Category: gonewildstories

[MF] Breakfast With Ann

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This is a continuation of my previous story about my time as a trade-school instructor. Previously, 22 year-old Ann and I had a great time pleasuring each other in the back of my Wrangler. As we parted ways that night, Ann asked me if I had to teach the following morning. I didn’t and she subsequently invited me to “breakfast” at her place.

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I got a text from Ann just before I crashed that night. I just finished in the shower when I noticed my phone had a new message. Ann had sent her address and a message that just said “9am, don’t be late”. I was grinning ear to ear as I finished up my night time routine and got in bed. My dreams were, as you would expect, very vivid recaps of the escapades in the Jeep. My mind knew there was no need for exaggeration. Her juices on my chin, her words falling into a jumbled mess as she came, all of it was replayed for my viewing pleasure.

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Part II: The story o[F] [M]y girlfriend asking me to fuck her sister

Dear people of r/gonewildstories,

I am very sorry that it took almost half a year for me to post the second part of my story as I promised in my first post. But let´s just all be happy that I finally made it.

I highly recommend to read the [first post](https://www.reddit.com/r/gonewildstories/comments/aelba7/the_story_of_my_girlfriend_asking_me_to_fuck_her/) in order to get the background of the story.

Here´s part two of me fucking my girlfriend´s sister:

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In the evening I called my girlfriend Sarah to ask her about how the vacation has been for her so far.

We were chatting around when she suddenly said “Oh, and I already talked to my sister.”

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These sisters really shared everything.

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“You can’t imagine how thankful she was. Although she mentioned that you did not really fuck her, how did this happen?”

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I told Sarah everything that happened only hours before between me and her sister Emma.

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“And she really wore a sexy outfit? She must really like you, honey.”

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As Emma’s outfit was still lying on the bed I took a picture of it and sent it to Sarah. Read more »

How I fulfilled by GF’s fantasy by fucking her best friend. [MF]

So I touched on this story a while ago over at /r/sex. Thought this would be a better place to go into it more extensively. This is the story about how I (30M) accepted my GF’s (28F) challenge of fucking her best friend. (27F) This is longish.

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Me and my GF (let’s call her June) have been dating for quite a long time now. She’s an averaged height brunette with a smaller body frame and chest size, but one great ass. We’ve been very open with each other about our wants and desires since the beginning, even when we initially felt uncomfortable doing so. It has only made us all the more stronger. I couldn’t ask for a better lady. We’ve done all kinds of things that we other wise would have never thought about doing. As a result, our sex lives have never been better and we can’t help but fuck like rabbits on a neat daily basis.

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[MFF] My wife and I dominated young tinder date. (Long Read)

Fairly recent, my wife and I decided to explore Tinder without any real expectations. We had seen some guys and girls she wanted to fuck but never pursued it until coming across Emily. (name changed for the story)

Emily was a 21 year old, petite blonde with a body we both were craving so we reached out to her. We didn’t know what to expect, from her picture we figured it was a fake profile but went with it anyways. It was exactly two hours after sending her a message that we got a reply.

We made small talk to learn about her and her about us. She said she was bi-curious and that she loved dick. We knew we wanted to explore her tight young body so we set up to meet at a local dive bar in the city where my wife and I had a nice hotel room just Two blocks away. Read more »

Walked in on [M]y girl[F]riend of eight years taking it in the ass.

Some of you may have read my previous post about my girlfriend of 8 years finding her first fuck buddy, well today I came home from an awful day at work to hear her moaning like crazy. I walked upstairs to our bedroom and peek in the door and find my beautiful, loving girlfriend who I’ve been with since 8th grade, with her new friends cock balls deep in her ass. Over the last 8 years I’ve never been able to do anal. On my birthday this year she let me eat her ass, but that’s it. Here she was with his dick in a place mine has never been. It hurt, but it also turned me on like never before. I spoke up and said “ how come he gets to?” She responds “ he didn’t ask, he’s a real man and takes what he wants. He told me he’s fucking my asshole and that’s that. What was I supposed to say?” With that, I just stood in the doorway until it was time for her to swallow his cum like she told me she does any chance she gets. Except this time, he didn’t pull out. He came deep in her ass and called her a whore, got dressed, and left without another word. She thankfully let me fuck her, still no anal though. She told me in a day or two she’s fucking him and his cousin and maybe his friend, too. She told me I could watch and clean her up after. I still can’t believe a man she’s barely known 60 days has cum in her ass, meanwhile her future husband hasn’t even fucked her like that.

Gave [m]y first facial last night

Im a 27 year old male. I have been seeing this 26 year old (f) on and off over the past 6 months. We met at a work networking event. Never been serious but loved fucking each other, its kind of our dirty secret.

I had not talked to her in about a month, and I am out drinking with my buddies. She replies to my IG story about how she is bored at her apartment and wishes she had some company. I made an excuse to my buddies and called an uber to her place.

We talk for a bit when I get there, but she is looking incredible. Some info on her: shes about 5’7″, skinny fit with really big tits for her size. They are my favorite and she knows it.

I start unzipping her zip up hoodie and she is wearing no bra. I start fondling a bit while she starts talking a little dirty. She asks me what I want and I reply “I want my dick in between your tits”. This really got her going. She stripped me down to nothing while I am sitting on the couch, at this point Im rock hard. She stands up and undresses in front of me. At this point we are both completely naked. Read more »

I [f]ucked my [m]arried boss and loved it (remake, long)

I apologize for the other post that did not have enough details about the act itself. I haven’t told anyone about this and never will, for obvious reasons, and I don’t have a particular talent to write, so don’t judge my skills too harsh. This happened recently.

Leading up to this, me and my new boss (he became my boss 2 months ago) had a close working relationship, staying late at the office, etc. Well, I guess looks are subjective but he is definitely a very handsome guy. He is exactly my kind of guy in terms of looks – tall (6’2”), not overly muscular but not skinny, dirty blonde hair, and deep blue eyes. He always dresses in nice suits that wrap his ass and crotch perfectly.

2 weeks ago, we were staying late and he brought me dinner at the desk. As we were eating, we got closer together and began kissing. He put one hand around me and one on my knee, slowly reaching upwards. It felt soooo good. His mouth tasted just like I fantasized it would. I put my hand on his crotch and he let out a faded groan. In my slow moments at work, I used to think about how he’d look naked and what his dick looks like. He has huge hands with thick fingers, and after running my hands over his pants, I could feel that he is big indeed. This lasted a few minutes, then we realized we are at work, and the janitor might catch us, so we both left for the night. Read more »

Brunch [F]un

On a lovely Saturday afternoon, I went for what I thought was just a regular brunch date with this guy I’ve been seeing for about 3 months at the time. The chemistry is insane every time we meet. We just can’t keep our hands off each other.

As he walked towards our table, he had this sly smile on his face. He came over to my side and sat down beside me. Immediately very touchy and was nibbling my ear. I told him that this restaurant is known for inviting couples to “try out” their single stall washrooms during Valentine’s Day. He then took my hand to feel his growing bulge.

The server came by to take our orders, we both got their famous buttermilk pancakes. Which was so delicious, but dense and I couldn’t finish my order. Halfway through our meal, he whispered “ Wanna show me where the washrooms are?”. Read more »

[F]irst Face Fuck

Ok so this is my 2nd submission. A backstory, when I first started having sex the obvious oral was performed. But I never knew how to properly suck cock. The previous guy i was with never really went into detail and i didnt know what to do even though i had watched videos on it. I was a very innocent girl back then :) before I used to just literally move my mouth up and down! Until I met F (previous story)

This happened during our second encounter. I came over again a few days later. He asked for head and I explained how I wasn’t that good at it. And he said he would teach me since head is his favorite… Read more »

I learned to love giving head. [f]

Before I started my relationship with Sir, I only gave blowjobs when they begged for it, sometimes not even then. I never really liked when a guy went down on me, so I didn’t give anything either.

With Sir, it is different. It took a while before I could relax while going down on him, and I was always nervous that I would do something wrong. My tricks that I have learnt before didn’t work on Sir so it felt like starting over from scratch. I still don’t want him to go down on me. I know that he will reward me when I deserve it, and then without me being uncomfortable.

He trained me a few times and told me how he wanted the blowjobs and I tried my best to fulfill his wishes. I like things nice and tidy, Sir wants the blowjobs to be messy and sloppy. I was ashamed when the tears started falling while deepthroating, it made him even hornier. Nowadays it feels like a reward to suck Sirs dick. It means that I have been a good girl and done everything he wished for, and now he will reward me by letting me taste his cum. I even look forward to all the sloppiness that he wants that I hated before. It feels like hunger sometimes, you just need to taste it, as soon as possible. Now I think that I’m ready for a summer full of unexpected blowjobs, and I don’t think Sir will have any complaints about it. I would not say that I am a blowjob-queen, but I’m getting there.