Category: gonewildstories

I [20M] took a babysitting job, didn’t expect their older sister [18F] to be so hot [MF]

I’m gonna edit this to get around the post size limit

Like the title suggests, this story starts with me getting hired as a babysitter. After graduating high school my family didn’t have enough money for college so I ended up working in customer service, and I babysat occasionally for a little extra cash. The kids I was babysitting in this case were 4, 8, and 13, but they also had an older sister who was a high school senior (18F), I’ll call her Maisie.

. I arrived at 5:00 and the parents said they’d be back around midnight and left, telling me that the kids’ bedtimes were 7, 9, and 10 in ascending order of age, and dinner was usually around 5:30, they told me to order a pizza, and that they had an indoor pool in case any of the kids wanted to go swimming while I was there. I brought a swimsuit in case the kids did decide to swim. Read more »

My (20M) girlfriend’s (21F) best friend (21F) gets dumped [FFM] PART 2

Part 1: [https://www.reddit.com/r/gonewildstories/comments/s2fvl3/my_20m_girlfriends_21f_best_friend_21f_gets/](https://www.reddit.com/r/gonewildstories/comments/s2fvl3/my_20m_girlfriends_21f_best_friend_21f_gets/)

With my eyes shut I eagerly awaited whatever surprise Julia had in mind. I felt the girls hop off the couch and lie me down on it. My senses tingling in anticipation, I heard Julia say “we’re going to play a game. You’re going to guess who is sitting on your face. If you’re right, we’re going to suck your dick together. If you’re wrong, then you only get to play with me tonight since you don’t know my pussy well enough.”

I then felt someone get on the couch and straddle my face. I inhaled deeply, trying to smell her sex, and stuck my tongue out as they squatted over my face. Being a proper gentleman, I reached out and pulled her right down to sitting on my face and dove in. As I began to explore this pussy with my mouth, I felt a warmness on my balls from someone starting to lick and suck them. Immediately on tasting the pussy, I knew it wasn’t Julia. The taste was a little different, the shape different, and the clit less protruding. I wasn’t going to let this opportunity to savour Chloe go to waste and I set about finding what got a reaction from her. Read more »

I [f] finally fucked my first cock

Welp I finally did it. I’ve been using my 7inch dildo for awhile to loosen up my pussy for a real cock, and this last weekend I got tipsy and fucked a stranger.

I went to the bar knowing I wanted a cock, but wasn’t sure if I was going to be brave enough to actually fuck one. I met this guy and eventually he asked why I was at a bar alone, and I was tipsy and horny so I told him I’ve been going to bars to suck cock a lot recently. He was obviously really into this, he started stroking my thigh. He asked me if all I did was suck them, and I admitted I was a virgin.

All of this ended in me taking him back.to my place and fucking him. It wasn’t amazing, I didn’t cum, but he cam on my tits afterwards and I was able to get myself off. It was a little awkward feeling but overall I enjoyed it. I loved the feeling of sluttyness it gave me to fuck a stranger and let him cum on me.

Don’t ask for pics I am not sending them Read more »

Seducing [M]y [F]riend, part 2

Another story about Sara. Part 1 is here: https://www.reddit.com/r/gonewildstories/comments/s0vd62/seducing_my_friend/

After our first encounter, Sara and I continued to be friends, hanging out, talking, etc. but without any sex. This wasn’t bad, as she was awesome to hang out with and we had lots of fun together. One day, we decided to hang out at a bar with some of our coworkers. I typically don’t drink too much, so I offered to drive her, since she lived close by.

We arrived at the bar, had a few drinks and overall had a good time with our coworkers. After we closed down the bar, I was still sober, but Sara was fairly tipsy.

As I drove her home, Sara once again mentioned that she was lonely and that she didn’t want to spend the night alone. I didn’t have any plans, so I agreed to keep her company for a little bit. She smiled and squeezed my leg a little bit. We arrived at her apartment and walked in. Read more »

I [F] ate my pro[F]essor’s ass almost every other day for 3 years. (PART 2)

Holy shit. My mind is blown at the reception of the first part of this. I was not expecting that at ALL! I browse this sub on occasion and never thought I’d be able to write something that so many people would compliment not just for the content, but for the writing itself. Thank you all so much for the sweet comments!

I didn’t respond to anything in my last post (because honestly I was so busy for a few days afterwards I kind of forgot about it) but I promise I’ll respond to any questions or nice comments this time, so I guess after you read it… AMA?

Anyway, sorry for the delay on Part 2. Like I said, I forgot about posting it for a few days and since the holidays I haven’t had time to sit down and write the follow-up. Plus, based on the reception of Part 1 I didn’t want to half-ass the real nitty-gritty. So I’ve reflected a lot on the experiences over those couple of years to make sure I know what to write about and what not to bother with. It took me a few sessions over about 3 days to type this up so hopefully no typos this time! Obviously conversations are paraphrased to the best of my recollection – I’m don’t have a perfect memory. 😉 Okay. Let’s boogey. Read more »

How I am letting a guy in my building use me… [FM]

So a while ago, I decided I needed to get back into casual slutting to help relax me. I found a guy who lives on a different floor of my residence hall in September. He’s tall, muscular, super cute… We hooked up throughout October, gradually getting kinkier and kinkier… by now, I let him use me almost every day. The first time I came to his room, we didn’t get halfway through the movie before he was feeling me up and his dick was hard against my ass. He fucked me three times that night (and I still made it to a 9AM class)!
So here we are now in November. We’ve shared a lot of mutual kinks and have progressed pretty far in that area. I haven’t been allowed to touch myself for the past four days, since he found out his roommate is going away for a week before Thanksgiving, and we can have the room all to ourselves. He isn’t going to fuck me until his roommate goes away, so until then I can only use my mouth to make him cum. It was my job to compare his, mine, his roommate’s, and my roommate’s schedules to find time for him to use me.
He came over today, thinking we only had about an hour. Little did I know, my roommate was going to be away for six hours. He comes upstairs with me, carrying his lunch, but pushes me on the bed and starts kissing me. I start caressing him. He pulls away and says he has a surprise for me.
He pulls out a set of three butt plugs. Last week, we had decided to begin doing anal- but his dick is too big for me to take. Excited, I get on my hands and knees and he lubes up the smallest one. It slides in easily. I turn around and start undoing his pants, taking out his dick. After this long denied, I can barely keep my mouth off of him, and the plug is turning me on even more. I swallow his cum, he eats his lunch, and then he gets on the bed and fucks my face again. I swallow more of his cum.
He has to go to class, and I decide to take a nap. But he has to come back to drop something off, so I woke up to him kissing me. Noticing that my roommate wasn’t back yet, he makes the risky decision to tell me to lock the door and suck him off again. I do so gladly and swallow his cum yet again. He stays for another hour, talking dirty. We talk about how we’re working up to him fucking my ass so he can use me while still denying me. I decide I’m ready for the next sized plug, and it stretches me open comfortably.
My roommate still isn’t back, and I decide that three times in one day isn’t enough. I kiss him over his jeans and he presses my head down, grinding against my face. I take his dick out and start to suck him off again. He cums in my mouth again, calling me cumslut, whore- all names that I love to hear from him.
We’re all cleaned up when my roommate arrives. The locked door implies enough… but she certainly couldn’t guess the extent of what happened. I let him fuck my mouth four times in one day.
He and I have a fun weekend planned. After his roommate leaves, I’ll be staying in his room two nights in a row. The first night is when he’ll finally fuck me again. The day in between, I’ll be in his room for all except 50 minutes out of my day. Until then, I’m wearing his plug in my ass as I go about my day. We’re moving on to the biggest one soon, and our two-night vacation starts tomorrow. He is going to fuck me in every way possible- and I plan on writing about it on here. I can’t wait to update you all soon!

[FM] The most primal I’ve ever felt (24f)

I hope this fits in here- it’s nowhere near as wild as some of the things that girls posting here have done, but I definitely had one of the most thrilling and animalistic experiences this weekend and had to tell someone about it.

A friend of mine from college had a big birthday thing at her apartment Saturday night. I wasn’t going to go originally – we’re friendly but not best friends by any means so I figured I wouldn’t know a lot of people, and I’ve been trying not to go too wild in the past few weeks. The night of though, I had a couple of glasses of wine while cleaning my kitchen and decided to go for it; for one, I got the dreaded omi over a month ago already (plus all the shots), and I also realized that it could actually be fun to put myself out there and go to a party where I wouldn’t know everyone there for a change. When I got there, I was super glad I did. Read more »

Fucked a girl, not seeing her face while laying between her and wife [MF][Cuckquean]

This was several years ago when wife and I was really into partying, drinking, Swinging (unknown to our friends) etc.

So anyways, we were at a house party. The house belonged to a close friend of mine who was still single. He always had girls over, some ugly, some ok looking, but never really anyone worth cheating on my wife with.

We guys were heavy drinkers at the time. We drank just about whatever we could get our hands on. There were several girls there I had seen before. There were also two girls i have never seen before. I talked to all of them the same. No one got any special treatment although a couple of them had better bodies than the rest. I dont recall much except that everyone left and it was just my friend, wife and I, and about 3-4 random girls.

The friend took 1 girl to his bedroom and they disappeared for the night. I stayed and drank a few more shots with the girls and dozed off on the couch. Wife told me to sleep in the other bedroom if I was tired so I did. I was a mix of tired and buzzing from the alcohol, maybe even drunk. My friend had a spare bedroon with two twin size bed pushed side by so it was like a king bed. I do remember that I was the only one on the bed when i went to sleep. Read more »

[MF] my first experience with an older woman. M23 and F55

Hi, this quite a long story but I wanted to share this story from my life. I hope it will give you all an appreciation for older women and how amazing they can be.

When I was 23 I was doing shift work at customer service centre, day shifts and night shifts.

I worked with team of 5, me and 4 other women. All nice people but I wasn’t planning to date any of them. One was Diana (not her real name). She was 55, about 5’3 with short fading blonde hair, blue eyes and slightly chubby but nice skin and she wore nice makeup. You could also tell she had an impressive set of breasts under her clothes, but you try not to look. She had been working there for years and I had only been there 6 months.

We didn’t speak much as we were mostly on the phone. She lived near to the building and walked to work but I had drive in. I was still living with my parents at the time, saving for my own place. One day after a night shift and it was awful weather outside, wind and rain I offered her a lift home which she accepted. I dropped her off, she thanked me and I continued home and didn’t think anything of it. Read more »

[MFM] Shared my Wife for the First time with older dude

Shared my Wife [21F] with random guy [51M] with huge uncut cock.

So my wife and I recently had a threesome with a guy. I found him on adultfriendfinder. My wife and I are both 5’3. She’s on the petite side and so am I. In terms of size, I’m about 5 inches and circumcised. The guy we found was hung and uncut, he was thick and 7 inch long with a lot of foreskin. He was 51 year old white dude who was down to do it. I bought a hotel, he paid my wife 200 bucks, and after alot of planning, it eventually happened.
My wife insisted he got tested for covid and STDs, HIV. He complied. We also met the guy in person and in public twice for safety reason initially.

Eventually the night came, after a lot of planning like I said, me and my wife went to the hotel room. We foreplayed until our invited 51 year old friend gets here. He does and immediately pulls his pants down when he walks into the room and my wife gets right down to it. She blows him and eventually me, there was a lot of double barreling. Eventually I stepped back and she gave him a lot of head and he ate her out. They eventually fucked, two positions, and he cam in between my wife’s ass. Read more »