Halloween Slut

By Amie Doucet

Published on Sep 2, 2023

Transgender

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Joe and I lay on my mattress, arms and legs intertwined and overlapping, two lazy lovers exhausted by an afternoon wasted together.

We held hands. We kissed.

I asked him if he wanted to wear a pair of panties and a bra. He squealed with delight. I brought him a matching set: light pink cotton with darker pink hearts. He slipped into it. We held hands. We kissed like two teenage lesbians.

He pulled back after a kiss, stroked down the side of my face with the back of his hand.

"So--how did you meet Brendan?"

"It was Halloween."

"Oh..." Joe slipped into a daydream. "You were so beautiful that night."

I thought about Joe, who had dressed as a sailor. Funny, I hadn't read his costume as gay. You miss the obvious thing sometimes.

"Brendan was flirting with me at the bar. Making eye contact with me. He bought me a shot. Then he bought me another one. Top shelf, nice stuff. I kept flirting with him, making eyes. Eventually he came over and asked me to dance.

"I freaked... I'd been leading him on all night, but I didn't think anything would come of it. Maybe I was scared that it would.

"I left without saying goodbye. He followed me. It was late, and the streets were cold and empty. He caught up to me. I tried to run. I fell onto my hands and knees. And..."

I paused.

"...he raped me."

"He what-the-fuck???"

"But... it's complicated. Yes. He entered me, without my explicit permission, up the ass. All the way. That's rape. No doubt.

"But..."

"But what?"

"Well... I liked it. No, I LOVED it. It was by far the hottest sex I've ever had in my life. On scraped-up knees. Unwillingly. In the cold. It was such a fucking turn on. I, um..."

I swallowed hard.

"I... came in my underwear. In my panties. Without ever being touched."

Joe squirmed and pressed his pelvis and panties against mine. I thought he might cum right then.

"Wow.... wow, fuck."

"And this part's even more fucked up. I've had a hard time reconciling myself. It took me days to admit it."

"OK."

"OK. Fuck.

"I lubed my ass up before we went out that night.

"I think I wanted to get fucked."

Joe took this in. From his perspective, I was a seductive slut, 100% femme and proud to service a boyfriend. I don't think he can't put himself back in history, back into my head, to remember that, at dinner on Halloween, I was a straight guy.

And straight guys don't lube their asses before they go out at night.

"Yeah. I had lubed myself. I stopped at the gay bookstore to buy lube for anal sex. I even asked the sweet, kinda weird guy at the register what was the best choice for a virgin. I got turned on as he walked me to the shelf, talked through a few choices. I picked one. And then just before I slid my panties on, I slid a finger inside myself. Then another finger."

Joe thought it through for a minute.

"I'm so proud of you... Amie. You got what you wanted."

"Thank you, baby." Our skinny, panty-clad bottoms pressed. I think we were starting to get turned on again, to the point where we might fuck each other.

"I just wish we'd known earlier... we could have been doing this for years..."

Joe reached down and massaged the front of my crotch. Just then, my phone buzzed. I could tell it was Brendan--I had set a longer buzz for him so I'd know right away when he contacted me. I pushed myself away and grabbed my phone.

The message: "My friends want to meet you. 624 N. Orange St. Get here immediately. LOOK HOT."

+++++

I think Joe wanted me to invite him along. He needs to find his own boyfriend, though, I thought.

He's cock-hungry. He'll do just fine.

Besides, I know better than to piss Brendan off, to do something other than what he tells me to do. I'm not going to freestyle.

So I went into sprint mode. Quick, new makeup: a sexy silver and purple eye. My complexion was flawless. I did my lips with a nude lipstick, a subtly but surprisingly sexy color.

I chose for my outfit a simple black cotton dress with straps. It was short enough to be sexy but casual enough not to be just for evenings out. Versatile. I wore it over a lacy black bra and panty set--definitely sexy, in case it came to that.

I hoped it would.

My legs were bare and smooth. I thought about thigh-high boots. That might be too much. If you saw me in this dress--my legs exposed over my mid-thighs, my skin gleaming in the light--you would not mistake me for anything but a girl who likes to show off her body. A girl who wants you to see it. A girl who might even want you to touch it.

I finished with a pair of pumps, black with a satin finish. They weren't obscenely tall, but they were skinny and light and made that `click-click' sound when I walked.

"I gotta go, Joe!" I grabbed a small black leather purse pulled the door open.

"What should I--"

I didn't hear the end of the question. I didn't care. Poor Joe, I left him alone in my apartment. I called an Uber, punched in 624 Orange St., and was on my way.

+++++

I took stock. Inside my purse: my phone, my ID (with my stupid boy name and face), a Visa card, lipstick, a small towel (to clean my face off if needed) and a fistful of Magnum condoms.

A girl has got to be prepared.

"Where you going tonight, sweetie?"

The driver picked up on my nervous, excited air.

"I think it's my boyfriend's friend's house."

"You got a boyfriend?"

"Yeah."

He adjusted himself in his seat like his dick had just swollen up, which it probably had. He was a Latinx guy, probably 28. His Nissan Sentra smelled like cologne.

"I have to tell you, you look very pretty tonight."

"Thank you. That's sweet."

"Your boyfriend's a lucky man."

He stopped talking and went back to daydreaming, probably about me getting fucked up the ass.

Five minutes later, we arrived.

"Have a great night, chica. If your boyfriend don't treat you right, you let me know. There's a lotta guys want to date a lady as pretty as you."

"You're sweet, Jose." I winked at him. God, what a flirt. I wondered if he knew that I wasn't really a girl.

Of course he had. He'd gotten a pickup request from Jeremy.

+++++

My heart started racing as I walked up the outdoor stairs. Fuck. It's an apartment building, a fourplex. Not a house.

Fuck.

I called Brendan.

"Hello."

"Babe, I'm outside. I don't even know which unit I'm supposed to go to!"

"Calm down. It's apartment #3. We're upstairs."

I exhaled deeply.

"Oh, and look up."

I gazed towards the building. I could make out three silhouettes, three guys standing at the window, all built. One of them barreled over laughing as soon as I saw them.

I hung up. I walked up the stairs.

+++++

Two things I noticed at the entrance: one, it stank. The welcome mat was piled with filthy white sneakers that had had a few too many miles run in them. A few too many touch football games. A few too many lacrosse games played.

The other thing is that the music coming through the door was terrible. They were listening to--could this be right?--the Pina Colada song. Fuck.

They really were listening to the Pina Colada song.

Who the fuck listens to that?

I knocked. Of all the fucked up shit I'd done, knocking on that door might be the sluttiest, most fucked up yet.

What I noticed when I stepped inside. The smell inside was intense--not as bad as the doorway. Still some of that rank "man" smell, plus body spray and weed. The guy who let me in was Dominic. He looked mixed race, maybe Latin and white. He was 6'1" or maybe 6'2". He was stacked. Lean and muscled. I found myself fantasizing about the spot where his bare chest met up with his abs. I imagined the v-shape of his body, sculpted as it was in the modern ideal.

I'd get that chance in a few hours. I'd run my hands over the ridges of those abs while he pumped himself inside me.

I get ahead of myself.

"Hi, I'm Amie," I choked.

"Damn..."

He looked me over, looked around me, like I was a piece of prize livestock at auction. I swear to god he sniffed my ass.

"Well done, Brendan. She's a champ."

"Just wait. We'll have some fun with her, promise."

"I'm Dominic." Finally he introduced himself. He reached his hand out to me. Dominic was the politest of the group, Brendan included. His hand engulfed mine. My wrist went limp as he gently and firmly shook my hand.

He smiled with equal parts kindness and derision. "Won't you come in?"

He pulled me by the hand to the center of the room. I stood in the middle of an old oriental rug, on display for the three men on the low-slung couches surrounding me.

Redheaded Gavin, six feet tall and built like a brick shithouse, leered at me. Gavin was the kind of guy that you didn't call 'ginger' because you could tell from his face he would kick your ass if you did.

"What a fucking fairy."

That was Gavin. I felt his energy over my shoulder. I wanted to turn to him. I tried, but I couldn't look him in the eye.

"Would you agree? Are you a fucking fairy?"

I nodded hastily. It was better to agree than risk the consequences of disagreeing.

"Goddamn. Brendan, if you would have told me that you would get me into fucking little fairies like this. I never would have believed you. I get way too much pussy to fuck a boy in a dress. But look at this thing.

"Turn around."

I spun slowly on my heels.

"Bend over."

I bent at the waist, my ass pointed at Gavin.

"Stick your ass up."

I bent at the waist, trying to arch my back.

"ASS UP."

I flexed more. I lowered my back and stuck my head in the air. I think my yoga practice had made me better at this. I could feel the stretch in my tendons and hamstrings. I reached my ass as high into the air as I could.

"Good girl. Now come over here."

I eased my way out of that pose and sashayed my way in front of Gavin.

"Get on your knees."

I lowered myself to my bare knees.

"Closer."

I inched myself between Gavin's legs.

"Don't be shy. You can touch me."

I didn't want to, but I didn't have a choice, either. I laid my smooth forearms on his meaty thighs. My face was a foot from his cock. I could smell him--his ass, his sweat, his piss, his dried cum.

"Do you know why we do this, Amie? Do you know why we fuck with little fairies like you?"

I shook my head.

"Because real girls wouldn't do this. They've got too much self-respect."

I blushed under my makeup, humiliated by the implication.

"Not you, though, baby, huh?"

I nodded, tears forming in the corner of my eye, my throat choking up.

Gavin held up his thick index finger. He drew my attention to it. He slowly pointed it at my mouth. I opened up unconsciously. He inserted the finger as deep as it would go. I stared into his eyes while he did. His hand pressed against my face. His finger hit the back of my throat. My eyes watered.

"Looks like she's been practicing."

The sad thing, I thought, was that I had been practicing. I learned a specific way to lessen and maybe get rid of my gag reflex. I'd been desensitizing my tongue with a soft toothbrush, going further and further back.

With Gavin's thick finger in the back of my throat, his fist pressing into my face, I thought, I guess it works.

"Sweetie, why don't you give us a strip tease?"

That was Brendan. Was he pulling my ass out of this ginger fire? Gavin slipped his finger out of my mouth, so that humiliation was over. I liked to think that Brendan, cruel as he could be, had my best interests in mind, that he was my protector.

My boyfriend.

Maybe. Maybe he was my boyfriend.

I stood up and turned towards Brendan with a sneaky smile. I pulled the hem of my dress up my thigh with my forearms.

I then had the panicked thought that I've never, ever given a strip tease.

I'd been to strip clubs, though, and a couple of bachelor parties too. How hard could it be?

I swayed my hips, side to side. I gyrated my pelvis, taking advantage again of my yoga, of my diet. I could feel the bones of my hips as I thrust forward in circles, the sinews in my sides twisting and torqueing.

I pulled my dress up and over my head, still staring at Brendan once I pulled it past my eyes. I had a sweat on me--a sheen of sweat covered my body. Not a sweat of nervousness, one of anticipation. Of longing. Of hunger.

I shimmied the dress over my head. If you've ever worn a tight black dress, you know the coordination that takes.

Dom reached over and turned on music. Fuck me. Jimmy Buffett.

What can I do? I moved my hips to the tempo. Suddenly I did not have a lot left to reveal--I was down to my underwear. Now I had to rely on my body, my movement.

"That's the body you get from being a dancer. Look at that... mmmph." Sounded like Dominic was getting turned on.

"Yeah, that's hot. If you play sports, you don't get a sleek body like that." That was Gavin. I guess he liked what he saw too.

"Who said I didn't play sports? I played tennis in high school." That was me. It was true--I'd been a pretty good tennis player. "I played #3 doubles."

"Bet you looked good in those tennis skirts." That was Gavin, ignorant of the fact that I'd only started existing as a girl a few weeks ago.

"I played as a boy, silly."

Gavin grumbled a bit, but I swear he adjusted his pants too. I think that somehow turned him on.

Meanwhile, I had been spinning my body in rhythm, turning on the beat, throwing my hair in a circle. Showing my femininity.

I think at this point I had the guys pretty worked up.

I worked toward Brendan. I threw my arms up towards the sky, my bare armpits exposed. I moved between his thighs, kept dancing. I fell to his knees. I was still dancing as I planted my elbows in his thighs, my eyes focused on his.

All I wanted was to make him happy.

"Show these boys how much you love me, baby."

I nodded.

Still grooving in time to the next track, I unzipped Brendan's pants.

"Can I give you a blow job, baby?"

"You sure can, sweetheart."

I looked into his eyes, then glanced down as I opened his pants. His boner pressed up against the waistband of his blue boxer briefs, a dark wet spot at the tip.

Seeing him that turned on made me happier than anything else.

I looked back up into his eyes. I slid the thick, beautiful, eight-inch dick out from under the waistband. As I stared into his eyes, I showed him how much I wanted him to feel good. I took the front of my tongue. I licked from the hairy base up to the very tip. I tasted his precum, sweet and a bit salty. As I pulled back, the precum strung from his dick to my mouth for a foot. I smiled at Brendan.

I reached for his dick. I wanted to grab it at the base, really work the whole thing.

Brendan looked at me firmly.

"No hands."

I nodded. I quickly pulled my hand away. I had to angle my head so I could pull the head of his dick off of his abs and into my mouth. Trapped in my mouth, fat as a firehose, hard as a rock. I hoped he was so turned on that I could get him off quickly because I could not work this much cock in my mouth.

I began to slide up and down it. My gag reflex skills were working, though... this goddamn dick was so big that there just wasn't enough space to fit into my head.

Of course, that gave Brendan the feeling he was fucking a tight pussy.

He rolled his hips into me. I met his thrusts. I opened my jaw as the base hit my lips. I could smell him, could taste him. I had made out with Joe earlier. Joe had made out with Brendan's dick. Multiple times.

Now I swear I could smell Joe's saliva in Brendan's pubes.

We had a slow, sensual, dirty fuck--his dick and my mouth. I worked with him and met his pace. I breathed through my nose when I could, held my breath when I could not. I let him probe my throat. I looked up at him, my eyes watering from the deep stimulation.

"Goddamn... that is fucking hot." I glanced to the side. Dominic had pulled his dick out of his pants, was stroking it to my suck job. He was so turned on. "You wanna suck on this fat one, baby?"

I looked up at Brendan, my eyes inquisitive with the question.

"When one of my friends asks you to suck his cock, you drop to your knees and beg him to let you blow him."

I nodded, Brendan's cock still 2/3 of the way into my head. I let it slide out, wet with my deep, thick saliva. My feelings were a little hurt; I had really wanted to make Brendan cum in my mouth.

I began to stand up. Brendan stopped me.

"Crawl."

I slipped back to my hands and knees. I moved my body like a cat, my back arched, ass moving in little circles. I looked into Dominic's eyes. I wasn't trying to turn him on. I wasn't trying to be as horny as I was. I just was as horny as I've ever been in my life.

"Dominic?"

"Sir."

I looked at him with confusion.

"Call me sir."

"Sir?"

"Yes, girl."

"May I please suck your dick?"

"You absolutely can."

Dominic already had his dick pulled out of his sweatpants. I gave it a quick study: curved steadily upwards. Slightly thinner than Brendan's but thicker than most men's. A light tan/brown color to match the rest of handsome Dominic's body. Nearly every bit of eight inches.

I picked him up with my mouth--I figured Brendan's "no hands" rule would apply to everybody, all night. I looked into his eyes as I took him deep into my mouth. I know... I do that a lot. I can't help it. It's just such a turn on... to see him as my mouth sends him into a state of exquisite pleasure.

Is it a little bit demeaning to watch a man's face as you surrender to service?

Maybe.

I don't see it that way. Not anymore. I see us as unified in the same goal--his pleasure. We are equal participants in a journey. I provide the pleasure. He provides the tool. We work together to make that tool achieve its greatest possible outpouring. Into my willing mouth.

But it depends on how you look at it. I might just be a pathetic and dedicated faggot cocksucker. It depends on whom you ask.

Dominic was enjoying himself. I began to fuck my mouth with his dick. I looked into his eyes as best as I could, but it was hard. I was fucking his dick athletically, with speed, flexibility, and grace.

He responded. He was not as attentive and sexy a partner as my Brendan, but he started to turn his hips into it. He let me know I was giving him a good time.

He thrust his upcurved sword into my mouth with a steady tempo. I used my tongue to run up his dick on each thrust. He fucked my head the way he wanted; I took it the way that would give him the ideal contact. Sweet. Hot. Wet.

He pulsed out pre-cum. It tasted nuttier than Brendan's. His dick reached a new level of hardness.

He reached a new level of horniness.

Dominic stood up. His weight pushed me back onto my heels--I was still kneeling, but now I was angled backwards, sandwiched between the tops of my shoes and Dominic's dick in my mouth.

He fucked my face with force and rhythm. It was a wonder I did not puke or choke. As he thrust into me, I kept my shoulders aloft to keep sucking him hard. I had to balance not to fall onto my back. I could either suck his dick or fall on my ass.

I made the obvious choice; I sucked.

He began to pant. I knew he was going to cum.

He knew too. He popped his dick in and out of me until he was ready. Then he lay it upon my face. It coughed up so much sperm... he must not have cum for five days. Had he been saving this for me? I could feel the warmth of his cum on my face through my makeup.

He rolled his dick out onto my face, milking out the last of his cum.

Once his dick was finally spent, he began to pull back. Still arched half-backwards, I could finally fall back to my knees.

He looked down at my cum-covered face with love and scorn.

"Somehow you look even cuter now."

I fell to my ass. Brendan and Gavin could see the cum splattered all over my face.

"What do you boys think? Is she cuter now?"

"Maybe to you. Go clean that shit off your face. Then blow Gavin."

I got up and found my purse. I pulled out the small towel. As I began to dab the cum from my face, Gavin noticed something.

"What does that towel say? Saratoga Cougars? You go there, Saratoga?"

The towel--the stupid towel--had my fucking high school name on it.

"Y--yeah."

"Didn't Jesse go there! I swear to god, Jesse Winkler played tennis at Saratoga!"

Fuck me. Sideways.

Jesse Winkler did indeed go to my high school. He played tennis. Number one singles, in fact. He was also one of the biggest assholes I've ever met in my life. He was arrogant. Cocky. Had a bloated ego. And he was mean. Mean to everyone but his close cadre of friends, and even mean to them sometimes.

And he was especially mean to me.

"I gotta text him."

I meant to stay cool on the outside while I panicked inside. I wiped the cum from my face. I didn't say a word.

Gavin had a demon grin on his face as he texted. "I'm asking if he had any fags on his tennis team in high school."

That gave me an out, actually. Andy Savage played number three singles and he really WAS a fag. He came out during freshman year of college. We all kind of knew already. It wasn't a big deal. But maybe they'd stop at him and Jesse wouldn't know it was me.

"What are you fucking waiting for? Suck my dick!"

I sauntered back over to Gavin, trying to maintain a sexy air. Maybe I could blow him and get out of here quickly, end the potential nightmare that was unfolding.

I worked Gavin's bright white ginger dick out. It was thick and straight. A little shorter than the other guys' but every bit as fat.

I plunged right down onto it, trying to get him going quickly.

Gavin held his phone in his hand. It buzzed.

"Hey, is your real name Andy?"

"Mmm mmm," I replied, shaking my head with his dick still planted in it.

I went back to my energetic thrusting. Gavin still held his phone. I didn't know why. Not yet.

I worked his cock frantically up and down, dripping saliva from my mouth and into his thick red nest of pubes.

Suddenly Gavin burst out laughing.

"Your old pal Jesse says... hi Jeremy."

I looked up as Gavin showed me the phone screen.

On it, a photo of me sucking his cock.

Below that, a message from Jesse:

"holy shit that's jeremy davis sucking your dick.

"he looks like a fucking girl!"

Below that, the painful, throbbing three dots that tell you the other person is still writing.

"keep him there.

"i want to fuck that bitch in the ass."

I was the only person in the room who had read that message.

But I had a bad feeling he would.

+++++

What do you think? Drop me a line at sexyamie@hotmail.com if you're turned on.

Next: Chapter 8


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