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Chapter 36 by Minski Minski

Old vs. Young

Train the intern

You eyes stick to the boy, standing awkwardly in your office. He’s a bit young for your taste – you flush sightly at the thought of how easy it comes to you now to think about your “taste in men” – but then again you can't really judge unless you had one this young, can you? And if you pick the other way to spend your morning you're undoubtedly going to be entangled in corporate politics – you don’t know if you're ready to get involved with the upper management on your second day in the job. Let's keep it relaxed and uncomplicated for now and mingle with the lowest rank in the office hierarchy. You click the mail off your screen.

You take another look at your second breakfast. The intern is really cute. A bit scrawny, but that only makes him look more boyish. As does his Batman T-Shirt. You smile. You wore one like this as a man, too, and you would might have tried to fist-bump with the teenager over it. And might have gotten weird looks; you remember how you though guys over 20 trying to be cool are cringe when you were 18.

Somehow now that you're a woman, his nerdiness doesn't give you a feeling of connection with him, it makes him look immature. Not in a bad way, though, he’s awakening female instincts in you. Other ones than most men you've encountered as a woman - motherly almost. You blush. Well. Not That motherly, though, as your eyes wander down his Batman shirt to his crotch – you notice there's been an awkward silence which the boy spent eyeing you up and down – which has created a notable bulge. Apparently he doesn't think _women _over 20 are cringe. You lick your lips.

“So, you’re 18, right?”

You're pretty sure of that and you doubt your former boss would have sent him down as a snack if he wasn't but better safe than sorry.

“Yes, Ma’… Lexi. For two months and 11 days now!”

You giggle.

“Such a grown up man! So... you like Batman?”

You start the conversation, looking at the logo on his shirt.

“I… that… yeah., he’s totally the coolest!”

“He’s my favourite superhero, too!”

His eyes open wide and his mouth falls open.

“You… you’re into superheroes?”

You smile. You were a nerd as man. You didn't have much time to think about those things in the last days, but that doesn't really change, does it. You still like that stuff, you’re just a hot female nerd now. You might have called yourself a fake nerd girl because of that when you were a man, ad flush hot, deeply ashamed of your former male self.

You decide to get the boy something to think about if he’s the type of man to thinks that about hot female nerds as well.

You chuckle.

”Well, everyone these day thinks they’re into superheroes, aren't they? There's a movie out ever other week. But you’re not just a casual movie Batman fan, I hope?”

He shakes his head vehemently.

“ ‘Course not. Those stupid Posers.“

“totally. What's your favourite Batman comic story?”

He stammers. Caught him on the wrong foot.

“I’ll. Uhm..I… Dark Knight Returns is is awesome. An Court of Owls is cool, too.”

You nod.

“Nice. I like Year One. And Long Halloween, total masterpiece.”

He nods eagerly.

“Totally.”

You put a hand on the Batman logo on chest and feel his heartbeat fasten.

“Glad you’re not just a fake fan boy who’s just into the Caped Crusader because he's dark and brooding and thinks it makes him look cool for the girls. We fan girls like the real deal."

He chuckles awkwardly.

“Yeah, those fake fan boys are the worst…”

“Totally!”

You slide your hand under his shirt, over his belly – no abs, but not an ounce of fat either, your typical scrawny 18 year old. Makes you want to make him a sandwich. You giggle. Afterwards. Up his hairless chest and you stroke his nipples. He’s flushing red hot.

“Wha… I… what are you…”

“Do you have a girlfriend?”

“I.. wha… no…”

“Really?”

You feign surprise.

“Such a smart and handsome boy. I’d ask if you're not into girls but I can see you’re into me…”

You let your other hand touch the bulge in his jeans.

“Very much, so…”

“I’m.. I didn’t mean to… I’m sorry, if…”

“No, no, don’t apologize, I’m flattered. Really. I like you.”

You wink at him.

“You have had a girlfriend at some point, though, right?”

“Uh… no…”

You stop for a second. A virgin? You're not sure if you feel ready as woman to be a boy’s first… but your new body is sending you signals. Playing with the boy makes your pussy tingly and wet. He may not be your preferred type of man- not just physically, you figured our in the last days that you're female you is a lot more into confident guys, who take demand what they want, but he IS a man and it's got a certain charm to seduce a shy an experienced specimen.…. You press on.

“But you’ve kissed?”

He's flushing more and more and you see him fighting to answer – he wants to lie, but probably his brain doesn’t get enough blood to formulate the lie.

“N… no…”

“Goodness…”

You wonder if is boss knew how much of a task he sent you down here as a gift.

You think back to your first time as a boy. Awkward, really, really awkward. In the bedroom of your best buddy’s parents at his birthday party with his older sister, both of you drunk or it probably wouldn't have happaned. You never told him about that, of course. Because it was his sister and because it was quite embarrassing. You barley managed to bear her oral efforts to get your beer dick hard without cumming and didn’t last 30 seconds inside of her pussy. In hindsight - and from the point of view as a woman - she didn't’ know what she was doing any more than you did. How much you would have wished for an experienced girl. Like you are now.

You gulp as you think of yourself like this quite naturally – an experienced woman. You don't technically have that much experience in this body or with men, but your female body sure knows what it’s doing. You’re quite sure this boy will rememberer his first time a lot more positive if it’s with you than you remember yours.

“OK, I may have misjudged this, I didn't mean to hit you like a truck for you fist time… If you feel uncomfortable and want me to stop, just say it..

“M… my first time?”

You see his eyes widen and giggle. Wow, he’s innocent.

“What did you think where I'm going with this, young man?”

You rub his crotch and keep playing with his hardening nipple.

“I … don’t…”

“OK, know you now. I think I can tell that you like me a little, right?”

“Y… yeah..”

“I like you, too. Do you want Mommy to make you ma man?”

“Ri… right now?”

“No time like the present, am I right?

You wink and he nods eagerly.

“Alright, my Dark Knight…”

You bend over and kiss his mouth. It takes him a while to get out of his shock induced paralysis, but eventually his body figures out what to do, he opens his lips and lets your tongue in.

He’s little clumsy with this – overeager it feels like he wants to break a speed record with his tongue, poking it left and right in your mouth.

“Easy, tiger, this isn't tongue training, play with my tongue, and follow my speed. Gently.”

He nods and you keep kissing, his tongue now searching yours, caressing it, and playing with it at a pleasant gentle speed and rhythm.

“There, That's nice. Don't you think?”

He nods and bends toward you to continue, taking the initiative in kissing. A fast learner. You smile as you kiss him back, walk to your door and lock it. On the way back you slip out of your clothes and enjoy the bulging eyes and he stares at your naked body. You’re so enjoying showing off your female body.

“Now you!”

He blushes again, an insure teenager, never been naked in front of any woman, apparently.

You smile and help him, pull his shirt over his head, open his belt, let his hand drop, and giggle at is Batman Boxers.

“I found your Batcave!”

He grins sheepishly and gasps as you pull the shorts down. His cock springs up hard and ready. You smile approvingly.

“Nice. You should have told me you’re hung, I would have started down here if I'd known you have brought me such a HUGE present.”

He blushes and grins happily. You would have told him that regardless, you know more than well from your own experience how such a small compliment about a big cock can boost a man's ego. But you don’t have to lie. His cock is quite impressive. Notably bigger than yours was, probably 20 centimetres at least, you're quite sure. Circumcised, thick veined, not bend one bit, it’s standing straight like an arrow, pointing up. An exemplary specimen. You feel your mouth water and your pussy, too and again muse at how little your body cares about what your old male self would have thought about you reacting to the sight of a hard cock like this. He gasps as you touch it gently, let your finger play over the tip, down the shaft and you tickle the balls.

“REALLY nice, young man., REALLY nice.”

You grab it and stroke it, gently, just teasingly. Just in case he's a fast shooter like you used to be let's not overly excite him.

You think back to your first time and how you would have wanted it. Sink down your your knees and kiss it, lick over it before you take it into your mouth.

“Oh. Fuck. O God.. Mmmmmenen…”

You smile and you make the boys dreams come true and begin to passionately suck his big, rock hard cock. It’s delicious. You can forget that the boy's not really your type and fully focus on the job of caressing his gorgeous cock – which it is, and your body has no problems to enjoy servicing it. This cock is going to make a lot of girls happy, once the boy gets over his awkwardness. You hope this helps him.

You keep sucking – hard and fast now, forgetting that you wanted to go easy on him, making him moan and scream and wriggle under your caresses.

When you finally get yourself together and interrupt your sucking, you are amazed at his stamina – you've been giving your best for at least ten minutes now. You at that age – hell you, a week ago as a man, you'd have cum a LONG time ago. This boy has a LOT of potential. You look up at him.

“Still going? I'm impressed, young man. Not many men with more experience would have been able to hold out for this long!”

He beams proudly, what bigger compliment can a boy his age get.

“Well then time for your reward, stud. As it's your first time, you get to choose! How do you want me?”

He hesitates.

“Well? You have watched porn, hm? You do know the theoretic basics, right?"

He nods.

“Of course.. it’s just... hard to deicide. Can we just kiss while doing it? I like kissing you….”

You blink. Not what you'd have expected.

“Awww. You’re a bit stud and a romantic. You're future girlfriend is SO lucky!”

You lay down on the floor on your back and spread your legs.

"Let's do it classical, then, hm?”

You gesture him to come down to he and he does, kneeling between your spread legs, bringing his face close to yours in missionary style.

“A… are you ready, Lexi?”

“If I get any more ready, I’ll flood my office, you’re making me so wet!”

“Do I... can I…”

“You're in the right spot I can feel you, just slide it right in, my pussy’s waiting!”

So he does, pushing his hips forward, sliding his big cock gently – a bit too gently, but you don’t urge him on, into your wet and hungry pussy. He sighs, gasps, moans to the new sensation of your pussy gripping his hard cock tight and massaging it while letting it enter deep into your sanctum.

“This is… sooo.. good…”

He moans, making you giggle.

“You ain't seen nothing yet, young man. Fuck me! Ram it into me like you’d drive the Batmobile into the Batcave!”

He grins and starts pumping, making you moan now with the delight of the huge cock in your wet, hungry depths as he bend his head downward and kisses you.

He’s doing great, minding your reactions. Maybe a little too careful at times, stopping every time you let out a loud moan in fear he might have hurt you, but grab his firm ass cheeks and drive him deeper, make him pump you harder when he stops. He quickly finds his rhythm, a rhythm you like very much. Your wet pussy smacks around his hard manhood, inviting him to ram harder, deeper, faster, an offer he gratefully accepts as he fucks you into oblivion. Once, twice, three times orgasmic weaves hit you.

You were truly ready for a short, not too satisfying fuck, but this boy's first is way different than yours has been. He is fucking you like a machine once he found his rhythm, never slowing, never tiring for at least thirty minutes. He’s hammering you into the floor your your little office. It's not very refined, there's no technique or finesse to his pumping, but it’s highly energetic, enthusiastic, rousing. This boy has places to go.

At long last, he groans, sweat drops off his face onto yours and screaming he shoots his hot, huge load of cum into a woman and collapses on top of you.

You need time to come to yours senses as well, so you two lay there for at least another 10 minutes, you gently stroking his hair, his butt and enjoying the feeling of his soft cock against you.

Eventually you have to be the mature one and end your cuddling.

“Goodness, young man, I can't believe you’ve never done this. If I could write you a letter of recommendation to the girls you know I would. Just promise me you’ll not let any doubts about yourself get in the way of you finding a girlfriend. Or a one night stand, you are a gift to any girl who gets you!”

He beams at you happily but also questioning.

“I … I thought you're my girlfriend now…”

You giggle.

“Oh, boy. No, sorry. It’s not you, REALLY not, I totally meant it when I said you’re amazing, but I'm not a the place in my life for a relationship.”

With a boy, your brain tells you, two days after you stopped being a man yourself.

“And you’re a tiny bit too young for me.”

He pouts sadly.

“Hey, hey. This was one of the best fucks I ever had, I’m not gonna miss out on that! I don't have to be your girlfriend to let you stick that huge cock into me, you know.”

That manages to cheer him up.

“You mean we can…?”

“Anytime. We’re workmates. With benefits. HUGE benefits!”

You stroke his cock and feel it grow harder again.

”But not now, you’ve been keeping me busy SO much longer than I thought you would.”

“Sorry...”

“Don’t apologize for making a woman cum multiple times! That was great. Excellent, but now I have to run!”

You get dressed, and watch him get dressed too, licking your lips as she shoves his semi hard cock into his Batman boxers.

Call it a day

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