This story is about me and my coworker fucking while she was training me to be her replacement.
She’s 5’5 blonde hair beautiful ass and nice boobs
Me 5’10 athletic build
Rachel and I had worked together for 2 years, but were just friends due to the fact that she was in a serious relationship. That is until her boyfriend dumped her and moved away, which hit her really hard. She spent the next 2 months trying to deal with the break up with no avail. I even took her out after work a couple times to try and cheer her up, but that didn’t seem to help any either.
Her mother and sister both lived out of state, so she decided it was best to move back home to be with them during this time. She was a delivery driver where we worked, and when she put in her 2 weeks notice I was told I got her job. We started training the next day which was just driving around for 6 hours a day in the company truck and talking. She spent a lot of that time talking about her break up (which makes senses), but towards the end of the 2 weeks she was finally starting to sound a little happier. She later admitted having me to talk to all day helped her a lot.
On the last day of training she started the shit talking aspect of break ups, and started venting to me about her ex. Your normal stuff didn’t wash the dishes, didn’t take out the trash. We had been friends for a while but had never had in depth talks about our sex life’s, so she caught me really off guard when she said “and when I decided to get a butt plug he didn’t want to use it”. I was both shocked and instantly turned on. Now this girl is fucking cute 5’5 blonde hair beautiful ass and nice boobs, so her being sad about not getting to use a butt plug made so many other questions pop into my head.
She then told me “sorry for over sharing” I told her it was fine, and that it sucked because butt plugs are really fun. She gave me a grin and asked “how would you know” so I told her that I’d had a partner who loved them and used them during sex and masturbation. She blushed so hard it was adorable. That got her to really open up though, and she started telling me about all the different sex toys she had. Turns out her ex was super vanilla in bed and one of those guys who shames a girl for needing a little help to cum, but he cums in 2 pumps and leaves her completely unsatisfied (Which is the greatest of sins). So when they moved in together all her toys went into the closet and never came back out. She started asking if me and my partners had ever used any of the same toys she had, so I decided to have some fun with her. I told her every toy we had used in really great detail and I have never seen a girl blush so hard. I could see her start squirming in her seat and I knew she was getting wet. I was also getting horny remembering all the great sex and I was hoping she couldn’t see my boner through my jeans. She then asked me what my favorite part of sex is. With full eye contact I told her “I love it when my partner and I cum at the same time and she’s squeezing my ass while I’m cumming”. After that she said we had to stop by her apartment to grab something.
When we got to her apartment she let our boss know we were going on lunch and we’d be back in an hour. We hauled ass up those stairs and as soon as that door closed we were all over each other. Your typical movie moment where there’s a line of clothes from the door to the bedroom. When we got to the bed she layed down on her back legs spread, and I could see on the crotch of her light blue planties a wet spot. I jumped on top of her and started sucking and playing with her nipples while she ran her hands down my back and moaned oh so well. I sat up threw her legs over my shoulders and pulled off her panties exposing her beautiful little pussy, how incredibly wet she was, and a cute little bush. I set them aside and told her we’d need them later. Still sitting up with her legs on my shoulders I started kissing down and running my hands up and down her smooth thighs. She reached out and started groping my dick through my underwear, but when she went for the waist band I grabbed her hands and pinned them above her. I whispered in her ear “not yet” while grinding my bulge against her bare pussy. I kissed my way back down her body all the way to her clit. I started out slow kissing it gently, slow licks. She started moaning and rolling her body so I picked up the pace. I could tell she was loving it when she started playing with her own nipples and moaning louder. I slid 2 fingers in to play with her g spot and that’s what sent her over the edge. She grabbed onto my head for dear life and grinded her hips into my face as hard as she could till her whole body started squirming from the orgasm.
She lay there for a bit till she came down from her orgasm high, then she sat up and licked all of herself off my face. Her hands slid into my underwear and pulled out my dick hard as fuck, covered in precum, and ready to go. She put me on my back pulled off my underwear and grabbed a condom (safety first everyone). She straddled me stroking my cock while grinding her clit on it teasing me. I couldn’t take it anymore when she finally grabbed my cock guided it to her pussy and slowly let it enter her. It felt so great all the warmth and wetness. We both let out a sigh of relief as she went all the way down. She proceeded to do a nice slow grind while making out. This only lasted for a bit until she whispered in my ear “I want you to fuck me like he never could, the way a man would”. Needing no more instructions I threw her off me and told her to get into doggy, she happily obliged. I went into her closet and found the butt plug still in it’s unopened box, thankfully it was also the smallest one I’ve ever seen. I grabbed her bottle of lube and told her if she felt any discomfort let me know and I’ll stop. I lubed up her ass hole slowly with my pinky to get her ready, then I slowly put in the small plug. She was fine, said it felt a little odd but it was her first time doing any anal so it was expected.
She then told me she needed me inside her and with that I grabbed her hips and guided myself in. I started slow which she didn’t like and she said “fuck me hard and fast”. I grabbed a handful of her hair smacked her ass and fucked her as hard and fast as possible. She couldn’t even make words beyond loud moans. I decided it was time and I grabbed her panties, I told her to be a good girl and to hold them for me as I put them in her mouth. I grabbed back onto her hips pulling her into me as I thrust making it more intense for her. She later told me she lost track of how many times she came during doggy. With the combination of my balls smacking against her clit, her muffled moans through her panties, and her plug rubbing my head from the inside I knew I was close to cumming. When I pulled out of her to switch positions my cock was covered in her cum, it’s by far the sexiest sight.
Her legs were jelly which made flipping her over easy. When I saw her face she was in an orgasm daze, drool coming out of her mouth and all over her panties. I took them out of her mouth and thanked her for being a good girl and holding them for me. I asked her if she had one more in her and she nodded. She grabbed my cock guided me in and then said “cum for me”. I was already so close that her saying that almost made me cum. As I was fucking her I could feel my balls hitting her butt plug we were both loving it and not long after she started cumming and yelling “cum for me! cum for me!” While grabbing my ass and pressing me harder into her. I came the hardest I’ve ever cum in my life, and when I looked at her she the most accomplished smile on her face.
We lay there for a bit then remember we have to get back to work. We get dressed as fast as possible and headed back. She thanked me for the amazing sex, and listening to her during her break up. Sadly that was her last day so we never got to fuck again, but she’s doing much better now and that’s what matters.
I hope you enjoyed.
Source: reddit.com/r/gonewildstories/comments/afkf5h/mf_best_job_training_ever