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

Mom laughs awkwardly, looking away from Ethan. "Um... well, I mean..." she starts. Your best friend looks even more embarrassed now. "It's just that we haven't been doing so great lately, with dad losing his job and all."

"I understand," Ethan says, looking apologetic. "But you know I need the money too, man. I can at least have what we agreed on."

Your best friend glances at you, then back at Ethan's mom.

His mom flushes a deep red color but doesn't respond immediately. Your best friend looks like he might be about to vomit. "Mom..." he whispers, looking down at the floor.

Finally, she speaks up, her voice soft. "I-I appreciate the offer... but maybe we could work something else out? Maybe you could just... lend us the money?" She looks hopeful, like she's really trying not to make this any more awkward than it already is.

His mom gasps, looking horrified at the idea. Your best friend covers his face with his hands, shaking his head in shame. "Mom..." he whispers again, sounding broken.

She looks torn between wanting to protect her son and needing the money. With a sigh, she finally says, "I... I'll do it." She glances at your best friend, who's still looking away. "But only because you're my friend's friend, understand?"

She looks at Ethan nervously, then down at his crotch. Slowly, she reaches down and undoes his pants, revealing his hardening cock. Her fingers tremble as she wraps them around him, guiding it out of his boxers. Your best friend is now practically in tears, muttering things under his breath about how embarrassed he is.

Ethan closes his eyes, bites his lip, and takes a deep breath as your mom begins to stroke him.

As your best friend's mom starts stroking Ethan, her movements become more confident and sure. She glances over at you occasionally, looking for some sort of confirmation or approval, but you just nod encouragingly. After a few minutes of vigorous pumping, Ethan begins to moan loudly, his hips bucking slightly against your mom's hand.

His mom gasps as she realizes what Ethan means. She opens her mouth to protest but he cuts her off, pointing at her lips. With a shaky breath, she parts them and slowly, tentatively pushes out her bottom lip. Her tongue darts out nervously, wetting the skin before making contact with his cock.

Ethan groans loudly as she begins to lap at him, sucking softly on his length.

She obeys, slowly standing up and then bending over at the waist. Her cheeks flush bright red as she feels Ethan's erection pressed against her ass crack. "H-Here," she stammers out, trying to sound casual. "You can use my wallet if you want."

Ethan chuckles darkly and spits into his hand before roughly grabbing your mom by the hips. He forces his cock inside her, filling her up in one swift motion.

As Ethan starts pumping into your mom from behind, she lets out a moan that sounds like a mixture of pain and pleasure. Your best friend remains where he is, unable to look away but also feeling physically ill at the sight before him.

Ethan's thrusts grow harder and faster as he loses control, slamming into her over and over again. His breath comes in ragged gasps as he reaches his climax, shooting rope after rope of hot cum deep inside your mom.

Finally, Ethan's thrusts slow down and eventually stop altogether. He slides out of her with a wet pop and turns your mom around to face him, roughly wiping the excess cum off onto her shirt. Your best friend's mom looks between you all, tears streaming down her face as she struggles to catch her breath.

"I... I hope that was okay," she whispers, voice barely audible over the sound of your heart breaking in your chest. "We really needed the money..."

"Mom..." your best friend says softly, shaking his head in disbelief. "How could you let him do this to you?" He stands up, confronting his mother furiously. "What are we going to tell dad? What about my future?"

Ethan steps forward, placing a hand on your best friend's shoulder. "Hey, man, I know it's rough right now but we'll figure something out." He glances at your mom, who still looks shell-shocked. "She seemed pretty into it, if you ask me."

"Wh-what? No!" Your best friend sputters in shock and horror as he realizes what Ethan intends to do. He tries to squirm away, but there's nowhere to go with his mom sitting right behind him.

His mom, however, seems oddly calm considering the situation. She reaches out and gently strokes her son's back, speaking softly. "It's okay, sweetie... just relax and let him do what needs to be done."

Ethan chuckles darkly and grips your best friend's hips tightly before thrusting forward, breaching his tight hole with ease.

As Ethan begins to pound into him from behind, your best friend starts to lose control over his body. He cries out in pain and pleasure as each thrust drives deeper inside him. His mother whispers encouraging words in his ear, telling him it's okay and that he's doing a good job.

Ethan speeds up, slamming into your best friend with savage force over and over again. With each powerful thrust, the sounds of flesh slapping against flesh echo through the room.

Finally, after what feels like an eternity but is probably only a few minutes, Ethan lets out a hoarse cry as he comes inside your best friend's ass. His hips buck hard once, twice more before he collapses on top of him, panting heavily. Your mom reaches around to stroke his back soothingly.

Your best friend lays there on the couch, barely able to move from the pain in his ass and the strange feeling of being used by not one but two people in such a short amount of time.