[T]rans girl gets lucky on Halloween [TM]

Thanks for liking my last story! Here’s another one from a similar era. And it’s long, yeah, but like what else are you gonna do?

I was really excited to go out for Halloween at college after transitioning and had finally settled on a homemade Faith (from Mirror’s Edge) costume. I feel like I looked pretty costume accurate in terms of physique and makeup. A couple of my girl friends got a group together to go out to a club, and I went over to my friend’s place for some pregaming. My friends were: slutty Rosie the Riveter, slutty nerd, and a slutty mouse (duh!). 

We all had a few drinks before heading out and soon found ourselves in a loud, smoky club with tall plastic cups of blue liquor. Dancing has been one of my favorite things about being a girl, I’m not a professional, but generally people vibe with how I move and like to dance with me. So after another drink and a few more songs, we had attracted a group of 4 dudes. 

Brandon was mine for the night. He was tall, at least 6″ (towering over my 5’4), built like a football player, with deep skin, short buzzed hair with a fade, and he was dressed as Flava Flav, complete with a giant ass clock necklace.

My friend Rosie and I were dancing close when Brandon and his friend came up and started dancing together next to us, mirroring us. We laughed, put a little more room between us and they joined in. Brandon put his hand on the small of my back and pulled me into his orbit, both our hips swaying to the music. After a song, he got bolder and closer, putting his leg between mine and grinding up on me. 

God, it feels so good when random guys think I’m hot. That’s one of the things about being trans that I think I’ll never get used to, how all of a sudden I’m the subject of all this attraction. That’s all very front of mind when I feel Brandon’s semi-hard dick grinding up against me. I grind back on him while we keep dancing, my tucked cock rubbing against his thigh. 

I looked up at him and caught him smirking down at me. He said something but the music drowned it out, so I mimed, pointing at my ears. He leaned down and whispered into my ear, his full lips brushing my ear and sending shivers down my spine. 

“Wanna go take a shot?”

I nodded and he led me by the hand towards the bar while I mimed taking a shot to Rosie. Brandon parted the crowds easily and ordered us two of the special orange Halloween shots “magic potion #9”. We moved off towards the side of the bar where we could hear each other a little easier and made our (more formal) introductions. 

We downed our shots together. I was feeling pretty bold and gestured to my trans pride bracelet. “So you know what this is?”

“Ha, I dunno a friendship bracelet?” He joked, leaning against the wall above me.

“Close, but I’m trans, can you handle that?”
He got it and looked me up and down, eyes lingering on my crotch long enough for me to notice. 

“Hey, if you can’t, don’t worry about it, I’ll just buy you a shot” I offered, turning towards the crowded part of the bar, but I felt Brandon reach out and put his hand on my waist. 

“Nah, I think I handle a pretty little thing like you” He leaned in and kissed me, parting my lips, his tongue demanding its way in. I melted into the kiss and craned my neck up to meet him halfway. He grabbed my ass and said “aight, another shot and let’s get back and dance, girl.” 

After the shot he led me through the crowd, hand on the small of my back. We made it to our friends on the dancefloor. Brandon grabbed my hips and started grinding against my ass, his cock definitely fully hard now and rubbing between my cheeks. 

We danced for at least an hour more like that, making out every so often, and at some point I ended up wearing his Flava Flav clock on my neck.  Either way, we ended up outside and walking back to his place, since it was closer. 

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Congrats! You Made it through all the preamble! Sexier Times Ahead! 

We’re barely through the threshold of Brandon’s bedroom door when he picks me up and pins my back against the wall, hands holding my ass and tongue back in my mouth. This is the first time anyone’s been able to just manhandle me like this, and it’s a huge turn on. I’m already moaning into his mouth, arms on his huge muscular shoulders trying to get enough leverage to keep grinding my ass into his hard cock. 

After a minute of heavy making out, he sets me down on the edge of his bed, standing in front of me so that I’m eye level with his cock.  I slid my hands under his shirt and felt Brandon flex his abs for me, making the defined lines pop. God, the feeling makes my cock twitch, I know I’m already leaking precum. We both start pulling each other’s shirts off. 

He stares down at me in my black push up bra and says playfully “yeah, I definitely think I can handle you. Can you handle me?”

I laughed and started undoing his belt buckle, bushing against the tent next to his zipper. I reached into his boxers and pulled out his nice uncut 6″ cock and smirked, “yeah, i think I can work with this.” 

Without extra preamble, I moved his dick aside and started licking the base of his cock, my nose buried in trimmed black pubes. His musk from dancing all night mixed with the smoky bar sent my senses into overdrive, and I had to peel back his hood and swirl my tongue around his sensitive head. He grabbed the back of my head and I took more of his cock into my mouth. I gripped the base of his cock and started stroking and bobbing my head. 

“Fuck yeah, God you’re good a sucking my cock.” I looked up and made eye contact without stopping. He moaned and tightened his grip on my hair. “Fuck, girl, I’m gonna bust if you keep up like that, com’ere”

He pushed my head back off his dick and grabbed at my waist. I helped him slide my pants off and ended up on my back on the bed, legs wrapped around Brandon, still wearing my bra and panties. The bra came off in a second but I stopped before the thong came off. 

Suddenly feeling vulnerable, I said “If you want, you can just slide my panties to the side and I can keep em on.” 

“Nah, fuck that babe, you ain’t gonna be able to say i didn’t fuck you good.” 

My heart practically exploded at that, sending butterflies down into my stomach. I’m a sucker for horny positive reinforcement. He pulled my thong off over my legs. I grabbed his hand and led his fingers into my mouth. I made sure I gave them the same treatment as his cock. When they were lubricated enough, I led his fingers to my ass and he took over, inserting two thick fingers right away. 

Finally getting something inside me after all that teasing and grinding made me let out a small moan and my eyes rolled back into my head. I gripped the sheets as I adjusted to the stretching of my ass. For his girthy fingers, Brandon had finesse, fucking and flexing his fingers up into me, hitting my p spot on every shot. 

“Fuck, I need your cock in me now, god” Brandon’s expression went devilish and playful, and he slid his fingers out of my ass. He grabbed a tub of shea butter off the bedside table and rubbed some on his dick, my ass, and used the rest on a few strokes of my cock. I wasn’t expecting him to outright touch my dick and the surprise made me arch my hips up and right onto Brandon’s hard lubed cock. 

It slid in almost effortlessly on his part, and I only had to adjust to the last quarter of it. Brandon didn’t give me any more than a few seconds before he started to pump his hips into me, his balls slapping against my asscheeks. He held my legs up to his shoulders, letting me hook my feet around his neck before grabbing my hips and putting extra heat into his thrusts.

Every one of his forceful thrusts made me yelp out a small moan as his cock’s upward curve hit at just the right angle. I grabbed my bouncing tits and squeezed my nipples, which were so much more sensitive while being fucked. I was so fucking turned on i needed to touch myself.  I gave myself a few strokes before Brandon grabbed my hand and let my legs down. 

“Oh no, not yet. You’re gonna cum when I do. Flip over.”

I flipped over into doggy style, and immediately felt Brandon’s cock at my hole. He shoved his cock in quickly, and wrapped his left arm around my chest, grabbing my right tit. We were back to grinding again, and I couldn’t get enough of him, backing my ass up into him and looking up at him over my shoulder. He leaned down to make out again and I felt his other hand reach my clitty. 

“Aww yeah babe, i wanna feel your cum fill me up. Fuck me just like that” I moaned after our kiss broke. He started his forceful thrusts again, and every time my hips got rocked forward, Brandon would give me a stroke to match. Every stroke was breathtaking as I felt my orgasm building in me. My hand reached back to grab his ass and I could feel him tensing up with each stroke, his breaths getting more guttural and deep. 

“Ooh baby I’m gonna bust in you, you better be fucking close” 

“Fuck, yeah, just don’t stop” i made some extra thrusts into his fist around my dick to try to catch up, but it wasn’t necessary. Brandon made a last grunt and thrust.  The cock twitching and spewing hot cum in my ass was more than enough for me to have a full body orgasm, pleasure moans escaping from my lips and my whole body riding a wave of pleasure that made me melt in Brandon’s arms.  

My cock even managed to dribble out a few drops of cum onto Brandon’s hand. (Doesn’t happen that often!)

We fell onto the bed and caught our breath. He asked for my phone, so i gave it to him and he put in his number and told me to text him later :) We fell asleep and I did a walk of shame around 6am to get home and showered. 

Ah, the magic of Halloween ?

Source: reddit.com/r/gonewildstories/comments/g8pvgd/trans_girl_gets_lucky_on_halloween_tm