Your best friend owed you $100 to sleep with a girl and he hasn't paid you back in a month. Now you went to his house, found his mom, and explained it to her in front of him. Now you're all sitting in the living room trying to solve the problem

His mom looks pissed off at him. "So, you just expect me to find some other guy for you?" she asks angrily. Your friend looks down in shame. "No mom, I'll find a way to get the money," he says quietly.

His mom looks at you skeptically. "And how do I know that you're not just going to say the same thing about getting a job? You both need to be more responsible." She sighs, clearly frustrated with both of you.

His mom looks at you with disbelief. "Are you serious? You expect me to...?" She shakes her head and mutters under her breath. Your friend looks up at her pleadingly, but she remains unconvinced. The tension in the room is palpable as they all seem to be waiting for someone else to make a move.

His mother glares at you, still unconvinced, but reluctantly says, "Fine. You can do it." She turns to her son and says, "But if you don't pay him back in full by next week, I'll be taking your phone and gaming console away for a month." Your friend looks panicked at the threat.

His mother stands up and leads the way to her bedroom, muttering under her breath about how ridiculous this all is. She tosses a key at you as she walks in front of you, unlocking her door. "There's my room." The room has a queen-sized bed with floral sheets and a few pieces of ornate furniture.

His mother hesitates for a moment before nodding. "But you stay out here while I change." She disappears into the adjacent bathroom, leaving the door slightly ajar. Your friend looks at you nervously, unsure of what to expect but clearly curious about why he's even involved in this situation.

Your friend takes a tentative step forward, hovering near the entrance of the bathroom as he watches you out of the corner of his eye. "Dude... I'm not sure about this," he whispers nervously.

He glances at you nervously before slowly moving closer, standing just behind you as he watches his mother emerge from the bathroom. She's wearing a loose-fitting nightgown that reaches mid-thigh, revealing her pale legs. Her hair is wet and she pads across the room on soft feet to sit down on the edge of the bed. "Are you sure this is...?" he starts to ask, but trails off when his mother glares at him.

"Just wait outside,"

His mother sighs heavily and gestures for him to sit down next to her on the bed. "Fine, but don't get any ideas." She turns back to you with a look of disapproval. "Now, what do you want me to do?"

His mom hesitates for a moment before slowly reaching out to touch your crotch. "You... you're really sure about this?" she asks, her voice barely above a whisper as she begins to stroke your cock through your pants. His friend looks on in shock and disbelief.

"Just do it," he mumbles, his face reddening. His mom gives him one more dubious glance before undoing your belt and pulling down your jeans and boxers. Your cock springs free into the open air.

His mother takes in your cock with wide eyes. "It's... it's big," she whispers, clearly surprised by its size. She looks over at her son, who is now staring intently at the scene unfolding before him. His expression shifts between disbelief and arousal as he watches his mother touch you.

With a deep breath, she reaches out to stroke your cock again, more confidently this time. "I've never seen anything like this,"

His mother wraps her hand around your shaft, feeling its girth. "I don't know... eight inches?" she guesses tentatively. She gives it a few more strokes, testing its weight in her palm. Her son watches intently, breath quickening. "Or maybe... nine inches?"

As if to answer her question, your cock twitches in her hand. She glances down at it before looking back up at you, uncertainly.

"Wow..." she whispers, still looking down at your cock in her hand. "I... I never thought it'd be this big." She hesitates for a moment before leaning forward to take your cockhead into her mouth, sucking gently at first and then with more force as she gets used to the size. Her son watches, his face flushed with arousal and shock.

She pulls away from your cock with a gasp, her cheeks flushed. "I'm sorry! I just... it felt good," she says, sounding confused. Her son looks at her like she's lost her mind, but the look in his eyes betrays his own arousal.

"It's okay," you say softly, trying to downplay the situation. "You don't have to..."

As if realizing what she's done, your mother quickly jumps up from the bed. "No! I didn't mean to... I shouldn't have..." She looks back and forth between you and her son, clearly panicked now. "I need some air," she says abruptly, rushing out of the room in a flurry of nightgown fabric.

Your friend finally finds his voice. "Dude, that was so fucked up! Why did you let her do that?"

His friend looks sheepishly at the ground. "I mean... yeah." He swallows hard, his Adam's apple bobbing visibly in his throat. "But not like that. You could have just... I don't know, found someone else to do it with."

The awkward silence stretches between you as the weight of what just happened settles in. It seems like neither one of you knows how to process this situation or what comes next.

His face turns bright red at the mention of being feminized. "No fucking way! You're not seriously thinking about doing that to me, are you?" His eyes dart around the room, panic beginning to set in. "You wouldn't... I mean, come on!" He looks back at you, pleadingly.

"I... I was just kidding," you say slowly, trying to reassure him. "But hey, maybe we can all learn something from this experience, you know? Like communication and boundaries." You force a laugh, but it comes out sounding forced even to your own ears. His friend doesn't seem convinced.