Riley Gendreau
patreon
Forced to crossdress: Pt1
🕑 Added 2023-10-12 00:07:53 +0000 UTCMy name is Bryce Cooper. I'm an eighteen-year-old attending college. Lately, my grades have been slipping and if I don’t fix them I’ll be expelled. So I began asking around for anyone willing to tutor me.
Eventually, a girl named Cindy Holland reached out to me offering to tutor me. She has excellent grades, but it's strange. She has this reputation of being the weird girl, no one knows anything about her and she’s never seen hanging out with anyone.
With my only other option being to flunk, I took her up on her offer. I was given her address and told to meet her this weekend to begin. So the day comes and I meet Cindy at her house and begin setting up our studying supplies.
Before I could finish setting up Cindy told me she had a requirement. She explained that she was getting into hair and fashion and wanted to try some things on me in exchange for tutoring. This seemed fair, she tutors me and I let her practice with me.
So she began working on my hair while explaining what I was working on. I didn’t pay much attention but she was putting in all kinds of hair products, I didn’t care about my hair so it didn’t matter. After about an hour she had me take a break so she could practice makeup.
I was a little hesitant but she said it would wipe right off afterwards. So she had me lay back and close my eyes. It was taking a while and I kinda fell asleep. I ended up waking up to her shoving some clothes into my arms, she told me she needed me to wear it to complete the look.
It was a very short dress, I told her there was no way I was wearing that. She got a bit frustrated but said okay. Then she mentioned that she wouldn’t give me the wipes to wash off the makeup and I could walk home with it on.
That’s a long walk home, there’s a good chance someone I know would see me. So I agreed to put it on, but only for a minute. She was happy with this and left me in her room to change. After about a minute she came back in and started circling me looking at me in kinda a creepy way.
I asked her if we were done and she said she wanted to show me what I looked like first. So she opened her closet door which had a full-body mirror on the inside. I was shocked, the person looking back at me wasn’t me.
Not only had she done my makeup, but she dyed my hair pink. Along with the dress I looked like a small delicate girl. I was staring in disbelief when she asked me if I thought her skills were good. I couldn’t lie it was one heck of a transformation.
As I turned around she started taking pictures of me, I freaked out asking why she was doing that. She told me not to worry. The only person who would see is her teacher, she needed to show her work to receive her grade.
I calmed down, it was extremely embarrassing to be dressed like this, never mind seen like this, but if it was clear it was to help another student no one would find it weird. I got dressed back in my clothes and Cindy removed the makeup.
She apologized and said the hair dye would come out after a few days, but if anyone asked I could just say weird Cindy did it to me while I was studying. She looked kinda sad saying that so I told her it was no big deal, I could just wear a hat or something.
She asked me if I’d like to continue studying next weekend or if this was too weird for me, I need this tutoring so I agreed despite knowing what would happen. So for the next few weekends, I’ll be forced to cross-dress just to study.
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Riley
Just adding this to the archive, it's an old caption from before I created my Patreon.
