Author: portland-macintosh

Senior Bank Manager – Second Night Together [MF]

If you want to avoid the preamble you can skip to the ****, where the sex starts.

In my last post I shared my memory of my first time having sex with Lynne. Luckily this was followed up by a second evening together about a week later.

First I’ll share a little background information. When these things were occurring I was in my early 20s, attending college at a big school in the L.A. area. I was a decent looking guy and ran and spent a lot of time in the gym. I had clear goals in life, I listened more than I talked, and truly believed in practicing kindness. Women were comfortable around me (still are, actually). So for a couple years, I was fortunate to have a handful of experiences with the ladies. It was nowhere near as many as some of my college friends, but I had fun. And since this seems to be in every story, I’ll add this: I was very average down there, if you know what I mean.

After my first time with Lynne, our relationship changed. She was a little warmer, smiled at me a bit more, etc. But still completely professional. Read more »

The Bank Manager [F] Banged Me [M]!

This story happened while I was in college, when I was 20 or 21 years old.

I was hired in to a management training program for a large bank in L.A. For my first rotation I was to spend time in the branch network, and my mentor would be a senior regional manager I’ll call Lynne.

Lynne was a single woman in her early- to mid-30s. She was aggressive and smart, and did not hide her intentions to rise to executive management. She was also very attractive, which did not hurt in a bank where nearly the entire executive team was male. She was about 5’8”, slim, and wore her blonde hair in a tight bun. She wore tailored skirts that made the most of her fit figure, and heels that probably cost more than I made in a week. In my opinion, this all combined to make her a bit intimidating, which was probably the goal. Read more »

[M]y Night at the Cabin With My Sister in Law [F]

I’ll be right upfront and say this is a story I’m not really bragging about. At the time (about four years ago) I had been married about 20 years and my wife had lost interest in me. I still loved my wife, and she loved me – like a brother. So there was no intimacy or affection, and I was in a vulnerable position.

My SIL, who I’ll call Amber, had divorced her abusive husband about two years earlier. She has two boys, the oldest of which had just started college. The event in this story took place about a month after he had moved to college, when my wife and I had agreed to help Amber take a few items of furniture to her son’s rented house, which was about five hours away from where we lived. Unfortunately, the day before we were scheduled to leave, my wife came down with food poisoning and there was no way she could do a five-hour drive. I agreed to go with Amber to help her out, because I knew she wasn’t comfortable driving a truck and pulling a trailer over the mountains. Read more »

My [M] Platonic Friend Monet [F]

After I finally lost my virginity the summer after my freshman year of college

(https://www.reddit.com/r/gonewildstories/comments/d05l7h/first_time_m_at_pool_party_with_friend_f_a_bit/?utm_source=share&utm_medium=ios_app),

I moved back to school and rented a studio apartment near campus. During my freshman year I became very close friends with a young lady named Monet (name changed). Monet grew up in a hippie family in a sleepy coastal city, and not surprisingly had very liberal social values. And yes, her artist parents named their children after famous painters. On the other hand, I grew up in a conservative family. Think of the Cunningham family from Happy Days and you’re kind of close.

For Monet and I it was truly a case of opposites attract, and I can honestly say by the middle of our freshman year we loved each other. The problem is it was totally platonic – she had an off-and-on boyfriend back home, and she didn’t think she could date a Reagan-loving conservative boy like me. Read more »

First time [M] at Pool Party with Friend [F]. A bit long…

This happened a while ago, so some details are fuzzy, but the jist of the story is still clear in my memory.

After my first year of college I moved back home for the summer to work and save money. In high school I was an average guy, decent looking, a little over 6’ tall, 180 pounds, but a little soft. I played baseball but wasn’t particularly outgoing or smooth with the ladies. However, during my freshman year of college I spent a lot of time in the weight room, attracted the attention of the coeds, and came back home with some swagger.

Back at home, a friend of mine (let’s call her Amy) invited me to a pool party at her house because her parents were out of town. In high school, Amy and I were in the same friend group and I got hints that she had a crush on me, but due to my shyness around girls I never pursued it. I hadn’t seen Amy since arriving back home, and when she first saw me I could tell she was impressed with how I had changed while at school. The feeling was mutual, as she was looking better than ever – about 5’6”, toned soccer player body, bigger boobs than I remembered, straight dark hair she usually wore in a ponytail, and a beaming smile. Read more »