An eventful evening.

The workday was uneventful-- the evening, however....

"So, can I know what my challenge is?" Cassidy grins, "I'll tell you since she's almost here, and it's going to be a hard challenge. Double points. Worth 50-- but a gamble, because you'll probably cum." I blush, glancing nervously. "And yes, I know, that would mean the next, big secret reward if you wanted to get it." I lean against the counter, glancing at Mistress. She walks up to me, pulls down my panties, and unlocks my chastity cage. "W-Wha!?" I feel very strange with it off just out and around like this. "Banned for tonight." Without the cage, I realize that suddenly my little thing feels very... sensitive and ****. I blush deeply. "We're going to push your training to it's limit. You girlcum pretty regularly now, but you've had it easy. I need you limp and useless even if I didn't have a cage, after all-- so you've graduated." I shift my legs nervously. "If you get a boner, you lose half of your potential winnings. Drops it to 25 points." I nod. "So keep your mind in the right place. Second, if you cum tonight-- which I'll explain what's going on, you lose everything, of course. Back to zero." I exhale slowly, trying to not be aware of my exposed genitals. "Yes, Mistress." She crosses her arms. "Tonight me and Lana will be with you, alone. The both of us will be doing an extensive training session." I giggle, "Lana? She's been intense on her own." Mistress nods, "And has been practicing. Daniel is busy tonight anyways, so this all works out. He's visiting an old friend." There's a knock at the door. Lana has arrived.

Two naked women tower over me, both of them on their knees-- I myself am laying on my back on the bed. Smug smiles surround me from both sides. Gentle, slender fingers caress my nipples and balls. I feel a tingle. I gotta keep myself from getting a boner-- honestly the cage being on so much has helped. I'm fairly confident... but this is new. Cassidy kisses my cheek. "You're so pretty, honestly. I know I'm supposed to be all dominatrix right now, but I can't help but love on you." Lana giggles softly as the two of them kiss. "Mm, he's like a cute little doll." She squeezes my balls gently as she lowers her mouth over my chest, gently licking my nipple. Mistress, "You're pretty resilient, aren't you?" She starts 'stroking' my tiny penis nub. He's been shriveled up since the cage became regular. I squeak because he's unusually sensitive right now-- the cage must've made me overconfident. I feel blood flowing and tingling-- I have to focus! Lana giggles, "Adorable little loser. We touch your clit once and you almost cum." Cassidy giggles, "It was a cute noise, wasn't it?" Lana, "Hey! Eyes where they belong pervert. Don't you dare look at her naked body." I lock eyes with Lana, who is smugly grinning at me. "S-Sorry!" She giggles, brushing my hair, "You're better than that, cuck." Her lips connect with mine. Mistress reaches over, pulling out my pink dildo. She lubes it up and gently slides it in. She continues to stroke my nub while Lana attacks my face and chest. The little guy twitches as I try and hold on to my sanity. I stare at Mistress stomach, her feet, her armpits-- anywhere I can. I will be a good cuck. I am a good cuck. Lana grins, "Oh we're just getting started. Close your eyes, climbing on top of my face. "Eat me." I obey, her smells and tastes filling my senses as she grinds against me. She grabs my hair aggressively. She's gotten real good at this bad cop thing!

Mistress, "Ahh! It's twitching! Keep it up Lana. We'll get him." Lana shudders, "God I can't even tease right now, you know my week points. Good boy~" Mistress picks up the pace as she starts slapping my balls. My hips buck as I realize-- I might lose.

A second of reprieve-- only to be met with my next challenge. Lana gets up off of me. Mistress releases me from her torment-- but they both strap in. Two large silicon cocks, ready to spitroast me. Lana, "Still limp? Of course you would be. You don't even find us attractive do you?" Mistress laughs, "He can't get off to women unless a black cock is involved." Lana slaps my ass. "Good boy! Remember, girls are not for you. You absolutely do not deserve the attention of women. Be thankful!" I put my lips around a silicon tip. "Mmhmm." I moan, blushing. Her words jolting my pleasure centers. "Thank you for using me." Lana smacks my ass again, and I feel pressure enter me, pressing against my prostate.

My button being pressed makes my brain empty-- but, the echoing words in my mind linger, and I have an epiphany. She's kind of right. Mistress has been naked around me, and I don't feel anything, but the second her and Daniel are together I explode. The dots connect as my worry fades, and my brain releases the answer. I suddenly start enthusiastically sucking and moaning. The thing that turns me on the most is Mistress with Daniel. It's not bodies, or sex, or genitals. It's the two of them. "Oh, he suddenly got so excited!" Mistress teases, rubbing my hair. Lana grips me, pounding me as I gag on Mistress' cock. "Looks like I need to ramp it up. Lets see, oh yeah. I remember... something that drove you wild." Cassidy tilts her head. Lana continues, "Mistress Cassidy, did you know this one almost came from just me mentioning the idea of you marrying Daniel?" Another ass smack. I tense-- an image flashes in my mind. Cassidy blushes. "M-Marry?" She blinks, and then smiles. "Like, of course I'm going to. I thought he knew that." Lana chuckles, noticing my whole body shudder as she bends over me to press into me as hard as she can. I squeal with pleasure as a warmth washes over me.

The image of them kissing at the altar drives me wild. It's not even a scary thought anymore. It's just beautiful and joyful. I inhale as I feel all tingling and stress leave my crotch. I girlcum. "Mistress, please! Marry Masterrrrr~" I moan. Cassidy giggles. Lana, "I mean, polyamorous marriage was legalized a few years ago. That way you can have a husband, and a cucksband." She reaches around, playing with my nipples, lifting me up. Mistress pulls off her strap on, kissing me while rubbing my balls. She pulls of, a hot strand of saliva connecting us, "Maybe I will. Daniel first though, I can worry about this one later." I scream, "I'm cumming!" But-- it was a girlcum, of course. I spasm again, shuddering a different kind of girlcum than I've had before. My muscles contract almost painfully as I writhe. Dopamine pours onto my brain. My cock is still limp.

Surprise on both Lana and Mistress' faces. "Holy shit man. Are you okay? That was crazy." I smile, "I am powerful." Mistress smiles, kissing me all over. "Good boy! Good boy! Good boy! Holy shit, you handled all of that without even a boner! You're so fucking crazy." Lana pulls out, hugging me. "Good fuckin' boy indeed!" Kisses all around. "My femboyfriend is very, very cool." They plop down next to me, snuggled up. "You win your 50 points."

I blink a few times, still a little dazed. "You will marry him though, right?" I tease, poking Mistress' side.
She blushes brightly. "Oh my god. M-Maybe someday. I was playing it up, okay! For the teasing!" She kisses me.

Lana giggles, "Sure you were..." Mistress blushes even deeper. "Is polyamorous marriage actually legal?" Lana nods, "Yeah, it was legalized a few years ago. It's a little strange, but it's a real thing." Mistress ponders.