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Daniel’s roommate Keith was his exact opposite in almost every single way. While the budding sissy boy had a hard time making friends and asserting himself, his partner domestically was a total man’s man. He was someone who was affable and welcomed into different groups, those who ran around looking for the fun parties. Keith was the kind of guy who liked drinking Coors Light, tossing a football back-and-forth, and chasing girls. On the flip side, Daniel could barely catch the ball when thrown to him, and definitely couldn’t handle alcohol. As for girls, well, one got them while the other was constantly frustrated. 

Keith was so happy being a dude he had plans for a man cave all mapped out for his future mansion. In those designs were schematics for a beer kegerator integrated with a bar, a 72-inch screen tv, a pool table and an air hockey table, and a stripper pole for when he felt like dialing-up some entertainment to stop by the house. He had epic, manly dreams.

When he walked around campus he exuded a confidence fueled by testosterone. In fact, he made Daniel nervous sometimes. All that masculine energy couldn’t be fully contained in one college boy’s body. That youthfulness was reckless. It overpowered. It often made Daniel’s lil’ dicklet shrivel up and retreat because he knew couldn’t compete. He was ill-equipped to hang at that level. So his trepidation led to him being more of an observer.

Keith tolerated Daniel, but only because he kept the room neat and tidy, and stayed out of his way. He always joked and called him his “maid” and “housewife”. Little did Keith know these supposed terms meant to belittle him were reinforcing feelings deep within Daniel’s core. There was a little tingle in his small penis each time he was referred to as an inferior -- as someone meant to serve.

The two roommates were paired up by the college computer the summer before classes started. The arrangement was only for two semesters, however. Both had plans to move off campus in their sophomore years. Keith would probably get a room in a frat house and Daniel would hopefully get his own apartment.

Unlike Keith, Daniel’s plans for his dream house included pink satin sheets and the perfect bathroom, complete with vanity mirror. A place completely devoid of any masculine influence. It would be a space with all the trappings of femininity. But at this time it was only an idea Daniel hid from everyone, including himself, when he could manage to. But no matter how hard he fought to bury those thoughts, he could never be fully erase them from his mind.

The day-to-day activities in their dorm room were fairly mundane: Studying, eating, playing video games, and watching Netflix. At night Keith would often be out hanging out with different people. He was always in a search of communities that fit his partying ways. Meanwhile, Daniel would be back in the room surfing the internet and looking at sissy porn.

Some nights Keith would bring back a drunken co-ed and hook up with her in the top bunk. Daniel felt like a prisoner in the bottom bed. Forced to feel the shaking of the frame, to hear the moans and giggles, to understand completely that it was Keith who got the girl, never him. In a way he was a cuckold. He could do nothing but bear witness. There were times he wanted to whip out his little dicklet and masturbate while sex was happening without him above, but shame and the fear of being found out kept him from doing so

So Daniel continued to do his best to bury his thoughts about servicing cocks while his roommate was around. Beyond the late night drunken escapades he had to live through vicariously, there was no thought of sex when his roommate was there. That was, until one restless night, one in which he could not sleep, Daniel ended up seeing Keith’s cock. And in terms of opposites, this was clearly a case of two different sizes on polar ends of the spectrum.

Keith had come back to the room super late after a night of drinking and made a bit of noise knocking about. He crawled up the bunk and passed out. After twenty minutes or so he stumbled out of bed. He was so drunk he pulled down his pants and started pissing in the wastebasket. Daniel, who was still wide awake, yelled at him and told him to go into the bathroom. Keith turned around, still peeing, and started laughing. That’s when the developing sissy viewed the most enormous cock he had ever seen.

It dangled there like the trunk of some great beast of mythic lore. He had only seen pics of such tools before, on the internet, during his most private times scrolling through Tumblr posts. But now it was presented before him -- in the flesh. Daniel suddenly started salivating at the thought of it filling his mouth. He tried to shake his head to snap out of it.

And as soon the moment happened, it was gone. Keith went to the bathroom and finished relieving himself. He then passed out in there, like a savage brute. Daniel felt his little dicklet grow with excitement. Back then it was all still new to him, he became frightened of the thought of giving his roommate a blowjob, and scared of the feelings of wanting to be feminine and submit.

Over the next few days Daniel tried to overcompensate by asking to go out with Keith and do manly things. But those attempts at suppressing his true nature always ended up in reinforcing it further. For every hour he spent throwing a football around with Keith and the guys, he went back to his room and spent three hours looking at sissy porn and lingerie sites, browsing items he wanted to eventually buy and wear. And every wank which led to release only provided a few moments of respite, for the desire always returned.

Daniel wanted to push aside such thoughts forever. How could he think them to begin with? These were not the ideas a real man might have. He wanted fight back. He wanted to be a guy’s guy, right? A man’s man. Little did he know that for every step forward he tried to take towards a life of of masculinity, he took two steps back, falling closer to being eternally trapped in femininity. And in just a few weeks time he would meet Mistress Narcissa, and it would send him further down the path to an unavoidable destiny...

Comments

Elias Bernheim

Excellent Jess. An amazing narrative. Daniel’s time is before the LGBTQ era of prominence?

Elias Bernheim

I get it. It can take two generations of life before some of us break the repression and can enjoy life rather than denying who you are.