Category: gonewildstories

[MF] My first anal

This happened when I was 22 and had been out of work for a bit. It led to me having a place to myself for hours and hours. And boy did I take advantage of it!

At the time I was hooking up with a bunch of different guys and each of them for a different reason. One loved coming over just to get a blow job and play with my breasts. He always offered money and looking back I was stupid to have turned it down. Another had a less than average penis. He was constant pressure on my g spot. A different guy was a college freshman who had a habit of cumming in his undies before we got started. My first anal though? He was a somewhat nervous man on his lunch break.

 

I had hopped on my bed and slid my underwear off, always eager to be filled. This man who would soon become forever imprinted in my memory slowly removed his suit and tried to make small talk. Read more »

[F]ootball Guided Masturbation+Spanking [D/s][Dildo][Vibrator][Spanking][solo]

“Football time, better get ready.

Chips? Check

Pop? Check

Vibrator, Dildo, paddle? Check

What am I missing? Oh right, better get naked…”

I am a big fan of football. There is nothing better than sitting down with a few friends and watching the game, but I was going to be watching this game alone. I had specific tasks from Sir. I had to watch the game in my underwear with my vibrator in, following these instructions:

* The vibrator will be turned on when my team has the ball, otherwise it stays in, but off;
* When the other team scores, I will spank myself 70 times for a touchdown, 30 for a field goal and 10 times for a turnover;
* If my team scores, I will fuck myself with the dildo for 5 minutes if they score a touchdown, 3 minutes for a field goal and 1 for a turnover
* I can only cum if my team wins.

This is going to be a fun game! Read more »

[FM] Drunken experiences with a ~friend~

So this guy (Jack, 22M) I’ve known for 2-3 years stayed at my apartment with another one of my friends (Tyler, 23M). We were all pretty trashed, but I (22F) was sobering up. Well Jack was the most drunk of all of us and he was a bit of a handful. He decided he wanted to sleep in bed with me. I said that’s fine because my relationship with both of these men has always been very platonic and non sexual.
The moment he crawled into bed he began cuddling me, which I decided was fine as well because like I said our relationship was 165% platonic and I didn’t expect him to try anything because Tyler was in the room as well, I just thought he wanted to snuggle…. No that was not the case, because he started rubbing my legs and things and ass over my shorts. I moved his hand, told him he was drunk and it wasn’t a good idea and went back to trying to sleep. He had none of that and moved onto my tits. Sliding his hand under my shirt and stimulating my nipples which naturally responded immediately. My whole body responded—my legs spread and my ass was grinding on him. “FUCK” was the only thought running through my brain. I eventually moved his hand and told him to go to sleep because Tyler was in the room. He pulled me in and tells me to give him a kiss. I said no because it was bed time, but the closeness of his lips was tempting me. He kissed me, biting my bottom lip and again my body responded without my permission. My lips parted, my hands reached for his dark mane of hair and my tongue interacted with his expertly.. I was in trouble now. We made out and he began to reach between my legs. I stopped him and said it was a not a good idea and continued to remind him that Tyler was around as well. He didn’t seem to care and slipped his hand onto my cunt and began to rub and caress the lips. It felt too good to stop him… It felt as if my entire body wanted to keep going. my brain knew not to let my sexual desires make stupid decisions…my brain lost the battle. Jack slipped his fingers inside me and my brain lost all control over my decision. He began to finger fuck me while we were kissing. My back was arching and my legs were spreading. He started rubbing my clit and I wasn’t about to stop him, he took care of my clit and I started to cum. While I was cumming he began nibbling and kissing on my neck. He began whispering sweet things into my ear and I was done for. I came down from my high and started thinking a bit clearer. Told him to go to sleep now and he declined the offer and he wanted to do more to me. I knew at that moment I was in for a long night…. Read more »

[MF] We Had Sex…Sort of, Part I

This happened several years ago. Post ended up being longer than I thought.

While getting a post-grad certificate, I first met Laura, we’ll call her. Laura and I shared many classes in that certificate program, and would sometimes talk before classes. She was tall and blonde, Scandinavian, and beautiful, really (if she had a celebrity twin, it would be [Anastasia Griffith](https://dvdbash.files.wordpress.com/2013/10/damages-glenn-close-rose-byrne-donovan-booth-danson-griffith-nouri-noonan-ivanek-hurt-phillippe-goodman-hannah-dvdbash019.jpg?w=584&h=896)).

At the time, she struck me as a bit too cutesy for my taste, really. The kind of person that wore pumpkin or bat earrings around Halloween, and who had a lot of holiday themed jewelry and clothes. And, at the time, I was devoted to my girlfriend, who later became my wife and then my ex-wife. Anyways, after the program finished, we sort of lost touch for a bit.

A few years and a failed marriage later, we reconnected via social media. I was dating someone, but we we had just started seeing each other. I would post about my day at work, what I cooked for dinner or was eating, and Laura would comment about how it looked delicious, or how a cold beer helps a long day—stuff absentminded me thought was harmless. Read more »

[MF] Keep Your Legs Open

This is an experience that I had over a year ago, but find myself constantly going back to and re-living it. Thought I’d share with you all.

I’m sitting on a sectional couch at 3 am after being out at a local dive with my best friend, her husband, and five of his friends. We’re all tired and drunk, looking for something to pass out to on Netflix. My best friend and her husband go to sleep in their back bedroom. All of the guys are shy, quite metalheads who get very awkward around women. Except for J. He is sitting next to me on the couch. Everyone is paying attention to the TV, but J starts to discreetly kiss my neck, play with my hair, whisper about how he likes my lips. He starts rubbing my lower back, and him touching me with all these people around is getting me so hot. He continues to kiss my neck and then moves to my ear and cheek. My breath starts to get heavier, and I can no longer pay attention to what else is happening in the room. I start to rub his thigh and get close to his growing bulge but I avoid touching it on purpose. I’m want to tease him and make him ache for me. I decide to get up and get a glass of water to slow things down some. He starts to stand up with me and I put my hand on his chest to make him sit back down. I go into the kitchen which cannot be seen from the room where everyone else is sitting. I get a quick drink then go to the hall that connects the two rooms. There’s a second bedroom turned office that’s off the hallway; I stand in the doorway to the office, knowing J will soon come looking for me. Read more »

[MF] Experience with sex/hooking up in a restaurant

I’ve been talking about getting naughty in a restaurant with this girl for a while but am not quite sure how to approach sexual activity under the dinner table/in a booth/in the bathroom of a restaurant. Does anyone have any or know of any stories or tips for me to help plan this? Me (28M) and my girl (26F) are really into the idea but not sure how to approach seeing as the restaurant situations can sort of be hit or miss given table layouts and customer activity etc. – any help on this subject would be appreciated. Even if it’s telling me another sub to post to… Thank you!

I’m an Accidental Escort on Casting Couch [MF]

New throwaway account here

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I’m a recent UNLV graduate. I stripped in college to pay the bills, so I’m very comfortable in my own skin. For all you pervs out there, I’m white, 5’8″ 32C, 24, 35.

After school, I couldn’t find a real job, and was really desperate for money. So when Craigslist was good, I found this ad for a casting couch gig. I assumed it was fake, but I replied anyways, hoping for the best.

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If you’ve ever seen casting couch, then you probably know how this goes down. I showed up at the Casting Couch office for an ‘interview’ with the guy (let’s call him Gary) . Gary said that we make a video, and send it to his producers, and I’ll make $1000 – $5000 making money like no time. Suuurrree, whatever. This was probably fake. I was about to walk out, but Gary offered me money as a gesture of good faith. Having cash in hand helped, so I went through with the ‘interview’, recorded and all. Afterwards, Gary sent me along the way, and said that he’d get back to me soon. I was thinking, even if this was fake, I got paid to ‘audition’. Read more »

[MF] How I became a cuckold

This story involve cuckolding, if you are not a fan, please go away. My girlfriend and I enjoy this lifestyle.
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Quick introductions, my girlfriend and I are both asians in our 20s.

I’ve always had a cuckold fetish and it took a lot of courage to finally tell my girlfriend about it. Samantha wasn’t too into it but was willing to help me explore my fantasy.

It all started quite innocently, she would tell me about her ex while we had sex. Being asian, she was quite conservative and was reluctant to dress sexily. However, she gave in after my pestering and dressed sexily when we went out. I would always walk behind her and notice the stares she received. I bought a big dildo for her and we experimented with it, making her suck it while I fuck her, and her sucking me while she bounced on it.

I think somewhere along this process Samantha started to enjoy the idea of fucking someone else. She would tell me about a handsome guy she saw at work, on the bus, or just about anywhere really, and the things she wanted to do with him. We would then imagine the dildo was the person’s cock, and she would fuck it. Most of the time, I would just stroke myself while she bounced on the dildo. Read more »

[MF] Impromptu Tinder Hookup with a Petite Babe

*I have to get this down as soon as humanly possible, as my head is still spinning. For reference,* [I wrote my first story here](https://www.reddit.com/r/gonewildstories/comments/9a4u3h/mf_25_year_old_me_got_lucky_with_my_coworker/)*. To be clear, this literally happened seven hours ago, so my writing style is almost certainly going to be less refined than in my previous entry. My apologies; I still hope you’ll enjoy it all the same.*

*Also, I plan to write more about Thea and our absurd relationship, but this story is not about her. In short summary: We started as intense fuck buddies who unexpectedly fell in love. We’ve been together almost five years, and very quickly opened to the idea of non-monogamy. But that’s for another time. Regardless, we are both totally comfortable with sleeping with other people, as long as we are safe and not engaging in behavior that could in any way jeopardize or strain our relationship*.

***

Earlier this past evening, I had just arrived home from going on a 3 mile walk. I was waiting around for Thea to get off work: her career is in the medical field and she works second shift. Additionally, we only live like seven blocks away from her job, so I sometimes walk to meet her and then we return home holding hands the entire way while she tells me about her day. Romance has all sorts of different forms, but for me, these kinds of gestures are my favorite way to express my love for her. Read more »

[MT] A long story about a friend that I still think about from time to time.

This one is going to hit more in the feels for me. I still feel bad about how everything played out. This is probably more of a confession than a gonewildstory, but there are hot parts to this story if you read it all the way through. I was inspired recently to finally write this all out.

It was the late 90’s and early 2000’s in NJ. I was always with the punk and alternative cliche. I wasn’t really one of them truly, I floated from group to group like a feather in the breeze because I did sports, band, science clubs, commission art and had my own metal bands. I never really fit in anywhere or identified with anyone else strongly, so it made sense that the “friends” I spent the most time with were misfits. It was a strange time when you couldn’t make fun of homosexuals anymore, but people still really understand their place in society yet. Queer Eye For The Straight Guy hadn’t even come out yet. “Transexual” wasn’t even a term most people knew about. They were just “crossdressers” to most people. To Wong Foo, Rupaul, and Meshach Taylor from all those 80’s movies were the only exposure that most people had any experience with. Read more »