Creation of a Sissy: The Milkshake (Part I); [Mt/Mm] [Gay] [Mdom] [Handjob] [Sissy] [Sissification] [Humiliation]

During university, I used to work on the western coast of the United States. I had an internship with an accounting house based out of Washington state. I used to occasionally visit a locally owned restaurant due to its close proximity to my work location. I grew acquainted with the staff there and knew most of them on a first name basis. That is why I was quick to notice a new worker that was hired for the evening shift.

This worker was very young (early twenties), no facial hair, blond, skinny, and about five feet and five inches tall with buzzed hair. He was an archetypical twink with a relatively high pitched voice.

“H-Hello sir, that’ll be nine dollars and twenty-three cents,” he said with a shy smile after my order was ready. I was well dressed and somewhat out-of-place at this establishment but I was hungry as fuck (in more ways than one). I asked for a copy of my receipt and saw that his name was Sam. I also tipped him with a two dollars that contained a special handwritten note in between the notes. After sitting down to finish my meal, I saw him glancing sheepishly at me. All I had to do was wait to see if he took up my offer.

Mary’s Interrogation [Teasing] [Light BDSM] [MF]

*This is a story that is inspired by actual events. Names and details have been changed to protect identities of the people involved. This took place* *a few months ago with Mary (see part* [one](https://www.reddit.com/r/gonewildstories/comments/f1d327/my_first_affair_with_a_chubby_40_year_old_woman_mf/?utm_source=share&utm_medium=web2x)*). This is the second part in a series of works.*

As the mind numbing monotony of work dragged (restart my computer, turn on my monitor, also *actually* program once in a while) on, so did my boredom. Meeting up with Mary seemed almost like second nature, almost like breathing. Mary *definitely* had endurance, but she was a little too… vanilla for my tastes, pedestrian at times even. I finishes writing my VBA shit-esque scripts and texted Mary to wait for me outside around the corner after work ended. While the attorneys and other staff all packed and left, I inconspicuously looked around and texted Mary to return back.

(My First Erotica Piece) [MF], The Rendezvous (Part I)

*This is a story that blends narrative and actual events. Names and details have been changed to protect identities of the people involved. This took place somewhere near my twenty-second year of life with a middle-aged woman. This is the first part in a series of works.*

My name is Allen. I grew up in a small rural town in a moderately sized state with a bit of everything to offer. My state has state parks, campgrounds, beaches, and many metropolitan areas of varying sizes. However, I was brought up in a rural community. I am originally from New York City, but my family decided to relocate when I was around ten to a locale where they were not absolutely destroyed by state and municipal taxes. Additionally, the cost of living was cheaper, jobs in their fields were better paying, and retirement was just around the corner.