Category: gonewildstories

Finally getting to fuck my boss, the story up until first piv orgasm [FM]

Sorry if this is badly written as it’s my first story.

I won’t go into as much detail as I’d like and change a few details for anonymous reason. So for me [F] this started months before he even looked at me in anyway but a co worker.

I will skip most of the thoughts before the night out it started but for me it started when I walked in for my interview and a guy with a sexy accent and great eyes and great smile and frame came and asked if he could help me, I explained I was there for a interview but now along with nervous interview thoughts I was thinking ‘ fuck me I hope I get to work with him a fair bit’.
As I was about to start the job I found out he was the man going to be guiding me through my first week and I was in a relationship but that still made me nervous as I didn’t want to look a fool as know one does around someone they think is cute. Read more »

[MF] So I started screwing a married woman I met on tinder…

Bri is a “hot wife.” At least she wants to be. That’s the goal.

But the reality is that Bri is a beautiful, Latina trophy wife in her early thirties with a couple of kids and an older husband who can’t or won’t give her what she needs in bed. His idea of being “dominant” in bed is the missionary position. His idea of dirty talk is using the word “fuck” instead of asking to have sex.

And so she cheated on him. The first time several years ago when she still worked. It was an ongoing affair with her boss. And she got caught. They worked it out. And she didn’t cheat again. At least not until recently.

She stopped working a while back. Her days are filled with shuttling the kids around, working out with a personal trainer, and tennis at the country club with the other wives. She goes to the spa regularly and has a masseuse. And that’s who she cheated with a few months back. But it didn’t amount to much. Some inappropriate touching. Some dirty talk. She arranged to meet him at a hotel and backed out at the last minute. Then she confessed to her husband. Read more »

[FM] fucked my bf in a changing room while our friends waited, then again in his car

This is my third post, you can read more about my bf and me in [the first one](https://www.reddit.com/r/gonewildstories/comments/be5cn6/mf_fucked_by_my_boyfriend_in_a_room_full_of_our/?utm_source=share&utm_medium=ios_app)

Basically I’m 18, living abroad, while he (almost 20) is spending two years with the military. We don’t see each other often, but when we do, we fuck as much as we can. I’m 1.65m (5’5”), brown hair and eyes, fairly nice body, E-cup boobs, small waist, wide hips with a nice butt (from what people have said). “Andy” is 1.75m (forgotten what that is in feet), kinda dirty blond hair in a military cut, also a nice body; no six pack, but still somewhat muscly. He’s got quite a nice dick. Not huge, but certainly big enough to keep me satisfied.

We were both home this weekend and had made plans for all day Saturday, leaving us with no time to have sex. Most of our day was taken up by going swimming with four of our friends (all boys). I wore my brand-new bikini[ that I bought with my ex FWB a few days before](https://www.reddit.com/r/gonewildstories/comments/bir484/fm_teasing_my_ex_fwb_for_two_days_despite_having/?utm_source=share&utm_medium=ios_app) a few days earlier and spent the entire time mercilessly teasing Andy, either pushing my boobs up against his arm, chest or back, rubbing my butt against his dick, or wrapping myself around him and “dry”-humping him when we were in the pool. He was hard pretty much the whole time. Read more »

What a weekend [MF] [part 1]

My fiance [F22] had a weekend. It started Friday she got a good long session with her fuck buddy[M25]. Much to her dismay I [M23] was too tired after work to give her a round 2.
Saturday, I had some stuff to do in the morning so she slept in. However when I got home she was sexting people on kik. Sharing some sexy photos we spent time taking the other day. So we hang out just like any other day. Eventually I hope on kik so she can get twice as many guys. After she got bored with those fuck boys, she turn to me.
She grabs my cock and starts blowing me, she takes her time to make sure I’m nice and hard. Then she hops right on me. She rides me for a bit before I flip her over and slam her into the bed I fuck her hard. Then I take our most powerful vibrators and stuff it inside her and go back in with it. She’s moaning loudly at this point. Just begging for me to go harder. She’s cumming like crazy at this point. Between the constant orgasming, the vibrator, and the hard fucking I was giving I cum all over her.
She’s still horny so I break out our collection of sex toys I start fucking her with a dildo, she pulls me into her tits to punish them. After awhile I’m fucking her with 2 dildos, then 3. She’s still begging for me to abuse her pussy more. So I slide my right hand (I wear XXL gloves and my right hand is slightly smaller) inside her pussy to fist her. She loses it, she starts cumming so hard she pushes my hand out and just sprays me with cum. I fist her for awhile and she’s still begging for more. So I partly pull my hand out leaving 4 finger and knuckles in. I slide my other 4 fingers in. I then slip my left hand into her pussy. She was just losing it. Eventually after about a solid 30 minutes of just fisting she calls it quites. We go to bed but Sunday is where it really gets crazy.

[FM] teasing my ex FWB for two days despite having a boyfriend

Don’t expect sex in this story, it’s just teasing.

I’m an 18-yo girl, about 5’5”, long brown hair, fairly nice body, E-cups, small waist, wide hips, nice butt (or so I’ve been told).

Last week, I flew first to visit my best friend (and ex FWB) in another city, and slept there for two nights before getting the train home to my boyfriend. At my ex FWB’s (20, tall, brown hair, glasses, looks a little nerdy, but is actually really dominant and hot) place, there was a lot of sexual tension, and it was very fun. We never did anything in real life before because we lived several hours apart and were both living with our parents at the time. By the time we finally met in real life, I had a boyfriend. He’s still a virgin, actually, though if I didn’t have a boyfriend he certainly wouldn’t be. Read more »

[FFM] Surprise from Wife and Sis

Typed by my cuckquean. I am not in this story, but she allowed me to share this:
This is a story of myself (Jess), my husband (Brad), and his sister (Megan). Last summer, Megan came over to our house to hang out while Brad was at work about every other day. She and I became really close during that time. With both of us being very sexually minded, we quickly began discussing sexual things (porn, fantasies, toys, etc.) This then progressed to watching porn together and eventually trading toys. Then we started using toys together and on each other. Brad had no idea.
What Brad did know was that he and I both thought Megan was super hot. We constantly role played with me playing as her. He also knew that I am a cuckquean. After a while with Megan, I told her about our cuckquean lifestyle and she was very curious about it but we sort of left it to just answering questions that she had.
In a particular act of horniness, I made a Clone a Willy of Brad’s cock and I gave it to her. Naturally, we broke it in immediately. It wasn’t until she was in the middle of her third orgasm on it that I told her she was cumming on an exact replica of her big brother’s cock. Ohhh she was so happy. She breathlessly told me how much she wished it was real. So, I hatched a plan.
When Brad got home that night, I had Megan hide and I greeted him at the door in a set of black lingerie. I told him that I had a fun surprise for him. My “shy friend” was hiding in the house and she wanted to try him out. Of course, he was thrilled. So we got him stripped and tied down to the bed with a blindfold and I got him ready. Once he was rock hard, Megan entered the room completely naked.
I will always remember the look on her face. She showed a hunger and lust that still gets me wet. She delicately took hold of his cock and I watched as she practically worshipped it. She kissed and stroked and nuzzles and sucked it until it was dripping with her spit before she got on top of him. I nibbled at Brads ear as I lay beside him and watched as she lowered herself onto my husbands thick dick and she shook as he stretched her out.
She fucked him for what felt like an eternity. All while I whispered dirty thoughts of who it might be into his ear. And every time she came, I switched it up. Finally, as she approached what I’m pretty sure was her 7th orgasm, I whispered “What if that was Megan?” He smiled and said, “Then I would have cum a long time ago.” That’s when she reached up, removed his blindfold, and moaned, “Fill me up, big brother!”
We all came then. I didn’t know if Brad would ever stop cumming but eventually, he did. That was the first time that I ate my husbands full load out of his sister’s pussy while she made out with him.

Swallowing cum on her way to Dungeons and Dragons [MF]

Maria worked in a different department with her little sister. I’m sure she felt me looking at her. She’d use my dog as an excuse to come over near my desk, always wearing a low cut tank top for me to get lost in when she bent over to dish out belly rubs. I want the belly rubs.

​

I found her on Instagram and made sure to obnoxiously like every post where she looked fine. Maria was a light skinned Cuban girl with a beautiful hourglass figure and strong facial features, balanced out by dark, ambivalent eyes. She blushed at a compliment.

​

I sent some brief dms. We chatted and agreed to grab something to eat the next day. I picked her up and the smell of a fresh shower filled my car, her jet black hair still wet. Her eyes and smile were wide. We started talking about work. We started talking about her family life. She was quick to volunteer that her dad left her mom and lived in the pan-handle. We pull into a burger spot and sat at the bar. I order a beer and she gets a coke. She says she’s not hungry. Neither am I. Read more »

Oral examination part 2 [MF]

“John i need you to put both hands on the wall, keep them there until i tell you to move them” i put my hands where she asked me to. I felt her reach around me and grasp my manhood. I was still quite hard. She whispered that she’ll take the plug out, but i have to stay in position.

I heard the click of the lube tube again. I felt her bare hands with lube grasp my cock. She gave it a few tentative pumps followed by a twisting motion on the head. It was quite intense. I felt her face on my back as she slowly jacked me off.

“Like that” she asked? Definitely, but i had no wisecrack to say.

I felt her biting my shoulder playfully. Randomly speeding up her manual ministrations. It was good. Then she took a hold of the plug and wiggled it a bit.

“John this is probably a bit dry, i need you to face me” and i complied. My slick cock barely missing her coat as i spun around.

“Can you hand me that pillow?” I did, she dropped it infront of me and knelt on it. With her dry hand she wiped my cock with her coat. Read more »

Oral examination part 1 [MF]

Picking up where i left off.

We did have that coffee, at a starbucks of all places (yes, even non-major cities here have them in spades). Starbucks are like batcaves for aspiring professionals, can’t miss them with their giant tomes with various highlights and “im better than you looks” when you make a noise. But I digress, its a small city and she ran into a lower classman, trainee, padawan? I tried my best to look inconspicuous despite how my bottom felt. I got introduced, did the polite “i cheek to cheek” you and we got back to our regular programming.

I have to say it was like any coffee between old friends save for snippets like “how is your ass”, “shit im wet, can you smell it? I think i can smell it” and my favorite – “you still up for this? I’ll twist your balls if you say no”. I wouldn’t know if she was kidding.

Between large coffees and two cakes, she found the time to pass me a small note, it had small check boxes with random ticks and crosses. It read: Read more »