Chapter 177 – Bet

For some time, she put her all into stimulating his nipples, even switching her licking and sucking from one to the other. She sometimes checked his condition, expecting that her victory would soon be in sight. Unfortunately, after two minutes of this, he still looked as relaxed as ever. How could that be? Was he some special man that didn't orgasm when his nipples were stimulated?

She checked the time on his phone, found out that she had less than a minute left, and started to panic. There's no way she could lose, right? She was the woman here, she had to fuck him and not the other way around, no matter how attractive this sounded. Her pride as a female was at stake! If she failed here, she was sure he would tease her about it for an eternity. Still, she had no idea what else she could do. She felt tears reappearing in her eyes and felt bitter about the dilemma. As a last resort, she pinched his nipples hard, moved her waist with all the force she could muster, and shouted.

"Cum! Cum! Why aren't you cumming? Even after I did all of this? Are you frigid or what?"

"Pfft, you're so stupid. Didn't I just come in your mouth?"

"Dammit."

Her tears began to flow down her cheeks while her pussy was being sent to heaven, the increasing movement speed stimulating her way too much for her to keep her thoughts in order. Soon enough, the phone alarm rang, signaling the end of her allocated time.

"No! I was so close to winning!"

"That's only in your dreams, big baby. Let me show you how things are done. Hope you're ready for this because I won't stop even if you beg me."

"No, I don't want to! I'm the one fucking you, not the other way around!"

"Losers have no sexual rights!"

The first thing he did was to push her off him, her tight cunt releasing his penis. He stood up and finished removing his underwear before rolling it into a ball. Then, he pushed it into his sister's mouth, convinced that this was the best way to keep her at least a little quieter for what was to come. Getting her mouth filled with his underwear, she was initially surprised but when she realized the implications, her face took on an extremely lecherous expression. She breathed in a few times, trembled for a moment, and suddenly climaxed by herself, without needing any additional incentive.

When her orgasm ended, she realized what she had done and blushed hard, looking away from him. She still had his underwear in her mouth, though, stopping her from being able to say anything, and it didn't look like she had any plans of removing them any time soon.

Benjamin took her by the hips and made her lie on her back. She was very light, making it easy for him to manipulate her. She resisted a bit but he quickly put his body on top of hers before aligning his dick with her pussy. He slowly entered her, centimeter by centimeter, until he reached her cervix. Then, he carefully took his member out, and in again, repeating his thrusts in a very unhurried manner. She was letting small moans out, muffled by his underwear, but otherwise just kept looking at him, a mocking expression on her face, as if to ask if that was all he could do.

Without reacting to her provocations, he continued like this for some time, slowly thrusting inside her, waiting for the correct timing. She purposely acted bored by the situation and at one point, she even closed her eyes, faking falling asleep. She was as cheeky as ever but this was precisely what he had been waiting for. The very moment she closed her eyes, he grabbed her waist to keep her stable and sent a very strong stroke into her twat, grinding her creases and violently hitting against her cervix. Her eyes opened wide in extreme surprise and she let out a muffled scream at full power.

"Mfffffiiiiihhhhh!"

He didn't give her time to think about anything and immediately thrust inside her at full power, attacking her freshly virgin tight cunt with all he got. On the third thrust, she came hard, arching her back forcefully, her already tight pussy contracting even more around his shaft. Without stopping, he continued his assault and she came again less than five thrusts later, tears of pleasure starting to fill her eyes.

Just like that, she went on with cumming many times and more and more often, until she came to a point where cumming was all she did. She looked completely lost, both not understanding what was happening to her while also happily letting the sudden pleasure get over her mind. All she knew was that it felt great, the best she had ever felt in her life, and that she didn't want it to stop.

Benjamin fucked her like this for a few minutes until he reached his limit. He ejaculated with strength in her depth, spurting his semen several times inside her twat. The warm feeling of his seed inside her pushed her to get one last climax, her squeezing cunt allowing him for an even better orgasm.

Still, he had said he wouldn't stop and intended to keep his word. He turned Chloe on her belly, lifted her small butt, and penetrated her pussy with one thrust, making her grunt lowly in pleasure. Using this new position, he resumed fucking her, stimulating both of them in a slightly different manner.

The little girl was letting him do whatever he wanted at this point, only letting out muffled squeals each time she was pounded into.

"Mffaahh! Mffaahh! Mffoohh! Mffoohh!"

He slowly accelerated his movements until he was at full speed once again. His thrusts progressively remodeled her tiny vagina to his shape, forcing it to accept him more and more completely every time he slipped inside and stroked her womb entrance. Soon enough, he noticed he was able to enter her further than initially as if her vagina had correctly evolved to the situation and wanted nothing more than to get fuller of him to get increasingly stimulated.