Scene 3: Friends with Benefits

Greg spent most the day alone, his annoyance lying in the fact his pants were always on too low. Even worse is that he discovered when he took off his pants, his underwear dropped low as well. What he didn’t expect was for one of his friends to come by randomly in the day.

Greg grumbled when he opened the front door, the familiar face of a long time friend beaming at him. “Hey Greg, long time no see.” He glanced down, his gaze lingering on the exposed bit of underwear just a little too long for Greg’s sake.

“Hi Jeff. Can I ask why you came by in the first place?” The guy, Jeff, laughed at that, his rather small finger wiping away a tear. Jeff never fit his name, instead he sported a more feminine figure. He couldn’t grow a beard and was of short stature. Greg had always considered him a friend though, the older man helped him through rough times in college.

“Isn’t it obvious? It’s been ages since I’ve seen you.” The guy winked and walked into the home, walking straight to Greg’s bedroom. Greg followed confused, but glad he didn’t have to lead the way lest his old buddy stared at his ass.

When they entered the room Greg closed the door behind him, lucky no one else in the house saw Jeff enter. When he looked back to his long time friend he saw the man counting money. “Uhh?”

“There, 100 bucks. For a little bit of the rut bonus.” The man winked, causing Greg to frown. “So, you ready?”

Greg cautiously stepped forward. “How do you know about the ruts?” The man looked at Greg with a similar frown of confusion.

“We’ve been friends for years, hell I payed you over double for your post rut fucks. Something about right before or during them being the only time you actually want sex.” Greg held back a bitter laugh, realizing the game also altered pasts. Of course the game could do that.

And to think his friend was going to pay him a hundred bucks for a round of sex because of it… “Sorry, it’s just. Jeff, how much money are you willing to spend?”

The man seemed to consider this, his finger tapping on his smooth chin. “I have around seven hundred more bucks.” Greg bit his cheek a little, dealing with the pain of knowing he could easily score eight hundred with some sex, with his old friend.

“Okay. Jeff, how about five rounds for five hundred.” The man only grinned, already taking off his shirt.

“Oh, I was already planning on spending it all.” Jeff dropped his pants, leaving only a pair of briefs on. Greg took off his own shirt, feeling a little strange about his own actions. It was easy money but at what cost, to fuck his friend? It seemed like a done deal, most guys did it with their bros back then to feel out themselves and it was never personal.

Why would have to be now? With Jeff’s physique it was even better, looking more feminine than male. With the mental pep talk Greg threw off his clothes, his soft dick hanging out. Jeff was already nude, his smaller dick hard. “So what first?”

“I did miss your dick.” Jeff got on the bed and spread his ass for Greg. Greg stepped up, his stride confident despite his internal war. “I missed how normal this felt.”

Greg looked down at the ass… he never realized how big it was. Greg put a hand down on it, his heart rate picking up. He was actually doing this.

He squeezed a little, the fat ass held firm despite the large quantity. “Damn got some glutes on you.” Jeff looked over his shoulder with a smirk.

“I keep telling you guys have better asses.” Greg didn’t even respond, instead he smacked the ass, watching it jiggle. Greg smacked it again, and then again, and then a third time for good measure. A red hand mark was already forming.

Greg could feel his blood pumping as he looked at the jiggle. His member grew just a bit, becoming semi flaccid. “There he is.” Jeff stuck his ass out, the cheeks pushing up against Greg’s slowly hardening dick.

“Shit Jeff. Am I going to have to upcharge you for making this any worse?” Greg chuckled a little as Jeff pushed against him still.

“Go ahead, I’m going to reintroduce myself to your cock however I please.” Jeff spread his ass apart, the dick falling onto his hole. “God damn, it’s bigger than I remembered.”

Greg bit his lip and grabbed his member, slapping it on the exposed ass. Jeff was right, he wasn’t a fan of sex after his rut, but he also wasn’t afraid to get dirty for some cash. “Jeff get ready.”

“Wait wait wait!” Jeff jumped away from Greg, his face red. “Lube you dingus!”

“Sorry. Thought since you wanted it so badly I’d just give it to you.” Jeff groaned placing a hand on his forehead. “Don’t worry, I’ll let you apply it.” Greg walked up to his nightstand where the lube still sat from the rut.

“Greg I can’t with you sometimes.” Jeff sighed and grabbed both the lube and the hard dick. “I know you like it rough but damn man.” Greg closed his eyes, enjoying the rub down on his dick. “I always liked seeing this fuck stick.”

“God damnit Jeff, you know I don’t like that word.” Greg cracked an eye open, looking down at his friend. “Besides it isn’t that big.”

Jeff stopped lubing him up, instead turning around and presenting his ass again. “Like hell it isn’t. I can barely wrap my hand around it.” Greg lined up his dick before slowly pushing up on the quivering hole.

“You have tiny hands.” Jeff gripped onto the newly washed sheets, his breathing become more focused. “Besides my son’s dick is way bigger.” With a grunt Greg pushed his way into the ass, the tight hole clamping down hard on the tip that was now in.

“Fuck! That is hard to believe.” Jeff’s breathing slowly mellowed out as Greg pushed in a bit more at a time. “He must have inherited it from you. Your huge fucking daddy dick is already splittin me in two!”

Greg grabbed his hips, pulling Jeff onto him. “You got tight on me Jeff.” Greg bit his lip, his breathing getting worse the deeper his dick went. “Like really fucking tight!”

Jeff let out a moan, his body quickly clenching and then releasing all the tension. Greg took the opportunity to dive as deep as he could. Jeff was quick to look back at Greg, his crooked smile saying it all. “Greg you better fuck my brains out. One round, 800 dollars.”

Greg nodded and happily followed instructions. He pulled out, almost all the way before slamming back down with as much **** as he could muster. His balls slapping into Jeff. Each thrust was just as powerful, the bed squeaking with each push.

Jeff was in his own world, each thrust hitting something within him. A warmth building inside him, from his toes up to his head. Each thrust slowly making that warmth tingle and burn. Greg’s thick rod impaled him with a rhythmic motion. Each push in causing an involuntary moan.

Greg huffed as he fucked his friend’s ass. His hips slapping against the perk ass. “God your such a loud slut.” Greg grabbed Jeff’s neck and shoved him down into the sheets. “Fucking bitch!” Greg grunted as he stepped up the pace.

Jeff moaned into the sheets, each thrust taking more air out of him. The lightheadedness of air loss caused a sort of euphoric feeling to Jeff. His dick twitched, the warmth in him suddenly burning up in a pit of himself. With another thrust Jeff fell into the bed, his dick spurting cum onto the sheets.

Greg held himself into Jeff, the tight ass milking his cock. Each second of the ass spasming was one step closer for Greg to cum. It was almost five seconds before Greg let out his own load, letting out a single hot breath as any acknowledgement at all.

Greg pulled out, the cum in Jeff slowly leaking out. “Fuck Jeff.” Jeff just let out another moan, causing Greg to laugh a little. “Does this mean I get my money?”

Jeff flipped over, the small dick still leaking a little bit of cum onto his stomach. “If I get a night of lodging.” Greg chuckled and climbed in bed next to him.

“Only if you promise to stay in here. Can’t let my boys know your here. Otherwise they’ll beg to see you.” Jeff smiled. He wasn’t the most welcome in the house before. “I’m for real. They’ve changed.”

“How different could they be?”

Greg hummed a little. “A lot.”