During a LARP session with Goodbye... (Time -1)

Although you felt a bit silly doing it, you decided that the best way you knew to get close to your boss was live-action roleplay. After all, how many agents could say they'd joined their boss on the bridge of a starship? That had to make for a pretty unforgettable bonding experience. You went to find your boss at her desk, then extended your wish to join her.

"Hmmm? Y-You want to LARP? I wouldn't have thought you had it in you! You don't always seem like the spontaneous, creative type, Mister Speck... Ha ha ha..."

You wondered if she was saying that she imagined herself the picture of spontaneity, with her sweater-vest and her office full of filing cabinets and no personal effects... but you decided to let it slide. You told her that you were interested, but you hoped the two of you could do some kind of practice round first. It would be a little embarrassing to slide into a big group of LARPers with no prior experience. You were used to playing a character, but not like this, exactly.

"There's nothing to it but to do it, really! Although, you do sort of need a sci-fi costume to do sci-fi LARP. Like, in my case, I'll just look goofy wandering the stars in this get-up. Give me five and I'll get changed into one of my costumes for you! So um... which were you thinking? I've got an alien one, but that's kind of embarrassing... f-for today, I'll just go with the Star Fleet uniform. Just leave for a bit and I'll get changed, okay?"

You conceded, then left for a bit to stand outside, while listening to the noises of your boss stumbling around her office. You could hear her cursing as she struggled to pull up the pants or skirt of her presumably form-fitting costume... You kind of wished you could be a fly on the wall to watch that one.

When the time came to begin practice, you found yourself seated in the office once again across from your boss... Only, to your surprise, she hadn't dressed in the outfit you'd expected. What she had on couldn't be called Star Fleet regulation... it looked a bit like a red, glossy, nylon-material bikini, with hot-pants on the bottom and a generous cleavage cutout on the top. Her chubby belly was muffin-topping over the shorts considerably, but the tight fit on her huge ass and sizable tits wasn't a bad look. The accessories, including white gloves, short boots, and silver, ball-tipped antennae on a hairband, were a bit silly. It all looked truly ridiculous on her, mostly in combination with her otherwise very official office and her hands folded officially atop her oaken desk.

"I... caught on to why you were really interested, Ciao. Something like this, right? You wanted to... to use your Rabbit Badge{if Goodbye's Thighjob = 1} again{endif}{if Goodbye's Spanking = 1} again{endif}, didn't you?" It looked like her glasses were starting to fog up.

You told her that was indeed what you'd been interested in, then commended her on her bold choice of costume.

"O-Oh, well, I like dressing up in... I mean... I don't like wearing weird outfits like this... I just meant as a character! I like dressing up as a character!"

{if Goodbye's Kink > 999}The urge to tease her was as strong as ever; you pressed her on whether she wore this kind of costume around her LARP friends, or if this was the first time she'd broken it out for somebody? You told her it didn't look like she'd ever tried it on before... It didn't seem to fit her.

"Dammit Ciao... If you keep making fun of me, I'm going to dock your pay...!"

You added that to make up for your rudeness, you'd help her out of it.

"D-Dammit... Dammit, Ciaoooo!" It was easy to tell from her reaction: she was really pissed off that she enjoyed being degraded by you as much as she did.{endif}

As Goodbye took up a position lying on her own desk with her butt raised in the air, you smiled and asked: what sort of character she was roleplaying as?

"I-I'm... um... a captive... An alien crew member of Star Fleet that you've captured and you're going to i-interrogate... Don't forget your own character..."

And what sort of character was that? She'd told you to interrogate, but there were other things you'd like to do with a big-assed captive like her. You told her that you had a slightly different direction for your character in mind... there were all sorts of motivations for taking someone like her prisoner. With a wolfish grin, you placed one hand upon the breadth of her tremendous butt and rubbed the seat of her hot pants...

"O-O-Ooooh? Wh-What could you be thinking of doing to your captive? Something that... violates interstellar rules of engagement?"

You joined your boss atop the thankfully sturdy, heavy desk, then nestled your groin against the seat of her shorts. You told her they were going to have to write new rules to curb this sort of thing... you didn't think anybody could properly anticipate what you had in store for her. After all, one of the rules of engagement was to respect the uniform of a combatant, right? {if Goodbye's Kink > 999}And these slutty shorts she was wearing... you didn't respect them at all!{endif} With that, you grabbed hold of the pants and, utilizing great strength, began to split them in the back.

Your boss gasped with obvious arousal at her mistreatment. "O-Oh... I um... I guess I won't be wearing this cosplay again..."

You told her you'd bring her an outfit she could try on next time. With the shorts out of the way, you found her ass entirely bare... she hadn't been wearing any panties underneath. She really had been looking forward to this barely-covert Operation Master Stroke session. Quickly, you freed yourself from your trousers and allowed your length to rest between the soft, massive hills of her butt-cheeks. You'd been with some big women before... but you weren't sure you'd ever seen an ass quite as fat as this one.

"Oh geez... Oh geez..." The boss buried her mouth in her arms to stop her voice from leaking out. "Oh geez, we're really doing it...!"

Not quite, but you were almost there. Eagerly, you grabbed both hands onto the sides of her curvaceous hips, sinking your fingers into her love-handles, before finally aiming the head of your cock into her waiting pussy.

"Oh... ooooh! You blasted interstellar criminal! S-Star Fleet won't take this lying down!"

She was still trying to roleplay, it seemed. You kind of respected her dedication to her craft. In recognition of her efforts, you kept up your persona as well, snarling and telling her you'd teach Star Fleet to lay down for you. Raising one hand, you delivered a powerful thwack to her bottom, immediately raising a pinkness upon her cheeks. The moan of pleasure from the other side told you that you had the right idea... She was way too in to this kind of diminutive play. You thrust yourself harder inside of her, enjoying the feeling as your hands and manhood buried themselves within her fleshy softness.

This wasn't really any kind of interrogation at all, now that you thought about it. It had nothing to do with Operation Master Stroke. This was just you and Goodbye recognizing that your position as co-conspirators made the two of you proper bedfellows...

"Ah! Ooo! O-Outside, Nathaniel! I-I mean, you dirty criminal! Do it outside b-because you really don't want to jeopardize your mission by impregnating your boss! I-I mean, your captive!"

You could tell she was getting pretty close to a climax. As good as you were feeling, ramming your boss's ass and driving her into her desk, you thought that she was probably going to get off before you did. In fact, you even teased her about that, knowing that the feeling of humiliation would push her that much closer. To urge her on even further, you grabbed her top and pulled it up, exposing her large, pink nipples, then began to tug on each of them. Her voice had become an unintelligible wail. If you wanted to cum inside of her, you didn't think she'd do a thing to stop you...

Still, you had your career and hers to think about. In the end, you pulled it out and released your load over the broad canvas of her ass, staining the remains of her shorts.

Goodbye's brown hair looked even messier than usual, as strands poked out and lay across her face; her glasses had half dropped from her face, revealing twitching, grayish colored eyes. It seemed she'd probably been pretty sex-starved for a while, judging by how much this brief session had affected her. "Oh God, Ciao... Is it really okay for us to keep doing this? If the other Goodbye Girls found out, we'd really be compromising our whole operation, wouldn't we...?"

You told her you thought the teasing from the others would be worse than the potential failure of the fact-finding mission.

"... I might agree with you there. Um... Could you get off my butt? I really need to pour a coffee..."

You yielded, feeling pretty ridiculous as your stripped-for-sex boss sat next to you and prepared a cup of coffee. Your cock was still hanging out, spent from ejaculation.

Noticing it, Goodbye chuckled and reached into a nearby drawer. "Tissues, tissues..."

She really was a bit like a wife sometimes. That domestic, nurturing side was probably a better side of her than the cowardly one that ran from conflict all the time.

After cleaning yourself up, you returned to mission control, richer with little new knowledge.