I replied to June after she surprised me with something like, “Yes, these things are so boring up until the party starts that sometimes I just go and explore.” We began talking a bit about what we each do at these events. She was jealous that I got to do one thing and then be done. She said she generally didn’t even do anything once it starts. It was the following comment that clued me in that she may be looking for more when she said, “I get bored and just wish I had something fun to do while everyone else is busy”. The way she said it, the way she looked at me, a little dimmer switch in my mind turned on a light to the lowest possible setting when she said that. A light so dim, I wasn’t even sure it was on. Immediately after she said that we heard some clapping come from down the platform where our coworkers were. “Well, I guess we should go join everyone.” I said and started walking towards the sounds.

“We could just go hide.” That dim light turned into a movie premier spotlight and I turned 180 degrees on my heels and took her hand in mine.

“Come on, let’s go down here and see what kind of trouble we can find.” I knew at that point when there was no resistance in her hand and how fast she took to heel, exactly what kind of trouble we were heading to.

I knew from my earlier exploring there was a posher area with small private suites at the end of the current level we were at and that they were all unlocked. They had a small bar, counter, plush couch and chair and seats that overlooked the track. They also included pictures of racing dogs and / or a company group photo to which I assumed was the company that owned the suite and TVs that were currently displaying our corporate logo.

I led her to them and told her what they were, we ducked into the third one since I was already thinking ahead that if anyone came looking they would go and look at the first one and probably give up. I let her go in first purely because I wanted to see the shape of her. She took a couple of steps in and slowly turned around. “This place is kinda cool.” And after a pause she locked eyes with me and said, “Private”.

**That light in my head went supernova.**

I stepped forward and wrapped my arm around her waist, pulling her close to me, my eyes flirting back and forth between her lips and her eyes hers doing the same. My brain was telling me to stop, showing me pictures of my wife in my head, but those legs, they shape of her ass and the swell of her breasts I had been stealing glimpses of was just too much. I couldn’t stop. I pulled her in close and our lips met for one long tentative kiss, our tongues touching and gently exploring, twitching as they touched. It was a very long slow and exploratory kiss. My heart started pounding and I couldn’t catch my breath. We pulled away and I could see the flush in her cheeks and the lust in her eyes as her eyebrows had dipped down ever so slightly and I could see clear intent.

She could see in mine the same intent and we knew what each other was thinking as we suddenly dove into each other’s mouth. Tongues hungrily entwining, lips mashed together and our hands suddenly invited to the party beginning to explore frantically. It was very carnal, something we both wanted, needed. I don’t know how long we kissed like that, my hands on her face, holding the back of her head, grabbing at her ass, her lower back as she grabbed onto my shoulder blades and hips trying to pull me to her. Her fingers entwined into my hair. Eventually we broke from the embrace and I took a second to turn and throw the lock on the door, just in case.

I turned back to her and grabbed her waist with both hands and started kissing her again, pulling her dress up and over her head. I don’t know when she undid her bra, I guess while I was lifting her dress up but in an instant she was topless and I was staring at a perfect set of tits that defied gravity. The freckles gathered in the swell of her cleavage and began thinning as they approached her half dollar size areolas which were the brightest bubblegum pink I’ve ever seen. Her nipples were erect and amazing, slightly smaller than the end of my pinky finger and just a shade darker than the smooth areolas that surrounded them. I quickly found them with my mouth, encasing them with my lips as my tongue ran circles around her hardening nipple. I heard her moan and arch her back pushing her breast against my face and her hands on my back pulling me into her. She really liked that and continued to moan and whimper as I would slow my pace down being very careful to not touch her nipple yet. I could feel the skin around them tighten up, constricting to harden her nipple up. Finally I closed my lips around her nipple and gently sucked as I flicked the tip with my tongue. She stifled a noise that sounded like half moan, half cry as I did so. I began licking all around her nipple while gently squeezing the other in between my fingers, massaging the breast cupped in my hand. She grabbed my head by both hands and pulled me up to her, kissing me deep and hard, and then brought my mouth to her other breast and I repeated the process but this time slower and for longer, teasing her more.

She pulled my head away again and looked at me and said “Are you teasing me? Is this payback for the lotion?” I only smirked as I darted my hand into her panties, passing over the softest mound of pubic hair and immediately found her clit. Upon my touch her face went from amused wonder as she finished her question to shock, to a deep shudder, and then as her eyes closed and her mouth dropped open a look of uncontrollable pleasure. I didn’t answer.

I began to just slowly move my finger around, not entering her not parting her lips, just slowing touch her clit with very little pressure. Her hips began gently rocking forward, wanting more, but I removed my hand and moved it around to the side and as I reached over with the other hand and pulled her panties down and then off. As I straightened myself I grabbed her by the waist and lifter her up on the bar. It must have been cold because she gasped when she settled down on it. I reached down and removed the lacy little black panties she was wearing that were now just dangling from one foot.

I looked up and saw the most gorgeous pussy I have ever had the pleasure of gazing upon. Perfectly smooth from where I could just peek the pulsing ripples of what forms her perfectly clean and slightly pink asshole all the way up to the top of her slit where I could see her hooded clitoris peeking out, darkening and growing. Above that was a perfectly manicured thick bush that looked soft, inviting and lush, about the size and shape of a shot glass laying on its side. Her pussy lips where smooth and inviting, pink and beginning to shine with moisture where they met and as I took in a deep, appreciative breath, they started to open ever so slightly as the skin around them tightened and grew more red in hue. I had to wonder how I got here, how could I be so lucky and it’s at that point I could no longer control my actions. I jumped into her crotch tongue first, inserting my tongue directly into her opening. She arched her back and let out an exclamation as I began to lick up her juices that were now beginning to flow. I worked my way around her lips, licking and kneading at her with my tongue. I began fucking her with tongue rapidly. I knew from past experience that some women are very orgasmic and can come quickly, often and hard while some take forever and may only come once or only by clitoral stimulation. June belonged to the first group and within what seemed like just a few seconds she was breathing hard and rubbing her pussy against my face, telling me not to stop that she was about to cum. As she came, I tasted her orgasm. Her pussy tasted different as it constricted around my tongue and she moaned and shuddered, hips bucking against my face. I kept up what I was doing allowing her to ride out her orgasm and as she started to come down I slowed down and then slowly started licking the outside of her pussy and working my way up to her clit.

I first started circling her clit with my tongue, slow and even and she began to breathe deep and steady with my rhythm. She seemed like was settling in for a long nap so I took her clit in between my lips, making a kissy face and sealed my mouth around it and with one long inhale, sealed it off in my mouth creating a vacuum around it and pulling all the blood into her clit. This engorged it and made it more sensitive. She IMMEDIATELY reacted and came again, exclaiming “Holy shit, what did you just dooooo!” as her orgasm rolled up her body and then her hips bucked as it just too much to handle and became too sensitive. She pushed my face away saying, “Too much, too sensitive! Jesus!”

I looked up, face glistening, VERY proud of myself and she said “I hope you enjoyed your box seats” I laughed and she hopped down and started kissing me passionately as she fumbled with my belt and pants. She started to get down on her knees and I stopped her and motioned her to the couch. Saying something about being more comfortable.

We got to the couch and she sat down as I removed my shoes, shirt, and got my pants off when she grabbed the waistband of my underwear and pulled me towards her. My underwear were comically sticking out as I had to have been able to lift cinderblocks by my cock alone, it was so hard. It was actually starting to ache it was so hard. I can’t even remember the last time it was like that. She took my absolutely average size penis in her mouth, her tongue sticking out and immediately started to take me all the way to the base. I seriously almost nutted immediately, which I think she realized when I whimpered (yes, I whimpered as I tried to get it under control) and she slowed down and began to just lick around the base and all about my balls as she slowly stroked me. It was so hot to look down and see this absolutely gorgeous woman and those amazing tits slightly bouncing with each stroke up and down. I really couldn’t handle it much more, so I reached down and stopped her and told her that I needed to be inside her.

She took my entire length into her mouth and started pumping furiously, I could feel her throat constricting around me and it felt so good, I just wanted to grab the back of her head and fuck her face so hard! And she stopped, looked up me with a little drool and as she wiped it away with the back of her hand she said with a sexy little coy grin, “Paybacks. Now, how do you want me?”

I reached down and helped her to her feet and spun her around. I reached around her and cupped her breast with one hand and pulled her hair to the side as I kissed her neck. Sliding my throbbing spit covered cock in between her ass cheeks. I kept this up for a few seconds because it felt so good and then I slowly bent one of her knees forward so she would understand to kneel on the couch. Which she did, grabbing on to the back cushions for support. I looked down and took half a step back to see the most beautiful site. A nice deep pink pussy, wet with her cum and my saliva paired with a slightly pink puckered asshole surrounded by curves that make mother nature jealous. I knew that I wouldn’t last long at all. Dreaming about this for so long and how hard and throbbing I already was, paired with I haven’t been with anyone else besides my wife in 7 years… and that’s when the guilt started. Which I immediately recognized and put it up on a shelf. It was too late to start dealing with that. I couldn’t let it interfere, so I did what any sane man would at that point. I abandoned all reservation and immediately buried myself inside June with one hard deep push. She grunted, HARD and exclaimed “Oh my god, DO THAT AGAIN!” So I slowly pulled back, out and thrust into her again. She was so tight I could feel her gripping my cock. It felt like she was ribbed on the inside and that her pussy didn’t want to let go of me. I thrust it like that 3 or 4 more times and then settled into a smooth rhythm where I would fuck her without leaving the warm wet confines of her vaginal canal for several strokes and then I would pull almost all the way out leaving the head in and driving it hard back inside her. That small amount of guilt nagging me was just enough to distract me and I was able to last longer than I thought. After a few minutes she started to moan and whimper again and I could feel her tense up so I sped up my rhythm and started driving myself as deep as I could, spreading her ass cheeks apart so I could look down and see her asshole pulse as I fucked her hard and deep. Just as I started to reach my orgasm, I could feel myself growing harder and she said “Oh I can feel you getting even harder! That feels so fucking good, I’m about to come, keep fucking me, keep fucking me, keep fucking MEEEeeee!” and she came gripping my cock so hard that I couldn’t stop it and I came pushing my load deep into her. As I shuddered and bucked from one hell of a strong orgasm she shook and let out that half moan / half cry under her breath. I slowly came to a stop as I just couldn’t move as the final waves of my orgasm hit. She collapsed on to the back cushions, her arms unable to hold her any longer and we just kinda stayed like that. My cock inside her pussy, barely deflating. I could feel her pussy pulsating as aftershocks from her orgasm continued. Both of us breathing heavy and deep.

Through her breathing she finally said “I’ve been wanting to do that for a few months now”

“You and me both” I said. I slowly started to pull out and felt that I was still pretty hard, not by any means as much as before, but enough to make her shudder as I started to pull out. I decided to try and milk it, see what I can do. I pushed back in slowly and then started pulling back out. Very slow, very steady. “What… Are…” deep intake of breath and exhale, “you doing?” she asked as I slowly started to set a rhythm. I had to concentrate on the sensations as I felt it slipping away and then she started moaning again and saying how good it felt. With every long slow stroke she would let out an “ooooh” with her exhale and before too long she began to rock faster and since it was becoming harder for me to maintain I would grab her hips and stop her. I was in control, had to be or I would completely lose my half erection. She started to breath heavier and saying things like, “I’m gonna cum again”, “oh just fuck me”, “Please fuck me”, “Oh my god this feel so good” Her voice picked up a tremble that made her sound needy “Ohhh why are doing this to me?” “I can’t stand it” “OHHHHHHH MY!!” and with that she rocked back, driving me deep inside her, stopping as her whole body tensed up. I could feel her pussy clinching and pulsing as she came so hard that she expelled my chubby from her with a force. Nothing I could do to stop it. When it did, she had a full body shudder and she collapsed onto the couch. I just stood there, cock fully deflating now watching as she twitched a couple of times riding her orgasm down, HUGE ass grin on my face.

After a few moments she looked up and over at me and smiled. “You are mean and a huge tease.”

“Yes. Yes I am” I responded.

She smirked, looked down at my now softened dick and said, “Game on”.

Source: reddit.com/r/gonewildstories/comments/ge48pt/confessing_to_the_first_time_i_cheated_mf