[Group] My New Years Eve – a true story about something incredible I did to ring in the decade!

Happy New Year everyone! I know I’m around a week late to that, but in the spirit of a new decade, I thought it would be at least appropriate to start off that way. Also, the story that I’m about to tell happened on New Years Eve, so it makes a little bit more sense if you think of it that way.

What I’m about to tell you is a true story, about something that I actually did on New Years Eve, that I pretty much cannot believe I did, and it’s still all so surreal. But it’s a fun story, I’m actually kinda proud of it, and I thought, why not share and chat to some folks about it? So that’s what I’m going to do!

Most of the story, or at least the build-up, doesn’t actually involve me, but I thought I’d tell it all anyway, because it sets the stage for what eventually happened. Don’t have time to read or get your head around stuff? Well, that’s a shame, because you’re going to need to here. So let’s get started.

Sports moms, Chapt I [age gap]

Cleaning out the concession stand.
It’s the end of summer and the local high school football team is back in practice a couple of weeks before the return to classes. They need to be prepared for the start of the season and the coaches need time to evaluate the players and work on their plays. School isn’t officially open but there are teachers showing up here and there to check out their classrooms and inventory their allotted supplies. The only students are some upperclassmen girls who aspire to become teachers aides and the football players. The fresh/soph team meets early in the morning from 8 til 11 and the varsity team uses the field after 12 until the coach is satisfied with what he sees. This being summer sometimes they break and return to play in the evening under the lights and the thin blue skies of dusk.

Im Patty, I’m a freshman mom. My son is actually going to participate in Cross Country/track. I have however been volunteered by the senior moms to be on the ‘sports moms’ committee. We get all the chores now. You know, fundraising, decorating, coordinating the end of season banquets, etc. I guess it’ll be all worth it and it shows my son I support him all the way. All the way. Hmmm, funny expression.

Finally [F]ucking [M]y High School Crush

I know some people are only interested in the sex, so if thats you, skip to **THE SEX STARTS HERE**, for everyone else, enjoy

My senior year of high school I developed a crush on Ally. Ally was your stereotypical all American girl; 5’4, blonde hair, blue eyes, nice body, outgoing and popular. The kind of girl everyone in the senior class knew. I, on the other hand, was the epitome of average in high school. I wasn’t ugly or fat or anti-social, but we were definitely in different social circles. Truth be told, she didn’t even know who I was (I went to a really big high school).

[FF] Hot Jane, my sister’s BFF part 1

I basically grew up with Jane. She was at our house every week. Everyday, during the summer. She was my sister’s best friend growing up. I’ve known her since I was born, with her and my sister having met at kindergarten and them being 3-4 years older than me.
She moved away to New York for college. Of course with her being just like another sibling to me growing up, we stayed in touch via social media. Instagram, Facebook, even occasionally on Twitter.
During my sophomore year, I came home for Thanksgiving. Jane had just turned 23 and to the best of my knowledge, she still lived in New York. So I was surprised when my sister said that Jane was spending Thanksgiving with us.
Now this is where it gets interesting.
My sister’s boyfriend was coming for Thanksgiving too. Our parents were very liberal and had no qualms letting my sister and her boyfriend stay in the same room. Jane was staying with us for a week, and I had a pretty big bed. So naturally, Mom decided that Jane and I would be roommates during this holiday break.
I said that I was Facebook friends with Jane and we were mutuals on Instagram. Despite having grown up with each other, we weren’t necessarily close. She was my sister’s best friend and I believe that throughout the years, both her and my sister saw me as that annoying little girl who tried to copy them and follow them. Pesky little sister. But when I went downstairs to say hi, something had changed.
It felt like I was being introduced to a stranger. A very hot stranger. Jane was sexy. She had a Kristen Stewart vibe going on, only with non-greasy hair. She was wearing ripped boyfriend jeans, a deep black V-neck that showed off her amazing boobs, and Vans. It was an outfit that screamed gay. The first thing I thought upon seeing her was, “I have got to fuck this girl.”
“Hey Han,” she greeted me, arms out for a hug. “Heard I’m bunking with you this week.”
She smelled amazing. Fuck. I blushed immediately. “Hi, long time.” I said, trying to sound casual. “Let me help you with your stuff.” I quickly grabbed a bag and basically sprinted upstairs to my bedroom.
“Dude, you’re so fast.” I heard Jane say behind me, entering the room after a couple of minutes. “You still run?” she asked.
I was a runner in high school. “Not competitively now,” I replied.
“Too bad,” she said. “I liked watching you run.”
I can feel myself blushing as I turned around. I forgot she watched my track meets. My sister, Jane and I went to the same high school, and one of my parents’ rules was that anytime someone in the family had sports or an event, a family member had to be present to show support. And since Jane was always with my sister, she was always there, too. “I thought you’d be annoyed that my sister had to always watch.”
“Are you kidding me?” Jane laughed as she sat on my bed. “I had to drag your sister to go. I thought it was adorable, you running around winning medals, showing off your sexy tanned legs.”
“Did you just call me sexy?” I flirted. Let’s try this thing.
Jane raised an eyebrow. “You like that, don’t you?”
“Hot girl who’s sharing my bed for a week thinks I’m sexy? Oh yeah.” I flirted hard. I had no idea if something will come from this, but I’d really like to try.
“Don’t you have a boyfriend or something?” Jane asked. Oh she’s not biting yet, I thought. Let me dangle the bait.
“No boyfriend.” I grinned. “No girlfriend, either.”
Now Jane raised both eyebrows. “My gaydar completely missed you!” she exclaimed. Then she very obviously checked me out. She laughed. “A bisexual bob, a French tuck and Birkenstocks. Could you be anymore obvious?”
I reached over to slap her arm. “Hey!” I laughed.
She immediately took my hand. “Well, I’m glad to know. I feel like it’ll be a very interesting couple of days. Don’t you think?” She asked, voice getting husky.
“Oh fuck, yeah!” I said, moving my face closer to her. “I think this could be very interesting.” Those were my last words before our lips touched.

Cougar from my gym follow up story with role play fantasy [MF]

Hi, all. This story is a follow up from a post I made a couple days ago. See my post history to find it. For those who didn’t, or don’t want to read it, I met a cougar over a couple weeks ago in my gym in SoCal and eventually summoned the balls to talk to her and asked her out. She invited me around for a drink rather than go out for one. I had the best night of sex with her but if you want to know more, check the post.

I had no idea that people would enjoy the story as much as they did as I had a lot of people message me directly about it. We had met a week after our first encounter and this one is possibly even better than the first one, though our first night will always be my favourite personally.

[FF] My First Time with a Woman (my roommate) – Part 3

This is a continuation of my first time experimenting with a woman. You may want to check out [part 1](https://www.reddit.com/r/gonewildstories/comments/ei4665/ff_my_first_time_with_a_woman_my_roommate/) and [part 2](https://www.reddit.com/r/gonewildstories/comments/eiccu8/ff_my_first_time_with_a_woman_my_roommate_part_2/) first.

After Mary fucked me with a strap on and had a very strong orgasm from the vibrator within the strap we took a nap together in her bed. I woke up and saw Mary looking at me. I asked how long she had been looking at me and she said only a few minutes but she liked watching me sleep that I looked so peaceful. We were laying in bed facing each other naked and we started just talking. I asked her when the last time she fucked a guy. She said it had been years but confessed to fantasizing about fucking my boyfriend Tim.

She started asking me what it was like to be fucked by Tim and how he compared to other guys I had been with. I told her that he was the only guy I’d actually ever been with and I loved having sex with him, but I didn’t have any experience with other men other than being being fingered and gone down on a few times by a guy in 11th grade. And right before I met Tim I hooked up with a different guy from school and he went down on me twice. Other than that all of my other sexual experiences were either with Tim or Mary. She was a bit shocked by that I think considering how sexual I am.

Classroom Threesome [MMF]

At the time, I was recently hired as a teacher in a local high school. I was without a doubt younger than the majority of teachers in the building, but still had around a 7 year age gap between myself and the oldest senior in any of my classes. I thought the age difference would prevent students from flirting with me, but little did I know that the student/teacher fantasy was one desired by both students and teachers.

Walking into a classroom with little experience is a difficult task. Any teacher will tell you that classroom management is the key to prevent you from losing your sanity. Most of my students at the time were wild and showed little respect towards me. Maybe it was my age, but it was probably the fact that I had no idea how to control a large group of teenagers. My skills improved over time as I learned each of their personality types and how to deal with them accordingly.

[MF] Invited to sorority formal as a friend, turned into nice FWB fling

This is my first time writing anything like this. I’m not a regular follower and I realize this may not be so “gone wild” compared to some of what I see here. But it is a 100% real sex story that I remember fondly. Maybe some of you will enjoy it relate. Most of it I remember like it was yesterday. It’s quite long sorry.

OK straight up, always a loser with girls/women. Total pussy, zero game, not a player/stud/alpha male/stallion, shy with girls, self-conscious, you get the picture. Average looking at best. 6 ft tall decent at sports growing up but got chubby (about 215lbs) by HS – not muscle. Sci-Fi nerd/Metalhead. No prize looks wise but I have other good qualities, very intelligent, good sense of humor, and a strong moral compass. Always try to treat everyone with respect including women. Never a problem making friends and overall was respected/liked by most people in various social circles. As horny and as big a perv as the next teenage male (maybe more) but only hooked up with a few girls in high school and no sex. My core group of friends and I didn’t socialize with many girls during HS (shocker). On a side note I met a nice and very attractive woman in my late 20’s and am happily married with children now.

Spanish classroom [MF] [Long]

My sophomore year of college, I decided to start my language credits. I took Spanish because it was what I learned in high school. The first day I sat next to this little smoke show because it was the only seat left in the classroom that wasn’t in the back of the classroom. We introduced ourselves. Her name was Kiley (not her actual name). We chatted for the last few minutes before class started.

Kiley was about 5’4” and had a large chest for her petite frame. Easily DD’s and a small ass. You could easily tell she was someone that would worked out every day. I even saw her at the gym quite a few times. She was stacked but she dressed pretty modest.

The third weekend we saw each other at a party and got to talking which led to flirting which led to dancing. My roommates girlfriend was in town so I knew I couldn’t go there later. I whispered in her ear as she was grinding on me asking if she wanted to get out of the party to which she accepted right away. On our walk from the party I asked her if we could go to her place. She told me we couldn’t because her roommate was sick.

[MF] (Long Story!) Once in a Lifetime

In a sentimental mood, I guess. Decided to write down my favourite memory. Then decided to share it, just on the off chance someone might enjoy.

So, my family moved to the USA from Australia when I was a teenager. I stuck around for university, where I met a brilliant, sweet, adventuous, and generally straight-up interesting girl, a couple years older than myself. I’m going to call her ***. She was my first ever partner, and I was her first serious commitment (not counting a short and poorly-chosen ^(her words, not mine) high school romance).

We hadn’t really meant to start anything, at first. We simply got along a little too well, started finding more excuses to meet up, kept talking later and later into the night. This led to us staying overnight at one anothers’ dormitories on a regular basis, before we finally formally embraced what everybody else had figured out almost half a year earlier. As though making up for this slow start, we then moved recklessly fast ^(the ‘immediately moving into a flat together’ kind of recklessness).