Masculinity Lost

Masculinity Lost

How a straight guy was to become a sissy

Chapter 1 by Cdslavejessie Cdslavejessie

Introduction:

Hi yall! This is my first attempt at a story so I would love and appreciate any feedback! I’m making this up on the fly so I’d love thoughts and ideas on how we can really humiliate young Danny Stewart! I prefer my stories be based in reality (crossdressing, padding for breasts and hips, hormones and surgery vs magic or scientific machines) and heavy on the feminization and humiliation aspect! Let me know what you like and I’ll do my best to incorporate it into the story! Thanks boys and girls!

Love- Jessica :)

Danny Stewart was a typical 21 year old college student. He went to class and did fairly well. While very bright and intelligent, he was able to do above average in class with minimal effort into studying and class work. What he spent the most time on was carousing around campus, partying with his frat buddies, and most of all flirting with all the pretty college girls he could find.

Danny had boyish good looks. Longish brown hair that fell past his ears, bright blue eyes, and a hairless face that was just on the line of between handsome and pretty. While not overly tall for a man at 5’6” and a skinny 140 lbs athletic body built by a lot of cardio, he had a prominent bubble butt that the girls on campus were jealous about. Girls would constantly tell him they wished they had his perky booty, with surprisingly wide hips for a boy. His butt was a source of pride and shame as he knew a boy wasn’t supposed to have such a feminine rear but the compliments he got for it from girls made up for it. There was even a time at his frat party where his buddy Kyle, a big hulking brute who played linebacker for the school, drunkenly slapped his ass while saying “damn girl, you got the best ass at this party! Show it off for us honey!” before stumbling off. While Danny was incredibly embarrassed and disgusted that his friend thought he was a girl, and a hot one at that, there was a small part of his drunken brain that was appreciative of the slap (and also liked how the hard masculine slap made him feel submissive and feminine). He quickly shook his head at the thought and continued his game of beer pong without another thought.

Danny was able to get past his rather short frame and effeminate features and was fairly successful with girls at school. He had several girlfriends and hook ups with girls of the school who loved his boyish charm and pretty features. While these girls wanted to stay with him, Danny never stuck around long, not wanting to be tied down. While not mean to his previous girlfriends, he left them wanting more from their relationship, souring them to Danny especially when seeing him the next weekend at a party chatting up and making out with another pretty coed.

This all came to a head at the spring party right before final, where Danny and his frat are throwing a “Halloween” party. While throwing it as a last hurrah for the year before finals and students go there separate ways for the summer, the Halloween theme is to get girls in skimpy costumes (typical frat boys).

Danny had just broken it off with Jessica Smith, a brilliantly smart blonde sorority girl the looks to match, the week prior and was looking forward to hitting it off with a new girl at the party. Danny thought he broke it off amicably with Jessica, leaving them as friends. Jessica had over a 4.0 GPA and dreams of becoming CEO of her own company. As a cheerleader for the school, her 5’5” body was toned from years of athletics. Jessica didn’t dress like sluts at her school, but she always left little tidbits showing off her amazing body. A button or two undone to show off her D cup breasts. A skirt riding the line between appropriate and slutty lengths. Her dresses fitting perfectly tight to show off the ass years of cheerleading helped build. But Jessica was smart. She knew how attractive she was and used it, combined with her intelligence, to get what she wanted. When Danny broke it off with Jessica, she was pissed. Little did he know the 5’5” blonde would have other plans for little Danny.

How should Jessica handle the break up from Danny?

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