Back in college, I had started coming into my own. Coming out of an ugly duckling phase in high school, I finally started to find my feet at university with a number of trysts, but none more long standing or wildly complicated as the one I had with Amie. To set the scene a bit, I was paired with Matt as my roommate for our sophomore year as we were both planning to be pre-law. He and I quickly became friends and ended up creating some other stories together that will be reserved for another time. He was heavily involved in the pre-law society at our school, joining the “frat” associated with it and other various community activities. I, on the other hand, realized it wasn’t for me and stuck to my newfound passion of rugby. Unbeknownst to me, this is where the relationship with Amie would begin. As I found out later, Amie seemed to have a weird obsession with me before we even met. Matt would invite her over to our room when I was out, she would sit on my bed, ask about me, talk about how cute I was via facebook photos, before I even met her in our junior year.
Category: gonewildstories
[MFF] We got caught trespassing
I always had a crush on my neighbor Bob (40M). So when I turned 18, me and my friend Angie (18F) snuck into his shed to watch him work shirtless in his garden, he was so hot! Angie and I both had our panties at our ankles and had been masturbating together, until Bob heard our moans and walked in on us!
I was so embarrassed he said he was going to tell my dad and hers. I knew what that meant and pleaded with him as both of us tearfully cried to not say anything.
He said well if you had to be punished then he would do it and not say anything if we agreed to let him spank us.
We both said yes and he said ok but first you have to show me your pussies and let me touch you and finger you.
We both agreed readily and he told us to pull up our skirts and tuck them into the waistband thus giving him full view and access to our vaginas. Angie’s was way more hairy than mine and he pushed his finger up her making her gasp as he bent down on his knees to lick me because I was nearly bald. I still don’t have much pubic hair.
My crush [F] mastrubates in my [M] hotel room.
After high school I moved abroad for university. I hadn’t been home for about 3 months and I’d been having a rough time finding friends, so I couldn’t wait to go back home and hang out with my highschool mates.
I am sitting on the train to the airport texting a group chat of my highschool mates and making arrangements to go out to dinner and maybe to the club after that, as I flying to the town, where most of them moved to. We decide on a restaurant and club. As the chat is only guys, we decide that we’ll invite Molly (my FWB at the time), Jane (my highschool crush)and a couple of their friends to come with us. Molly had some sort of test the next day, so she declined, but Jane and a couple of her friends agreed to come along.
As I am sitting at the airport I get a text from Jane:
“Hey, what time does your plane land ?”
“12:30ish. Why?” – I reply
“I have no Uni, so I thought I’d come pick you up from the airport. Where are you staying ?” – Jane asks.
[MF] [F] Caught not wearing panties at a party
My husband and I had been married for about a year when this happened. We just moved back to the United States where my husband’s family and friends resided. He has a particular group of friends he has been friends with since high school. I did not get to meet them yet because we were living in another country when we got married. My husband was excited to introduce me. I’ve always enjoyed board games growing up, and they were all avid fans as well.
One night, one of the couples from the circle of friends hosted at their house. I wanted to make a great first impression. I knew these friends were close to my husband and I wanted them to like me.
This was during the early fall time so it was getting a little bit colder. I decided to wear a casual long-sleeve dress with leggings. We are always late to any event because of me. I take my time getting ready.
First time in the ass [MM]
At this point I have been using the local hock up website for a while and I have already had many experiences of hocking up with someone through an ad. But for one thing, I never gathered enough courage, namely to dare to take a real cock in the ass.
I’ve been experimenting here and there with a little finger for a while. I’ve also sucked a dick or two before. But I’ve never really been a fucked properly. Then I met this guy, with a really good and big cock. We caught up on grindr and agreed on a mutual oral fun at my place. He really came. A little groping and we got down to business, when I felt his cock I was speechless. He said he has a big one, but holding a 20cm dick in your hand is something special. I started sucking happily and really tried to get as much cock in my mouth as possible. It didn’t take long for him to start breathing deeply and his cock jerking a little, then he stopped me and started on mine. I was already completely exhausted anyway; I couldn’t help but to wank while blowing him. It came so strongly that I didn’t spray only on my chest, but all the way to my own face. This excited him so much that he immediately pushed me down to his member so that I could finish what I had started. I didn’t let his cum go to waste like that. When he started to comming, I just intensified my sucking and sealed my lips well. I could feel him shaking during his orgasm and how his cock throbbed with each squirt.
[MF] Anal getaway
Last year at 18, I was dating this guy in his 30’s and he gave me my first anal experience.
He was busy and successful so after school when I got bored and horny, I would often sneak out of home and into his office to give him a quick BJ when I could. I was relying on BJs to keep him drained of his cum during the week, and on weekends he would invite me over to his place and have his way with me.
Then one week he decided we should get away on a vacation. My parents didn’t know I was seeing him, so I told them I would be with some girlfriends on a road trip that week.
It was my first vacation with no family involved, it was just me and him. He booked a cruise. Perfect I thought. I could wear a sun dress with no panties most of the trip!
So the third night on the cruise my boyfriend and I are naked in bed. He gets up and pulls lube out of his bag. At first I thought it was for me to give him a handjob but he said “it’s time my dick goes in your ass.” In the past I’ve always said no to anal but that night I was quick to say okay. I was really horny!
[MF] my wild night, that turned in to a wild day with my ex sister-in-law
Thank you to all the positive feedback on my nervous post yesterday. I was in a bit of shock at that moment I posted. But I had so many asking for more detail about what happened, I promised to write a more detailed recap. So here it is. I also noticed that the monthly contest is one night stands, so I figure what the hell, it was just one night.
I also never said her name, her name is Sarah.
After we left the bar and Sarah told me she had wanted to fuck me for years, I was shocked. She is 17 years younger than me and hot af, so I just never placed that as reality. But she looked at me with lust in her eyes and grabbed my hand and walked pretty speedily back to her apartment. There were frequent stops to make out and grope each other in darker spots along the street. We would kiss and she would rub my cock through my pants, and I would rub her pussy under her skirt. First over her wet panties, then the next time I moved them aside and slid my fingers inside her. Each moment only a few seconds long.
My [M] student [F] confessed to me… And so…
Disclaimer: all of the people involved are 18+.
Hey there, your friendly professor here to tell other amazing stories of my career.
***
This one girl was in my class and honestly she wasn’t very hot. She was a little chubby (which I’m totally okay with), but also a little nerdy and not exactly popular with her schoolmates because she didn’t really talk much. She was one of those that would sit quietly and just listen. She would jot down notes every single lesson (she sat in the front usually so I knew) and would sometimes ask me questions after a lesson.
This one time she came to my office to discuss some of the things she didn’t understand, and we talked for around an hour about course matters, but also spent some time to chat about how life had been, whether everything was okay, the usual. At one moment she stopped reacting to my questions and I was worried so I asked if everything was okay.
“Sir,” I remember she looked away from me as she began, “I don’t know how to say this but I have this really, really big crush on you. Yea, I thought you should know that.”
I [M] fucked my biggest crush [F]
I work in the arts and went through many years of training. Towards the end of that one of the final things I did was a years intensive course, very small class size, 14 or so almost run as if it were professional. It was there in 2013 that I met my biggest crush.
Let’s call her Lizzie. Lizzie was and is a tall, blonde haired beauty with an amazing personality, great to be around, life and soul of the party. However for someone who has already found their soul mate, Lizzie didn’t interest me for that reason. No she interested me because she was stunningly attractive, had a great ass and the most incredible gigantic boobs. We’re talking pornstar big, GG/E. They are incredible and for a year I furtively took every opportunity to look at them I could.
Since then I’ve kept checking her social media feeds constantly and screenshotted all the good photos. I love my wife wanking me off over people we know, and she loves when we look at Lizzie as she fancies her too, so many good loads she’s pumped out of me looking at her.
School’s Out Forever Part 2 [FM]
Following on from [Part 1](https://www.reddit.com/r/gonewildstories/comments/11z77ge/schools_out_forever_part_1_fm/)
All participants and characters are 18+. This took place right after completing High School.
The post school trip to a seaside beach house was turning out to be an incredible experience. I’d finally hocked up with the girl of my dreams Terri. She was an 18 year old Thai girl with a slim, lithe body and satin smooth golden brown skin. Our combined inexperience in sex only heightened our excitement.
We looked around and discovered we were alone. Evidently the others had at some stage climbed out of the spa and gone inside. “Dave, that was so exciting. Thank you” Terri said.
“God Terri, you made me go off like a cracker.”
“Yes, I didn’t know that would happen. I’ve never done anything like this before.”
“We’d better go inside and see what’s happening.”