I Fall for the Cute Trans Cashier

"Hmmm. I should try it sometime!"

"You totally should!"

"Second date idea?" I jest, giving a cheeky little smile.

"I think this one's going pretty good. So maybe we already have that in the bag!"

"I like the way you think!"

She laughs, her voice ringing like a choir of angels in my ears.

"So what do you like to do in your free time when you're not too busy pestering me at work?" I inquire.

"Oh shut up! It's more like you're pestering me!" her eyes crinkle and she slaps her hand against the table. I can't help but laugh along with her. "I play guitar and sing a little bit."

"I myself play a mean Guitar Hero."

She slams her palm against the wooden tabletop even harder. Proud of myself for that one.

"I fucking suck at that game! All those notes going so fast I can't even keep up."

It's the first time I've heard her swear and I'm a little taken aback by it.

"Where'd you get such a potty mouth from?" I smirk slyly at her. She kicks me playfully under the table.

"I'm not the nice customer service girl you see all the time! I have a feisty side too!"

"Doesn't look like it to me. All I see is a pretty, kindhearted lady in front of me."

"Oh I'll show you all right" She kicks my legs a little harder. It didn't hurt, but I decide to roll with it.

"Ow! You do have a little fiesta in you!" I grab my calf, pretending to be in pain.

"You're so silly Noah!"

"Wait, you can tell?"

"Of course, you doofus!"

"Hey name calling's not nice! What if I call you something like, um, twinkle toes!"

"Twinkle toes?" She gives me a jeering look. "That's basically a compliment!"

"I can't help it. You're just so perfect it's hard to think of one."

"Oh, shut up!" She kicks my legs again. This time it did hurt.

We get our food and we continue to laugh and talk about our day and how life has been. Curiosity gets the better of me and I work up the courage to ask about her transition.

"How long have you been, um, Lucy?"

"I knew you'd ask eventually."

"Sorry, is it too personal?"

"No, not at all. Ever since I was four."

"That young? Your parents must be really supportive!"

"They're the best in the world. My dad's a big burly biker dude so he doesn't look like he'd be accepting but he's helped me with so much. I couldn't ask for any better."

"I'm so happy you've got a nice family."

"Thanks. And now I've got a nice boyfriend."

"Boyfriend now, eh? What makes you think we're hitting it off that well?"

"I don't know. You're just really funny and if I'm being honest, I've had a thing for you for a while; but I didn't want to make things awkward if, you know, it didn't work out."

"Yeah, I get that; but there's no way in hell you would catch me saying no to such a beautiful girl like you!"

"You're very sweet."

We finish eating and I raise my hand to call for assistance. Our waitress comes up to us and I ask for the bill. After a few moments, she returns with the card reader. I see Lucy reach down in her purse.

"Oh no you don't! I'll be payi--" My eyes catch something peculiar in her purse. Are those-- condoms?! I blink a few times in disbelief, before taking out my own wallet and inserting it into the card reader. I select the largest tip, as the date went really well, and I believe the waitress had a part in that.

"So, you're serious about showing me your sketches?" she asks as we get up from our seats.

"Why wouldn't I be? It totally wasn't a trap to get you back into my place."

I'm a little more confident now. She definitely wants to take things further too, if what I see in her purse proves my hypothesis correct.

"It's a trap I'm walking right into, then!"

She pulls out her phone and quickly types away at it, then puts it back in her purse.

"Texting your dad?"

"Yeah, just letting him know what's going on."

"I'm not going to kidnap you! Sheesh. Maybe something else, but not kidnap."

"Yeah, like what?"

"Don't you play dumb with me! I saw what was in your purse you naughty girl."

Her face turns the color of an overripe tomato, and she buries her face into my chest, grabbing my shirt.

"You never know what could happen," she winks.

"Come on, let's get to my car."

We hold hands the entire drive home.

When we pull into my driveway, I hurriedly exit my side and sprint to the passenger's side. I pull open the door for her, and make a show out of it.

"What a gentleman!" she holds onto my hand as she steps out of the car. I walk her to my doorstep.

But before we open the door, I grab her by the waist and lean in to kiss her. I feel her face press against mine, and her arms rest against my chest. We both come out of that kiss a bit flustered. I hold the front door open for her and let her inside.

"So, this is my place. It's not much, but I call it home."

"It's very nice. You've got an eye for decorating."

"I try my best," I smile, happy she notices my hard work in making my house feel like a home.

"Where can I see those sketches?"

"Oh right, of course! That's definitely the reason why I brought you here. I usually sit and watch TV here while I draw."

I lead her to the loveseat and we both sit down. I pick up the sketchbook and set it on my lap. She snuggles herself right against me, and I wrap my arm around her, keeping her close.

"Just to warn you, a lot of these sketches aren't going to be amazing. They were from when I first started learning"

We spend hours flipping through every page filled in my sketchbook, and I explain the thought process and the inspiration behind them. She asks me very insightful questions and I try my best to answer them. But I'm noticing her gaze focusing below the page a little too much.

"You know why I really brought you here. Get them out of your purse right now."

"Y-yes," Her hands excitedly tremble as she unzips her bag, and pulls out the square wrapper. I pick her up and toss her over my shoulder, and she giggles excessively, playfully pounding her fists against my back, kicking her feet in the air.

Carrying her to my room, I shut the door behind us and set her on the bed. I stand in front of her and before I can even utter instructions she's already undoing my belt. Her eyes widen as she sees my member unfurl from my garments.

"You're much bigger than my toys."

She kisses my tip, and wraps her fingers around the base of my shaft. I grab the back of her head, and slowly guide my throbbing cock into her mouth. Her tongue rolls around my shaft as she sucks in her cheeks. Her hands stroke up and down in tune to her head bobbing. She looks up at me and fuck she's so hot.

I hold onto the back of her head and shove her face deeper into my cock. I hold her there, her forehead touching my abdomen. Tears begin to flow from her cheeks, so I let her loose. She gasps for air, and immediately goes back to sucking me. I moan, unable to keep my excitement silent anymore.

"Good girl. You suck my cock so good."

This feels like heaven. She's so good at this.

"Mmmgghh, unghhh." I show my pleasure audibly.

I can't hold on much longer. I fuck her throat like the slut she is, her gagging sounds only adding to my pleasure; before plunging deep into her, cumming down her esophagus. I let her off my cock after the last drop is released, and she gasps for air, taking deep breaths.

I reach for the hem of her blouse and pull it over her head. Her tits are so nice and perky. And she's got on a really cute purple bra.

"My favorite color. Shame it has to be ripped off of you."

I unclasp the hooks on her back and it falls to the floor.

I hold her breasts in my hand, kneading and massaging them. She gasps loudly, biting her lip, and rolling her eyes back. I push her backwards onto the bed and kick my pants off my legs. Taking both of her hands above her head I gently press them, wrists crossed. I suck and lick her breasts and nipples as she squirms under me, letting out the most adorable little whimpers.

With one hand still holding her wrists in place, my other hand explores her thigh, rubbing it and squeezing it gently. I shift my hands inwards and begin running my fingers along her inner thigh, closer and closer up her leg. I squeeze the spot where her thigh meets her pelvis as I continue sucking her tits.

I can feel my hand brushing against her member. I want to pleasure her there, but I'm unsure if it'll make her uncomfortable.

"Do you mind if I touch it?" I ask.

"You can if you want," she gasps.

"What do you want me to call it?" I really don't want to cross a line. I'd hate to ruin the mood by saying something offensive.

"My dick is fine."

I rub my hand between her legs under her skirt as my tongue flicks her nipple. She's moaning really loudly now. So fucking hot. I rub and suck a little faster.

"Mmmmmm. Yes Daddy!" she screams "Fuck me!"

I'm usually not into being called 'Daddy', but nevertheless, I feel myself twitch in response.

"I want to hear you beg," I lean into her ear and speak softly. She wails, kicking her feet on the bed in frustration.

"You have to use your words, sweetie," I tease, my hand pleasuring between her legs.

"Please!" she pleads, a glint of desperation forming in her eyes. "I want you inside of me."

'I don't think I'm convinced yet," I smirk. I'm having so much fun with this.

"I want you-- I want your cock so bad. Please! I wanna feel every inch of you..." she trails off into an incoherent blubber, tears now streaming down her face.

"You really want me that bad?" I chuckle softly. She nods fervently in response; an unsatiated hunger in her eyes.

I pull her skirt off and toss it on the floor.

"Oh shit I forgot to bring lube!" she warns.

"Don't worry about it," I reassure her. "I've got some in my drawer."

I push her legs up to her chest and she holds on under her knees. Her purple panties match her bra. I pull them to the side and I squirt a generous amount of lubricant on her and on me. I rub my shaft against her hole, teasing it. She looks so fucking cute in those gray tights. I press my tip against her opening, and lean forward, the rest of my member plunging inside. She gasps loudly, and her face makes a contorted expression.

"Does it hurt?"

"No. It feels really good."

I push more of myself on top of her, her calves push against my sides, holding me in place. She's gripping me so tight. I push in deep, my cock plunging all the way inside. She's moaning and whimpering really loud. My chest is pressed against hers. Her arms are wrapped around me, and I can feel her nails digging into my shoulder blades. I rock my pelvis as my balls slap against her cheeks. I've never felt so good before.

"Harder!" she screams, whimpering and moaning.

Her legs are trembling and I feel a wet spot against my abdomen. I think she came. Fuck that's hot. I grunt loudly, pounding her tight little hole as hard and as fast as I can.

"No...ah!" her voice shakes. "Fuck yes! Just like that. Just like that."

"You're gonna be a good girl and take my cum?"

She can hardly form any coherent words; she just screams and whimpers, her fingers clawing into my back.

Seeing Lucy's enjoyment really sets me over the edge. My toes curl, my legs beginning to shake and buckle. My breathing becomes more staggered. I can't hold for any longer. What feels like buckets gush out and pump into her. I hold myself inside of her until I feel my cock throb every last drop, before slowly pulling out. Her hole gapes from being stretched by me, and my seed oozes out of her.. I give her a kiss on the forehead.

"Go to the bathroom and clean up for me baby girl," I order her.

She doesn't move, only returning a groan.

"Do you want me to help you get cleaned up?"

"Mmmm-hmmm," she doesn't use her words.

"I'll be right back, honey."

We should have probably sat down and made sure we had everything before we were in each others' pants. Guess we can save the condom for another day, I hope. We forgot to use the condom; we only barely remembered to use lube. The aftermath was definitely not even on our minds. I'm certainly feeling the post-nut clarity, with all this regret.

I roll a wad of toilet paper in my hand and return to my bedroom. Her knees are bent up, her feet flat on the bed. Her eyes are closed and her mouth slightly agape. I see her chest rise and fall, with the faint hiss of air passing through her nostrils. Some of my cum has leaked down her far enough to reach my bed, a trail forming from where I had just pounded her. I lean into her ear and speak softly.

"You still awake?" I grab her shoulder, and gently move her. Her eyes flutter, but she doesn't respond verbally. "No worries then, I'll take care of everything."

I tear off some of the toilet paper and pat down her rear end, making sure she's dry enough before pulling her panties back in place. With the remaining paper, I wipe my cock dry, and toss the used paper inside my bedside garbage can.

I pick Lucy up and move her on the long side of the bed; lifting her head and propping a pillow underneath. Her limp arms fall haphazardly on either side of her. I grab my comforter and toss it over her topless body. I don't want to be poking her in her sleep, so I find my boxers off the floor and put them back on.

Her top and bra are still lying there. And there's the condom we never used. I should be nice. Her clothes are folded as best as I could on my dresser. Women's clothing is so confusing. I put the wrapper next to it, so everything should be easy to grab in the morning.

Finally feeling like everything is taken care of, I shut off the light. I stand still, waiting for my eyes to acclimate to the darkness, and crawl into bed with Lucy. Wrapping my arms around her waist, I pull her close to me, her back against my beating chest. I cross my legs over hers, and I lie still, listening to the soft hum of her breath, before joining her, drifting in the endless sea.