I Shouldn’t Have Worn Her Clothes II (Bad Ending) (Exclusive Jan 2025)

(All characters are consenting adults)

After a prank backfired, I was left sitting in my room, trapped as a busty woman trapped in a very tight and very hot latex suit, that was rubbing against my new vagina more with each moment that passed.

My only options were to masturbate and orgasm as a woman, which was incredibly embarrassing, emasculating, and something I don’t I’ll ever forget, or apologize to my sister, promise in writing to leave her alone, and lastly replace all her clothes that I stretched out.

“Dammit, this sucks. No matter what, I'll be humiliated and she wins…” I drop backward onto my bed, which causes my breasts to bounce, while also rubbing my erect nipples. “OoOOOhh!” the sensation caused me to moan.

I quickly cover my mouth but then hear laughter coming from outside my room. I take a deep breath. “Get the hell out of here Cali!” I yell from my bed. “Fine, fine. You’re a young woman having her first experience. I’ll give you privacy.” She yells back through my bedroom door.

I take a deep breath and sit back up. “It seems I have to make a choice. Masturbate and get out of this body. Or put up with it, swallow my pride, and go shopping in it, which while a lot will leave my manhood intact.” I take one more deep breath as I decide.

“Screw her. She thinks she’s won. I’ll embrace it. So what if I orgasm as a woman once? A real man isn't afraid to do so.” I take my hand and lower it to my crotch. I try to stick my fingers under the suit, but it’s so tight I can’t get them under.

“I guess… I can’t do it that way… which means I’ll have to find some other way….” I look around my room. There wasn’t much I could use. At least that I know of that will work. So my choices are to use my hand and rub the outside very fast and hard, use the bedpost, or a pillow.

“Ugh… I really wish I didn’t have to do this.” I picked myself up and got onto my knees, which caused the latex around my vagina to get tighter for a minute. “OoooOOhhh.” I moaned and fell forward onto my arms.

I caught my breath and picked myself up again. “It’s so intense already and I haven’t even started… Is this really normal?” I couldn't help but feel that my male body couldn’t even compete when it came to pleasure. “I really hope this doesn’t ruin male orgasms for me…”

I take my hand and press it against my crotch. “Alright… here goes…” I start moving my hand up and down while pressing it down into my crotch. The latex started to dig in even more and my breathing got heavier and every so often I was gasping.

I did that for nearly twenty minutes and while it felt great nothing more than that happened. “What… huff… the hell… huff… when I was a guy… huff… this was all I needed to do…” I stopped for a minute and grabbed my phone.

I used my search engine to look up how to masturbate as a female, which is great to have on my search history but I can always delete it later. I read a few articles and demonstrations, all while sweat pours out of my latex suit and down my body.

“It seems… what I was doing works sometimes and for some women… but if it’s not working for me… it recommends…” I grew silent as I read the list of things to try. Things like using a magic wand, dildo touching my breasts and pinching my nipples.

“This can’t be serious…” I could feel my face burning from the embarrassment. I looked down at my breasts. I wasn’t sure if I was ready to go that far, yet at the same time I had already been stimulating my body and it was screaming at me to finish.

It would be a waste to have done all that work just to edge myself, put my tail between my legs, and give in to my sister. “Fine… I’ll do it.” I scoot over to the edge of my bed and push my crotch into the round ball on the corner of the bedpost. “OooOohHHh..”

Just pushing them together felt great. “Huff… Alright… now… that my hands… are free… I can… place them on my breasts…” My hands slowly move up and I place the palm of my hands over my nipples, which once again causes them to rub against the suit and cause me pleasure.

“FuUUUcCcKKKkkKk…” I yelled as I moaned. This time instead of stopping when the pleasure got intense, I pushed through it and continued trying to masturbate. With my hands on my breasts, I start to squeeze them and purposely move the suit around to rub my nipples.

“OOoOOOHHHhhhHHH!” I quickly began to moan longer and louder, but it was about to get more intense. I started to thrust my crotch into the bedpost, basically meaning I was humping it. It was embarrassing at first, but the pleasure soon forced all other emotions other than happiness out.

It felt amazing, and I didn’t want it to stop. Which was good because between moans I could hear my sister laughing from her room, so it was clear I was so loud she could hear it. Ten minutes passed and I felt my body reaching a new level of pleasure.

One that felt just like the moments before I would cum as a guy, where I felt pressure in my cock trying to erupt. I knew at that moment all I had to do was let it out. So I give my breasts one last hard squeeze as I slide my vagina down the bedpost.

“OoOooOOoOooHhHHhHH FFffFFuuUUcccCCcKKkkK…. IIiiII’MmmmM CcCCuuuUUumMming…” I yell nearly at the top of my lungs. I then basically lost the ability to speak as cum started to shoot out of my body into the latex suit, and then out the sides.

I then just sat there on my knees, gasping and trying to catch my breath. I felt so good. The pleasure was so good, that I didn’t even have a single worry on my mind, but I should have. My bedroom door suddenly flung open and my sister was standing there holding a camera.

“Wow! Look at Tracy guys! She just had her first orgasm! Which makes her a real woman now!” Cali said as she got closer to her camera. I wanted to yell at her, swing my arm at her camera and tell her to piss off.

However my body was exhausted, and I didn’t have the energy to speak, never mind move. So I could only watch as she got up close with her camera and recorded my sexy sweaty body, and the cum still slightly flowing from my suit.

After a few minutes, she stopped recording and put her phone away. She then walked over to a shelf that faced my bed. She then reached into it and pulled out a small camera that was clearly on. She laughed and then looked at me.

“This video should make me enough money to pay for those clothes you ruined. In fact, it might even be enough to get you some more clothes now that you’re going to be stuck as a woman.” My mouth opened and I wanted to ask her what she was talking about.

Instead, I fell forward and still couldn't move. She then walked over to me and got closer to my face. “You seemed shocked?” She said while chuckling. I finally managed to get my voice to work a bit. “What… huff… you… said…huff.. I’d… turn… back…huff… if…”

She cut me off. “Oh no dear sister. I said that if you masturbate the suit will come off. You’re still going to be a girl. Did I forget to mention masturbating in it makes the change permanent?” My heart suddenly started to beat quickly.

“I’m… huff… stuck as a…huff… woman!” I say with the last of my energy. I then begin to pass out, with my sister's voice being the last thing I hear. “That’s right, you’ll be a girl full-time now. Perhaps you should have manned up and admitted you were wrong, instead of taking the easy way out.”

She then starts laughing and I drift to sleep. I woke up hours later having regained my strength. I now smelled horrible, was sticky from cum and sweat, and not to mention fuming. I checked the suit to see if it really came off and it did.

I removed it and for the first time, I saw the female body I was now stuck with thanks to my sister, the same one that was likely up on some porn site making her money. I felt myself getting angry. “I can’t believe she did this to me!” I whisper under my breath.

I looked towards the wall that I shared with her. “She thinks she’s won… but she just started a real war that won’t end.” I look at the suit and smile. “This thing turned me into a busty girl. I wonder what changes it’ll have to a person who is already a busty girl.”

I laugh quietly as I put my plan into action. I waited until she went to bed and snuck into her room. I knew there had to be some way that she could unlock the suit, and I was right. She had some strange device that she had shipped separately so I wouldn’t get it.

I took that and started to mess with it. turns out you can control a lot with it. So I fiddled with the settings and made it so the next person to wear it would get massive P-cup breasts, and have a thick milf like body everywhere else.

I then waited a few days while ignoring her to make her think I was just made, that way she wouldn’t suspect anything. Then I put some sleeping medicine inside her energy drink and waited for her to chug the whole thing.

“Good, it’s only a matter of time until she falls asleep,” I said as I rubbed my hands together. I then wait about an hour and find her asleep on the couch. I then quickly and gently changed her into the latex suit she had used to trick me.

Once she was in it I locked it. “Great, now the revenge begins,” I said as I watched her body change drastically. Before she looked a lot like me, but now she looked like someone from a porno. As soon as it was done I started to laugh like a supervillain, which woke her up.

“Trace? What are you doing? Was I asleep?” Cali sat up and immediately noticed her body had changed and that she was in a very tight latex suit. “What the fuck!” She screamed as she tried to hold up her breasts. “Not so great when you’re the one in the suit huh?”

I said as I played around with the control device. “You prick, this isn’t funny.” She said as she got up and giggled her thick body. “Neither was turning me into a girl,” I said as I backed away from Cali who was trying to get closer to me.

“At least I turned you into a cute girl. You turned me into every man’s fantasy girl.” Cali tried to grab the remote again, but I dodged by going under her breasts. “Yup, and you’ll stay like that as my revenge,” I said as I dropped the remote and stepped on it.

Cali’s face looked horrified. “You… you absolute piece of shit! Without that remote, there’s only one way to take this suit off….” Calis said before getting quiet. She realized that was my plan, to force her to accept that body by masturbating in it.

Or she could stay in the suit, which meant she’d still be stuck in that body. “Have fun sis, and leave me the fuck alone,” I said as I left. That night I heard her give in and masturbate in her room, and in the morning she was out of the suit and using a bed sheet as a dress.

We didn’t talk again after that, nor did we fight, argue, or prank each other. After a few months, I ended up packing my stuff and moving in with a friend, and since then I haven’t spoken to or heard anything about Cali and how we were doing.

A year passed and one day while I was getting dressed I looked into the mirror. For a moment I saw Cali in myself, the Cali before I changed her. I suddenly felt really bad, really alone. I found myself wishing things hadn’t turned out like they did.

I wanted to call her but I knew it was too late. We had both already gone too far and destroyed what could have been a good sibling relationship. I lean on the mirror, fall to the ground, and start crying. “Cali… I’m… I’m sorry..”