Transformed - Cock Hungry Sissy Ch. 04

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Jessie learns a valuable lesson.
4.6k words
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Part 4 of the 4 part series

Updated 06/11/2023
Created 04/29/2022
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Hush1223
Hush1223
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"Right this was ladies, right this way," Maya directed the women with bags of outfits from various stores. Only 3 in line right now, that's not so bad. But I know there is more to come. At least it's only girls. For some reason that just felt a little less embarrassing for me.

"Okay, you can go into the dressing room with Jessie. But please look through the bras and panties we purchased and pick whichever one you think goes best with the outfit. We are going to take that into consideration too when picking the winner!" Chloe exclaims.

The first outfit was brought in by two girls in their mid 20s. One was holding a shopping bag in one hand and a pink g-string and matching bra in the other. They pull out the pants first. Bright pink, pvc pants. I gingerly take my panties off, expecting the girls to turn around, but of course they don't. I gulp and completely lower them to shrieks and giggles. "Oh my god, you are so tiny!"

"I was nervous about grabbing the small g-string," the other said. "I thought there was no way a man could fit a dick inside this thing, but I was wrong. Well, I guess I was partially right because you aren't quite a man now are you, honey?"

I pull the g-string up my legs until the tiny string is nestled in my ass. I start to get a hard on again and the girls notice.

"Oh my god!"

"No way!"

Chloe and Maya come running into the room.

"What's going on? Our little Jessie isn't giving you ladies a hard time right?" Chloe asks.

They just point and see my little dick trying to poke out of the tiny pink g-string the girls brought me. They all start laughing.

"You are one horny little girl, aren't you Jessie?" Maya says coming closer to me, rubbing her hand up and down my now smooth thigh.

I shake my head yes, as she inches her way up my thigh toward my private area.

"Now, now little girl, what are we going to do with you?"

Inching closer.

"Maybe just this one time," Maya continues, "I'll help you out with your little problem here."

Closer.

"We don't want you, ruining any of these pretty outfits with your icky cum now do we?"

Closer.

"Say it baby. Say you want Maya to touch your little clitty."

Closer.

"SAY IT!" She screamed, with her hand pressed right next to the cloth encasing my tiny erection. I couldn't hold out any longer.

"Please touch my little clitty, Maya."

"Good girl," Maya says, and with the softest of touches she grazes the head of my dick, and I erupt on the spot.

Maya quickly recoils her hand as Chloe and the other two scream.

"There is no way you really just came from that, right Jessie? Tell me I'm seeing things," Chloe asked.

"Nope, you're right on the money, Chloe. See, even a little bit got on my finger here," Maya says, holding up her pointer finger. "Our little girl may have the tiniest of clitty's, put it sure packs a lot of cum. Look at the g-string! It's absolutely soaked."

I look down, ashamed, to see the mess I made.

"I'm sorry Maya, Chloe. I don't know what got a hold of me. This whole thing, it's just so much, I've never felt like that before, it's just..."

"Shhhhh," Maya says, putting that same pointer finger to my mouth. "It's okay, baby. It happens. Our little girl has been pent up so long inside that boy body, you needed a release. But you did make my finger all icky. You're going to have to clean it up, baby." I stared at her finger on my lips. "It's okay, Jessie, open up."

I do as I'm told and suck her finger dry. There wasn't much cum on it, but I savored the taste. It was different. Salty, but the texture... I couldn't describe it exactly. It was unlike anything I've ever had before, but I loved it. And I wanted more. I needed more.

I had her finger in my mouth for what seemed like 20 seconds. Just desperately trying to find more. But the small little drop was all there was.

"You really like the taste of cum don't you, baby?"

"Mhm," I mumble with her finger still in my mouth.

"Maybe, we'll get you some more later..." Maya said.

"I think I know where we can get some right now," Chloe says, pointing down at my cum soaked g-string.

My eyes dart open as I look down at the mess I've made. The little hot pink g-string these girls got me was absolutely ruined. Soaked with my cum. I was longing for more cum, but this seemed like a bit too much. There were still two strangers here watching this entire thing unfold. I wasn't really comfortable with the situation. Surely, Chloe couldn't have been serious... But I'd be lying if I said that little taste I just had wasn't lingering on my tongue.

"Lovely idea!" Maya exclaims as she lowers the soaked g-string down my legs, careful not to spill any, and presents the messy material to my awaiting mouth. "Open up, Jessie."

Seeing the milky white substance with my own two eyes was too enticing for me. I couldn't say no. I obediently opened my mouth and sucked my panties dry. The taste was addicting. I literally couldn't stop. I would do anything for more.

Maya removed the panties from my mouth, then flipped it over revealing the "string" portion of the g-string and proceeded to put that in my mouth. Although only nestled in my butt for a few minutes. The hint of a revolting taste was there. I tried to fight off her hands, but she was persistent.

"Good little sissies like you are going to get very used to both the taste of cum AND the taste of ass. So enjoy this, sweet Jessie. You're going to learn to love it."

And so I did. Much sooner than I would've thought. The musky taste soon found a spot in my taste buds that I knew couldn't be replaced soon. The taste of cum and ass was addicting. I open my eyes to see the two young women staring at me with wide eyes. They couldn't believe what they just witnessed.

"Oh, I'm sorry ladies. I know that g-string went perfectly with the cute little outfit you got for our sissy, but you're going to have to grab another pair outside," Chloe says.

The one girl snaps back to reality. "Oh yes. That's no problem. I'll find something else."

"Excellent! Now, Maya and I have to go out and make sure the lucky girls who may procure your services know where to line up," Chloe says while peeking her head out from behind the dressing room curtain. "Oh my god. There's so many out there. You're going to be trying on so many cute outfits Jessie!"

And with that, Chloe and Maya return to the floor while the girl returns with a new pair of panties. This time, a cute little white thong, with a pink trim and hearts all over.

I slide the little thong up my legs then the bra. The hot pink pvc pants come next. Then a white silk blouse. The outfit is finished with pink heels. I stumble and almost fall as I go to the mirror to check myself out, and I look very stylish. I turn around to see my little perky ass, in the mirror. I liked the outfit, but... my thoughts get interrupted as Chloe and Maya walk through the curtain.

"Woah, hot stuff! That outfit looks lovely on you!" Maya says.

"It sure does," Chloe continues as she sees the look on my face. "What's wrong Jessie? Don't you like it?"

"Well, yes I like it, but... I was just expecting, I don't know, something a little more..."

"Revealing? Slutty?" Maya asks.

"Oh, girl, we totally get you," Chloe says. "Thank you ladies, the outfit is lovely, but our little tart here needs to show a little more skin. Isn't that right, Jessie?"

My cheeks flush red with embarrassment. I didn't want to admit it and I certainly didn't want to say I wanted to wear something a little more "slutty," but the truth was that this wasn't the type of outfit I was looking for.

"Go ahead baby, tell the girls the outfit isn't quite slutty enough for a little sissy tart like you," Chloe says.

My cheeks flush an even deeper shade of red, but in fear of Chloe saying that even louder, I oblige.

"Sorry, ladies, but that outfit isn't revealing enough for me."

The ladies start to walk out, but Chloe stops them.

"Woah, woah, woah. That's not what I told you to say. Now tell them what I told you to say."

She wants me to specifically say the word slutty. Okay, I can do that. I clear my throat as I softly squeak out, "I'm sorry ladies, the outfit you got for me wasn't slutty enough for me."

They say it's okay and try to leave, but Chloe stops them in their tracks.

"NO. TELL THEM THAT OUTFIT ISN'T SLUTTY ENOUGH FOR A LITTLE SISSY TART LIKE YOU!" Chloe screams, very clearly loud enough for the entire store to hear.

Now scared, I squeak out, "That outfit isn't slutty enough for a little sissy tart like me."

"LOUDER!"

"That outfit isn't slutty enough for a little sissy tart like me."

"LOUDER!"

"THAT OUTFIT ISN'T SLUTTY ENOUGH FOR A LITTLE SISSY TART LIKE ME!" I say much louder than I had anticipated, but the screaming from Chloe was too much for me as I started to break down crying. Maya directs the girls out of the dressing room as Chloe comes to console me.

"Aww, my poor baby," Chloe says, rubbing my shoulder. "I'm sorry I had to yell at you like that, but you have to start accepting who you really are."

I sniffle back some tears, "I know Chloe, but this is too much for me. I just wanted to try on a few dresses and experiment a little. I didn't expect all of this. And I certainly didn't expect to eat any of my cum and most certainly didn't expect to like..." I cut myself off. I didn't want to admit it out loud.

"Baby, it's okay to have all of these conflicting feelings. I'm doing all of this because I want to get you out of your comfort zone. And believe me, you may not realize it but this is the best thing for you right now. I saw the way you ate your cum filled panties. You loved it. I mean you absolutely loved it. Isn't that right Maya," Chloe asks as Maya steps back through the curtains.

"Is what right, Chloe?"

"That our little Jessie here loves cum."

"Oh my god, Jessie, I should've recorded you eating the cum out of those panties. When I say you loved it, you LOVED it. Any reservations I may have had about transforming you into a full fledged sissy went right out the window. You were literally born to eat cum."

I nervously ask, "You guys keep calling me that. What do you mean by sissy? I don't think I want to be called that. It sounds kind of degrading."

"Hmm, how do I explain it to you," Maya says. "Well first off, you're using the word degrading in a negative light. The definition isn't as clear cut as you may think. A sissy is just a term used for... well, let me ask you this. On a scale of 1-10, how much did you enjoy eating your own cum."

I hesitate before answering.

"Come on, Jessie," Chloe says. "We both know the answer. We just want to hear you say it."

"10," I sheepishly answer.

"And how much did you enjoy it when I put the ass part of the g-string into your mouth?" Maya asks.

"A lot," I answered.

"Give me a number," Maya says.

"10."

"And when Chloe or I are a little bit loud with you, I know you feel embarrassed in the moment, but tell me, how hard does your little clitty get in those situations?"

"... really hard."

"On a scale of 1-10, baby."

"10," I answer.

"See! You are loving all of this! And no, sissy isn't a degrading word per say, at least not in the light you view it as. There are several different types of sissy's. You, in particular are a sissy who enjoys dressing in promiscuous little outfits and finds sexual pleasure when being treated in degrading ways. So yes in that sense, sissy could be considered 'degrading' but you're finding so much pleasure in it right now! So who cares!" Maya says.

"Couldn't have said it better myself Maya," Chloe continues. "You see, Jessie. When you nervously confided in me you wore panties, I knew right away it was a cry for help, whether you were aware of it or not. You need to explore this feminine side of you, and yes I admit, I'm slowly but surely trying to push you to your limits, but only because I want what's best for you. And we're not going to find out what those limits are without the little push Maya and myself are giving."

"That's right, so turn that frown upside down missy. We have so many more outfits to try on. The line is almost out the door!"

-----

"This is the one!" I exclaim as the sexy little mini dress the store associate, Jacqueline, picked out for me was exactly what I was looking for.

The little talk Chloe and Maya gave me after my first outfit try on was not lost on me. My attitude took almost a complete 180. I was still a bit nervous and shy dressing and undressing in front of strangers, but I decided to start to embrace my sissy side.

They had a point. I did love everything that had gone on today. I loved the feel of all the pretty underwear. While embarrassing, I couldn't deny how my sissy clitty felt every time Chloe or Maya embarrassed me. And I absolutely could not deny how amazing my cum tasted. It was like something awoke in me, and even when trying to suppress that feeling, it couldn't be kept back for long. I needed more. And my soft little clitty, which now came twice in the past few hours, could only produce so much in one day. I had to find another source. Wait, no I don't. Another source? I was not gay, and I was going to control this addiction before it got out of hand. No more of that... stuff. I couldn't bring myself to even think of the word, knowing what it might do to me.

The outfit Jaqueline picked out for me was a pink and yellow floral dress that barely went down my thigh at all. I looked so hot. Literally any movement exposed a portion of my cheeks.

She paired the outfit with a pair of 4 inch pink high heels. These heels were perfect. With such a small heel, I was able to walk relatively easily, for someone with virtually no practice with heels. But the best part of the outfit was the panties she picked out. My favorite pair! The lavender g-string I fell in love with earlier! What were the odds my favorite outfit would be paired with my favorite panties! She even found a lavender lace bra to go with it!

"Eeep! I'm so glad you like it!" Jacqueline exclaimed.

"Me too!" Maya said. "Oh my god, you look so hot right now I could die."

"Good news everyone," Chloe says entering the dressing room before being stopped in her tracks. "Stop it. You look so freaking good right now Jessie. I can't stop looking at you."

I was giddy with excitement. I was checking myself out in the mirror, posing, bending over and seeing my little butt peak its way out of the dress. This is exactly what I was looking for.

"Anyways, as I was saying. I just got done talking to the lovely ladies out there waiting for the results. They're disappointed they weren't able to procure your services, but all of them are so happy you're embracing your true self, they were nice enough to leave you with the outfits they picked out for you!" Chloe said excitedly.

"Yes! A whole new wardrobe. Isn't that exciting Jessie?" Maya asked.

I was elated. I was still riding off the high of the cum I ate just about one hour before. The slutty little flower mini dress Jacqueline picked out for me took my already great mood and raised it tenfold. I didn't even think about what this might mean for my future.

"So exciting!" I say giddy and smiling ear to ear.

"Okay, enough staring at yourself, girly. If you think you look good now, wait till after we give your face a total makeover and give you some piercings! Come on, there's no time to waste. Jacqueline, I have your number, we'll call you later to set up this day of servitude for our little Jessie."

We walk out of the dressing room to a round of applause from all the girls patiently waiting to see the final outfit on me. Girls ranging from young 20s to early 40s clapped and jumped up and down, hugging me, kissing me on the cheek. I felt so loved. I felt like I belonged. I've never felt this way as a guy. But as a girl, I'm sorry, as a "little sissy tart," as Chloe would say, I felt at home.

My smile instantly sunk when I heard a deep dark voice call out, "So is the contest done?" I slowly turn around to see a tall, big black man, carrying a couple shopping bags.

I gulp as I flush red with embarrassment, and my tiny dick gets as hard as a rock in my lavender panties.

-----

It takes a second for Chloe and Maya to snap back to reality. This big behemoth of a man took them by surprise too, but Chloe's look of shock quickly turned into a wide smile.

"Of course not! Well it kind of was, but we have time for one more outfit, don't we Maya?"

"Yes we do! As long as our little sissy here is okay with it," Maya says, rubbing my shoulders.

I was at a loss for words. I stared open mouthed at the muscles raging out of the man's shirt. The perfect features of his face and I couldn't help but look down to see a fat bulge in the middle of his gray sweatpants. I was practically drooling. I needed this man's cum. Desperately.

I quickly snapped myself out of it. What was I thinking? Yes, I love dressing like a slutty girl, but I'm not gay. I can't think like this. Was I addicted to cum off of just one taste? Perhaps. But I have plenty of cum! Maya even said so! My tiny cock will be enough for me to survive. I don't NEED another man's... right?

"Umm, earth to sissy!" Maya says. I avert my eyes from the bulge to my friends. "Stop daydreaming about you know what and let's get back to that dressing room missy. Chloe, will you fix her dress? Jessie, darling, your pretty panties are showing, and while we love the little sissy slut you're becoming, please show a little decency."

I look down to see my dress scrunched up at my waist and my lavender g-string on full display. My tiny little package tucked away, barely showing any sort of proof I was really a man. I sheepishly blush as Chloe grabs a hold of me and brings me over to an empty bench in the corner of the store.

She forces me over her lap and says, "I'll fix her dress in a second Maya, but not before she learns her lesson."

Chloe gently rubs my g-string covered ass as I struggle to break free, but her grip was too strong. I couldn't help but think if a very much non-physically imposing girl like Chloe could hold me down with no problem, I would be helpless with a man like the one standing in the store right now. Precum dribbles out of my hard clitty as I imagine that scenario. Wait a second, did I want that to happen? And did I just call my penis a clitty?

I didn't have time to think as Chloe rears up and smacks my ass. I whimper out a moan.

"Oh our little sissy likes this. No matter. It's still a punishment because I know it hurts. Even if it does turn you on, you sicko." She rears up and spanks me again. Luckily I was facing away from the crowd of girls and the tall, dark man. This was another level of embarrassment, and if I was facing them it would make it even worse.

Chloe, as if reading my mind, turns me over as I'm now facing the lovely women in the store, as well as the man. Maya was taking a peek into the shopping bag the man was holding and a wicked smile works across her face.

"Oh my god Chloe. I don't want to jump the gun, but this costume, I mean outfit, is unbelievable," Maya says.

"Excellent!" Chloe exclaims as she spanks me again, making me wince. "My little sissy, aren't you so excited to try on the outfit the sexy man got you? But first, I want you to apologize to everyone here. And I want you to repeat what I say TO THE WORD. Got it?"

"Yes, Chloe," I say softly.

*SPANK*

"I SAID GOT IT?"

"YES, CHLOE!"

"Good girl." Chloe now works her hand so that it's resting on my ass, with her middle finger awfully close to my asshole. She gently presses on it through the fabric of my g-string. I start to panic. I've never had anything in my ass, and while this may just be a small finger, I was afraid it was still going to be more than I could handle.

Hush1223
Hush1223
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