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Chapter 9
by ShimoDragon
What is the final activity of the day?
"Meditation"
"You see Riley, I worry that you aren't quite focused enough on your goal to become as manly as possible, "Isabelle put her hand on his shoulder as she lead the half naked girly boy to the couch, "So to fix that we are going to have you meditate on some pictures of other men. Go ahead and open Instagram on your phone."
Riley was never much of a social media guy but he had been convinced to download the more popular apps before. His own Instagram account only had a small handful of posts. Regardless, he settled down on the couch and opened the app. As soon as the app was open Isabelle snatched his phone away from him and started to search for and curate a group of photos. After a brief wait she handed back Riley's phone and had him start looking.
"Tell me what you think about this guy," Isabelle pointed to the photo of an oiled up, shirtless gym bro lifting weights currently on the screen.
"Uhh... He looks pretty strong, I guess," Riley replied, still using his princess voice.
"No, no, "Isabelle shook her head at his answer, "That's not specific enough! You don't even sound invested. Here, lets have you try something else. This is a meditation technique I picked up a while back, you take your penis in one hand and rub it up and down. That should really help you focus on what makes these guys so attractive!"
Isabelle was heavily relying on one of the new triggers she had placed in Riley's hypnosis track to be taking effect here.
You will forget all you know about sex and sexual activities. The knowledge will become like water that slowly drains out from the bottom of your head. Even the idea of masturbation will be lost to you, becoming nothing more than a funny sounding word.
This was one of the messages she had been drilling into his subconscious for the past few weeks. She wanted Riley do more than just look like a bimbo, she wanted him to become a bimbo and that meant reprogramming even his very base desires.
Riley, however, was resisting, "I- I don't know about this Isa... This seems weird..." He couldn't put a finger on why he didn't want to do it, but some small voice in the back of his head made him think it was a bad idea.
Isabelle was prepared for resistance though. She spoke to her little project once again but this time she did so while rhythmically clicking a pen at her side in between her words, "You don't seem to understand, Riley. The rhythmic motion on your body will synchronize your thoughts and feelings. There's no better way for you to focus on the men in the photos than with this meditation!"
"O-oh, I see... Yeah I guess that makes sense..." Isabelle smiled at his compliance, glad that she had implemented the clicking pen as a failsafe early on.
"Good, good... Now tell me what you like about these men while you meditate to them. What about them makes you excited?"
Riley returned his attention to the photo of the gym bro. The man's glistening muscles caught his eye yet again as he began stroking himself up and down, "I- I like how big and shiny this guy's muscles are."
"Looking at them makes you excited, right?" Isabelle clicked the pen some more as she urged him onwards from behind. She also took note that his manhood seemed smaller than she had last seen it, after a month of estrogen it was beginning to shrink down, "How about the next one?"
Riley swiped over to the next image, yet another muscly gym bro but this one was more toned than bulked, "His abs are totally shredded. They look like they'd be rock hard!" He was beginning to feel really good as he stroked himself to the pictures of these men.
"Makes sense that you'd mention that. You love strong, rock hard guys don't you?" The clicking of the pen continued, "Go to the next."
The next image was yet another gym bro but this one was actually wearing a shirt making it harder to see his musculature. This disappointed Riley somewhat but he decided to focus on something else. The man's face was what ended up drawing Riley's attention most, "I really like this guy's face. It's so chiseled it looks like it could've come from a statue!" He could feel pleasure building inside of him now as he continued rubbing his penis while studying the man's face.
"Yes, he's quite handsome isn't he? I bet you love staring at handsome guys like him." They were almost finished, she just had to guide Riley through to the end, "This is the last one, tell me what you think."
The final image was of a fairly average guy, not a gym bro at all. There wasn't anything particularly stand out about his appearance except for the fact that he was completely naked and sported a huge cock between his legs. Riley, however, did not see anything off about the fact that Isabelle had included this image in his "meditation" session. This was thanks to another of his newer hypnotic suggestions.
You are not disgusted by other men's penises. In fact you think that dicks look quite pleasing to your eye. If you were to see another man's penis that would make you very happy and fill you with a sense of closeness.
Because of this hypnotic suggestion a smile grew on Riley's lips as his eyes fell on the man's dick pic, "This guy has a v-very big pe-penis, it's quite n-nice," his voice was breathy and light from the stimulation.
"Yes, yesssss," Isabelle cooed in his ear, "You'd love to see a cock like that in person wouldn't you? Just imagine how nice the dicks of those ripped hunks in the earlier pictures must be. Whenever you see a guy out on the street you should imagine how his penis might look and how good it would be to see it."
Riley quickened the pace of his stroking as Isabelle spoke until suddenly his rod burst while he stared at the dick pic in front of him. Isabelle almost squealed in delight that she had managed to just make her sissy ex cum to the sight of a another man's cock. She held back the feeling of overwhelming triumph as she took a cloth to clean Riley's discharge off the wall, "That was very good Riley, and I bet it felt good too. You should remember how that felt and what we talked about so that you can meditate some more later on. I'll make sure to get you some new pictures too."
Riley could only dumbly nod in the aftermath of his orgasm, his fake tits heaving with each breath and his long silky hair messily strewn across the couch pillow behind him. Having forgotten his past sexual experiences he couldn't remember ever feeling this good before and he couldn't wait to meditate again.
The day is done but Riley's journey is far from over. What changes next?
Crossdressing Stories
A collection of separate stories that all involve guys ending up in dresses
A collection of separate stories that all involve guys ending up in a dresses
- Tags
- Hypnosis, Misunderstanding, Crossdress, Halloween, Bet, Dare, Crossdressing, hormones, feminization, sissy, housewife, Stepford, Stepford wife, hucow, Maid, Fetish, Femdom, Thigh-highs, mistaken identity, mind control, manipulation, Accidental, Mr Handy, Vault, Fallout, Magical Crossdressing, Leather, Princess, Secretary, Fantasy, pokemon, Mindcontrol
Updated on Jun 20, 2025
by Mr Nice Guy
Created on Feb 1, 2018
by Dayeandknight
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