I was just there to give her my application. My first squirter and anal [MF] [Cheating][Very long]

*scroll down to the notice below if you want to avoid the boring bits. Warning involves cheating with a married woman.
This happened years ago before I met my wife while I was dating the girl previous to her. I was 23 at the time so must have been around 2k or 2k1. So I used AIM to talk to a lot of girls online back then. Typical of the time, people were quite willing to exchange pics. One of them, Heather (not her real name) exchanged pics with me ( I still have the one she sent me btw).

As typical with somewhat crappy pics sent over dial up (yes I lived in the county and it was the only option) I could glean that she was an attractive blonde. Seeming quite tall with a slender build and long legs. She told me that she was 29, married with 2 kids. So with that I didn’t consider hitting on her but rather just chatted. We ended up chatting online for a good year or so. Chatting whenever we were online at the same time, talking about everything, our jobs, problems, etc. She gave me girlfriend, fashion and even sex advice as I was dealing with a religious girl that was a virgin before she met me so she had issues with sex before marriage stuff.

She had her realtors license but was working in a warehouse office and often talked about how nice it was to work there. At some point eventually She was going through some marital issues as they were fighting quite a bit which made her want to chat online a lot more often as I became in a time when I wanted to find another job and aroused interest in a warehouse position asking her if they were hiring. She said her in-law was the stepson of the owner and thought she could get me in. She could take my application and bypass HR department by putting it on his desk and try to talk him into hiring me. Sounded good, it was a slight pay cut but I wanted out of my current employment.

later got the application for me and mentioned she was going to go to the grocery on my end of town if I wanted to meet her there in the parking lot to get it. I said “sure” She was to be in a red bronco which I quickly picked out, was a tad nervous as I never met her in person before. Parked next to her Bronco and there behold inside was her ….and her husband and kids. They all got out and I realized she must have told her husband about me to some extent anyway. She was certainly very pretty but wearing a long coat so didn’t get to check her out or anything. She smelled like sweet fruit I noticed as the breeze was in my favor. She also wasn’t as tall as I initially judged by her pic but she was about 5’9, same as me which for me was fairly tall for a woman, that along with her good looks seemed almost intimidating, but she was a sweetheart, country type of girl, very down to earth. Her husband standing there made me nervous so I just kept shifting my focus to and away from his wife thinking maybe he won’t think I’m eye fucking her or anything. We chatted for a couple of minutes, it was cold, kids seemed rambunctious so we parted ways so they could finish their shopping.

For whatever reason, I never filled the application out. She eventually asked me about it and I lied telling her I lost it. Not sure why, just became unsure about taking a pay cut. She told me she had another, I could stop by her house and get it….well, I thought to myself uncertain about even bothering. Until she later mentioned her husband was taking the kids to visit their aunt…in Mississippi. Which was a couple states away. I suddenly felt more comfortable about going over there and before the chat ended I said I could stop by so she gave me her address.

I pulled in her driveway just as her husband was shuffling the kids and luggage out the door. “Crap” I thought to myself. I drudged out and set myself to explain why I was picking up yet another application. He seemed disinterested if not irritated as he walked by me, perhaps they got into another fight I thought. I knocked on the door and she opened it up, smiled and let me inside. “Figures you’d stop by early while he was here” she said with a joking smile. She waved at them as they backed out of the drive. I apologized if I was a concern for him but she blew it off like it didn’t matter.

She was quite talkative. As she paced the kitchen tinkering about, I took the opportunity to notice her. She had on white, tight shorts and a pink top. Nice, round slender style ass, maybe a 34-38 c size breasts and very slender waist. Not bad for 2 kids I thought to myself. She sat me at the bar and gave me a pen to fill out my app. But it was hard to concentrate because she was constantly talking to me and looking as good as she did amplified my lack of concentration. I was there for what seemed like quite a while, mostly being the good listener. I finished the app, and it seemed apparent as though I should get going. She said “well thanks for the company” as she walked me up to the door. She leaned in to hug me. I typically consider a hug to be only about 5 seconds before it starts to be unprofessional so to speak but seemed oddly long but I wasn’t about to complain or be the first to break.

—————————heres the sexy bits————

She pulled her head back and I followed suit. Still holding each other, there was this very awkward moment as if this is when we should pull away but she didn’t let go. She smelled so good, like some kind of sweet flower/fruit mix. I felt extremely attracted to her so I took it as an opportunity and kissed her. She didn’t pull away and kissed me back. Our tongues met and we swirled them around in each others mouths like two feisty weasels exploring a playground. We split and I moved to her neck, kissing and gently sucking on it then I used my tongue to play with her ear lobes. I moved my left hand up to her breast and we knew where this going. She then pulled away slightly to remind me that we can’t because I had a girlfriend and she was married. But my brain was shut down, my dick was in control now washing out any rational thoughts. I leaned back in to continue and she didn’t pull away. I pulled up her shirt and squatted down to suck on her nipples. She seemed only slightly resistant but once I latched my tongue on those nipples, I looked up and saw her eyes close and head tilt back to the side knowing I was getting her going.

After a few more moments, I knew I had her inhibitions under control and I stood up to kiss her neck some more as I walked her into the living room and onto the couch. With my hands starting to shake slightly, I could feel my man like animal instincts start to lose control as all I wanted to do was fuck her as she was so sexy but I knew I had to work on her some more, she wasn’t ready yet. “We probably shouldn’t”…that was all she could say before I kissed her, sucking gently on her bottom lip. I leaned her back into the couch as I moved down to her breasts using my tongue and down to her stomach. I unbuttoned the shorts and no sooner did I get the zipper down I heard her say” we should move to the floor, I don’t want to get the couch wet” I didn’t think I could get more excited than I already was, but I did.

Once on the floor we started undressing each other as we kissed. She was on top and once completely undressed she sat up on me to pull her hair back. Her body was really sexy, of all the girls I had the fortune to fuck, she was the sexiest, well Julie back in college was a close contender. Those eyes, despite the fake eyebrows, she had those really sexy hooded eyes similar to Tayler Swifts. She lifted her hips, reached down with her right hand to hold my penis in position. I looked up at her face and she gave me a smirk as she squatted down inserting my dick into her. As she slowly slid down, I could instantly feel her body heat from inside on my head and her silky texture on my shaft until I was all the way in. She moved very slowly, almost hesitant. She said “Can you let me know when your about to cum?” I reassured her knowing her concern, “sure, I’ll let you know in plenty of time and pull out” She seemed quite relieved and started humping me, at first with a long up and down stroke then changed momentum to a nice steady pace thrusting her hips with a slow, hard grind on the bottom stroke before rising up on my shaft and more quickly on the down stroke , we started making out.

Maybe a minute went by, she was thrusting faster and I heard her say “oh” in an orgasmic state, her back shivered and I suddenly felt something I never felt before. I felt a warm, liquid squirt on my nuts and trickle down. At first I thought, did she just pee on me? It got really sloppy inside, as If someone squirted a handful of lube in her. With each pounce of her pussy lips I could hear the sloshy sound. With so much moisture, I couldn’t hardly feel anything other than wet, slick warmth. Soon it started to dry and I could feel some texture on the head of my shaft again. No sooner than and with another “oh” she squirted again. I realized then that she didn’t pee on me per say, she was a multiple orgasm squirter just like I’ve seen before on porns. “So this is what it’s like” I thought to myself.

We changed to missionary position, then I felt her motion me to raise my legs, she closed her legs with me inside her and now mine were outside hers. I watched her pussy as I thrusted in and out with her legs closed like that. Felt a little different anyway. It seemed that almost every 30 seconds or so, she would moan or say “oh”, her body would shiver and then she would squirt with what seemed like a copious amount of fluid. I had a hard time finishing since with each squirt, it got really sloppy and over lubricated. From there we changed to many positions including doggy style, Libra, downward dog, spring and cradle and maybe a couple others I have forgotten before finally where we started with the cow girl position.

So we ended up fucking for a very long time and I don’t remember how the topic came up but I remember mentioning in response that I never did anal before. She seemed quit willing to be my first and pulled me out. She went to a cabinet and got some lube, squirting some on her fingers, she reached behind and inserted them into her ass. With a smile she kneeled on the couch into doggy position. She said sternly “when I tell you to stop, don’t move, I have to relax myself otherwise you’ll hurt me”…”you bet” I said.

Her cheeks spread, I pulled one to the side. Her hole looked impossible tight, still gleaming wet from the lube. I slowly pushed the head in and she said “hold it” I didn’t dare move. I could feel her muscles inside contracting. Then she said “ok, your free to go wild”. “Hmmm” I thought, ok so I pushed it all the way in, she grunted slightly. I started off slow then faster and after a minute she was grunting with each stroke. Finally…finally I’m about to cum and let her know, preparing myself to pull out. She turned her head all the way to look at me and said “cum for me” then with a gasp said “Cum inside me”. I’m now suddenly reminded this is a married woman. It’s unprofessional to cum inside her I thought to myself. But she was so good looking I couldn’t resist her request and I had her permission anyway. i could feel her start to contract her rectum with what I assume was for my pleasure to force me to cum and with one final thrust deep inside I blew my load. I could still feel her rectum contracting as it was pouring out of me into her ass. I slowly pulled out. We stood up and she gave me a big smile and walked into he restroom, coming back with two warm rags for us to clean ourselves off with. “You made both my holes sore, I can barely walk” she said with a giggle. It was now dark as I left her house, I actually got lost her in winding neighborhood.

We must have both felt guilty as we didn’t chat online as much as we used to. A few months later, She discussed having sex again. She came by my house and spent the night. She started me off with a blow job, a very passionate and slow one and mostly missionary sex. Like before she squirted quite a bit, soaking my bed sheets completely. To be honest I don’t think I cared much for that. In fact I kind of lost interest in her because of it. No anal this time but I pulled out and nutted on her sexy belly button. Next morning we did it again before she left and I felt very certain this was the end of it. Like it was her last hoorah perhaps. She later mentioned online that she patched things up with her husband, maybe our affair helped with that, dunno but we gradually lost contact after that. BTW I never took that job and probably for the best as it might be awkward working together.

She was a sweet heart though and so sexy. All I have now is memory of a unique experience for me and the pic she sent me. Hope you enjoyed my story, I only have a couple more sex experiences that might be interesting to read and I’ll share eventually. Take care everyone.

Source: reddit.com/r/gonewildstories/comments/8bvahn/i_was_just_there_to_give_her_my_application_my

7 comments

  1. That sounds like quite an experience! Would’ve been interesting to see if it continued if you got to work with her, nice little extra job benefit.

  2. A picture to go with the story would go a really long way to help with the imagination.

  3. That was a good read and nicely written.

    “Our tongues met and we swirled them around in each others mouths like two feisty weasels exploring a playground.”

    This sentence made me lol for real, :)

  4. Upvote just for using and admitting to using AIM

    Story is pretty damn good too lol

  5. I forgot to mention that my impression of doing anal was that it seemed pretty similar to the pussy. I guess I had expectations that it would be noticeably tighter or something. That was the only time I ever did anal actually.

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