Uhh sorry if this is weird, but I please request Jester being teased until he accidentally says ‘Mommy’ when begging! (also can I be 🦌 Anon?)
Sure you can be 🦌Anon! I don’t think I have one rn.
It’s 2AM I really rushed this I hope you like it!
Calling you ‘Mommy’
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Cw implied fem Reader, use of ‘Mommy’ edge play, safe words are in use, slight overstim
Jester had thought the wager between you two would have been an easy win, he’d just have to endure what you do until you were bored. Then he’d be allowed to do what he wants to you, it should have been easy, he has high stamina…but you kept stopping before he could even have a chance at cumming.
Had you only done it a few times it would have been easy to ignore the growing discomfort but unfortunately for him, you two never agreed on a time limit. It’s since been over a hour, Jester practically trembled as he had to stay still as you again stop stroking him right as he’s about to cum.
He growls as his cock is left bobbing, drooling a pathetically large amount of pre. He sighed in frustration, his claws sinking into the bed. “D…don’t you think that’s enough?” He tries to sound intimating, but he whines as you resume stroking his cock again. “I can’t promise I’ll be gentle with you if you keep..”
He loudly huffs as you squeeze his swollen cock, he grimaced as it gushes out more pre. It was beginning to actually hurt, every little twitch had him wince, he’s never been this sensitive before it was beginning to be overwhelming…
You run your thumb over the swollen tip of his cock, earning a bellow from him and a quick buck of his hips. You stop again as he trembles and pants, shooting you a glare. “Jester, if you’d like me to get bored, don’t be so fun!” You say with a soft smile, as if you were obvious to the pain you were causing him.
It both frustrated him and made him ache. He tried to calm his breathing as you gave him a brief moment to calm down. He wined as his arousal throbbed, he couldn’t help nearly squirming as your hand lightly rubbed his balls.
He growled in frustration and with a deep sigh gruffly said. “I’ll…I’ll forfeit just don’t stop!” He squeaked out, his claws sinking into the bed and tearing through the sheets. He feels a bit of relief when it looks like you’re going to take his offer, but then you shake your head.
“I love how you look,” You say leaning closer so your face is almost touching his. “But, how about this, if you beg, really nicely, I’ll let you forfeit?”
You give him quite a bit if time to answer, Jester could barely think straight, he sighed glancing down, he jumps a bit as you begin stroking him again. He loudly whines at your touch, the feeling is too much…
In just a few strokes he can feel himself about to burst, but again, you stop right before he can get any release. He feels his eyes sting and hisses as he realizes he’s tearing up in frustration. While he’s lost in thought, you flick the tip of his cock, earning a shrill cry.
“Mommy please! Please! I can’t-“ He babbles out, you can clear hear his claws tearing apart the sheets he’s been holding. You can’t even get mad as you see the desperation in his eyes, and the clear blush as he realizes what he said. “I-I mean my Dear, please, have mercy…”
He can’t meet your gaze as you deliberately take your time to answer. “How cute…if you can ask nicely, I might let you…but, you have to call me ‘Mommy’ while you beg, or I’ll stop.”
As your words register he looks mortified but quickly recovers trying to mask his emotions, he clears his throat, his face is practically read even in the dark.
“P-please let me cum?” He tries, but when you do nothing after a pause, he whimpers and tries again. “P-please my Love? Just once?”
You still don’t budge, his cock pulses heavily and he finally gives in. “M-Mommy please I need to cum! Please make me cum!” He roughly wraps an arm around you, pulling you close, he’s practically squeezing you as he hugs you.
You relent and grab his swollen cock, roughly stroking it at a brisk pace. He whines, squirming under your touch, but to his relief, you do finally let him cum, he collapses against the bed as his cock spurts out a humiliatingly large amount of cum, you get dragged down with him. He grimaces as he feels his release cover his stomach, even a little bit splashing on his face. You stroke him faster, making him tremble a bit as the bliss begins to wear off.
He sighs in exhaustion as you keep stroking him, leaving him trembling, his cock having gone soft in your hand, yet you don’t seem to mind as you keep stroking him. He took in a sharp, shaky breath as you tease the slit of his cock, making him jolt.
“M-Mommy please, I need a break..” He tightened his grip on you as you press your thumb down just under the sensitive tip of his cock. He bites his lip releasing you as he lightly pulls at your wrist, trembling as your grip on his cock only tightens.
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