Disable your Ad Blocker! Thanks :)
Chapter 38
by
GoddessAhnzie
The sun peeks through the window when morning comes.
I wake up with a weight on me.
Cassidy has somehow climbed on top of me in her sleep. This isn't entirely unusual, but still, uncommon. I brush her hair gently, smiling to myself. The sun creeping through the window is warm. It's a good morning, for a hopefully good day. Cute noises emerge from the goblin that's crawled on top of me as her eyes blink, welcoming sunlight. "Ah. Sun." She states, unhappy about the flash-bang of a wake-up. She looks up at me, grins, and then pulls down my pajama pants. She giggles, mixed with a yawn, looking at my exposed and caged little cock. "So I've been talking with Daniel..." She states, poking my pink cage. "--And I want to play a little game." I blush, and raise an eyebrow. "I'm terrified and aroused. Continue." She kisses the cage. "I'm gonna make a set of rules. If you follow them, I'll give you good boy points. Get enough, and I'll let you cum-- but you can't cum otherwise." I tilt my head, "So, basically, if I'm a good cuck I can cum, but if I cum early or slack off, I get to stay blue balled." She nods, "Mhm. I'd need to come up with some rules or challenges though..." She ponders. "For example, watching cuck porn without masturbating would be a good boy task. Going out dressed like a girl would give you points too. Serving me or Daniel would give you even more points-- you get me?" I nod, "That sounds spicy as fuck. I'm into denial play, so I'm down." I grin, "What punishments await me if I cum early, though?" She laughs, flicking my cage. "I don't know yet. Maybe we'll find out." She hops off the bed. "I'll have a rough outline by tonight, so, that's your deadline. Cum as much as you want today, because that's coming to an end at 8:00 PM." I blush, "A-Alright. Oh boy. Gotta be with anal, right?" Cassidy smiles, "Of course!"
What a woman.
Work is work. Nothing fancy. Unfortunately a boring day leaves my imagination to run wild, so... my cage has a lot of pressure building up. I get home, and Cassidy isn't here. She must be running a bit late, likely with Daniel. I decide to take advantage of this moment, and I grab any tools I might need. My boy button activates as I press the dildo up my ass. I decide no porn in necessary-- I just stare at my phone, the blurry image of Cassidy kissing Daniel from that video. My body shudders as my useless seed escapes me. My fantasies take over, and I softly moan. I squirt again, and again-- until nothing else comes out. Deep breaths as my body slowly relaxes, my heart pounding. I clean up, and the door opens. Cassidy, "I've got it all planned out-- Oh. Nice. Got it out of your system?" I nod sheepishly, wiping the cum off of my belly. "S-So anyways, what's the game? How do I win?"
Cassidy grins, "Follow me." She grabs my hand, pulling me to the living room. She's placed a board on the wall with days and tasks. "So, I decided to split things into two categories. Weekly and daily tasks. Weekly ones are consistent, and basically the same all year. Daily ones repeat sometimes, but are sometimes unique too. I had to get creative." There's a lot to take in. She points to this week. "Starting tonight, your weekly tasks are as followed." I read as she talks,
- Must Be Naked At Home
- Refer to Cassidy as Mistress
I blush, Cassidy nudges me. "Makes sense?" I nod, and continue reading.
Each week I need to get 25 points to cum. Keeping each weekly task up gives me an automatic 15 points. Each daily task gives me 2 points, with the options for challenges for more, so, basically, if I just keep the weekly tasks, I've got it in the bag.
There is however, something interesting. Orgasm isn't the only reward.
THIS IS A WORK IN PROGRESS (Don't Judge Me, Alex) AND IS SUBJECT TO CHANGE (A LOT)
15 Points = Anal Stimulation, NO ORGASM ALLOWED
25 Points = Orgasm to Cuckold Porn.
30 Points = Orgasm to Cuckold Porn with help from Mistress.
35 Points = Orgasm to Mistress having sex with her lover.
40 Points = Cuck gets to choose how mistress fucks her lover. (Outfits, positions, etc)
50 Points = Cuck gets to record session.
100 Points = ????????????????????
150 Points = ????????????????????
250 Points = ????????????????????
IF LESS THAN ZERO POINTS OR IF CUCK CUMS EARLY
-50 Points and cuck will be required to sleep on the couch for the duration of the next week. If cuck remains below zero, this will continue.
I'm bright red and turned on. Cassidy flicks my cage again, "Alright cucky." She teases, "I'm sure you're wondering, 'some of those rewards are too many points to earn in one week!', but have no fear-- no one says you HAVE to spend them. You don't have to orgasm." I bite my lip and blush bright red, "I-I see." She continues, "Also, those last three are secrets. You gotta get enough points to even see 'em." I see. I look over, and today has a task. I glance at Cassidy, "Yup, it's an easy one for tonight. Go ahead, flip it over." I read it out loud, 'Watch interracial cuckold porn until bedtime, alone.' I blush, "No orgasming, eh? My imagination is so strong that's gonna be hard after a while." Cassidy grins, "It's no fun if it's not a challenge. Now, lemme go cook up dinner, and at 8 PM you should start your task. The others you can start now, so, no clothes." I nod, "Yes mistress." She makes an evil smile. "Oh, I'm going to love this." She kisses my little cage. "You're such a perfect, cute little cuck. I love you." I blush, "I love you too, Mistress." She pats my shoulder, and chuckles to herself, "Ultimately, this is a rough idea... I want to refine it-- so don't get to married to it." I nod, smiling, and Cassidy begins working on dinner.
The clock turns 8:00 PM.
Disable your Ad Blocker! Thanks :)
Interracial Conversion
Cassidy's Awakening
Young man and his girlfriend slip deeper into a new lifestyle.
Updated on Apr 6, 2025
by GoddessAhnzie
Created on Dec 29, 2020
by GoddessAhnzie
- 4,199 Likes
- 1,038,052 Views
- 866 Favorites
- 516 Bookmarks
- 169 Chapters
- 95 Chapters Deep
Comments moved below the chapter.
Jump to comments
Comments