“Is that manga?” she teased with a smile in her voice, “Are you a weeb?”
Jack glanced behind him, realizing she must have noticed the bookshelf next to his bed.
“Nah. Just a general nerd — I’m into Western stuff, too.”
The adult video-chat site he sometimes used had finally created a section specifically for trans people and those interested in hooking up with them. This was his first go at it, and he had been paired with an attractive young woman wearing jeans and a snug black tee bearing an unusual logo. The design consisted of a red triangular outline enclosing a lemon from which rose a single curl of orange flame. The girl — under the screen name ‘Joystick95’ – had admitted that this was her first time doing this with a random guy, and suggested maybe they could talk a bit before ‘getting into it.’ Jack noted that they were both intentionally angling their cams enough to keep their faces out of the picture.
“What about you?” he continued, “That’s a pretty nice gaming chair. Are you a ‘real gamer,’ or do you just stream on twitch?”
She laughed — a pleasant, unself-conscious sound.
“We-ell, I do stream some, but I don’t really make any money on it. I actually just like playing the games, and I don’t play in my underwear or point the camera at my ass, so…”
“A real gamer then, huh? Upholding the integrity of the gaming community.” he quipped
“Uh huh.” It sounded like she was probably rolling her eyes.
“I would’ve said you were very attractive before, but…” he trailed off.
“Uh… but?” she prompted.
“Just… under the circumstances, I don’t wanna make things weird or anything.”
There was a pause.
“You’re not gonna ask me to wear some weird cosplay shit or something-”
“No. God, no.” he laughed, “Although, there was this one… Nah, I’m kidding. I just realized that what I was gonna say, like, you could take it as romantic or emotional or something and get the wrong idea. And then it would be understandable if you bailed.”
“Oh… kay.”
“Which would suck.”
“Right. So… what were you gonna say?”
“That I would’ve said you were hot, but knowing that there’s an actual personality attached to that hot body makes you way more attractive.”
“Oh.”
There was a long pause, during which Jack noticed Anna moving her left thumb nail along the nails of her fingers in what he guessed was a sort of unconscious tic. She shifted in her seat before speaking again.
“Yeah, I get what you mean. But I think I’m just gonna take it as a compliment.”
“Oh, good. That’s how I meant it.”
“Cool. Good. ‘Cause I was kinda horny and that just made me… more…”
“More horny?” Jack prompted.
“Yeah.”
“Mm… I’m down with just talking, but I’d be happy to help with that too.”
“Alright, nerd,” she replied, warming to a new idea, “Shall we play a game?”
“Okay,” Jack agreed, bemused by the sudden suggestion, “What kinda game are we… Wait. You… you didn’t just reference War Games… in the same sentence you called me a nerd?”
Anna visibly held back for about a second before laughing out an approximation on the theme of yes.
“Wow. Supernerd.” Jack grinned, “That’s kind of impressive.”
“Thanks. So… game. I show you my tattoos-”
“I’m with you so far.” Jack enthused.
“If you can tell me what they’re from, I take something off. But if you can’t, you do.”
“Wow. So if I do well I prove exactly how nerdy I am… but you get naked?”
“Or you fail and I get to watch you strip.” Anna agreed.
“Sounds fun.”
“Alright. First one…”
Anna held up her right arm and turned it to present the inside of her forearm. The ink was simple — a pair of offset rectangular outlines bracketing a little circle. Done in a pixelated style.
“Oh, that’s easy. A classic. Pong.” Jack remarked after a brief examination.
“Yeah. Well, I figured if I gave you an easy one, I could show more tattoos without revealing anything you hadn’t earned or whatever.”
“Ah, right. Smart.”
That said, Anna crossed her arms over her front, grasping the hem of her tee, and pulled it up and off. Jack admired the effect. He couldn’t be sure, but he thought he detected a bulge shift into view in the crotch of her jeans before disappearing again.
Under the tee, Anna wore a sheer, transparent black bra with opaque floral lace patterns. It held her breasts, nice round handfuls, high and proud above a long, sleek midriff. She clearly hit the gym or otherwise got enough exercise to stay fit while somehow not losing a certain feminine softness.
After tossing her shirt aside and adjusting her hair, Anna made a show of hiking up her bra. She tweaked her own nipples, which were already visibly hard beneath the sheer material.
Jack chuckled.
“Now you’re just showing off.”
“Yeah,” Anna admitted, hugging her midsection and giving a shrug, “Is it working?”
“Oh yeah. But you’re gonna have to stump me to see just how well.”
“Alright Nerd. How about this?”
Standing, she turned to lean in side-on, showing off her right shoulder. The number 1.21 in black block numerals was underlined by the sharp zigzag of a blue lightning bolt.
“Uhhh…” Jack eventually spoke up, stalling for time.
She lowered her face to rest her chin on her shoulder, her mouth just coming into frame as she pursed her full lips and offered a teasing kiss. Jack gave an appreciative murmur before admitting defeat.
“Alright sexy, you got me. Fair warning — I’m not wearing a bra.” he quipped as he reached down, just as she had, to pull off his shirt.
“Slow down. Make me forget my troubles.” Anna joked, sitting again.
Jack paused with his arms up over his head, then pulled them free, leaving the shirt inside out and covering his head. Arching his back to sit up straighter, he cupped his hands just below his chest and gave a little wiggle.
Anna gave a snort of laughter.
“Jesus, could you be more of a smartass?”
He relaxed, then slowly stooped forward. When his shirt-covered face was in frame, tipped quizzically to one side, he pointed one index finger at his own head like a mime.
“I mean, I could try, but probably that was rhetorical. Right?”
Sitting back, he pulled the shirt off and ruffled his hair carelessly before returning his attention to Anna’s lovely form.
“You done?” Anna asked in mock-annoyance.
“Yeah, sorry,” Jack smirked, “So what was… one-point-two-one?”
“It’s from Back to the Future. They needed one-point-twenty-one Jiggawatts of power to use the time machine — the Delorian. And they ended up using a lightning strike.”
“Oooh yeah. Heh. Nice.”
“Mmhmm.”
There was a pause.
“You’re not in bad shape for a nerd.” Anna observed.
“Ha, thanks, but that’s more from neglect than actually working out or anything.”
“Mm, that’s okay. I’m not complaining.” she surreptitiously slid a hand down over her crotch and adjusted things there.
“On that note, bring on the tattoos.” Jack enthused.
“Yeah… um… here.”
Anna stood again and leaned in close, pulling the left cup of her bra down to expose a little red heart. For a few moments Jack drew a blank, thinking that it could be from any number of games. Then he thought: Pong. Classics.
“It’s a life counter from Legend of Zelda, right?”
“Took you long enough.”
Anna remained close to the cam and reached back to undo the clasp and let her bra fall away. The ruddy color of her engorged nipples stood out against the pale, perfect curves of her breasts. While Jack thirstily drank in the view, Anna hugged herself, ran her hands up over her ribs to cup her breasts, then dropped her hands again to draw her arms in, accentuating her cleavage. She seemed a bit uncertain what to do with herself. Unaccustomed to showing herself off like this.
Or maybe this was her first time showing off her breasts, Jack thought.
“So?” Anna asked, hands spread, palm-in, over her tummy.
“So… Uh, sorry, I was distracted by your amazing tits.”
“Good answer, nerd.”
As she moved to sit back down, her lower face came into frame. The silly grin on it said she was maybe more pleased with the response than she let on.
They sat for a long moment, each quietly watching the other.
“So,” Jack began, “You’re gorgeous. And this is pretty fun — and hot. So… please tell me you haven’t run out of tattoos already.”
“Oh! Pffft-ha,” she laughed, “I was… well, I was thinking about licking your abs.”
“Mmm. I guess I won’t complain then.”
“Good. Now, um… Okay, here.”
Anna slid her chair back, giving Jack a look at her lower legs and feet clad in plain white ankle socks, before turning around and backing closer again. Pulling her hair to one side she pointed over a shoulder. There on the skin over her left shoulder blade was a patch of stark black. Standing out amidst the black were the white silhouettes of a crescent moon and above it what appeared to be a dolphin. There were a scattering of tiny white dots as well, which were probably supposed to be stars.
Hmm. Moon. Stars. Night. Sky. Dolphin. Flying dolphin. Jack didn’t know of any video games with dolphin related material worth remembering. What about movies. Or books. Think nerdy.
There was a dolphin in Johnny Mnemonic, but the whole night sky thing didn’t fit. Plus, as funny as it would be in a way, he couldn’t imagine anyone getting a tattoo referencing that movie.
He tried looking at it from a different angle, in case something about dolphins would trigger a connection. They were intelligent, communicated, had sex for fun… no that was a vaguely amusing coincidence under the circumstances, but not helpful. They were mammals, even though they lived in the ocean. Not a fish. Ate fish. Fish.
“We should probably agree on a time limit.” Anna suggested just then.
“So long,” Jack replied triumphantly, “And thanks for all the fish.”
Anna let her head loll back.
“Aww. Thought I had you stumped there.”
“You kidding? The Hitchhiker’s Guide is one of my all time favorites. Although, that did take me longer than it should have.” he admitted.
“Alright Nerdmaster-”
“You can just call me Jack, now that we’re getting to know each other so well.” he jokingly interrupted.
“Um,” Anna paused in the act of unzipping her pants, “You can call me Anna. Is Jack your real name?”
It only then occurred to him that she might not want to use her real name. Or that maybe it would be wiser if he didn’t himself. Oh well. It was just his first name, and anyway, it was such a cliché choice if he wanted to use a fake that she had actually asked.
“Yeah. Kinda corny, but then, I am the Nerdmaster, right?”
“Mm. We’ll see how your answers go from here.” Anna replied, beginning to shift her hips and work her jeans down over her ass, “I might have to revoke the title if you don’t… measure up.”
Jack chuckled at the double entendre.
“Fair enough. I’ll… try… damn.”
Anna finished stepping out of her jeans and kicked them away. Peering back at the screen over a shoulder, she rolled her hips forward, then stood on her tiptoes for a moment before relaxing again. Her panties matched the bra she had already removed. The design and cut of them showed off the lower curves of her cheeks.
Looking at her thighs and ass, which Jack certainly was, he belatedly wondered if it were possible she could be hiding some Brazilian genes in that pale body. Her legs were long, but not as slender as he might have expected, and her ass, while not huge, had a fullness and proportions which… well, which had made him say ‘damn.’ Literally.
Out of frame, Anna arched an eyebrow and smiled, bemused and pleased by the reaction. Moving her left hand back she dragged her nails up over her panties, making a scratching popping sound on the lacy floral bits.
“Did you just say ‘damn’?” she asked.
“No, my brain did that by, like, reflex when I saw your ass. But I can say it again. Damn you look good.”
“Thank you.”
“So… one more. Unless you plan on counting your socks, which… I don’t have a foot fetish or anything, in case you’re banking on that.” Jack commented, sounding slightly distracted.
“No. I figured I’d keep them on if that’s okay with you.”
“Absolutely. You can put on another pair if you want.” he joked.
“I think one will do,” she slipped a fingertip under the edge of her panties on one side, pulled out a bit and let it snap back, “Ready for the next tattoo, or do you wanna stare at my ass for an hour?”
Jack had one hand in his lap, moving lazily along the bulge of his hard-on through his sweatpants. He considered waiting a bit to answer, to make it seem like he was thinking it over.
“Not that I wouldn’t stare at your ass for an hour, but since I’m on a roll…” he replied instead.
“Uh huh. If you can drag your eyes up for a second, here you go.”
Jack did so, and was about to ask why she wasn’t turning around when he realized she had angled her left arm behind her to show off the inside of that forearm. The ink there depicted a stylized skull. It was a coppery-brown color. With diamond shaped holes where the eye sockets should be. Puzzling over it, Jack was sure those diamond eye-holes must be a clue.
“Not that I’m not enjoying your assets, but is there any particular reason you’re still turned around?” he asked while he pondered.
“Maybe I’m shy.” she replied, affecting a coy, innocent tone.
“Clearly.” Jack smiled.
“Okay nerd,” Anna moved her hands over her ass and spread her fingers wide, then began curling them in, “clock’s ticking. Nine. Eeeight. Seeeveeen.”
Jack shook his head faintly, trying to think of anything to do with skulls, or diamond eyes.
“It’s not a Pirates of the Caribbean thing is it?” he asked doubtfully.
“Nooope.”
Jack was at a loss.
“Twooooo. Onnnnnne.” Anna made a TV gameshow buzzer noise.
“You got me.” Jack admitted.
Standing, he allowed his erection to swing free, tenting his pants. Anna gave an appreciative ‘Mmm.’ He further took his time sliding his thumbs around under the waistband of his pants, all the while flexing his abs.
“Who’s showing off now?” Anna laughed.
“Thought I’d return the favor.” he smiled, slowly working his sweatpants down over his jutting erection to reveal navy blue boxer shorts. He twisted his hips back and forth, making the tent in his shorts slide back and forth and again showing off his washboard midriff, before sitting back down.
“Mm, looks like we’re even now. By the way, that last one was from The Goonies. The movie.”
“Aw, shit. How did I not think of that? They found it on the explorer guy, and it was part of the whole riddle thing for the pirate booby traps or whatever. Classic 80s.”
Anna was laughing by the time he finished the exclamation.
“Of course you know it. Supernerd. But yeah, it’s pretty great. Lucky for me your memory isn’t so great.”
“Yeah,” he sounded thoughtful, “Not hiding very much now. Do you have one more, maybe on one of your feet? We need a final tie-breaker.”
“Huh. Doubting my ability to plan and count ahead on short notice, Nerd?” Anna put on a tone of mock reproach.
“Uh, no, not at all.”
“Good. ‘Cause I was gonna draw something on with a marker if I ran out.” she admitted, the smile back in her voice.
“Well, that’s probably still more clever than I woulda been.” Jack chuckled.
“Mm-hmm. So… last one, fittingly, since you like my ass so much, is right here.”
Sliding a thumb under the top of her panties on one side, Anna slid them down a couple of inches on one side. The revealed tattoo consisted of three words in blocky retro lettering contained within a rectangular outline — all of this being a light green color. The words read ‘Hack the Planet.’
“Mm, nice. Hack the planet…” Jack slowly repeated to himself.
It definitely clicked. He had a vague impression of someone yelling it. In a movie. He ran it over in his head, until suddenly the image of a very goofy, lanky individual popped up. Very 90s. And then it all came back to him.
“Hack the planet,” he laughed, “Hackers. You put a reference to Hackers on your actual ass. Were you drunk, or did you lose a bet?”
“I know,” Anna laughed along with him, “I know — it’s bad. Don’t harsh on me, it’s a guilty pleasure. But also, yeah, I was drunk.”
“Well, I would poke fun at you more, but that’s actually exactly the kind of thing I might put on when I wanted to just turn off my brain or, like, in the background while I’m working. It has that quintessential 90s feel — and the dated conceptualization of cyberspace and hacking is fun. That said, you might be the bigger nerd after all.”
“You think so, huh? Mm, well, I think we’ll find out who’s bigger in just a second.” Her tone grew mischievous.
“Ha, wow, I walked into that one. Nice. Let’s see it, beautiful. And don’t worry — I’m not here by accident. If it turns out you’re packing bigger than I am, I won’t be weird about it.”
“Good. That would be really disappointing. So…” she hesitated, shifting her hips side to side while stretching and sliding the waist of her panties down over her ass. Turning to face her cam, she pulled the front of her panties out and down. They had caught on the end of her length and pulled it down, so that when they finally slipped free, her cock bounced up. It stood out, twitching, at a forty five degree angle for a moment, before lowering just a bit more under it’s own weight.
“…this is me.” Anna added, turning side-on to give a profile view.
“Mmph. Damn.” Jack commented after a brief silence.
“Another ‘damn.'” Anna observed, “I hope that’s a good thing.”
“Oh yeah,” Jack confirmed, “I guess it’s not surprising. Someone as gorgeous as you would have a nice cock. But still.”
He admired her crotch as she shifted this way and that before moving closer to the cam. Her skin there was as soft as elsewhere and waxed or very cleanly shaven except for a small patch of trimmed hair — a ‘runway’ as they say. Her cock and balls were a couple of shades darker than her skin was elsewhere. He guessed she was maybe just over seven inches. Uncircumcised, and thick — girthwise. There was a birthmark on the left, about halfway down her shaft, which he immediately found endearing.
“You flatter me, but that’s okay. I like it. I was still kinda nervous I guess.” she admitted, beginning to slowly stroke herself. “Okay. Your turn. You’re not gonna make a girl jerk off alone, are you?”
“Hell no.”
Anna’s stroking stopped for a long moment. While she watched, Jack turned side-on. He hooked a thumb on his straining shaft and pulled down before letting his cock spring back up to slap against his abs. Going on what she was seeing, they were similarly endowed. He was cut, and a little less girthy, whereas the head of his cock was impressively swollen. Imagining how hot and hard he would feel, Anna felt herself throb in her hand.
“Mm, come on Nerd,” she moaned, “Stroke it while I imagine taking it in my mouth.”
“Mm, yes ma’am.” he retook his seat and happily obeyed.
He stroked slow and steady, gradually increasing in pace. Anna mirrored his movements, intermittently sliding her free hand down to tense herself by gently trailing her nails over her balls.
Jack broke off long enough to lift his hand to his mouth and transfer spit to his palm. He rubbed that slick palm around on his bulging bell end before giving it a squeeze. With a deep groan of pleasure, his hips shifted and he thrust them forward, resuming his stroking.
“Mm, fuck yeah,” Anna encouraged, “Imagine my lips on you. My tongue. Sucking… and licking.” Her dirty talk came in time with her excited breathing. She drew her off hand from her balls, sliding two fingers fully into her mouth. Instead of transferring spit to her cock, she wormed her fingers down past her taut sack to moisten her tight pink pucker. She massaged tight circles on her hole with her fingertips before slowly pressing the tip of one digit inside, fueling fresh moans.
“Oh fuck… sorry… don’t think… gonna last.” she gasped out as her legs began to shake.
Jack gave his own balls a gentle squeeze and changed up the tempo of his strokes.
“Getting close. Do it, Beautiful. Cum for me.” he grunted out.
“Huh, mmph… gonna… cum.” Anna gasped moments later, before degenerating into little cries of pleasure which grew in volume as she peaked.
At the last second she lifted one leg, tipping it and propping her socked foot on the desk in front of her. She angled her cock to that side, going silent as a last deep shuddering breath caught. Muscles spasmed and pleasure flooded through her. Her cock jumped in her hand, spurting forth a heavy rope of cum which splashed down along her knee and calf. Further eruptions arced out to paint the soft pale expanse of her thigh with pools of hot seed.
Given an extra nudge of arousal at the sight, Jack felt his own climax coming on. Anna was just beginning to take shaky, shallow breaths again, slowly stroking a few last dribbling rivulets out onto her thigh, when Jack shuddered, pulled a porn face, and came with such force that his load shot up out of frame. He pumped out load after load, unmindful of where the resulting rain of aerial ejaculate pattered down.
When he had come down and re-opened his eyes, Anna favored him with a dopey smile. She slapped her still engorged cock against her thigh a few times, each impact producing a sticky smacking sound.
“Mm, fuck that was a lot.” she purred.
Holding his shaft near the base and enjoying the little aftershocks of pleasure, Jack asked; “Me or you?”
“Both.”
She scooped a puddle onto her fingertips and leaned in a bit so that he could watch those fingertips slip between her lips. She sucked them off, then slowly licked them for good measure.
“I wish I could have yours, too,” she opined, “unless you want it for yourself.”
“No, but… maybe we could trade.” Jack smiled.
“Oh, wow. Really?” she trailed a fingertip languidly through the remaining pools and droplets on her leg. “You’d eat my cum?”
“Yeah, unless it’s so good you don’t wanna share.”
The slightest hint of shyness returned in the movement of her head and the widening her of her smile.
“Damn. That’s hot.” she admitted.
Jack chuckled. He relaxed in his seat and moved it a little closer. And finally noticed something.
“Aw shit.” he muttered.
“Huh?”
“Uh, well, without your gorgeous mouth here, my load went, like, all over. Now I gotta clean cum out of my keyboard.”
Anna blinked, then laughed.
“Your load.” she grinned.
He rolled his eyes.
“I’m glad you find that amusing.”
“Aw. Sorry about your keyboard. I’ve cleaned up messes like that once or twice, so…”
“Ah well. It was worth it.” he assured her.
She slurped a bit more goo from a fingertip, then leaned out of frame. When she settled back in her seat she brought a handful of tissues,which she used to wipe the remaining snail trails from her thigh. Jack followed suit, coming up with a sock instead of tissues. Anna snorted.
“You might be a nerd, but you’re definitely still a guy.” she chided.
“Yeah, well… I need to do laundry anyway. Two birds or whatever.” he shrugged while dabbing at his glazed keyboard.
Anna idly played with her foreskin. She admired Jack’s slowly softening cock and his rolling abs while he worked. She let her eyes lose focus and replayed the last several minutes in her mind. She blinked.
“Hey, uh… did you call me ‘Beautiful’?”
Before he could answer, she added; “While I was jerking off and, uh, fingering my ass.”
“Um. Yeah, I guess I did.”
“Hm. Okay. So, I’m pretty sure you can leave messages on people’s profiles on this site…” She trailed off.
“Oh, uh, yeah. If you ‘friend’ them or whatever.” Jack supplied.
He stopped wiping.
“Oh. Here.”
Thanking what luck he had at finding his expensive gaming mouse had escaped the rain of genetic material, he clicked around a bit.
“There. If you open that request and accept, we can leave notes on each others’ page.” he explained with a final click.
After checking that her hand was free of sticky residue, Anna grabbed what was coincidentally the same mouse in a different color, and accepted the request.
“Cool. Well then… hit me up whenever. Maybe we could do this again some time.” she suggested before bending to retrieve her panties.
“Yeah, I’d like that.” he paused, then stage whispered, “Hack the planet.”
Anna laughed, then leaned close to purse her lips in a kiss.
“Later, Nerd.”
Click.