Leo Vs Katherine 3: The Rematch

By MaskedBunnyII

I should probably mention that this story is pretty explicit with sexual themes between a male and female.  Thus, if this bothers you, I would recommend looking at one of the other AMAZING writers on this site.  If not, then continue on and let me know what you think

A smile spread across Leo’s mouth as Katherine slowly rubbed oil all over his chest and stomach before squirting more on his boxer briefs. After days of anticipation, the two of them were finally having their rematch, though judging by the way she was oiling him, she was just as excited as he was. The two of them had decided to oil each other this time around to increase the sexiness of the match. Although, Leo wasn’t sure that was necessary based on Katherine’s attire.
She wore a black thong with white ribbon ties at the sides along with a black top that was corseted between her breasts and had a little white bow on each cup where her nipple would be. It’s my French maid bikini she had said while he ogled her. However, he just called it sexy.
Handing him the bottle of oil, Katherine knelt down and looked up at him.
‘You’re not going to win. I’ve been practicing,’ she purred.
Methodically she began massaging the oil into his boxer briefs and stroking his hard dick, sending a shutter through his body. He let her continue for a few minutes, before he finally stepped out of reach and smiled.
‘You have to beat me to get this.’
She winked at him and laid back on the mat, her arms stretched out to her sides, ‘Then hurry up and oil me so we can get started.’
‘How about you both get on with it. I wanna see someone get fucked,’ a voice chimed in.
It was Brittany.
After her match with Katherine, she had fallen in love with the concept and wanted to be involved. Not too mention she wanted to see how Katherine would fare against Leo.
Flashing Brittany a quick smile, Leo knelt down beside Katherine and sprayed a generous amount of oil on her, from her neck to her thong. Then, as sensually as possible, he began massaging it around her body.
When he reached her tits, he carefully slid his hands beneath her top and played with her nipples a bit, causing her to gasp. In response, he merely grinned and continued working his way down her body until he reached her thong. Slipping his hand inside, he proceeded to tease her pussy for a few seconds before abruptly ending and sliding back.
Lying with her eyes closed for a few seconds, she shuttered.
‘I’m going to enjoy fucking you tonight,’ she said softly.
Carefully getting to her knees, Katherine adjusted her thong and stared at him hungrily, ‘I’m ready when you are.’
The two of them sized each other up for a few seconds before Leo made the first move and dove forward. Wrapping his left arm around her neck, he pulled her into a headlock. Then, using his other hand to lock it in, he moved to toss her to the mat in front of him.
However he was caught off guard as she suddenly grabbed a hold of his balls through his boxer briefs and gave them a quick squeeze. Stunned, he quickly released the headlock.
In an instant, Katherine followed her advantage by throwing herself into him, knocking him backwards onto the mat and straddling his waist.
‘Hope I didn’t do too much damage,’ she said laughing, ‘I’ll want to be able to get my reward when I’m finished with you.’
Sliding herself forward, she perched herself on his shoulders and gazed down at him as Leo struggled to push her off.
‘Don’t suppose you’d just want to give now? I mean, you’re in the perfect position for me.’
She didn’t give him a chance to reply though as she leaned back and grabbed his balls again, squeezing them. Immediately, Leo groaned in pain, causing Katherine’s smile to grow wider.
‘Not so fun is it? I noticed how turned on you got when that bitch squeezed my tits during our match,’ Katherine said playfully.
Leo opened his mouth to reply, but was cut off by Katherine shifting her weight forward and sliding her hips up, covering his face with her pussy. Smiling, she placed both hands on the top of his head and began grinding herself back and forth.
Brittany could feel herself growing hotter while she watched and started moving her hand towards her jeans. It was almost like her entire body was pulsating with erotic energy that ached to be touched, intensified by the muffled sounds from Leo.
‘God it feels amazing when you talk,’ Katherine groaned.
After a few more seconds of pleasure, she stopped grinding and placed her right hand on Leo’s chest. Using the oil to allow her to move quickly, Katherine spun her body clockwise so she was facing Leo’s feet with her amazing ass right below his chin. Her knees were still pinning his shoulders down.
Fighting the urge to grind herself more, she began tracing little circles on his stomach and ribs, causing them to twitch slightly. He was ticklish.
‘Want to give up yet?’ she asked, listening to him panting.
‘Actually, I was going to ask you the same thing,’ he replied.
Without warning, Leo managed to slide his right hand from beneath her and snaked it around so he could grab the back of her thong, pulling it upwards.
Squealing, Katherine jerked forward and climbed off of him, trying to get away. Yet Leo held on, using the thong to pull her back towards him. As she got close enough, he quickly released his hold on her thong and wrapped both arms under hers in a full nelson while his legs wrapped around her waist.
Helplessly, Katherine squirmed as Leo’s hands untied her top and tossed it aside, exposing her gorgeous shiny tits.
‘Honestly, you should just wrestle topless,’ he whispered in her ear.
Despite her current predicament, Katherine smiled for a second until pain brought her back to reality. Leo had both hands on her tits and was squeezing them.
‘Ahhh! Didn’t you learn anything from having your balls squeezed!’ she yelled.
He ignored her and continued squeezing.
Meanwhile, Brittany had completely lost self control and was fingering herself at the side of the mat, gentle groans coming from her mouth.
‘Do you want to give up?’ Leo finally asked, softening the pressure.
She lay there, enjoying the lack of pain for a second before answering, ‘No.’
‘Suit yourself.’
The pressure resumed again, causing her to scream out. However, this time Leo unwrapped his legs from her waist, giving her an idea.
Placing her feet against the mat, she lifted her ass into the air. She then dropped it back down, slamming it into Leo’s balls.
‘Oh damn!’ he groaned, his grip loosening.
Smiling to herself, Katherine slid out of his arms, removing his boxer briefs and revealing his huge dick. Stunned, he watched as she turned around and knelt down, placing her lips around it. Immediately, he could feel her tongue working on him, driving his pleasure through the roof.
‘Wanna give up?’ she asked, not quite taking her mouth completely off his dick.
While his brain was saying no and that he wanted to win, he couldn’t ignore the building pressure (and pleasure in his dick).
‘Yes!’
Wordlessly, she kicked off her thong and moved her hips so that her pussy was straddling his dick. Placing her hands on his chest for balance, she furiously began bucking her hips, sending a chill up her spine.
Leo began to say something, but Katherine cut him off by pressing her lips against his and kissing him hard. This was her victory.
Breaking the kiss, she leaned back so that she was upright, still bucking.
Slowly, Leo’s hands worked their way up her hips and stomach until they were at her tits, carefully massaging them and playing with her nipples. She opened her mouth to say something, but she was cut off by her body shuttering in orgasm. Between her legs, she could feel Leo finishing as well and collapsed beside him.
‘I want the next match,’ Brittany said breaking the silence.
Both of them looked at her and saw that her face was flushed, suggesting that she too had orgasmed.
‘Ok bitch, it’s on,’ Katherine answered.
‘I want him,’ Brittany said smiling.
‘Maybe,’ Katherine said after a few seconds. ‘But Leo? Next time we wrestle, we’re doing it naked.’
He shrugged, ‘Fine with me.’