Hey y’all! Sorry its been a while since my last story but I wrote this one months ago and then all this *gestures widely* happened and didn’t feel like posting. Hope you like it!
I just started a new job where I’m out as a queer trans woman for the first time, and it’s been nice to not have that barrier between my coworkers and me. In particular, this guy named Scott.
But back to me for a second, since I don’t think I’ve given too much of a description of myself in my other posts. At this point, I’m a post-op trans woman, shoulder length dark red/purple hair, about 5’3″ with a great ass and small perky tits. I’ve been on hormones for years, but my butt has always been incredibly feminine. I’m super pale, and have a kinda more queer sense of fashion, I’m just as likely to wear a dress or a button up and jeans.
Ok, back to Scott. He’s exactly the kind of guy that feeds my sub energy. I hadn’t had a lot of interaction with him the first few months on the job, but every time we spoke he had a friendly, flirty, intense energy. He’s not super tall, only about 5’8″ but he’s looks like if Adam Driver and Keanu Reeves had a kid in his late 20’s.
We got to talking more at a semi-mandatory work happy hour and stole away to a corner of this crappy bar. We started talking about playing RPGs and dungeons and dragons (I won’t bore with those details) but I took a chance and offered to send him some of my modules. He smiled around his black goatee and took my number.
I was extremely not chill about it and texted him as soon as I got home. He replied quickly.
Scott: Thanks, I can’t wait to play that one. It would be cool to join one of your sessions sometime
I felt my stomach leap and I blushed as I wrote back and tried to keep my cool.
Me: Yeah. That would be cool! Maybe we can have a 1 on 1 session sometime. Or just hang out maybe?
I felt my anxiety shoot through my fingers as I sent that last part. I didn’t get a response immediately, so I turned my ringer on and paced around a bit. I tried to masturbate but my nerves just wouldn’t let me get too far into it.
I was laying in bed browsing porn when it finally dinged.
Scott: Oops, sorry I missed this, went to the gym and just got out of the shower. Are you free Friday after work?
My skin flushed, the image of Scott in a steamy bathroom turned me back on.
Me: Yeah, I’m pretty available! I’ll bring my supplies to work :)
I debated with a winky face but chickened out. I didn’t want to scare him off, and now i had him alone for a night.
When Friday came, I woke up early and packed a little thot bag, filled with everything I might need tonight if it goes my way.
I pulled up to his place and parked on the street. He stood outside his door with his arms crossed, showing off his toned forearms, stretching out his blue polo. We walked in together.
His apartment was a studio, and well put together. The bed was neatly made with ample pillows, a kitchen table neat and clear, and a couch with a small coffee table.
“So what’s the best setup for you if you wanted to do a one shot?”
I thought for a moment. “We can just hang out on the couch for now, maybe talk about what kind of ideas you have for me?”
The corner of his mouth curved up in a smirk. “Sure, yeah that’s cool. Do you want a drink? I’ve got some ciders in the fridge.”
I took him up on his offer and got my notebook out of my bag, ready to take some notes and carry on. After a few sips he slid in closer, our legs touching. Today was a dress day, and the loose folds of my dress rode up over my knee while we sat.
“So do you ever have times where your players want to hook up in the game?”
My blush returned, hot and heavy in my cheeks. “Oh, yeah. I try not to let it get too hot, then everyone loses… focus.” My voiced trailed off as a stared at his lips, leaning in and getting closer to mine.
Ok, all pretext totally gone, as he closed the gap, hand caressing my face. I was absolutely losing it in my head, swimming in endorphins trying to think of my next move.
I turned fully to face him and put a hand in his chest and knee. We made out for a few moments, my breath quickening as I felt his hand on the back of my neck, pulling me in.
I pulled myself out of my pleasure before I went in too deep. I pushed against his chest a bit and he backed off.
“Oh, sorry, is this, uh, is this ok?”
“Oh yeah, no it’s great actually, I just wanted to make sure you were cool with the trans stuff… like make sure you got the memo from work.”
He didn’t seem surprised. “Yeah, I heard about that, but I made it this far, yeah? I guess I’m into it. Do you mind me asking?” His eyes went downward.
I arched my brows, “Getting cocky, are we?” I laughed a little at my own unintentional pun, before steadying my face again. “But I don’t have one. A dick. I’ve had surgery for that. Nothing else tho.”
Scott nodded his head and took a hand off my neck to brush his messy dark hair out of his eyes. “Yeah, I can make that work.”
I breathed a sigh of relief, smiled and leaned back in, this time with more gusto. I wrapped my arms around his neck and he pulled me on top of him, laying down on the couch. Waves of excitement shot out from the bottom of my stomach as I felt my body on top of his, his hard muscles under my tits, his already hard cock straining against his jeans right under my mound.
I let out a small moan into Scott’s mouth as his strong hands brushed up the back of my thighs to grab my ass tightly. He pulled back and grinned, and a commanding look came over his eyes.
“Yeah, you like it a little rough?”
I was so turned on I felt the front of my panties soak immediately. The most I could do was nod my head yes and choke out an “uh huh”.
He spanked my ass with his right hand. I gasped in and bit my lip, smiling at the sting and the ripple I felt in my ass. He didn’t hit too hard yet, he was still testing me. I kissed down his face to his neck, pushed my body down against his, and my ass propped into his hands.
I let out a small yelp into his neck as he slapped my ass again in the same spot. Much harder this time, but god did it make me feel so submissive, like I could just let Scott do anything to me.
We carried on for a few more slaps before he switched it up and went to my other cheek to even me out. God I hoped he was leaving marks. I pushed myself up a bit and started grinding into his restrained erection. That was enough for Scott.
He pushed himself up and kissed me as he pulled the zipper down the back of my dress, breaking with my lips only to hoist my dress over my head. I was only in my matching black lace bra and panties, and felt a little uneven so I lifted his tight polo off of him, slowly tracing the happy trail up to some dark chest hair before pulling it over his head.
He definitely went to the gym. Underneath some soft chest hair was hard muscle, a little definition showing in his abs.
He buried his face into my chest as I felt him grasping at the back band of my bra. I pushed his head back, and he looked at me with confused eyes.
“Here, it opens in the front” I undid my front clasp and slowly pulled the cups apart, lifting my tits up before they fell and bounced out.
He didn’t need any more encouragement and dove back into my tits, licking and sucking on my sensitive nipples. I ran my hands through the hair on the back of his head and kept my hips grinding in his lap. I jumped at every small nibble and soon I couldn’t take it anymore.
I pushed him back onto the couch and slipped my fingers into the front of his jeans, undoing the button and zipper, looking up at Scott’s face hungrily. I reached into his briefs and felt him shiver under my fingers while I found the base of his shaft.
It came out hot and leaking precum, spread across the top of his shiny circumcised cock. I held onto his cock while I pulled his pants off and he lifted his ass off the couch, helping me while showing off his abs. I let his jeans drop on the floor and leaned forward into his lap, kissing up his thighs towards his dick in my hand.
My mouth reached a set of0 massive balls and couldn’t resist taking a lick and breathing in his musk. The intoxicating aroma sent another wave of pleasure through my body. His dick was about 5½ inches, a bit on the thicker side, mostly straight except for a slight curve downward. Just right for me.
One hand on the base and the other holding his balls, I licked up his shaft, stopping at his frenulum, flicking my tongue in the same spot while I felt his breathing change and his eyes close. I could just barely taste his salty sweet precum and knew I wanted more.
I swirled my tongue around the tip and he let out a deep moan, cupping my head in his hands as I lowered my mouth around him. The curve of his dick aimed his head right down my throat, making it so easy to bury my nose in his soft pubes.
I started bobbing my head on his cock, swirling my tongue over his head when I came up for air, one hand around the base of his shaft and the other caressing his defined abs and thighs. He pulled my hair back and started pumpimg his hips to fuck my mouth, holding my hair tight to my scalp and going in and out of my mouth.
After a few minutes, I felt his breathing pick up and he pulled me off of his cock and up to his mouth, tasting himself on my tongue. He broke the kiss. “Let’s give me a break and focus on you for a bit”
He held onto my ass and got up, taking me with him. His hands dug into the already stinging skin, but the position made me feel so small and secure. The bed wasn’t a far walk from the couch. He put me on the edge of bed and firmly pushed me onto my back, lifting my legs above his shoulders at the same time.
He pulled my wet panties up and over my legs, kissing back down my legs to my inner thigh. I felt his hot breath against my clit, and could feel him examining it, trying to see how similar it was to a ‘factory-installed’ one. He seemed satisfied enough and a flick of the tongue sent a shiver through my spine.
He worked his tongue into my pussy and I moaned, wrapping my legs around his shoulders, grabbing his hair and begging his tongue to go deeper. His goatee scratched my thighs while I bucked my hips, riding his face. I felt a thick finger work it’s way into me, going deeper and working my g-spot in a slow rhythm, in time with my hips.
He added a second finger to the mix and I felt my orgasm rising up in me. “Ooh, right there, don’t stop!” He kept the rhythm steady but pressed his face and fingers harder and deeper into me. I moaned and squeaked as I came in Scott’s mouth, my fingers grabbing hold of his hair and forgetting how to let go. After a few moments the waves of pleasure died down.
This time I pulled his face up to meet mine, feeling his hard cock make contact with my wet pussy, pushing up under my ass. I whispered. “I need you to fuck me, now”
“Oh yeah?” He kissed me and took a step away. “Stay right here”
He walked over to his bedside drawer and got the condom and some thick white lube.
“I figured I’d probably need some lube for you either way” he grinned down at me while he put the condom on and squeezed some lube onto his cock. I sat up to guide his hips towards me but he stopped me, putting one solid hand on the center of my chest, pushing me down into the bed. He lifted my legs up and over his muscular shoulders as I finally felt the warm tip of his cock on my already dripping opening.
His gaze locked to mine and I moaned, feeling the head push inside and slowly get deeper. He bottomed out in my pussy, but still had just a half inch of cock left, his balls barely resting against my ass. I closed my eyes, adjusting to the girth and the depth.
“Is this ok?”
“Yeah, your dick is just so thick, give me a minute”
“Yeah, well you’re so fucking tight, you feel so good”
I reached my hands out and grabbed his hips, pushing him out and back in until he kept a steady rhythm. He started with long slow strokes that hit me in almost the right spot, making me arch my ass off the bed, vying for more pressure on my gspot.
He took the hint and slid his hands under my ass, gripping hard and hung my legs off of his shoulders. I’m now half hanging from his shoulders, ass and hips in his hands, dick fully inside me, and my shoulder blades still on the bed. It’s about now that I see the benefits of a sex swing when Scott starts thrusting again.
There could not be more pressure on my gspot at Scott starts pounding me mercilessly in this position, forcing me to grip the bedsheets and moan out every time his cock buries itself deeper and deeper into me. He’s stretching me out enough to fit his cock in to the hilt, and the extra sensation of his balls smacking my asshole is driving me mad.
I reach my hand down to my clit, desperate to push myself over the edge again. Scott leans in, bringing my legs with him and loudly whispers in my ear, “don’t worry about that, I’ll take care of you. Turn over.” He stood up and let my legs fall down to the side.
I quickly got back up on shaky hands and knees and noticed the mirrored headboard for the first time. Scott made eye contact through the mirror has he lined up to my cunt. He slid in, and reached around to my clit with one hand, the other grabbing a handful of hair and twisted it, arching my back right into his hard cock and abs.
The moan I let out was the loudest one yet. Fuck. I was overloaded with stimuli and every stroke of his cock and rub of my clit was leading to a crescendo i couldn’t see the end of.
“Fuck, Scott I’m gonna cum, please don’t stop” every other word accented as the breath was fucked out of me. That was enough send him over the edge, his breathing hitched up.
“God Alva, I’m gonna cum” His thrusts quickened and the grip on my hair tighetened up. All the extra pressure got me close, but feeling his thick cock twitch inside me released those waves of pressure, emanating from gspot to my fingertips. Scott let go of my hair and my body fell face forward, ass up on the bed.
I felt him slowly soften and pull out of me, throw away the condom and lie next to me to spoon me on the bed.
“So maybe next time, I’ll try to teach you some role playing. Maybe even roll a d20,” I pant.
“Yeah, but I like this role just fine” he replied.
Source: reddit.com/r/gonewildstories/comments/hhf4wa/postop_trans_girl_bangs_male_coworker
Very hot and well written
Fuck yes! Super hot, I can’t wait to read your other stories!
Super hot, great read! I’m on too!
Lovely, sweet and sexy story! Thanks for sharing and look forward to more xx