Step Sister Corruption Part 104 – Day 69 A Mother’s Confession (fiction, M/F/F, d/s, teaching, step siblings, con)

*Gabe*

God do I hate dressing up.

Stupid me for agreeing to mom’s offer of a mother son dinner.

I should have accepting her offer of going to AC’s or Adult Cave. It’s an all around family restaurant arcade and fun zone….on the main floor.

The second floor is more for the adults only.

Only problem is I’m not 21 to enjoy the adult section though I’ve heard rumors it’s bad ass. A complete guy’s wet dream….whatever that means.

And it’s always fucking packed.

Meaning it was too loud for whatever mom wants to get off her chest hence going to her favorite restaurant….Rail House.

Rail house is one of *the* most expensive steak houses in our fair city.

It was even ranked number four for the top steak houses in the United States. So good that various celebrities and big wigs have been known to visit this place.

It so much of a fancy place it’s always quiet and fucking expensive.

And like any fancy place…..one has to dress up to be here.

On New Years, I had my dick sucked by my four closest female friends at the same time, and I STILL want to chat about it

So, let me start off by saying that my New Years Eve was nothing I could ever have anticipated. It was beyond imagination. I’m here telling this story simply because I cannot contain myself about it for even a moment, even months later, and I basically *need* to chat to someone about it who will freak out with me because, well, you’ll see…

I’m an incredibly shy, nerdy guy, and I’m not the most social or outgoing person you’ve ever met. I still live at home with my parents, and spend most of my days indoors playing video games. For a lot of my life, I did not have a close group of friends.

Shortly after high school, I did make some friends though. They were a very close group of friends of guys and girls, who had been friends all throughout their high school years, and I was very much a new addition, which made me very self-conscious, but they felt sorry for me not having any friends, and were kind enough to fully integrate me into their group.

My innocent roommate was actually an obsessed nymphomaniac [Part 1] [MF]

This is taking place when I was in my 3rd year of college, so I was around the age of 21. I was attending a school in a city away from home so I had to live there during the semester. In my first two years, I lived with a male friend and life was pretty normal. Stay up late, watch hockey, and study. I’m not the biggest partier, in fact I really disliked partying. I’d rather just jerk off in my room which sounds sad but I like to stay more to myself. I’d consider myself somewhat of an introvert. Because of this I had little opportunity to actually go out and meet girls at the time. In the third year however, my friend changed programs and went to a different college, so unless I wanted to pay the entire rent of the house we were sharing, I’d have to move to the college residence. The provided dorms were in the heart of the campus and commuting was not an issue. The downside was the rooms themselves were pretty cramped and they pretty much just chucked you into a dorm with anyone. Seeing as I had pretty much no other choice as this was the cheapest option, I reluctantly signed up to get the next available room and hoped I didn’t get stuck with crackheads.

Soaked & Exposed By My Bully And His Friends (Lily’s Story)

Character Background:

Lily is an eighteen-year-old high school senior that’s always had a bratty edge to her. Though, within recent months, she has discovered the wonders of Tinder (and the attention it brings her). Since then, her mouthy-ness has increased drastically, along with her stuck-up attitude. It really is no wonder that she has been getting so much attention lately. She has short, thick, curly, sable hair that hangs down to her lightly bronzed shoulders; perfect for taking hold of when she acts out of line. Her eyes are a sparkling blend of blue and gray. She has a small mouth. Light pink lips. Straight, slightly sharp teeth. And a playful, little tongue that she loves to flaunt. Her voice is frisky, spirited, soft, sultry; the kind of voice that implies she wants to be fucked… hard! Of course, she would never say that. But perhaps her most prominent feature is her lavish, round, busty chest. No matter what she wears, her breasts look like they are ready to burst through her clothing at any moment. They are extremely distracting, constantly drawing the attention of teachers, parents, students, and faculty.

Lily’s Story:

[29F] I just want you to try and imagine something

Imagine this.

Imagine that you’re part of a friend group, a very close friend group, of two guys and three girls. Now imagine you’ve been close friends for maybe 15 years, since early high school, and imagine that this is just an incredibly normal, though somewhat nerdy and academically successful, group of friends.

Imagine that you’re the shyest, nerdiest guy in the group, and naturally, you’ve grown up maybe fantasizing about any – or all – of the three girls in the group on and off over a long period of friendship. That would be natural, right?

Now imagine there’s a fourth girl, who isn’t a part of the main group, but is very close friends with a few of you from the group, and very familiar with it. She occasionally joins you and hangs out as well.

Now imagine you’ve come to be in your late 20s, and you still haven’t had any sexual experience in your life. Every week, you still hang out with your close group of friends, get together and chat, maybe watch something, pretty consistently, every week.

Extracurricular Learning (Ch. 2 – Masturbation)

***This story is purely fictional and based on functional characters. Any resemblance to real people and real situations is merely coincidental. There are over 30 “Lee” High Schools all over the country. This isn’t one of them. Happy reading!***

Eric Jackson stared at the page, his heart racing. Sitting across from a student asking to learn something, he would have thought it would be easy. Every teacher’s dream was to have students who wanted to learn, right? But this student wasn’t your ordinary, curious student. This was the object of this fantasies.

Ella Fitzpatrick was 5 feet, 11 and 3/4 inches tall. He knew because she once lamented that she wanted to be 6 feet tall; her legs and ass were her best feature, shapely and toned from playing volleyball and running track for Lee High School in rural Virginia. She had auburn hair that she used to try to style stick straight, as was the fashion of all the high school girls. As a senior, Ella had finally embraced her wavy locks and it gave her an unconventional look. She was pretty, smart, witty, sexy without trying, and everything Eric Jackson feared as a proper, God-fearing male high school teacher.

fucking [M]y toxic ex [F]WB by the pool (long)

**this is some backstory you can skip ahead to the good part if you’d like**

So I met D(let’s call her) back in 2014 when I was starting my freshman year of university during that bullshit orientation that lasts all day. I’m sure all of you college students reading this understand what I’m talking about. I actually had gotten pretty hammered the night before that I ended up getting there 2 hours late because I didn’t wake up for my 7am alarm. As I was directed to where my group was during the campus tour I couldn’t help to notice this reserved, resting bitch face girl walking next to me. Of course I didn’t make anything of it, didn’t talk to her just walked silently along side her assuming that she was probably another lost incoming freshman. I was pleasantly surprised when we both ended up looking for the same group!

To quickly describe myself, at the time I was coming off a very successful high school year of sports (football and track) the latter which I ended up getting a some college offers for but didn’t accept cause my heart wasn’t In it. So I was in peak physical shape, great tan from all the track workouts. And not to toot my own horn but I’m normally told I have a great smile. So in all I’d consider myself a good looking Hispanic male.

Sister’s Birthday Gift To Me

When my dad married my step mom almost ten years ago, I thought it was the most unfair thing in the entire universe. It was hard enough to lose my mom but to get a new one… that was just not right. I swore she’d never be mom to me. I had no idea at the time just how wrong I’d be. The other thing that I was so wrong about was my step sister. Girls had cooties and step sisters even worse. My parents thought it was cute that we were practically twins, same age and same birthday. Darlene never let me forget though, that she was my older sister by half a dozen hours.

Extracurricular Learning (ch. 1)

Most small towns have certain things in common – small schools, small talk, small minds… Eric Jackson was a teacher is one such town. In rural Virginia, the school was as small as it got – there were 84 students in the high school where he taught science. All of the sciences, or at least what he could . As a teacher at a small school in a small town with small minds, he was under the strict rule of the school board. Anything other than Creationism was a theory, and anything related to sex was taboo.

He was lamenting this as he looking at the Sex Ed books lining a dusty shelf in the storage room. Issued by the state, and “mandatory” per the State Board of Education, they sat untouched. His thoughts were interrupted by a quiet voice on the floor.

I (M30) and My Former Supervisor and Close Friend (F29) Reconnect and Ignite our Repressed Attraction [MF] Pt. 2: Femme Fatale

TL;DR at bottom

To recap [Part 1](https://www.reddit.com/r/gonewildstories/comments/mib7ev/i_m30_and_my_former_supervisor_and_close_friend/), I had originally known Christina as my beautiful and awesome former supervisor at my first full time job out of college, where I worked for three years. I harbored a longtime, somewhat guilty crush on her that I couldn’t act on as we were both married, though my marriage was miserable and emotionally abusive. I later left that job for a higher paying, but much more miserable job, and lost contact with my beloved former manager. I then got fired and my wife left me, sending me into severe depression. I eventually got a better job and things started looking up, leading to my agency sending me to a leadership conference in the Boston area.

Meanwhile, Christina had a rough go as well. When I her closest friend informed her that I was leaving, she had just suffered a miscarriage and learned that her husband had been having an affair. She then went through a quick but ugly divorce. Oh, and something I didn’t mention the first part, everybody knew how close Christina and I were, and because her divorce and my leaving happened at the same time, the rumor went around that it was Christina who cheated with me. She got hauled into a board meeting and questioned about violating relationship policies, and quite angrily tore them a new one for calling into question both her, and my, morality, based on rumor mill. Needless to say, she was badly depressed and anxious for awhile too. However, we reconnected when I found out that we were going to the same conference.