A Festive Feeding by His Brother's Girlfriend

Brady stared at the glow-in-the dark stickers that dotted the ceiling of the bedroom he'd slept in for nearly fifteen years. His parents hadn't changed a thing since he'd left for college and he suspected they wouldn't until he'd graduated and gotten a place of his own. Until then he'd be free to bathe himself in nostalgia every time he came home.

That nostalgia was far from his mind in the moment, though. Instead, Brady was thinking of Madison, his brother's girlfriend. Travis had brought her home for Christmas - the first time he'd been serious enough for a girlfriend to come for Christmas - and she was staying through New Years, when they'd both return to school to finish out their senior years.

Madison was blonde, vivacious, and beautiful, though that's not why Brady was thinking of her in that moment. She'd entered his thoughts thanks to steady stream of moans he could hear through the remarkably thin wall between his and his brother's room.

The beautiful, vivacious blonde was getting fucked and it was all Brady could think of. His freshman year hadn't been a lucky one where women were concerned and Brady was still a virgin, much to his dismay. His brother had discerned as such a few days prior and had relentlessly poked fun at Brady in the intervening time. Madison had tried her best to show her sympathies, and while Brady appreciated her kindness, it only made it more embarrassing that he'd yet to succeed in having sex.

He'd come close with a girl named Brie. They'd gone on a handful of dates. They'd fooled around a few times, too. Brady had managed to get his fingers inside her, but he'd apparently been so unskilled that Brie declined to let him go further and had refused a request for another date. Brady hadn't enjoyed anything more than an over-the-pants tease job from her, too, so his cock remained untouched by a member of the fairer sex, a notion that had reached a state of great embarrassment given that he'd just turned 19.

Brady could have put in his earbuds and blasted music to drown out the sounds of his brother fucking his beautiful girlfriend, but he couldn't bring himself to do so. He wanted to listen. He wanted to imagine himself being the one to make Madison moan in that way. He wanted to slowly stroke his cock while he listened, which is precisely what Brady was doing.

It was the same thing he'd done the previous two nights. Each time it had led to an astonishing orgasm as Brady stroked himself into a sock while listening to Madison cum, presumably with Travis's cock inside her. Of course, in Brady's head it wasn't his brother's cock inside her. It was his cock. It was him fucking her. It was him making her moan like that. It was him giving her an orgasm, which was something he'd yet to come even close to doing in real life, as Brie had barely moaned while Brady awkwardly fingered her pussy.

After listening to them fuck on two consecutive nights, Brady already knew when Madison was getting close to an orgasm. On the third night, he timed his pleasure with hers. He stroked furiously as she moaned gloriously. Brady imagined himself between her legs, pumping vigorously into what must have been the most perfect pussy the world has ever known. He imagined cumming deep inside her as she called out his name and told him how good it felt.

Brady came at the same time as Madison while imagining her climaxing on his cock. Brady filled yet another sock with his load and felt the same mild sense of guilt as he pulled it off his spent dick and tossed it on the floor. He knew it was a bit gross to fantasize about his brother's girlfriend while she was just one room over, but he couldn't help himself. Madison was beautiful and kind and she wore tight sweaters that made her tits look utterly mouth watering. It was a miracle Brady didn't spend his whole day nursing an erection while thinking about her.

Soon after his orgasm, sleep came for Brady as visions of Madison danced in his head. He saw her on top of him. He felt her breasts in his hands. He felt her pussy around his cock.

Madison remained in his head as Brady slept. He dreamed of her like he'd done the previous two nights. He dreamed of fucking her in every imaginable position. He dreamed of her giving him a blowjob. He dreamed of her begging him to fuck her, to satisfy her, to make her feel things his brother couldn't make her feel.

Brady dreamed of Madison coming into his room and gently waking him. He dreamed of her smiling at him while her breasts practically spilled out of her tight red tank top. He dreamed of seeing her creamy white thighs and just a hint of her red panties.

"Brady," she whispered. "Wake up."

Brady opened his eyes and there she was, sitting at the edge of his bed. "What the fuck?" he asked.

Madison smiled and put her hand on his arm. It wasn't a dream. Her fingers felt warm against his skin. She smiled and held a finger to her lips to suggest that he keep his voice down.

"Madison...what the fuck are you doing?"

"Shh, Brady. There's no need to panic."

He moved away from her and shook his head. Surely he was still dreaming. She couldn't actually be in his room. She was, though. She was sitting at the edge of his bed, though she wore a long sleeve top and a pair of pajama shorts instead of the tank top and panties he'd dreamed of.

"Madison, seriously, what are you doing in here?"

"I've seen the way you stare at me, Brady," she said softly. "The way you look when you think I can't see you. The way you glance even when you know I can see you. I think you've been fantasizing about me."

He looked away and shook his head.

"Don't worry. You're hardly the only guy that fantasizes about me."

He glanced at her and saw her bright, beautiful smile. He wanted desperately to stare at her breasts in the tight top. He was certain she wasn't wearing a bra, but he looked away again.

"I know you can hear us fucking," she said. "I know the walls are thin, Brady. I know that your brother likes taunting you by making sure that we have sex when you're in bed. I know that he likes rubbing it in that you're still a virgin and that he gets to fuck me."

"Madison, that doesn't explain what you're doing here."

"You listen while he fucks me, don't you?"

Brady looked her way and saw that Madison's nipples were hard. He knew that sometimes a woman's nipples got hard when she was aroused, but that sometimes they got hard when it was cold. He wondered which was true in that moment and then silently scolded himself for getting distracted.

"I want you to leave," he said. "This is weird. Travis could wake up at any moment and he'd be fucking pissed if he found you in here."

Instead of leaving, Madison pulled the covers back and crawled under them. She moved towards Brady and he scooted all the way to the other side of the bed. She kept advancing and he moved to get out of the bed, but she got her arm around his waist before he could and managed to press her body against his.

She was warm and soft and impossibly sexy. Her hair brushed against his neck before her lips did. Her breasts pressed into his arm and torso and Brady found himself paralyzed as a sense of intense pleasure washed over him.

Before Brady could react, Madison's hand was in his underwear. Her fingers encircled his cock and she moaned while stroking him. He was erect in no time and his mind was wiped of any sense of resistance.

"I like your brother, but I find his cruelty towards you unattractive, Brady," she whispered. "He takes too much pleasure in it. It's okay that you're a virgin. Lots of guys are virgins at your age. You're cute and smart and you'll find your way."

Brady was thankful he'd masturbated earlier that night. If he hadn't, he almost certainly would have spilled his load by that point as he'd never experienced anything quite as pleasurable as the feeling of Madison's fingers wrapped around his dick.

"Has a girl ever touched your cock?" she whispered.

"No," he answered.

Madison kissed the back of his neck and Brady felt a shiver of pleasure rush down his spine. His cock surged in her hand and he worried he might cum after just a handful of strokes.

"Have you ever made a girl cum, Brady?"

It was embarrassing to offer up the truth, but Brady did. "No, I haven't. I...I tried fingering a girl this year, but I'm pretty sure I did a terrible job because she didn't return my calls or texts after that."

Madison pulled her hand from Brady's underwear and rolled onto her back. "Cuddle up next to me."

Brady turned around and took a moment to soak up the incredible beauty of his brother's girlfriend. He tentatively inched closer as she smiled.

"There's no need to be nervous, Brady," she said. "Move with confidence. I told you I want your body next to mine and you should be eager to give me what you want."

Brady cuddled up next to her. His cock pressed into her thigh and he was remarkably close to her breasts, which were perky despite the fact that she was on her back.

"Now kiss me," she said.

His heart pounded as he leaned in. His lips met hers and parted gently, though Brady refrained from trying to penetrate her mouth with his tongue.

"Caress my face as you kiss me," Madison whispered.

Brady reached up and gently caressed her flawlessly soft skin as they kissed once more. This time, though, Madison offered a gentle hint of tongue and Brady did the same. He'd kissed enough girls to feel confident in his ability and when Madison moaned softly he took it as a sign that he was doing a good job.

"Now touch my breasts over my shirt."

He ran his fingers over her breasts. He got excited almost immediately and grasped one of them. He squeezed.

"Not so hard," she corrected. "They're sensitive and most of the time a woman wants you to be gentle, Brady. Sometimes a woman will be into you being a little rougher with her breasts, but that usually only happens when she's close to cumming."

Madison smiled and kissed him. Brady played with her breasts again, this time in a far gentler manner. Her tongue pushed a little deeper into his mouth and he made the bold decision to run his hand under her shirt to enjoy skin on skin contact with her tits.

They felt spectacular. Soft and yet somehow firm and perky. Her nipples were rock hard, too.

"That feels so good, Brady," she said. "I want you to gently - and I mean gently - roll my nipples between your fingers."

He did as instructed and Madison rewarded him with a low moan into his mouth. She pushed her tongue deeper and his cock throbbed as the lust roiling in his loins spread through his body.

"Now lift my shirt. Expose my tits."

Brady worked her shirt up over her breasts and stared at them. They were flawless.

"Put your hand in my shorts. In my panties. Rub my pussy."

Brady looked down and pushed his fingers into her shorts and panties. He felt the heat of her pussy before coming into contact with her flesh.

"Gentle. Gentle," Madison said.

Brady used a gentle touch as he rubbed his fingers back and forth over her pussy.

"Most men your age want to put their fingers inside a woman, but the truth is, that's really only useful to gather wetness. Otherwise, your fingers should be focused on my clit. That's where the pleasure happens when you're using your fingers. Do you know where my clit is, Brady?"

"Not really, no."

She smiled, reached down, and grabbed his fingers. She rubbed them in a small circle just above her pussy. She moaned while doing so.

"There's where my clit is. Now rub it while you suck on my nipples."

Brady took one of her nipples in his mouth and flicked his tongue back and forth while rubbing her clit. Madison arched her back as she put a hand on the back of his head. She moaned softly.

Brady marveled at the fact that he was pleasuring his brother's girlfriend. It would have felt good no matter what, but it felt so much better because it was Travis's girlfriend in his bed. He wouldn't have done it if Travis didn't have a history of being an asshole, but his brother was, in fact, an asshole, so Brady didn't mind a bit that he was aiding in Madison's eager betrayal of her boyfriend.

"Kiss me, Brady."

He kissed her neck and then found her lips. Their tongues entwined as he rubbed her clit. He quickly slipped two fingers inside her to get them wet - and was astounded at how soaked she was - and then went right back to rubbing her clit.

"I want you to make me cum with your tongue, Brady," she said. "Will you do that for me?"

"Yes."

"Get on your back."

He rolled onto his back and Madison pulled off her pajama shorts and panties. She took off her shirt, too, and straddled Brady's chest. He stared up at her in awe of her beauty and in shock at the situation he found himself in. An hour ago he'd been masturbating to the sound of Madison fucking his brother. Now he was looking up at her perfect naked body.

"I'm going to sit on your face. You just need to open your mouth and flick your tongue back and forth. Get it inside me if you want. Mostly, though, I'm going to ride your face until I cum."

Madison crawled forward, grabbed a handful of Brady's hair, and dropped her pussy onto his mouth. He stuck his tongue out and pushed it inside her. He flicked it back and forth as she began to move her hips. Her pussy moved over his chin, lips, and even his nose on a few occasions.

"That's good," she said. "Keep your mouth open. Keep your tongue working."

Brady did as instructed. He kept licking. He kept his mouth open. He enjoyed every second of having a beautiful woman ride his face. It was the first time he'd ever been so close to a pussy and it struck him as the most enthralling thing imaginable. He wondered if every girl liked to sit on a man's face and ride it. He wondered if he could convince his future girlfriends to do so for him.

Then something came out of Madison's pussy. Something that tasted unpleasant. Salty. Bitter. Something that was thick and viscous.

Brady tried to roll away, but Madison clamped her thighs around his head.

"Just swallow it," she said.

How did she know what was happening?

"Swallow it, Brady," she said. "Swallow it and make me cum. Make me cum on your face and I'll make you cum."

She knew what it was that he'd taken in his mouth. She knew it and it turned her on.

Then it dawned on Brady. It dawned on him that it was his brother's cum. It had to be. What else could it be? What else would taste so bad? What else would Madison know was going to leak out of her and into his mouth? She'd prompted him to keep his mouth open, after all.

He wouldn't have swallowed it under normal circumstances. She'd promised she would make him cum, though, and it seemed like she really, really wanted him to swallow it.

So Brady swallowed. He hated it, but he did it. He swallowed his brother's cum. He wasn't thinking straight. He was turned on. He was horny as hell. So he did something disgusting.

"Oh, fuck," Madison said before grasping her breasts, dropping more of her weight onto his mouth, and rolling her head back. Her thighs trembled on either side of his head. Her mouth opened but no sound came out for a few seconds before she leaned forward, rested her hands against the wall, and let out a restrained moan before placing a hand over her mouth.

Brady had made her cum. He'd given a girl an orgasm. He'd given a beautiful girl an orgasm. The joy of that tempered his disgust at having swallowed his brother's cum.

"That was very nice of you, Brady," Madison said as she lifted her pussy from his face and dragged her hips back until she sat across his upper thighs. She took his stiff cock in her hand, smiled, and stroked him slowly and with a tight grip. "You deserve what I promised. You deserve an orgasm."

Her hand felt incredible. Perfect, really. Like nothing he'd ever experienced.

"If I took your virginity, would you let me sit on your face again after it was over?" she asked.

"Would I have to swallow my cum?"

Madison nodded. "Yes, you would. Originally I was just going to make you swallow Travis's cum so I'd have assurances that you wouldn't tell him about our little tryst."

She was right that Brady would never say a thing to his brother. Not after what he'd done.

"It turned me on so much more than I thought it would, though. In all honesty, I came harder sitting on your face than I do when I sit on your brother's cock. So yes, you'll have to eat your cum out of me. But, that shouldn't be too big a price to pay for losing your virginity to a beautiful girl, should it?"

He shook his head.

Madison smiled and took him in her pussy. Brady was so stunned by the pleasure of it that he gripped the bed sheets and moaned loudly. Madison's hand was over his mouth a split second later. She held still while turning her gaze towards his door, as if she was worried that Travis was going to burst through.

After a handful of seconds, Madison turned back to Brady. She kept her hand over his mouth, though, and began to ride him. She smiled while doing so, though Brady wasn't concentrating much on her face. All he could think about was how good her pussy felt.

He came in no more than fifteen seconds. Being inside her was the best fifteen seconds of his life, though, at least until the fifteen seconds that followed as he had his very first orgasm via a woman's pussy. That was the best experience of his life. It was short-lived, but it was a pleasure unlike any other and the fact that it happened inside his brother's girlfriend made it far, far sweeter.

"I hope you're hungry," Madison said softly. "Because you're going to eat every drop of your cum while I ride your face."

Brady loathed the idea of doing so, but it was a worthy price to pay for having cum inside such a beautiful woman while losing his virginity.

"I'm hungry," he replied. "Very hungry."

She smiled. "Then maybe this won't be the last time I feed you."

She lifted her hips and slid her body forward. Her pussy dropped onto his mouth. Brady opened up, pushed his tongue inside her, and consumed his load as Madison rode him to another orgasm.

In the midst of doing something so disgusting Brady found himself hoping that he'd get to feed on Madison's pussy as many times as possible before Christmas break was over.