Sex with my boss (MF) | 2016

An Affair

Several years back, I was working for a young married woman. She had a horse ranch where she bread, trained and sold horses. It's not easy getting into the horse business when you don't have any horses. Harder still when you've worked with horses all your life, know how to train horses and try getting a job with someone by telling them you don't own a horse. Anyway, I was working part time at target, trying to find something better when this little sexy brunette walked in looking for this or that. I was all too happy to help. Her name was Heather and she stood all of about 5'2" and had a very slender waist and nice pert breasts. Besides her breasts, I remember her butt the best. It was one of those rocking tight asses that you see on dancers.

Well, we got to talking about horses and something I said peeked her interest because a few days later I was visiting her ranch discussing a possible employment opportunity. She had just moved to Texas with her husband and wanted to start up her business. She already had five mares, a stallion, two colts, an no time to train any of them with the other work she had to get the place up and running. Her husband was going to school and spent little time at the ranch and helped even less, so she hired me on the spot, more as an extra hand, than a horse trainer.

First few weeks I spent fixing the barn, cleaning stalls and riding fence. Nothing terribly hard for what I was being paid, but all together uneventful. In the mornings, around 6 am, I would pull in the drive as Heather's husband was leaving for school and honk my horn. More than anything, it was so that she knew I was there. Heather was never one to come out and help with the choirs around the ranch and I spent most of my work day alone doing this or that. It was great. Knowing what needed to be done and when to do it made it so that Heather never told me what to do and instead of her being my boss, she became my friend and I hers.

Soon, my morning honk became our greeting and she would meet me by the stables with a morning snack. The snack morphed into breakfast inside the house. It was just easier that way, I guess. We enjoyed each others company and spent most of the day laughing as we worked. Around that time, I started helping her train horses and stayed later after work to finish the repairs and cleaning. On some nights, when her husband studied late at school, I would stay for diner and even go to a movie with Heather.

Then something odd happened one morning. That morning I had a doctors opponent. Still, I came over for breakfast as was routine. We ate, talked and laughed. After, I helped wash the dishes. As was normal I patted her shoulders from behind, to say I was leaving. She turned and kissed me. It was a peck on the lips. A peck I suspect a wife gives her husband. The same peck I saw Heather give her husband on occasion. She was quick to laugh it off as it was the natural thing to do with her husband. Thinking nothing of it, I laughed saying her lips were soft and tasted like honey. But that peck is still on my lips today. A soft luscious peck, I have never had the equal of feeling.

That afternoon I returned for the normal course of duties, which I was all too willing to dive into. Stopping the truck at the house as always, I jumped out and went straight for the barn, never thinking to honk as I do in the mornings. I found a saddle and tack near the barn and heard the sound of running water within. This was normal. After a ride, Heather would always wash the horse while leaving the saddle, pad and tack to dry.

To my surprise that day was much different. As I rounded the corner of the shower stall in the barn I saw the slight, very naked form of Heather spraying down bay mare. It was a sight straight from the pages of Playboy. She was washing herself and the horse like she had done it a million times and there was nothing to be timid about. Both mare's were covered in suds, the horse cross tied to the walls, Heather, with hose in hand, rising the horse then herself clean of the bubbles.

I wanted nothing more than to hide and watch this display, but to my discontent, I about chocked on my tongue that I'm sure was hanging out of my mouth and coughed. Must have spooked the hell out of Heather and the horse because both about jumped into the rafters of the stall. Quickly I marched out of the barn, thinking that soon I would be looking for a new job.

A short time later, Heather appeared with a timid smile, fully dressed, toweling off her hair. She joked that I got a good show and asked if I liked what I saw.

I bantered back that she should wash the horses like that every day.

She relented that it was easier that way because she didn't have to go inside after to rinse the sweet off.

After that day, Heather wore a bikini under her chaps and t-shirt and would rinse herself and the horse after a ride. Since, I would ride with her I got to watch. Well, not really. While pretending to be busy with this or that, I would glance at her as she sprayed her body clean. Sometimes she noticed my watchful eyes and would play in the water longer than normal, taunting me. She got a kick out of that I'm sure, but if I stopped and stared she would quickly cover up, ending the show. At times I had gotten so hard that I had to run to the bathroom and take care of myself.

Now, it must have been three or four months of working for Heather when I had first got bucked from her stallion. He was a creamello by the name of Casper and was always hot for the mares, rather they were in heat or not. Well, after a good rain we took Casper out with one of his mares. While returning and messing with the gate on horseback, I was bucked right off and into a ditch. Pushing my face from the dark water, I thought Casper was going to trample me to get at the mare. I wouldn't blame him one bit, because I can get that way sometimes. Luckily, Heather was already beating Casper back into the corral as I crawled out of the ditch. I wasn't hurt and in fact laughed it off, but was dirty as all hell.

We took the horses back to the stalls, untacked them and hitched Casper up in the shower. Heather stripped down to her bikini and turned on the hose as I laid out the tack to dry. Before I could get back to work, Heather asked, "Don't you think you should get cleaned up a little."

Now, you see, this wasn't the first time I had been covered in dirt. In fact, several times I had been covered in shit and Heather had said nothing about that. So playing dumb I asked, "What? You want me to strip down and join ya'll?"

"Well," she said, "I don't want you going anywhere near my house like that." Then she sprayed me with water. It was brisk and cold and I squealed like a little girl, I'm sure.

I was quick to take Heather up on her offer, pulling my shirt off from over my head. Kicking each boot off with the other foot, while unbuckling my jeans. Socks, boxers and all I pushed my way toward Heather as she sprayed water at my chest, laughing like a deviant little school girl. I fought her for the hose and sprayed her down real good. Soon we found each other's lips and I tasted that sweet taste I remembered so well. We fought with each other's scant clothing as I pushed her into the corner of the shower stall, my hands groping at her breast my tongue in her mouth. She dropped my boxers and went to her knees and laughed. My cock, balls and pubic hair were covered in mud. Taking the hose from the floor she sprayed me off and then with shampoo washed me. I was hard as stone after, but she just washed up to my chest, arms and then finished with my legs. All the while I made myself useful. I played with her breasts, fondled her pussy from over her bikini bottoms and grabbed that sweet ass of hers.

After I was clean to her satisfaction, she stood and we kissed longer and harder. With my dick in left her hand, her right arm around my shoulders as I propped her against the wall with a leg up, and her bikini bottoms pulled to the side, she helped me into her tender luscious pussy. She was so wet that I went in without effort. Now, you must realize that this was my first experience with a woman unprotected as it were. And there is something to be said about that feeling of the smooth tender insides of a woman around your cock. It didn't take long, as I was so hard and ready, that I pulled out just after the first 10 seconds of thrusting and I nutted all over both our stomachs.

Then came her little dejected little giggle. "Oh, my big boy." She taunted. "That was fast wasn't it?"

Surely, I blushed red at this. There was nothing I could say, it was kind of premature.

"Well, you'll last longer next time." She told me. And I did, but that is another story for another time.

Heather and I had started out as employer and employee on her horse ranch, but we quickly moved into another realm. After about three months of working for her, I was suddenly getting paid differently. Needless to say I had to pick up another job as working for Heather wasn't paying bills. Luckily, with her help, I got on as a local horse trainer and only had to work three or four hours a day to be able to have more than enough money to pay bills.

Her workaholic husband was oblivious of me and my goings on around the ranch. He hardly noticed as Heather and I would step out of the barn, fixing our clothes or the way she would look at me flirtatiously. Hell, he didn't even like horses and hardly ever went out into the fields, much less near the barn. The times I did see him, he was yelling at Heather because of this or that. She never took that well and would turn red in the face yelling right back at him. As for me, I kept my distance from the man and never said more than a hello or good bye.

In part, that is why I think Heather was attracted to me. As a rule, I never yell. From my years working with horses, yelling was one thing you never do. Cooing and baby talk work best with animals in my experience. Any form of reprimand was quick and to the point, followed by calm, collective and positive urging. Women like that, I've been told.

Anyway, while her husband was away, Heather and I were usually busy screwing each other like rabbits in spring. Damn we were hot for each other. Working away from the barn in the open fields was all Heather could do to keep her hands off my cock. Open fields never stopped me as I was always handsy when the chance presented itself.

Hell, that woman would taunt the hell out of me. She come out to work in a little bikini, chaps and boots. Then she would work all day like that, not ever letting me put a hand on that sexy tight body, like holding a t-bone steak in front of a starving dog. Later, in the barn she would finally let me at her and I was ravenous, tearing at her little bikini. Soon it became a game, and when I finally got my way, I would leave her chaps on. Just her smelly chaps, that's all. Soon, she wanted me in only chaps and we were fucking like dirty cowhands. Well, that is, until the day I zipped my butt in my chaps. Still have the scar and its and beautiful memory for sure.

Our affair went on for a year. Odd really, when I think about it. Heather was like my girlfriend of sorts. During the day we would go out to lunch, like it was diner, and movies. At night, when her husband returned, I would head for home completely satisfied. I never realized there was anything different about us. Well, until I had to explain to my family why I wasn't dating any girls. My brother actually asked if I was gay, being that I never tried to pick up any girls at the bars we frequented.

Yeah, yeah, that got me thinking. Was my relationship with Heather healthy? I asked her and she laughed at me saying, "Go find yourself a girlfriend. Have fun." She then told me that she still slept with her husband several times a week and loved him very much.

"What about us?" Was my next question. Again she laughed saying we were having fun. I like the ideal of fun.

So the next friday I went with my brother to the bar and tried my damnedest to pick of a chick. Well, you all know how that goes. Yeah, nothing! Not even a phone number. I'm not a bad looking guy. Hell, I think I'm pretty good looking. Besides that, I worked with horses for a living at that time. That's like going fishing with the best bait in the world, guaranteed to catch the biggest, baddest fish, and coming up dry. Anther two Friday nights and I was done. Heather wasn't holding out, so why try to find something else.

We went on doing our thing like before and just for fun I would go to bars with my brother and pretend to hit on women, just for show. Then it happened. I met Allison. She was this little sad looking redhead sitting alone at the corner of the bar downing margaritas like there was no tomorrow. She was wafer thin with little pert tits and hardly a butt to hold on to. She had nice red lips that matched her hair. Now, I'm a redhead too, so it was just natural for me to playfully ask where she got her hair. (Its a redhead kind of joke, because random people ask that. That or the common man joke of do the curtains match the drapes, which has been over done.) I said I found my hair abandoned on the street.

She laughed and we started talking. Allison was married and her husband, she had found out, was cheating on her with a neighbor. Not that he told her, she just saw them at it one day as she was coming home. She said that the house was empty but his car was in the drive. She just happened to look out the side window and saw her man kissing the woman in the kitchen next door. She didn't know what to do or what to say. She just started diner like normal, smiled when he came in and pretended it was all a nightmare. Come Friday she is sitting alone at the bar contemplating what to do next.

After a few drinks, I share my Heather escapades with her. I tell her how I felt. I don't want to see other women, but then again how I'm finding the whole situation of being with a married woman was crazy. She asks if I loved Heather. Again it got me thinking. In a way I loved her and I still love her now. If Heather needed me for something I would come running no matter where I was or where she was. And however odd it seems now, Allison and I had something in common.

I met her at the same bar Saturday and Sunday night. And by that time her husband had grown suspicious and was calling her cell phone every ten minutes wanting her to come home. Finally, she just turned off her phone and offered to pay cash for us to stay at the local hotel.

Drunk sex is not the pretties experience in the world, but it was fun at times. I recall I was fucking Allison over the side of the bed right after we went in the room. I just hiked up her dress, pulled her panties off and started drilling. She loved it, asking me to pull her hair and slap that little ass. Slapping her was not what she expected and she let out a scream of pain, asking where I learned to slap a woman. Heather liked it hard, so why not Allison, I thought. Though in retrospect, Heather had the meaty round ass of a dancer that you could handle an open hand slap. Allison had a tight cheerleader like little butt more suited to pinching.

I held back a little and we got into a rhythm of rocking back and forth, until Allison stated, "Oh, MY GOD!"

Not what you think, believe me. She jumped off the bed and ran into the bathroom holding her mouth. Over the toilet she puked up everything she had to drink that night and more. I held her red hair there, until she drifted off to sleep. Being that she was covered in puke, I started a bath and put her in. She was symi-lucied as I washed her, even helping me fill her up. It was as if she was directing me from her sleep where to move my hand and how long it should stay there. It wasn't like she was going to get off, she just liked being touched, I'm sure.

Several times, she drifted off and almost submerged in the bath water. The the third time trying to keep her head above water, I let the tub drain, watching the water slowly reveal her slender form. My dick was still standing at attention and I needed a release, so I took it in hand and started to rub one out. Toward the end Allison woke and watched me masturbating. Thankfully she contributed to the end by leaning over the side of the tub with her tongue out of her mouth just asking for my cream. I had a hard time with my aim and sprayed across her left breast. She laughed, drunkenly saying that I had a big load for her and what should she do with it.

That was a crazy night and I was late for work the next day. Well, I say work, but Heather wasn't paying me in cash anymore, so was that really work? She was mad. The horses had gotten through the fence, that I had been neglecting and she had spent the morning wrangling them up wearing nothing but a long bath robe. "Where the hell were you!" Was her first response, before proceeding into a rant about she's not paying me to be late and why haven't I've been looking after the fence and what does she look like? "I pay you to work!"

I fought back a laugh, but couldn't hide the smile. In that moment I could see it in Heather's eyes. She knew she wasn't paying me in cash and I wasn't coming to work everyday for the cash. Then she said it and I still laugh about it today. "You're just my whore." Sounds harsh, right? Well, in a lot of ways it was true. Don't you think? I laughed and I'm still laughing. Hell, Heather and I laughed about this not more than a year ago, and it's been like 12 years since she told me this.

As I fixed her fence we talked about why I was late and all the sorted details. Heather just ate it up, asking what Allison looked like, what she felt like. In detail I told about fucking her over the side of the bed, never having turned on the lights. She was thrilled that I had washed her after holding her hair back. "Not even my husband wants to be near me after I puke," she had admonished. She playfully toyed with the bottom of her robe so that occasionally I would catch glimpses of her vagina. She even helped pull the fence taught at one point, letting her breast pop free.

As we walked back to the barn, I told her how Allison helped my rub one out and that was it. Heather was down on her knees pulling my cock from my pants and sucking the stiffness into it. Man could that girl suck cock when she really wanted to. I picked her up and propped her over the water trough. Her robe was easy enough to bypass and I was back inside Heather's tight little pussy.

Both Heather and Allison were tight, but in very different ways. Heather had long pussy lips, that would swallow the sides of my cock and I loved watching how they moved as I banged her. Allison had a slim lipless pussy with a large clit. Well, larger than I had seen at the time. Come to think of it, her clit looked large because of the lack of pussy lips. But she was tight and almost shallow type of vagina. She told me on a number of occasions that I was being too rough and was hitting her cervix. I don't really understand how, but she was tight like that.

Anyway, at some point I told Heather how she felt and explained Allison was somewhat different. That was that. Heather stood up, asking if I was done yet. Still hard, there was no way. She told me to masturbate like I did in front of Allison. I did, while Heather was watching. It was very different as Heather seemed and was indifferent. I felt like a stallion being watched to see my reaction around mares. Well, I didn't really care, because Heather was there leaning on the water trough with her robe open, just watching me. So I rubbed one out. Holly crap, I shot a ribbon of cum right over Heather's face. I wasn't aiming for her, heck I was a good two feet from her and her face was well above my dick. But I shot it like I had intended to shoot right in her face. It was like a stun gun had shocked her into cardiac arrest as she just sat there with a dumbfounded look across her face, along with my dripping cum.

And she was livid again. She fired me on the spot. The up side to it all, she didn't say a thing about never seeing me again. She actually called me that afternoon, saying that she needed some help getting hay later that week. We talked and played around, but it was a long while until we actually had sex again. However, seeing the look of shock and astonishment etched across her face as my cum slowly dripped from her chin was priceless and I wouldn't have given that up for anything.