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Chapter 7
by Cainsword
What is Annie wearing?
A cheer outfit
Jackson waited for Annie to arrive at his place, having sent the address to the effeminate male. He passed the time by thinking of what he could do with Annie or what he could do with the other students in his class.
Jackson has a bunch of ideas. Some involving one on one stuff like what he was going to do with Annie, others were group activies like having a foursome. He wasn't sure what to really go with but he knew he had to play with Sean next time as he knew Dani would also have to be played with at the sane time.
There was a knock at the door and Jackson knew who it was. He got up off the couch and walked over to the front door. He opened it to see a blushing and shy Annie standing just beyond his door in a cheer outfit. Jackson chuckled. "My my. Someone certainly is excited. Where did yoi get the outfit?" He asked, wanting to hear Annie speak.
Annie was blushing hard. It was extremely obvious as to why but that didn't matter at the moment. "I-I am on the cheer team." Jackson grinned even more. The slut standing before him was wearing their uniform and was happy to wear it during sex. How naughty.
"Well, come on in." Jackson said as he stepped to the side and let the blushing male inside. Jackson shut the door behind Annie, licking his lips as he eyed Annie's body. The cheerleader had a lightly tones body, likely having been developed during cheer practice. Jackson's eyes ran up and down Annie's body, looking and listing after everything they saw, the almost flat chest, the toned stomach, the small almost hidden erection, the toned legs connected to the plump bubble butt that was barely hidden by the skirt of the uniform.
Jackson offered Annie a seat on the couch. Jackson's home wasn't very extensive. It was a single family home which was on the older side, having lower ceilings, a brick mudroom, a somewhat cramped layout. It was perfect for Jackson since he didn't have an actual family. The couch was definitely worn it yet it was not in bad shape. Jackson joined Annie on the couch and smiled.
"So. Why did you want to masturbate to me?" He asked, wanting to hear the reason why Annie had texted him this late to ask for permission. "Well...", said Annie, "...no real reason." Jackson knew he was playing coy. "Annie," Jackson said watching the small bulge twitch as he called Annie his nickname, "You should always tell the truth to me." Annie's look went a bit blank for a moment. "I should always tell you the truth." Annie's shamed filled lustful look returned right after. "I am a gooner okay!?" Annie said quickly and loudly. Jackson had heard of them. As far as Jackson knew, gooners were individuals who masturbated frequently almost always to porn and to a mind-numbingly degree. He was surprised that Annie was one of them.
What does Jackson do next?
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The College Professor
College just got more fun
You are a new professor for a college. You teach a new class called 'Modern Sexuality'. On the first day you hypnotize the whole class, having fun afterwards. Feel free to write different story lines.
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- Blowjob, Heterosexual, Backseat, Voyeur, Cum, Cum-swallowing, Cum-dribbling, College, Goth, Emo, Gay, Straight, Straight to bi, Straight to gay, Joi, Jerk off instructions, Dominant male, Professor, Threesome, Pegging, Feet, Cuck, Cuckold, Cuckhold, Cock worship, Deepthroat, Bisexual, Gooning, Hypno, Hypnosis, Gooner, Interracial, Couple, Petplay, Cumshot, Facial, Swallow, Breathplay, Aheago, Cosplay, Costume, Cheerleader, Cheer
Updated on Jun 3, 2025
by Kneil
Created on May 30, 2023
by Cainsword
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