[m/m/m/] When I was in high school, I dressed like a girl and had a threesome with my two friends

When I was fourteen, I dressed up like a girl and had a threesome with two of my friends. When my parents and sister went to visit relatives for a weekend, I held a house party in which a couple dozen or so people showed up.

Everyone cleared out after the cops showed up concerning noise complaints, with the exception of two of my close friends, who had received permission from their parents to stay the night.

Growing up, plenty of my straight guy friends hit on me. They would playfully dry hump me or want to practice what it was like going up a girl’s shirt, with me being the closest thing they could get to a real girl. I was small in stature with androgynous features. I was often mistaken for a girl and sometimes picked on for it. I enjoyed my male friends’ attention, but never felt the need to take it further for a few reasons:

1. The social ramifications were too much. I often fantasized about making out with a friend while jerking him off, but there was no way I could act on these thoughts in my small, suburban hometown.

[m/f] I Wore My Sister’s Panties to School After My Mom Forgot to do the Laundry

I was never attracted to my sister until my mother made a simple mistake one morning while I was getting ready for school. I was in the eighth grade, preparing for school on a typical weekday morning.

While my sister showered, I watched the previous night’s sports highlights. All my interests were masculine, and I had the blossoming machismo ego to go with it. I learned many of my behaviors from my group of friends, valuing qualities like strength over sensitivity. Anyways, I finished my cereal synchronously with my sister turning off the shower and headed to my room.

At the end of my bed was my outfit for the day, consisting of a shirt with my favorite football team’s logo, the baggy blue jeans I wore almost everyday, and generic white socks. Egregiously, there were no boxer shorts. I figured my mom forgot to lay them out, so I searched my dresser. I panicked when I saw an empty top drawer.

I ran into the kitchen and informed my mom of my mini dilemma. I knew she would have a pair of boxers for me. She always had the answers and always made things right. Calmly, she told to relax, and that she would find me a pair of clean undies right after she finished preparing breakfast. I hated when she used the term, “undies”.