**First Time in a Hotel Room with a Trans Woman**

I met Lisa at a bar downtown. She was stunning—long legs, soft curves, and lips that made my cock twitch the second she smiled at me. We talked, flirted, and after a few drinks, she leaned in close. “You ever been with a girl like me before?” she whispered. I shook my head, heart pounding. “Wanna find out what you’ve been missing?”

Now, here we were in the hotel room, the door barely shut before she was pushing me against it, her mouth crashing into mine. Her lips were warm, her tongue sliding against my own, tasting like cherries and vodka. My hands were already on her waist, pulling her tight against me, feeling the heat of her body through that tight little dress.

She broke the kiss with a smirk, her fingers trailing down my chest. “You nervous?” she asked, her thumb brushing over my nipple through my shirt.

“Fuck yeah,” I admitted, half-laughing.

“Good,” she purred, stepping back. “Then strip for me.”

I didn’t hesitate, tugging my shirt off while she watched, biting her lip. The way her eyes raked over me made my dick pulse in my jeans. I unbuttoned them, shoving them down with my boxers, my cock springing free, already hard and leaking.

Lisa licked her lips. “Mmm, nice.” She reached for the zipper on the side of her dress, peeling it down slowly, letting the fabric slide off her shoulders until she was standing there in nothing but a lacy black thong and bra. Her tits were perfect—full, soft, nipples already stiff under the lace. But my eyes dragged lower, to the slight bulge in her panties, the outline of her cock pressing against the thin fabric.

Fuck, I was throbbing just looking at her.

She stepped closer, her fingers curling around my shaft, making me groan. “You wanna touch me?” she asked, guiding my hand between her legs. I cupped her through her panties, feeling the shape of her—hard but silky, her cock twitching under my palm.

“Fuck,” I breathed, rubbing her through the lace.

Lisa moaned, arching into my touch. “Take them off,” she ordered.

I hooked my fingers into her thong, dragging it down her hips, and there she was—her cock standing tall, smooth and uncut, the tip glistening with precum. My mouth watered. I’d thought about this so much, but seeing it in person? Feeling the weight of it in my hand? Nothing compared.

I stroked her slowly, mesmerized by the way she bit her lip, the way her breath hitched. “You’re so fucking hot,” I muttered, leaning in to kiss her again, our tongues tangling as I jacked her off.

Lisa pulled back, panting. “You ever sucked cock before?”

I shook my head.

“Then get on your knees,” she said, pushing me down.

I didn’t argue. The carpet was rough under my knees as I settled between her legs, her cock inches from my face. I could smell her—musky and sweet, the scent making my own dick twitch. I licked my lips, then closed my mouth around the head, tasting salt and heat.

Lisa gasped, her fingers tangling in my hair. “Fuck, just like that.”

I sucked her deeper, bobbing slowly, my tongue sliding under the foreskin, teasing the sensitive spot underneath. She was thick, stretching my lips, and I loved it—the weight of her on my tongue, the way she moaned when I hollowed my cheeks.

“God, you’re good,” she panted, rocking her hips gently. I took more, gagging a little as she hit the back of my throat, but I didn’t pull away. I wanted this—wanted her to fuck my mouth.

She must’ve sensed it because she gripped my hair tighter, setting a rhythm, her cock sliding in and out of my lips. “Gonna cum,” she warned, her voice tight.

I looked up at her, nodding, my mouth still stretched around her.

Lisa shuddered, her thighs tensing as she came, hot spurts hitting my tongue, thick and bitter. I swallowed, licking her clean as she pulled out, her cock still half-hard.

Then she dropped to her knees with me, kissing me deep, her tongue sliding against mine. I could taste myself on her—her cum mixing with the alcohol from earlier. It should’ve grossed me out, but it just made me harder.

“Your turn,” she murmured, pushing me onto my back. Before I could blink, she was straddling me, her cock rubbing against mine, both of us slick with precum and spit.

“Fuck, Lisa—”

She grinned, reaching between us to guide me inside her. She was already wet, her hole clenching around me as she sank down, taking every inch. “God, you feel good,” she moaned, rolling her hips.

I gripped her waist, thrusting up into her, our bodies slapping together. Her cock bounced between us, still hard, and I wrapped my hand around it, stroking her in time with my thrusts.

Lisa threw her head back, her nails digging into my chest. “Fuck, I’m gonna cum again—”

“Me too,” I groaned, my balls tightening.

She leaned down, kissing me sloppily as her cunt squeezed my cock, her orgasm rippling through her. That was all it took—I came hard, pumping into her, my hips jerking as I emptied myself inside her.

We collapsed together, breathing hard, sticky with sweat and cum. Lisa nuzzled my neck, laughing softly. “Not bad for your first time.”

I grinned, already thinking about round two.