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

Chapter 16 by MidbossMan MidbossMan

How do you want to play it?

Take the thigh-job

She was still your boss, after all. That was half the appeal! For now, you'd take the thigh-job and be happy with it. Gently, you grasped her love-handles through the soft sweater-vest and approached her from behind, bending your knees slightly to get yourself beneath her. You felt her tremble in anticipation as your exposed manhood brushed her pantyhose beneath her skirt, then settled in between both meaty thighs. Their girth was so hefty that your not-inconsiderable erection still couldn't make it all the way through to the other side... you found the head of your penis rubbing against her inner thighs, along with the shaft.

"Th-That's not so bad... It's fine this way, right? L-Let's both just treat this as practice for Operation Master Stroke and it won't be weird at all!"

You didn't tell her, but you thought it'd be pretty hard to go back to your normal relationship after this engagement. Placing both hands upon her chubby belly, you began to move yourself back and forth between her thighs, deliberately allowing yourself to go high so that your shaft could brush along her undercarriage as well. The indignant sounds she made were kind of addictive... you wondered just how sex-starved this woman over thirty really was. Of course, there were virgins everywhere in the world, but meeting one in a sexy occupation like this was a bit rarer. Maybe she was more work-focused than she seemed?

Or maybe she was the type who was just always jumpy, even with someone she trusted?

You experimented a bit more, pressing more fully into her squishy body and moving one hand to caress her mousy, styled-yet-unkempt hair. She gasped at the touch.

"M-Mister Speck! Doing something like that is probably unnecessary, isn't it?!"

You told her that you planned to be just as convincing during your real runs with the other girls... As if teasing her further, you began to breathe onto her neck, then bit gently onto the outer curve of one of her large, exposed ears, which poked all the way out from her hair in an unfashionable way that, judging by your pursuit of this endeavor, didn't bother you too much. She gave a soft moan and began to move her own hips along with yours, surrendering her status as a passive passenger to show she was also fairly into it.

"That's... That's really good... Oh! That's a good move! I think the others will be very convinced...!"

You were certainly enjoying yourself, though you wondered exactly what you were supposed to learn in a situation like this. Using your highly trained secret agent brain you managed to come up with something... but you sincerely hoped you'd come up with a bit more of a graceful way to do this going forward. You told Goodbye that when she was close to an orgasm, she should shout her favorite food, so the two of you could do it together.

The woman seemed indignant, perhaps thinking you were making a joke about her weight, but something else besides. "Y-You think you can make me orgasm just from... from rubbing me with your penis?! You... you... ooooh!"

You didn't think: you knew. You suspected she was actually quite a lot closer to her breaking point than you were. To urge her towards that ending, you hugged your arms beneath her breasts and buried your face into the back of her hair, kissing her neck.

"Aa-aaaah! That's embarrassing! That's... Eeeeeeiiiiii! P-Pastramiiiiiii!"

With an especially shrill cry, naming her favorite sandwich of all things, the woman suddenly wet herself... you could see it on the underside of her panties and feel the warmth of it on your shaft. You allowed yourself to release too... her soft, tissue-covered hand grasped the head of your penis, catching at least the majority of the sperm. It wasn't the most graceful sexual situation you'd ever been in with a colleague, but it was a heck of a lot better than just sitting around watching a comms light blink all mission. You thought that maybe this Rabbit Badge wasn't going to be such a bad thing after all... Whether that was due to a genuine affinity for your boss or your anticipation of enjoying interrogating the other girls the same way you just had Goodbye remained to be seen.

Goodbye huffed noisily, clutching her glasses to her face with one hand while drying off her legs with another tissue. "Um... That was good! That was uh... V-Very good! If you ever need more p-p-practice... Using your rabbit badge... I hope you'll come to me about it! B-But maybe not during an active mission, next time?"

You laughed and told her "no promises." You told her maybe the two of you could do it over lunch next time.

"Oh, Lord, Nathaniel... If you're going to tease me like this all the time from now on, the deal's off..."

What comes next?

Comments

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