Frat Boy Turned - Shopping Day

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My mind immediately wanted to see it fully hard, too. I wondered what it'd feel like in my hand -- even how it'd feel in my mouth. How heavy would it feel in my hand? Would my hand even wrap all the way around it? I might could fit two hands on his shaft? How much would I have to stretch my lips open to fit it in? How far would I be able to go down on it without gagging?

Wait, why am I wondering all of this?! Maybe I was a little gay, I thought. Or at least bi - I can't deny how turned on I was with Jess earlier. And I'd never had problems getting hard for other girls either. But here I was, my little cock straining to get hard in its cage as I thought about my roommates dick.

He pulled it back in his boxers and I snapped out of my trance. "Don't want to tease you too much with a real man's cock just yet. You've still got a lot to learn before we get there. But hey, if you really need it, at least you have a dildo to play with now."

He wasn't wrong. I was excited about that. I couldn't wait to feel it inside of me. All I'd ever had in my hole before was my own fingers when I'd gotten a little curious in the shower. I was also excited to practice my blowjob skills on it. I was already thinking of the sissy hypno videos I could watch as I played with it now. There were tons of blowjob instruction videos that you need a dildo to practice on while you watch. Maybe I was a little deeper down this rabbit hole than I thought.

The rest of the night was pretty normal. One of our other fraternity brothers asked if we wanted to smoke, so we went to his room to use his gravity bong. Then we just melted into the couch and watched a movie.

Being high had my brain all over the place, specifically I felt like it made me even more submissive and horny. I scrolled twitter for most of the movie, then went ahead to try to find which videos I was going to watch tomorrow when Connor left for class. Then I decided I should text Jess.

"Heyy, it's Ryan. Thank you for today. I really hope we can hang out more soon," was all I could come up with to say. I didn't want to come off too eager or too scared either. I'd never really been on this side of things -- normally I was the guy just firing off texts to 3 different girls at a time. This felt different though, I definitely was not in control with Jess. Completely the opposite really -- she was in complete control of mine and her's relationship since Connor had given her that second key.

My heart was racing as I waited for her to reply. Finally I saw the three little bubbles pop up to show that she was typing. "Hey babe, we'll definitely be hanging out again soon. How about you come over tomorrow once you're done with class for the day? I don't work at all tomorrow, so I'm free all day."

"I only have morning classes, so I can come over after lunch!" I immediately typed back.

She sent me her address and ended the conversation with "Be here at 1, no earlier, no later. Bring your new toys. 😘"

I was still pretty high, so I didn't have any issues falling asleep, even with how excited I was for the next day. I replayed the day in my head as I fell asleep. Oddly enough, I kept coming back to seeing Connor's cock instead of reliving the blowjob I got from Jess. I fell asleep hoping Jess was right about this new cage -- I really needed a good nights sleep.

End Part 3

Thanks again to everyone for reading, commenting, and rating. Part 4 coming soon!

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7 Comments
FailedscoutFailedscout3 months ago

Each chapter gets a little better. I really like the addition of Jess and I hope that she gets full control of Ryan.

Thank you for writing and posting here.

Omegaman60Omegaman603 months ago

What a great story, I have to back trac and read the others leading up to this story. It's really cool that you have a lady friend so eager to guide you thru all this. Talk about a streak of good fortune. 5 Stars

4Leather4Leather4 months ago

Love the way you’re moving him. Can’t wait for the next chapter to see were you go. You got me thinking hard with one head locked in my chastity cage dripping.

ClosetSissy2020ClosetSissy20204 months ago

Really enjoying the story & can’t wait for the next chapter! Let me know if you would ever like to exchange story ideas.

AnonymousAnonymous4 months ago

Can't wait for more!

A girl I once knew loved to suck cock and she liked to suck me whenever she could. I would protest because I rarely could get hard and I had never (ever) been able to cum in anyone's mouth. She loved it, tho! Whenever I would ooze pre-cum into her mouth or have a "soft" orgasm, she would always kiss me and push it back into my mouth. Each time she would always say, "I know you love this."

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