Editor's note: this story contains scenes of sissification and gay male sexual content.
Chapter One
Jaime had never had much luck with the girls in high school. It had come and gone, and now he was enjoying one last summer before heading off to college with his virginity intact. It wasn't his fault really, he wasn't a creep or a douchebag, it's just that life and genetics had left him woefully under equipped for the seduction of the opposite sex. Jaime had never known his father, he had died while he was very young, and he'd lived alone with his mother for all 18 years of his life. He hadn't been neglected or abused, and had always been well provided for, but he never had any sort of male role model, or even close male friends.
His figure on the other hand, had actively worked against him his whole life. Jaime was only 5' 6", and weighed maybe 110 lbs. He was slender and lithe, but had a rear end that had no business being attached to a boy. Finally, his dick was pitiful. He had never had a chance to show it off to a girl but it was only 3 inches when fully erect, and even smaller when soft. Jaime had always been the last one out of the locker room for gym and it was no surprise.
Jaime's Mother, Sandra, pondered over these facts as she sat at her computer, a tall glass of red wine at her left, as she browsed internet advice forums. She knew that college was the best choice for him academically and professionally, but she was worried for his personal life. All throughout high school girls hadn't been interested in him, and she couldn't blame them. She always thought that he was maybe just a late bloomer, but as high school ended and college loomed, she realized that his body was never going to change, he was going to be a skinny little weakling forever.
She didn't want him spending his time at university pointlessly trying to compete with real men, so she searched online for parents in similar situations looking for some way to prepare Jaime. And as the night went on and the wine disappeared she was getting more and more desperate. Too many stories of sons becoming "incels" or joining gangs for a sense of masculinity. It wasn't until she found herself on a sexual advice forum that something piqued her interest, something she'd thought about in the back of her mind for a very long time.
The title of the post read "Sissifying our Son for a Better Future" and was a long and detailed article. The couple's son had always been a "femme little thing" in their opinion, and rather than wait for life to guide him down the proper course, or lead him astray entirely, they had taken matter into their own hands to ensure his happiness. Long family bonding sessions, open therapy, promoting a feminine lifestyle, they had done the work for almost a decade, starting it as soon as he entered puberty and they saw where it was heading. Sandra frowned at this, since she didn't have years, she only had months, but a comment on the article caught her eye.
"Sure it takes years if you want to guide them to the answer, but with sissy hypnos you can turn even the most rebellious boy into a mincing little faggot in a matter of weeks~"
The words mixed with the wine made her heart pound in her chest. They brought up old memories of when she'd first caught him masturbating, and had seen how waifish he looked and how small he was. She'd tried to put that scene out of her mind but it had always come back, more and more perverse for some reason. First she'd imagined him in her panties, then playing with his ass. It wasn't long before she was daydreaming about Jaime in full lingerie pounding his ass with a dildo. It was a sick series of depraved fantasies that had haunted her ever since. She bit her lip and tried to drive the images from her head. This wasn't about her fantasies, it was about Jaime, but maybe it could be about both...
. . .
Jaime was in his bedroom, up late in front of his computer as well. He had his hand fully wrapped around his 3 inch dick as he browsed images of pornstars revealing themselves to him. He'd always stayed away from porn with better endowed men in it for obvious reasons, and so only looked at porn of solo females or lesbians. He was truly getting into a fantasy of this woman inviting him into her bedroom when a sudden knocking at the door sent him scrambling to hide his activities. As his Mother burst in he had only just managed to hide his erection as he clicked away to another tab.
"Jaime dear you can't spend the entire Summer up all night on the computer! Go to bed."
Jaime offered weak resistance as he could tell his Mother had had more than a sip of wine. As she came over to give him a kiss goodnight he could only blush with shame as his erection wilted away. He certainly couldn't have noticed her plugging in a USB drive into his computer, or the odd smirk she had in the pale light of his computer screen.
"Get some sleep, and I'll see you in the morning."
His Mother then turned and left, leaving him to his ruined masturbation session. Frustrated, Jaime obliged his Mother, but not before turning on a podcast to fall asleep to. It was a bad habit that had led to him always needing some sort of white noise in order to get to sleep, but it was a bad habit that his Sandrawas counting on.
