Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 9 by fnuriia90 fnuriia90

Who are you bunking with?

Sugar, a sweet but spicy sissy switch.

You see your new roomie eyeing you as you size her up as well. She's about the same build as you, smallish and stacked, with the sides of her head shaved and a long, luxurious mohawk that cascades down her back in pleats that evoke a mix between a Barbie doll and a GI Jane action figure. You get a vibe off her that she is down to either fuck or fight, and she will probably spurt either way. You give as good as you get, staring right back at her with a look that says you can dish it out just as well as you can take it.

Finally she sighs and smiles and extends her hand to you, "Hiya, I'm Sugar." She says in a squeaky Bronx accent, "Now that we've gotten the 'don't fuck with me if you don't want to get fucked back' stare down out of the way, maybe we can relax and get to know one another?" You hesitantly take her hand, her grip is firm, but not crushing, and she grazes your palm with her fingers as she pulls away sending tingles up your arm. You take a step back and try to take her in. She sure doesn't act like Pixie or Nurse Honey, but she certainly isn't manly either. Her top is unbuttoned low enough to show off a black bra with lace trim, and a skull and crossbones tattoo with a pink bow on her left breast. Her pants seem standard issue, save for the extra padding stitched into the knees.

She must notice your curiosity, because she volunteers, "I can tell you're new, and you're probably wondering how much you can ask before I hafta work you over. Dontcha worry, I'm a real laid back sissy. I'm what most gurls call a 'panty waist'. I don't mind bein' a little gurly, and I will catch, if I like yer pitch, but I will also fuck a bottom bitch, or 'skirt', if she is down for a pounding. The important thing to know is that if you bottom to a bimboi even once, then you are only gonna be a panty waist at best, and if you bottom too often, or you get made someone's bitch, or you bottom to a skirt, then you are a skirt for life."

She finishes her little welcome speech, and you have more questions than answers when she's finished, but you don't want to sound weak and uncertain. Instead you push out your chest and say in the deepest octave you can manage, "Don't worry your pretty little head about me bottoming. Dan Dodger is never going to bottom." Your voice only cracks a little, and Sugar smiles sweetly as if she's heard this joke more times than she can remember, but she still likes the way you tell it.

"Watch out, we got ourselves a real hardass ovah here." Sugar air boxes playfully and you relax a little. You realize that you can't be on guard every second of every day. If you can get along with your cellie, then you can have at least one place of refuge in this pit of vipers and vixens. You smile and she drops her guard, "It's all right, tough guy, I know how it is. You keep your sense of humor and we should get along just fine. There's a change of clothes on your bunk, I hope you ain't the shy type, cuz we ain't got much in the way of privacy here."

You keep one eye on Sugar as you grab your clothes off the bottom bunk and change into a uniform that fits your smaller, curvier physique. She keeps one eye on you, and despite your shyness, your body reacts to the attention, your chest flushes, nipples harden, your cock swells, and your spurt spot deep inside you throbs needily. You try to ignore it and shoot the shit with Sugar, the usual getting to know you without asking anything actually personal kind of shit. You are a little surprised how easy she is to talk to. You expected sissies to all be vapid and sex crazed airheads, but Sugar has a quick wit and a sharp tongue, with a little sweetness added on at the end to salve the sting.

You just wish your body would get the message that it's not playtime, but your cock remains rock hard and practically drooling with desire. You feel feverish and light headed, your body literally aching to be touched, teased, tasted. You feel awkward chatting with your pants tented and your nipples poking the flimsy fabric of your tangerine top, but it's even more embarrassing to ask your new roommate if she can turn around so you can jerk off real quick. Sugar seems to be enjoying your predicament, if the tent in her trousers is any indication, and you wonder how long you will last before you pass out.

Finally she bust out laughing, "Hee hee hee! You really are gonna just pass out instead of asking for a little relief, aincha, tough guy? Sorry I strung you along, it's just you new goise are so cute. Tell ya what, normally we just get on our cots and stroke one out when we start feeling heated, but since this is your first day and I've been bustin' your chops, whadya say I help you out?" Sugar licks her lips and winks with all the subtlety of a six dollar street walker. You worry it will feel a little weird getting a blowjob from someone you will spend endless hours with, but on the other hand, her lips look so luscious that you tempted to take her up on her offer.

Do you let her 'help' you out? Or do you help yourself?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)