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I’d been the last to pack up from the afternoon set. I was alone with a few of my cases on the stage, one armful of stuff left, doing the dummy check, and feeling someone’s eye on me.

I’d noticed Chrissy while I was playing. She was with a table of about half a dozen friends, and I’d seen her looking my way more than once. And to be clear, I’m not the focus of the group. I’m not the singer. I’m not the guitar player. I’m not the sax player.

So I figured I’d get the gear in the car, get the work done, and see if I could get her attention and maybe her number before I left. It’s not like me. I’m painfully shy but have started to think I’ve let too many opportunities pass me by. I loaded everything up into two armloads and shuffled out the side exit, past a black curtain and down a narrow hallway to the fire door. I propped it open a crack with a tin can and loaded up the car. Then I locked it, and turned to head back into the club.

It took a few seconds for my eyes to readjust to the dark of the club. But when they did, she was standing right in front of me. The curtain separated us from the patrons and her friends. We were completely alone.

“Hi,” I said.

“Hi,” she replied, with a smile that was almost a smirk. We were eye to eye. I hadn’t noticed how tall she was, how square her shoulders, how bright her eyes. “Heading out?”

“If nothing else comes up,” I said, awkwardly. I didn’t know how to navigate this. I was getting lost in her blue eyes. Suddenly she leaned forward and kissed me hard. I lost my balance a bit and ended up with my back against the exterior wall, her leg between mine, her mouth on my mouth. She smelled like beer and peaches. I put my hands on her waist. She wore a light cardigan and a plaid skirt, like a schoolgirl outfit.

“I never do this,” she whispered in my ear, breathlessly.

“You’re very good at it,” I replied. She giggled a bit.

“I have to get back to my friends,” she said, after far too short a time.

“Can I get your number?”

She didn’t answer directly. “Can you be at the Bishop and Porter in an hour?”

If it was my only chance to pick up where we left off? “Sure.”

She turned quickly and dashed back into the club. I swung out on the fire door, a bit dazed. I ran a few stop signs on my way home, threw my gear into the house and tore out again on foot. I was a few minutes early and ordered a pint at the bar, wondering if she would show.

She came through the door five minutes later, spotted me and walked over. The smile hadn’t left her face, as far as I could tell. She ordered a gin & tonic and I put it on my tab. We took our drinks to a booth and sat facing each other. She reached out her hand.

“I’m Chrissy.”

“Nice to meet you,” I said, shaking her hand.

“I like your band.”

“Thanks, I was just subbing in, but they’re a good group. What happened to your friends?”

“I thought of somewhere more interesting to be than where they were going.”

We danced around our unusual meeting for a bit. She was working on a film studies masters and paying her way as a teaching assistant. I was taking whatever paid, trying to get a foothold in the music scene. She was beautiful. Her questions came rapid fire. Until finally I said, “You surprised me.”

“You were looking at me.”

“You were looking at *me*.”

“I thought you were cute.”

“I thought you were out of my league.”

She blushed a bit. “I’m sorry if I was too forward. I was worried you’d gone.”

“I came back to find you.”

“I’m trans.”

I blinked, momentarily stunned. “Cool,” I said, not knowing what else to say.

“Really?”

“I mean… it’s new. For me.”

“For me too, in the grand scheme of things. But it’s okay?”

I looked around. “It’s okay,” I assured her.

“And before?”

“Before was okay too… really nice, in fact.”

“You seemed nice. And like I said, I don’t do that. Like, ever. But… today was different.”

I looked at my drink. She was looking right through me. “Do you want to get something to eat?” I asked.

“No,” she said, still smiling.

“Okay,” I said. I got up to pay at the bar and by the time I was done Chrissy was waiting by the door. I followed her out and she led the way. She was beaming, almost skipping. It was a light, happy first date feeling.

She had a rental above a variety store. It was cramped but comfortable, movie posters on the wall, a little desk by the street side window, DVDs and even videocassettes everywhere. I didn’t get much of a chance to look around. The door closed and she pulled me to her, and it was like we were back in the club. Her sweet scent. Her breasts pressed against my chest. Her soft lips, and her tongue finding its way into my mouth. She was a little more forceful this time, and that thigh pressed a little more firmly between my legs, as if staking a claim there.

I felt under her shirt for the small of her back, arching in toward me. “You’re so pretty,” I whispered.

“Thank you,” she whispered back.

We found our way to the couch. She pushed be back gently and straddled me, kissing me and stroking my hair the whole time. She unbuttoned her sweater and I slid my hands up and under the t-shirt beneath it. She was tattooed almost completely down one side of her torso, and two small, firm breasts stood up from her chest. She put a hand behind my head and pulled me toward one, and I suckled it lovingly. She sighed. I felt a bulge pressing against mine, under her skirt, firm and substantial. Unfamiliarity gave way to desire as she began to grind against me. She sat up, unmistakably cowgirl style, pressing herself down onto me.

“Let’s go somewhere more comfortable,” she said. I couldn’t remember a time when I’d been so turned on. I was rock hard under her.

We dashed to her bedroom and practically tore each others’ clothes off. I tugged her skirt down off her and saw the outline of a hard, 7-inch cock under her cotton panties. I couldn’t wait to see it, putting my thumbs under her waistband and pulling them down. She gasped as it popped out in front of me, hard and straight, the skin so taut on the head that it practically shone. She was perfectly shaven, so feminine, yet so firm. I put one hand around the shaft, the other on her balls, and held firmly as I put the head in my mouth, tasting the sweet-salty pre-cum as I moved my tongue around it.

Chrissy practically yelped. “Slow down, slow down, my god, you’re so hungry!”

“I’m sorry,” I stammered. “Show me what to do.”

She pulled me up and held me to her. “You’re sweet. Just lie back, let’s take it slow.”

And then she was back on top of me, on her bed, naked, with me still in boxer briefs as she caressed and snuggled up to me. She stroked my arms and teased my nipples with her tongue as I ran my fingers through her hair. I was completely blissed out from her attention, and leaking through my shorts.

Finally her hands found me through the cotton, her touch tender and electric. She slid my briefs off me and left me bare and twitching in front of her face. “You’re so beautiful,” she said. I’d never heard a woman say that about my cock, and it filled me with a warm glow. She traced the shape of it gently with her fingertips, and it was delicious and maddening. She lowered her head and licked up the length of my shaft, lubricating me with her saliva and then sliding her lips up and down the underside. Every stroke made me tense up, and I pushed my erection against her wet mouth. After a few tantalizing strokes she slipped the head inside her mouth. She descended slowly, taking my length down her throat. I sighed as she held me there, deep inside her, like a warm hug. She came up for air with a deep breath, only to refocus her attention on my balls.

Holding my shaft firmly with one hand, she gently sucked one, then the other into her mouth, rolling her tongue around them, stroking up my shaft to milk out drops of precum which she licked off the tip between delicate kisses. I found myself pushing up toward her again, almost involuntarily, but she put a gentle hand on my hips to slow me down, pressing me back into the bed as she continued making love to me with her mouth. Finally, after bringing me close to the edge and backing off a few times, she crawled up and around me, never letting her attention stray from my cock, positioning hers above my mouth, her knees on either side of my head.

I had never realized I wanted a cock inside my mouth so much until that day. But I had to strain upward to even lick the tip, to taste the precum dripping from it. I caressed her ass, her slender thighs, and held onto the small of her back to pull myself up toward it, but could only get the tip in my mouth. She was running the show.

Eventually she let her cock descend a little further into my mouth. I sensed her subtle cues guiding me to roll over – her hand on my thigh, her thigh on my cheek. We eased into a sixty-nine position on our side, my head resting on her leg as I sucked my first cock, listening to her encouraging moans as she deftly kept me on the edge. I wondered of all the things I would like. I held her balls gently in one hand and stroked her ass with the other. I let her push herself between my lips, along my tongue, and paused to suck on the head of her cock, drinking the tiny drops that found their way into my mouth. I was feeling pure ecstasy.

Just as I felt I was approaching that moment of inevitability, she pulled herself away from me, lying back on the bed, breathing heavily. “Everything okay?” I asked. She crawled around and pulled me close to her, kissing me passionately on the lips.

“Oh, so okay,” she laughed. She pulled me close and buried her face in my neck. We snuggled like that for a bit, kissing each other here and there, stroking each others’ bodies, squeezing and sighing.

“I need you inside me,” she finally said.

I rolled over on top of her and she spread her legs to accommodate me. “Hang on a sec,” she said, straining to reach into her nightstand, pulling out condoms and a small bottle. I kneeled between her thighs as she slid one down on my erection, following it quickly with a hand slick with lube. She wiped the excess between her cheeks and pulled her knees up to her chest. “Fuck me, lover,” she said, with a knowing glint in her eye.

I didn’t need a second invitation. I pushed the head of my cock against her slick asshole and eased my way into her. Her eyes closed and she groaned. “Oh my god, just let me hold you there,” she said, grabbing my ass with both hands. “Oh yes,” she sighed, squeezing me tight inside her.

I couldn’t stay still for long. I began to withdraw and then press back into her, and she offered no resistance. I was glad for the condom dulling the sensation a bit, otherwise I don’t think I would have lasted ten seconds inside her. She guided my motions with her hands on my ass, finding her secret places, moaning and sighing alternately as I made love to her ass. “Yes, yes, yes,” she said, and I wasn’t sure if she was even talking to me at this point. “Oh, there, there, there,” and I felt her tense up around me, a tremble in her thighs, and without warning a little spurt of liquid came out of her, onto her tummy, then another, in time with my thrusts.

“Yes, please, more!” she cried. Then cum started oozing out of her, thick and creamy white. She scooped some up with two fingers and smeared them on my lips. I sucked her fingers hungrily and started thrusting into her in earnest, grabbing her legs by the knees and pummelling her ass. Her eyes opened wide and fixed on mine. “Fuck me hard. Do it. Cum in me, lover.”

When I finally exploded inside her I was worried the condom wouldn’t be able to hold it all. She wrapped her legs around mine, pulling me down on her, sandwiching her hard cock in a slippery mess between our bodies. I worried about crushing her, but she held me tight, whispering, “it’s okay, it’s okay,” over and over. I relaxed into her and buried my face in her hair. We embraced, panting, sweating, trembling.

“Sorry, I’m a bit of a squirter,” she whispered.

“You are so sexy,” I told her. She giggled.

“Kiss me,” she said. I obliged. She grabbed some kleenex and slid the condom off of me as I pulled out of her, tossing it expertly into a waste bin by the bed. “Please stay with me tonight.”

I couldn’t imagine anywhere I’d rather be. We snuggled, showered, and scavenged leftover Chinese food from her fridge, eating on the couch in our t-shirts and underwear. We tried watching a movie but couldn’t keep our hands off each other. We scampered back to her bed and I laid my head down on her belly, gently stroking her cock through her panties, mesmerized by its shape and how it responded to my touch. I lifted up the waistband to release it, barely an inch from my face. Chrissy helped with one side of her underwear as she wriggled out of them, and I moved down to place the tip in my mouth again. She sighed as I stroked her gently with my free hand, the other nestled in the small of her back. It was the easiest thing in the world. I sucked and teased and tasted her, sometimes holding the shaft firmly, sometimes tracing circles down lower. She began moaning quietly and squirming under me, pushing further into my mouth by fractions of an inch. I began jacking her off rhythmically, thirsty for her cum. Her tummy muscles tensed and she whimpered softly. Her hands pushed my head down further, showing me just how she wanted it.

Finally I earned my prize. She arched her back and shuddered as she came, shooting spurt after spurt of warm cum into my mouth. I held her there and drained her, sucking gently even as she began to soften. I reached under her thighs, cradling her to my face as I swallowed the last drops of her. Her body relaxed and she sighed deeply as I straightened up and kissed her on the lips.

“How did I do?” I asked.

She smiled sleepily. “Oh, you’re a keeper, don’t worry.”

We wrapped our legs around each other and slept through till morning.

NSFW: yes

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