My boss (36[F]) gave me head while I (20[M]) completed training

If you haven’t read [part 1](https://www.reddit.com/r/gonewildstories/comments/xoxlk6/i_m_fucked_my_new_boss_f/?utm_source=share&utm_medium=web2x&context=3). I suggest you do so.

After yesterdays experience, I was more then happy to go to work today. Kind of a strange feeling. When I got to work, I walked to the backroom to clock in. When I walked past my boss’s office we made eye contact and she just smiled at me. I’d be lying if I said I wasn’t also. After clocking in, I reported to my department when my coworker came up to me and said “Sara is in a weirdly good mood”. I just responded with “yeah I could only imagine why” and got started putting out new merchandise.

Towards the end of my shift, Sara calls out on the radio for me to comeback to her office to finish my training. I walk back and find her at her desk. She takes me over to this separate room (right next to her office) with a couple computers and printer in it. She says “Sit here” as she points to the first computer station. “I actually need you to get this online training done. I know you did it previously so you can just click through it. It shouldn’t take to long.” I was kind of disappointed as I was hoping we were going to have some more in depth training. She obviously knew what I was thinking based on my very obvious boner pushing on pants. After logging in and starting the monotonous training, I began trying to speed my way through it.

[MF] Got a blowjob from the hot girl that walked into my store

So I wanna start this off by saying that I work at a retail store in a major city. This past weekend was pretty dead and therefore all around uneventful. My coworker and I were enjoying having nothing to do and just shooting the shit at the register when in walks this really hot woman. She has short blonde curly hair, stands about 5 foot 5 and has a petite frame. The first thing I noticed was that she had a crutch and a cast on her foot and she was asking if we had any baskets or a bag to carry whatever she grabbed off the shelf and we unfortunately did not.

She tells me she would make due but I had remembered that I had a reusable bag in my duffel bag I had brought along with me that day. I offered it to her if she would like and she thanked me and took it. She came back and I rang her up and told her she could just keep it to which she just said “that’s really kind of you” , thanked me and left. When she left me and the coworker both admitted we thought she was super attractive and I figured that was the last I’d seen of her.

In the Office With My Older Boss: Pt. 2 [M21/F39] [College Student] [Older Woman] [Slow Burn] [Passionate]

[This is a follow up to my previous story. I tried to write this so you can enjoy it without the context, but if you’re interested you can find my other story here: https://www.reddit.com/r/eroticliterature/comments/xmzmtt/late_in_the_office_with_my_older_boss_m21f39/

I hope you enjoy.]

My eyes kept tracing the outline of cracks along the ceiling. My alarm would be ringing in a few minutes, but I’m already wide awake.

I barely slept last night.

My head pounded from the two bottles of wine my boss and I polished off in her office. I had made the drunken walk back to my dorm while my boss called a cab to head home. I would have offered her to crash at my place, but I had a feeling sleeping in a dorm room after the age of 30 is not appealing to some people.

I roll over. There was no way I was getting back to sleep. The images of yesterday still played in my mind. Thoughts of going down on my boss in her office late at night. Images of her reciprocating with her own oral skills. Like a movie replaying over and over.

[F] My Road to Confidence

I’m a 38 year old wife, mother of three, living in middle-America. A real woman. I could be your neighbor. You’d never know, which is kind of the point. We have no clue what happens behind closed doors, up and down our street. I had a fairly popular (NoFans) Reddit account, where my husband and I shared the hot moments and sexy pics, but when you focus on the lifestyle and kink, you don’t get the full picture.

These are my stories.

——–

**My Road to Confidence**

I’ve always considered myself pretty average. I never felt like guys looked my way but I have always been petite, large busted, with long blonde hair and dark olive skin. I know with that description how silly it sounds to say I had no confidence, but after a few kids, I didn’t feel desirable. I know this is how many moms feel.

And yes, my husband said I was hot, but all husbands say that to the only readily available pussy in their life, right? I know that’s not exactly true, nor is it remotely fair to husbands, but I can’t help but think that’s one of the tough realities to marriage, and long term monogamy. True or not, the praises and admiration just don’t carry the same weight, if any, from a long-term partner.

[MFM] A special night with our lifelong Naval Officer friend – with a twist

From Matt’s Point of View:
A couple of months back my long-time buddy from childhood, Robert, reached out to let me know he would be in town for a few weeks in between Naval deployments. Rob and I go back to early childhood and when I graduated from college I went to corporate America to start my career where he decided to make a career in the Navy. With his deployments overseas for many months and in some cases years at a time, we don’t get to see one another very often so I got excited to knock down some cocktails and catch up. I told Ashley he would be in town and it would be nice to have him for a night at the house so he didn’t have to stay at a hotel and I was glad when she said that would be fine.
So to take a step back, it’s important to provide some context of my friendship with Robert and Ashley’s understanding of our history. See Robert and I grew up down the street from one another, went to grade school, high school, played sports together, and were generally inseparable. Over the years I had told Ashley of the conquests both Robert and I had together (there were a couple of threesomes with our old HS girlfriend’s many years ago) among Robert’s general always horny demeanor. Ashley knew that together, we were nothing but mischief waiting to happen but with age, maturity, and the fact that Robert is now an Officer in the Navy, she made the comment to me a few days prior to him arriving that she looked forward to seeing him and was curious as to whether or not he had changed.
Fast forward to the day Rob arrived, I greeted him at the front door and it was like we hadn’t missed a beat. It was really like all of these years of being separate didn’t happen and fell into our usual humor, man, what a great feeling it was to have such a lifelong friend around. Ashley came down to greet Rob as well and you could tell she was excited to see Rob as well as she went to him, got on her tippy toes and gave him a huge hug and kiss on the cheek. At 5 ‘3, Ashley is about a foot shorter than Rob (who’s nearly 6’4 220). I certainly keep in good shape but Rob, given his career in the Navy, has made him into a rock. So although Ashley had never admitted it, I assumed she was always attracted to him (not that I would blame her).
Rob and I decided to go out for a few hours to catch up at a local tavern down the street and watch some of the college football games. It was great hearing about his travels, his time deployed at sea, along with all of his conquests in different regions of the world. With his focus on his career as a Naval Officer, he hadn’t married nor did he have any kids. We enjoyed a handful of beers, wings, but we decided to head back to the house to lounge around. Knowing Rob was staying the night, I had sent the kids off to stay at their grandparents, so we could really spend quality time together without distractions.
When we arrived home, I yelled up to Ashley who was busy scrolling through her facebook I’m sure, to tell her we were going to watch a movie in the family room and asked if she wanted to join us. She yelled back down she would be coming down soon so Rob and I set up the movie, drinks, and snacks. About 10 minutes went by when Ashley finally came to join us. She came down wearing her pajamas, which consisted of one of my t-shirts and some very thin material gray sweatpants. She had her hair up in a messy bun and was wearing her reading glasses. She honestly looked so cute and it wasn’t like she was trying to impress or dress up for Rob as he’s essentially like a brother to me. She situated herself between us but much closer to me on the couch and we kind of settled in to watch the movie. About 30 minutes in, Ashley began to complain about some pain in her neck saying “Damn, I think I layed down wrong earlier and my neck is really bothering me, can you rub it for me Matt, please”. I obliged and began to massage her neck, shoulder, and lightly brush my fingers through her hair. After about 10 minutes my fingers were legit getting tired so I stopped and she kind of huffed and said “awww that’s it?”. I said “I’m sorry hunny but my hands are getting tired”. Rob, with no mischievous intention, simply looked at Ashley and said “I’d be happy to give it a try, come on over here”.
Ashley moved over towards Rob and sat Indian style in front of the couch between Rob’s legs facing towards the TV so that her head and neck were at a good level for Rob to work his magic. Rob began to massage her head, neck, and shoulder very softly, asking her every once in a while how it felt, where she would respond back with a simple “It feels really good” in a very soft voice. Rob continued on and began to incorporate rubbing and massaging her ears and temples. If Ashley has a weakness, software rubbing her ear lobes and around her temples is it. As Rob did this, I would glance every once in a while to see her drift into a completely relaxed state. After about 10 minutes of this Rob softly asked Ashley if she wanted him to massage her back as well, which she nodded and softly said “that would be nice Rob, thank you”.
As I continued to chill and watch the movie, Ashley got up and laid on the couch, with her feet towards me and her head pointing to the far side, so that Rob could easily massage her back. Rob got on his knees and began to gently run his hands and fingers across her back. His hands moved up and down her back, with each wave of his hand beginning to get stronger and more intense to get her knots out. At one point, Ashley softly asked Rob how he got so good at this and he responded with “I’ve had a lot of practice with girlfriends I’ve met over the years”. Ashley very innocently and jokingly said to me “Matt, I hope you’re taking notes!”.
After 10 minutes of deep tissue work, Rob began to focus on the lower back, just above the waistband of her sweatpants. Now the very thin material of her sweatpants was accentuating her curves as she lay on her stomach and knew that Rob was also enjoying not only his hands being on my wife but also the view of her body in front of him, so he pressed on. Each stroke of his hand began to almost tug at the waistband of her pants and I could tell the tips of his fingers were gently going under, in an effort to get as much of the low back as possible. At one point he very gently went down to her ear and whispered “Is this ok, does this feel good?” to which Ashley replied “Yes, it feels amazing, please keep going”.
Upon hearing this, Rob began to put his hands under Ashley’s t-shirt to rub his hands directly on her skin. At first Ashley jumped not expecting it but immediately relaxed and allowed him to continue on. As he rubbed and massaged the small of her back, running his fingers under her waistband, with each pass, you could tell Ashley was enjoyed herself because as he ran his fingers lower and lower, she would every so slightly lift her waist, maybe a half inch off the couch, in a motion that signified she was enjoying whatever it was his was doing. Up until this point, I honestly felt no sexual tension in the air and everything, again, up until this point was seemingly innocent. But as Rob’s hands and fingers continued their downward trend and seeing the reaction from Ashley, the atmosphere was changing, with my heart beat beginning to tick up beat by beat.
After a few more minutes, Rob, sensing Ashley’s enjoyment, became bolder, and began moving his fingers further under her waistband to the point where almost his entire hand was massaging the top half of her ass. Each movement of his hands became more deliberate in their intent and direction, with Ashley continuing to move her body in enjoyment. At this point I was pretending to not notice what was going on and kept my eyes half on the movie and half on Rob’s hands. Soon after I could see that Ashley, very subtly moved her legs apart. The movement couldn’t have been anymore than 1 or 2 inches but what that allowed Rob to do was to get lower in her waistband and provide access to her inner thigh. With this signal, Rob moved his hands now completely under her pants and began to massage her entire ass, grabbing each cheek with his strong hands, while moving the tips of his fingers closer and closer to her inner thigh.
At this point, Rob knew he could take it a step further, as neither Ashley nor I had objected to anything up to this point, so he slowly moved the band of her pants down inch by inch until the tops of her cheeks were fully exposed for him and I to see. Rob began to rub his hands deep under the folds of the bottom of Ashley’s ass, grazing the outside of her pussy, which was only covered by the thin material of her lace thong. Ashley, quiet to this point, began to make soft sounds of her mouth, her breathing began to intensify and the movement of her body with each stroke of Rob’s hands became more pronounced. Rob knew what he was doing and frankly, I was enjoying it because Ashley was enjoying it so he continued on.
With each stroke of his hands, I could tell he was intentionally pressing his fingers on the outside of her pussy and with each pass, the intensity and feeling of sex in the air would rise. Now Rob and I had had a couple of threesomes together, albeit almost 20 years ago (we’re all in our late thirties now) but I never imagine Rob would fuck my wife, it just wasn’t a scenario or thought that I ever played out, so to see what was happening now, the anxiety and anticipation of what was to come was like a volcano getting ready to explode.
After what was almost an hour of massaging, teasing, and rubbing, Rob was done with being subtle or coy, he slowly moved Ashley’s bright pink thong to the side so he could get a clear view of her pussy and asshole. Ashley, who had recently gotten a Brazilian waxing, looked absolutely stunning down there. Her pussy, perfectly pink and flush with her juices, was glistening against the shadows created by the TV. Upon moving her thong to the side, Rob gently began to rub the outside of Ashley’s pussy, while moving the tips of his fingers inside every so slightly. Rob leaned down to Ashley’s ear at this point to ask if this was ok and all I could hear from my vantage was “yes, please keep going”. With that, it was on. Rob began to move 1 finger on his left hand inch by inch into Ashley’s pink pussy, with her body reacting to each stroke of his hand. Next was the second finger and then finally three of Rob’s muscular fingers were deep, firming thrusting into her pussy from behind. At this point Ashley was completely soaked and was moaning with intent at every move Rob was making.
Ashley, in a complete trance from the last hours worth of Rob’s body work rolled over and got up off the couch, looked at me and pushed Rob to sit down on the couch. Once Rob was seated, Ashley pulled her pants and thong completely off and gently straddled Rob across his lap. Her soaking pussy now directly pressing on Rob’s groin. Rob had gotten comfortable for the movie and had changed into mesh gym shorts so I knew Ashley was directly feeling the firmness of his cock through his shorts. Ashley and Rob engaged in a long, very deep french kiss, with Rob using his hands to feel her body, and her in turn firmly grinding her wet pussy on his lap. After a few minutes Ashley whispered something inaudible into Rob’s ear and got up and pulled his mesh shorts down to his ankles, where Rob’s thick cock jumped out. It had been 20 years since I last saw Rob’s cock so the site of it was a surprise and somewhat familiar at the same time. Rob was about the same length as me (about 7 inches) but was almost twice the thickness and veiny.
Ashley, with her reading glasses and hair pulled up into a messy bun, began to take Rob’s cock into her mouth, slurping on Rob’s cock with a passion and vigor that Ashley doesn’t typically reserve for me. I think the atmosphere of sex was just overtaking Ashley’s mental state and all Ashley wanted right now was Rob’s cock. She continued to twist and slurp on Rob’s cock, bobbing her head up and down slowly, and then with more pace, it was truly a sight to see.
Rob, knowing Ashley was his, pulled her up by her shoulders and whispered, “sit on my cock right now”. Ashley obliged and slowly straddling Rob, lowered herself down on his cock, moving slowly, taking each inch carefully. With each inch of Rob’s thick cock, Ashley’s moans began to become louder and pronounced, until Rob was finally all the way inside of her. Ashley took a very deep breath and began to rock back and forth, slowly at first but picking up the pace slightly. Ashley looked at me with sex glazed eyes and whispered to me “Rob is stretching my pussy out, it feels so good, come closer to me”. I got up and sat next to Rob and Ashley began to jerk my cock as she rocked back and forth on Rob. As Ashley rode Rob, he would grab the back of her head to pull her in for deep passionate kisses. The closeness and proximity of them kissing and the sounds of Ashley’s soaked pussy going up and down on Rob’s cock drove me crazy.
Rob had seen Ashley’s ass during the massage but had the animalistic desire to enter her pussy from behind so he eventually pushed her off and directed her to get on all fours on the couch. Ashley bent over and arched her back (god, she looked so fucking sexy here) with her ass sticking straight up at Rob. With Ashley’s head now in my lap, Rob slowly entered his thick 7 inches into her inch by inch. With each thrust and with each inch, Ashley’s gasps and a mix of pain and pleasure was intoxicating to hear. Once fully in, Rob began to pump himself in and out of Ashley with purpose, all while Ashley slurped and jerked on my cock. Rob began pounding his 6’4 frame into Ashley’s 5’3 body and Ashley, fully intoxicated by Rob’s cock, looks up at me and says “Matt, he’s really filling my pussy up, I think I’m gonna cum baby”.
I pressed Ashley’s head on my cock and and simply said “cum on Rob’s cock baby”. She now picked up her pace, began to whimper, and was throwing her ass back, meeting Rob’s cock, with perfect rhythm. Not 30 seconds later Ashley began to scream “Rob, I’m cumming… Matt, I’m cumming on Rob’s cock, oh my god Rob your cock is so good, Matt, my god, I’m cumming on his thick cock…” With my left hand playing with Ashley’s pussy as she began to cum, I could feel her juices slowly running down the insides of her legs, her legs shaking and her body quivering. The build up over the previous hour made Ashley lose control and explode. With Rob not yet to climax, Ashley removed his cock and got on her knees and began stroking and sucking his cock vigorously. Rob, with a firm grasp of Ashley’s messy hair bun, began to pump his cock deep into her mouth. His body began to tense up and a guttural groan began to come from him and I could tell clearly that Ashley was taking his load down her throat, without breaking from her slurping, she swallowed every drop of his cum until he had nothing left.
The three of us plopped down on the couch, sweaty, breathing heavily and all three completely flush from what had just occurred just laid there in silence for a few minutes until Ashley stood up to say she was going to take a shower and was wondering if we wanted to join her. Rob and I stood up and followed her up to our master bathroom, waited for the water to warm and the three of us entered the stand up (can fit 6) shower to wash off the sweat and juices. I asked Ashley if she wanted us to wash her body for her and she shrugged and said “if you boys want to”. So, Rob and I lathered our hands with soap and began to run our hands all over her body, washing and exploring her curves. As we did this, our cocks began to stiffen, while Ashley’s nipples began to harden. I could tell Ashley loved the feel of Rob’s strong hands and the look of his Naval Officer built body pressing up against her. She began to lather her hands and washed every inch of our bodies with her hands and fingers, exploring us with curiosity as she did so.
With the water running down our bodies, the steam building (figuratively and literally), Ashley got down on her knees and began to suck on our cocks, going back and forth in a fair and equitable amount of time, working on each of our cocks. We stood there looking down as Ashley made eye contact with each of us as she sucked. After a few minutes, Ashley completely surprised us both by looking up and asking us both to jerk the other off onto her. We kind of paused, bewildered by the request, looked down and asked Ashley to clarify “Do you mean you want me to jerk Matt off onto you?”. She simply nodded and said “Yes, that is exactly what I want”. I then said, “You want me to jerk Rob off onto you?”. She simply and sternly responded, “Yes, Matt, I want you to jerk Rob’s thick cock off onto me”.
Now Rob and I have been close friends for years and I don’t have a bicurious bone in my body, nor does he, but neither of us could figure how we would refuse Ashley’s request, especially after had our way with her over the previous 2 hours. Rob and I looked at one another, made awkward eye contact and gave each other a little nod as if to say without using words, “it’s ok man, we’re good”. So with that Ashley directed Rob to take my cock in his hand first, so Rob grabbed my cock and began stroking back and forth. Ashley positioned herself underneath me, began rubbing her pussy, while licking and sucking on my balls. If I’m being honest, the stroking of Rob’s hand on my cock and the feel of Ashley sucking my balls felt unbelievably good. I stood there, letting this happen because I couldn’t let my beautiful wife down, it’s what she wanted, for whatever reason. After a few minutes of this I felt my climax boiling and told Ashley I was about to blow. Ashley directed Rob to stroke faster and sat on her knees, opened her mouth, put her tongue out and said “you can cum now”. I absolutely exploded with ropes of cum crossing her face, going straight into the back of her throat.
Ashley, after wiping away and swallowing my load, directed me sternly to “Now take Rob’s thick cock and begin stroking”. With my legs weak and my head dazed from cumming, I took Rob’s cock in my hand and began to stroke slowly. Ashley positioned herself in front and underneath Rob taking his balls into her mouth as she did mine. As I stroked his cock I noticed Ashley had now positioned herself completely underneath Rob and was licking/eating his ass. Rob leaned his head back and stood there with his mouth open, in what appeared to be ecstasy. I continued to stroke his cock and he began to stiffen like I had, with Ashley’s tongue buried deep in his ass, he began to cum on the floor of the shower. Rope after rope came from his cock in what felt like an endless load. When his climax subsided, Ashley stood up, kissed us both on the mouths and told us to dry off.
As we dried off I pulled Ashley aside and whispered “what was that about?” to which she responded “just testing the limits of what you would do for me hunny” with a smile and a kiss. Apparently the night wasn’t over and there’s much more I could share but given the length of this I’ll stop there and leave it to your imaginations. One of the best and more interesting nights of our sexual lives.

A the lake house (F20/M33) (Just met) (Casual) (Girls gone wild)

I needed gas on the tank so I drove into the first small town I came across to fuel up. At the fuel station I met this gorgeous young woman. She tells me her name is Ava and we get a little small talk going. She tells me that she is visiting her aunt and uncle at their lake house nearby during summer break, but she got bored during the day when her aunt and uncle went to work.

Through the whole conversation she is sending me big charming smiles whenever possible. I can’t help but think how attractive a woman she is and how her lips look very inviting whenever she smiles. She has wavy blonde hair that is held back with a scarf and brown eyes yearning for affection.

She tilts her head a bit as she tells me I have a nice car. She takes a look at my car and while her eyes are otherwise occupied I grab the opportunity to take a look down at her big breasts tucked into her tight black top that further down shows a flat toned stomach.

Caroline’s 22nd birthday (F on F)

Part 2: NSfW portion

And before I knew what I even said and could process it she dragged me into the stall locked it and then locked her luscious red lips against mine. She caressed my hips with her freezing hands and started feeling up my lower body. Her skin was slightly paler than mine even though she’s a brunette. I couldn’t stop staring into her eyes. Her voice seemed so much sexier than usual.

“I thought you were straight all this time…” she giggled…
“I… mean I am… usually… I just… I don’t know…”
She puts her finger on her lips telling me to shush. Drags my hand again and walks me out. I have a massive smile ear to ear that I really can’t control.

Caroline’s 22nd (F on F) (part 1 nonsexual)

Already a few weeks into my senior year. A slightly chilly autumn night. It’s my 22nd birthday and my girls invited me to go out to this club downtown. They have a special on gummy shots every Saturday night apparently. I’ve never been because I don’t like crowds or loud music or alcohol really but I’m just going to bite the bullet for my friends. I’m virtually straight edge for a 22 year old college girl. Like I’ve had sex a couple times but I don’t drink or do drugs…

I went with my three besties Miranda, Mackenzie and Peter. I’ve known them since freshman year. We get there and I’m already overwhelmed. Obnoxious frat boys, screaming girls and drunks, lots of them. It’s only 10. I stand there awkwardly why my friends dance. I watch. Stand straight as a statue. At this point I just want to go home but we just got here and I don’t wanna ruin it.

The Babysitter | CH.01 | [M40s, f20] [Cheating] [Age gap]

I had been fighting tirelessly to steer my relationship away from the downfall that would be our divorce. But then she called to me, like a siren through the mist. And I was drawn to her. How could I resist? Little did I know, the call came from the direction I should have been steering all along.

It saved my marriage.

Her name was Camille. Cami, for short. And I was enamored with her from the moment I opened my front door and saw her soft, pink lips stretch out into a smile and form dimples in her freckled cheeks.

She was just twenty years old, inquiring about the babysitter job I had advertised for. I was only vaguely listening as she introduced herself, lost in the gaze of the deepest blue eyes I had ever seen. Their allure only made more potent by the contrast of her creamy, white skin.

I invited her in and the sleek, blonde hair that always seemed to fall perfectly straight down her back brushed against me and wafted the scent of coconut shampoo over my nose.

[F] 23. I love the subtle power imbalance in straight sex

Less of a story and more just a horny rant with some tidbits from my past hookups.

I love the implied dominance that men have in the bedroom. I know this isn’t the case for everyone, but in my experience, and I assume for the majority of women, there are universal parts of sex that are clearly favored towards men or even flat out misogynistic. I find that really fucking hot and I want to talk about it, so here we are.

I get that sex is a spectrum and vastly different for everyone, different strokes for different folks and all that. But I feel that there are just these moments in what we think of as normal sex where women are expected to submit. Maybe others see it differently, but I definitely don’t feel like an equal when your cum is dripping off my face or when I’m stuck with the taste of cum on my tongue lol.