Eager Opportunity, Unexpected Complications

Lilly crawled, ass pushed high in the air as she went in a confident attempt to keep the man's attention. The last thing she needed was one of these model sluts smartening up and distracting him. Their inexperience was her opportunity, and she was keen on making sure it lead to getting that beautiful cock. Her red panties, darkened by her moist pussy rolled with her hips. She was about to cheat on her boyfriend for the second time in a single week and it was hard to tell if it was from weird curses out of her control or her apathetic response to her worthless boyfriend. It was so close now. She could smell the arousal of the two gorgeous women who looked back at her with jealous disappointment.

Approaching the impeccable asshole but irresistible man, the half-asian woman turned away from him and dropped her cheek to the floor, looking up at him with her ass inches from his hard cock. Reaching behind her back she slowly removed her wet panties showing him her holes, both ready and willing for him. The entire time the teen kept eye contact with him, letting her bit lip and lidded eyes say all she needed to say to him. She was offering herself, she needed his dick and it was finally her chance to get it! A white flash clouded her vision, images becoming blurry intense pain jolting through her body, "AGGCK! SHHITT! Hoooly f-u-ck-ahh!" Slowly her brain started to slowly come back from the pain and she realized there was almost the entirety of his shaft in her ass, the pain was a strong and sudden thrust of his length into her. Jesus, he was clearly testing her. Seeing if she really was submitting, or if she still hated him enough to fight him over his lack of consideration. The raven haired teen stayed silent and swallowed, the pain now turning into pleasure. Her ass stayed presented to him and a tear fell down her face while still looking up at him, seeing his dark smile. She forced a smile back at him and was rewarded with slow, sensual movements inside of her asshole. "Uuhh! Mhmm....yeah baby....fuck that big fat ass!"

Jay couldn't stop smiling. Not that long ago this bitch hated him and constantly would fight with him, hell she only put up with him because he was banging her friend. He made passes at her but she always refused, even if she never could hide how unhappy she was with her embarrassment of a boyfriend. She was out of his league, hell in a different time she was out of Jay's league. Not to mention Lilly never, EVER, gave her ass up apparently. Her boyfriend had always complained about how she told him he was too big for anal. Even though the pathetic loser was below average. Now her tight asshole was choking his dick, pulsing with excitement as he slowly thrust into her, making her moan and beg like the slut she was. And he was twice the size! Even with asserting his dominance by trying to hurt her, she still patiently took it and waited for him to take her.

Jay held her ass with both hands, admiring how amazing it felt and looked perched up like it was. Her narrow waist bending down from this traffic stopper. Out of all the hot friends his ex had, this ass was one of the prizes amongst them. Looking away from her peach he looked into her eyes who never stopped looking back at him, smiling knowingly with the tear on her cheek. "You like my cock, slut?"

Lilly was afraid to tell the truth. It was dangerous for him to know just how much she enjoyed his dick in her. Especially what she thought would be uncomfortable. She had already orgasmed and struggled to keep focus. The Asian even held back some moans, keeping her soft sensual mewing all he could hear from her, stopping the pornographic screams tearing through her mind. This felt more than right, she felt complete. And Lilly never wanted this feeling to go away. "Mmmhmm fuck yeah! I'm...getting, like...used to it. You know...if you wanna-ACK!" Lilly felt twice the length push into her and she couldn't hold back, her eyes rolled back and her tongue fell over her lip. After a couple of slow thrusts making her thigh twitch he began thoroughly fucking her. Slapping her ass loudly making her squeal. "OOAHH FUCK! YOU'RE SO FUCKING-UUUUGHHH AGH SHIT! BIIIG! RUIN THAT BIG SLUTTY ASS! MAKE IT SO I WON'T BE ABLE TO FEEL MY BOYFRIEND'S TINY DICK IN THERE EVER AGAIN!"

Orgasm after orgasm was rocking through the curvaceous teen and Jay felt her ass tighten on his dick with each one that passed. He smiled at her ahegao face facing towards him while she screamed like a complete anal slut. They agreed if they fucked that Lilly would have to brag about how good he was to her boyfriend and god, it looked like it would become one hell of a brag. The teen was just getting the first taste of his manipulations. The sisters were easy, make them jealous of one another and lose confidence in themselves, dependent on his approval. Lilly was solitary and confident as hell, he needed to break her a much more fun way. Seeing drool fall down the edge of her lip he chuckled, looked like she was starting to break. "Bet you this is the best sex you've ever had!"

"Sooo cloooose....sooo uuuughhh close!" She moaned, apparently approaching another orgasm. Jay completely unaware she was actually answering him, slowly remembering her time with Pete. She came again but for the first time today thinking of someone other than Jay.

"I'm about to cum in your ass slut. And when I do you will feel it as my mark. You will be my personal slut and another girl for my collection. Pretending to date that loser as a joke we both enjoy while secretly fucking behind his back. When I pull out from your ass you will look me in the eyes and tell me who you belong to." Speeding up his thrusts he pulled her hips hard, ruthlessly fucking her and breaking her further before groaning loudly and filling her ass with his hot seed. She came again screaming into the floor below her.

Lilly felt so empty as his thick member left her. She knew she was to look up at him and say his name, but something felt foreign to her. The teen looked up and realized he had been tricking her, making her feel horny and submissive for him. Manipulating her to be his possession just like the other girls. When moments ago she had been so excited to say his name, she realized how much she hated him before and as much of a good fuck it was she still thought poorly of him. There was some sort of spell Jay had, but whenever she was about to give into that spell images of another filled her mind.... "Pete."

"Fuck did you just say?" Jay whispered coldly.

"Uh..." Lilly fell silent, her eyes wandering the room, "You asked." The raven haired beauty pulled up her panties and climbed to her feet ignoring the aggressive looks from the three people before her. "So like...I had fun and all and I promised to brag to my boyfriend....but all this 'owning me' and manipulative power play is a bit much. You're really good but even still, you're lucky to hook up with me Jay. You're still a dick."

A hand swung out and hit her across the face, the shrill slap echoing in their room. Lilly was stunned and looked back expecting to see she had been hit by the salty asshole she had just let fuck her but Nadia pulled back her hand panting angrily. Her nostrils flared. Myra didn't look much friendlier. Luckily Jay was shocked silent and the hurt teen quickly grabbed her clothes and left the room.

Nadia turned to her man before dropping to her knees, "I'm so sorry, sir. I couldn't just let her disrespect you like that."

Jay looked at the beautiful model with a frown before he shrugged, failing at feigning indifference. "I got what I wanted, fuck that bitch." What did she mean about Pete though? Guy had always been a chill single friend who was friend zoned by all the hotties. He wasn't happy being rejected, especially for another person in their group. Pete is staying with a bunch of the girls alone. And Lilly visited. Maybe he's been getting lucky like me? Turning to Nadia she gulped. The man's eyes were different, before they were powerful, confident and happy; now they were cold, angry and filled with jealousy. "So pet I have an assignment for you."

"Anything for you, sir." She crossed her arms trying to present her perky tits at him to cheer him up.

"There's this cottage outside of town. I need you to watch from a distance and learn what you can about the guy staying there. He's a total pussy but apparently that bitch thought he is worth something all of a sudden. I want to know why."