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"Excellent as always, Lucas," Grace said as she laid her racket in her tennis bag and picked up a towel to mop the sweat from her brow and exposed stomach.
Lucas glanced at her breasts - they were practically spilling out of her top - but purposefully pulled his gaze away. He'd told himself that today was the day he was going to stop indulging in any sort of physical play with Grace as he wanted to be faithful to Sarah.
"Is everything okay?" she asked. "You seem a little different today. A little nervous."
He took a deep breath. "I wanted to talk to you about something."
She waited a few seconds without him responding and said, "Well, have at it."
Lucas took another deep breath. "I don't want to do anything...physical anymore. I just...I'm dating Sarah and it feels really bad to do anything with you. It feels like I'm cheating."
"How do you know she's not fooling around with other guys? Are you two exclusive?"
Lucas hadn't considered for even a moment that Sarah might be fooling around with other guys. He felt foolish for not giving it at least a little bit of thought, especially considering that he was engaging in an unorthodox, sometimes sexual relationship with the woman he gave tennis lessons to.
"I'm not saying she is, of course. I don't really know her. But I've seen her flirt with other employees at the club. There's nothing to say that she's not getting a little action while dating you. Or it's entirely possible that she's dating multiple people at the same time. You're not exclusive, are you?"
Lucas shook his head. "We're not, but to be honest, it still doesn't feel right to me. I just...even if she's hooking up with other guys, I don't feel right about doing stuff with you."
Grace stepped closer and again he glanced at her breasts, in particular a large bead of sweat working its way down her chest.
"That's very sweet, Lucas," she said with a smile before reaching up to caress his face. "You're a very nice young man. I think that's why I like you so much. You're sweet and good-hearted and Sarah is very lucky to have you."
Lucas breathed a sigh of relief, though his cock had already stirred a bit from being so close to the astoundingly beautiful older woman.
"Are you absolutely certain you don't want to eat my pussy again?" she asked.
Lucas's cock stirred further. It was something about her voice and of course the rather thrilling memories of going down on her.
"Are you certain you don't want me to lift my little skirt, turn around, and pull my panties down so you can lick my sweaty asshole like you did a few weeks ago? You got awfully hard doing that, Lucas, and my tight little pussy got so wet when I felt your tongue dancing over my asshole. I wouldn't mind you doing that right here on the court. I wouldn't mind you licking my asshole and then tending to my cunt with your talented tongue. I wouldn't mind giving you another lesson for when you eventually go down on Sarah."
Grace reached between his legs and stroked Lucas's cock, which was already hard. Given how thin his shorts were it felt like she was gripping his bare cock and offering up a handjob.
"You know, if we keep playing, I might see fit to pleasure you with more than just my hand, Lucas. I might let you enjoy my mouth before the summer is over. I might let you enjoy my pussy. In fact, I was thinking that as we got to the end of my lessons I might challenge you to a match. I was thinking I'd let you fuck me if you won. I was thinking I'd even let you cum inside me. Would you like that, Lucas? Would you like to take me in the pool house and fuck me until you'd flooded my tight pussy with your load?"
"Yes," he admitted.
Grace kissed his neck and Lucas felt pleasure rush down his spine and between his legs. Her lips were so soft and she kissed like a woman that knew exactly how to arouse a man.
"Please...please..."
"Please what, Lucas? Do you want me to jerk you off right here? Do you want me to make you cum in my hand and then feed you your load? Do you want me to let you cum on my ass before I make you lick it up?"
Lucas stepped back and looked down at the tent in his shorts. "I'm sorry. I like you. I do. I just...I just want to be good to Sarah."
"I know you do, Lucas, and I appreciate your desire to be a good boyfriend. I don't think you fully understand our situation, though. I asked you to give me tennis lessons because I want to play with you. I like making you eat my pussy and ass. I like teasing you. I like the way you stare at my tits. I like that you're so dedicated to making me feel good, that you're so eager to do as you're told. I'm not sure I'd be happy if I didn't get to enjoy that part of our deal, and if I'm not happy there's a very good chance my husband's not going to be happy."
It was a threat. A gentle threat, but a threat nonetheless. Lucas wasn't sure what Mr. Bannister could actually do or if Grace would actually express her unhappiness to her husband, but he was fairly certain that it was unwise to find out just how serious Grace was.
"I'll tell you what, though. I won't make you cum anymore unless you ask. How about that, Lucas? Sarah can be the only girl to give you an orgasm, assuming you can actually get that far with her."
It was the best deal he was going to be offered, so Lucas took it. "That sounds good."
Grace stepped closer and kissed him on the lips. Despite the fact that she'd just threatened him, Lucas couldn't help but melt into the pleasure he felt as her tongue moved into his mouth. He noted how different it was from kissing Sarah. Grace was far more confident and seductive, but that made sense as she was a woman with a great deal of experience.
"My pool boy is coming over soon," she said. "He's going to fuck me, of course. Today, though, you're going to watch."
Lucas wasn't sure what to say, so he remained silent.
Grace stroked his cock again, this time with a lighter grip. "I want you to pay close attention, Lucas. I want you to see how he fucks me. I want you to try and learn, for he's very, very good and if you want to make Sarah happy, you should do everything you can to be very, very good when she finally spreads her legs and lets you inside her warm, wet, tight pussy."
Lucas's mind raced with thoughts of having sex with both Sarah and Grace. It was both stressful and arousing and he really would have preferred to simply leave the grounds of the mansion and head back to the club to start his shift.
"Ah, here he comes," Grace said as she looked past Lucas and waved.
He turned to see the young, muscular pool guy walking across the massive lawn. He waved back Grace gave Lucas's cock a few more strokes, drawing his attention back to her.
"I like to get fucked before he cleans the pool. He gets so sweaty doing his job that it's just a bit unpleasant. I want you to pack up all the tennis stuff and meet us over at the pool house. Feel free to let yourself in."
Grace walked away and Lucas stared at her ass, which looked tremendous in a remarkably short tennis skirt. He then turned his attention to cleaning up the balls, towels, and rackets, which took a short while.
When he'd finished Lucas put everything away - with the exception of his tennis bag - and then headed for the pool house. He was both intrigued and full of anxiety. He couldn't deny his interest in watching Grace have sex - she was beautiful, after all - but the idea of watching seemed so strange.
Still, Lucas let himself into the pool house. He was greeted with the sound of a deep moan.
"Fuck, Grace, that feels so fucking good."
Lucas stepped into the main room and saw Grace on her knees in front of the pool guy, who was naked. His body seemed to have been chiseled from marble and Lucas felt an instantaneous and deep sense of inadequacy. If a man like that showed any interest in Sarah he couldn't imagine her turning down the chance to have fun with such a hard body.
"Hey, man," the pool guy said. "I'm Aaron."
"Hey, Aaron, I'm Lucas."
"Yeah. She told me you were going to watch."
Lucas felt deeply self-conscious, but then Aaron turned his attention back to Grace and Lucas was free to do the same.
What he witnessed was remarkably arousing. Grace struck him as an exceptionally talented oral artist as she sucked and stroked while looking up at Aaron and holding his gaze. She seemed to love when he put a hand on the back of her head and guided her mouth a little deeper on his cock. She played with her pussy while sucking him, too, and Lucas could hear the wetness from across the room.
"Lucas, come here," Grace said as she stroked Aaron's cock. "I want to sit on your face while I blow this gorgeous young man. You can practice your pussy eating."
Lucas hesitated, but only for a few moments. He was turned on and there was very little point in fighting Grace, who was clearly a woman that got what she wanted, when she wanted it.
He approached and she gestured for him to get on his back. He did so and she straddled his face and dropped her pussy onto his mouth. He looked up and saw the underside of the pool guy's cock with Grace's lips moving up and down the shaft. It proved a strikingly beautiful and arousing sight and his cock was soon throbbing in his tennis shorts while he ate Grace's pussy to the best of his ability.
"He's eager to do as he's told, isn't he?" the pool guy asked.
Grace stroked his cock and looked up. "He is. Though to be fair, so are you. It's just that I tell you to fuck my pussy with this big cock of yours."
"Fair enough."
Her lips encircled his cock again and Lucas surmised that Grace must have really enjoyed sucking dick. The guy was hard. He was ready to fuck. She was still busy blowing him, though, and she must have been doing so because it turned her on. Perhaps because he was young and gorgeous, or perhaps because she simply enjoyed giving a man pleasure with her mouth.
Lucas did his best to provide pleasure with his mouth, too, and he was pleased whenever Grace moaned or when she moved her hips a little faster and began to grind on his mouth. He knew he could get her off - he'd done so several times - and he hoped that his practice with Grace would actually pay dividends with Sarah, that at some point he'd get to use his tongue on her and give her an orgasm.
"I need you to fuck me."
Grace stood, looked down at Lucas, and smiled before turning and heading for the couch. She laid down, spread her legs, and waited for the pool guy to put on a condom. The moment he'd done so, he moved between her legs and slipped inside her.
They kissed as he fucked her slowly. Lucas had moved to his knees and was now watching with great intent. It still felt a little weird, but it was also incredibly hot, like a live porn show playing out in front of him.
"Most women love this, Lucas," Grace said as she turned her attention to him. "This pace. This kind of attentive kissing and touching. I like it, too, but when I have a man like this gorgeous stud inside me, I prefer to take advantage of his strength and have him really pound me. Don't pound your girlfriend, though. She almost certainly won't enjoy that. Don't do it unless she asks you to."
The pool guy then began to pound Grace. He fucked her hard and fast. Lucas watched her face and he would have sworn she looked uncomfortable at times, but then she did a great deal of moaning and quite a bit of grasping at his body as he hammered her pussy with such vigor. He didn't quite understand why someone would enjoy getting fucked in a way that provided some discomfort, but Lucas didn't have nearly enough experience to fully understand what women wanted from sex.
"Oh, fuck, you fuck me so good!"
"Yeah? I fuck that pussy of yours good? I make you feel good, Grace?"
She nodded and kissed him. He grasped one of her breasts and somehow managed to fuck her harder, which Lucas was surprised by. Perhaps, though, untapped reserves of strength could be discovered when deep inside a beautiful woman an in vigorous pursuit of an orgasm.
"Make me cum! Make me cum!" Grace screamed.
Lucas stroked his cock a little as he watched. It was unquestionably hot. He felt a bit jealous, too, as he thought of how Grace had said she was considering letting him fuck her before the summer was over. Lucas had passed on that by requesting no more fooling around, but in the moment all he could think about was good it would feel to be inside her.
"Oh, fuck, I'm cumming!" Grace said.
The pool guy hammered her for a few seconds more and then buried his cock inside her. He was cumming too, and Lucas watched his face and wondered if he'd ever experienced the kind of pleasure the muscular young man was experiencing in that moment. It seemed like the best orgasm anyone had ever had, and yet he experienced that every time he showed up to clean Grace's pool.
"Thank you for that," she said. "I swear, you have never disappointed me. Not once."
They shared a quick kiss and then he pulled out, got up off the couch, and pulled the condom off and tossed it in the trash. He got dressed, expressed his thanks for the sex, and left the pool house.
"Come here, Lucas," Grace said from the couch.
He crawled towards her. He felt foolish, but getting up to walk a few feet was just as silly.
"Did you enjoy watching?"
"I did," he said.
Grace caressed his face and leaned in to kiss him. Lucas couldn't resist. He let her tongue into his mouth, too, and when she reached down and caressed his cock, he moaned at the intense pleasure of being touched by someone so beautiful.
"Did you feel jealous at all?"
"I did," he admitted. "You're so beautiful and obviously having sex with you would be incredible. So yeah, I mean, of course I got a little jealous. How could I not?"
She smiled. "That's good. I want you to want me, Lucas. I want you to want me desperately. I'm not going to let you have me, but I still want you to think about me, to think about fucking me, to wonder what my pussy would feel like around your stiff cock."
Grace took his hand and guided it down her stomach and between her legs. She helped his fingers find their way into her pussy and Lucas couldn't help but push deep.
"Can you feel that?" she whispered. "Wouldn't it be amazing to be inside me, Lucas? Wouldn't it be amazing to fuck me on this couch like he did? Wouldn't it be amazing to slide your dick into my hot, wet cunt and fuck me until you came?"
He nodded.
"Suck your fingers clean, Lucas."
He pulled his fingers from her pussy and dutifully sucked them clean. She tasted good - sweet, almost - and he inadvertently let out a little moan.
Grace the slipped her hand under the waistband of his shorts and grasped his bare cock. She stroked him while pulling him in for another kiss. Her tongue swirled in his mouth. Lucas felt a little guilty for already failing to stick to his desire not to be touched by her in a sexual manner, but he was too caught up in his desire to do anything other than enjoy how good her hand felt.
"Lucas, you deserve to cum," she said. "But of course I can't be stroking your cock and getting you off. What if you had on a condom, though? Would that make it easier for you?"
Lucas knew what she was suggesting. She'd done it before. He was so turned on that he wanted it. Obviously he was going against his stated desire to stop fooling around with Grace, but he just couldn't help himself. He told himself that it was entirely possible that Sarah was fooling around with other guys too, that he wasn't doing anything that was actually out of bounds.
"Go get the condom from the trash, Lucas."
He stood and hurried towards the trash bin. He grabbed the condom. He hurried back to Grace, who was now sitting on the couch. She urged him to sit and then lowered his shorts and underwear as he did.
Grace took the condom and put it on his cock. She sealed her fingers around the base to keep the cum from leaking out. She gripped his shaft with her other hand and stroked him slowly.
"It feels good to be bathed in his cum, doesn't it?"
Lucas nodded. It was so strange and kind of fucked up, but it felt good.
"Of course it does, Lucas. You're not quite like him. That's why I like you, though. He'd hate it if I gave him a handjob with a used condom, but you fucking love it. You get off on it. You like it when things get a little kinky. You like eating my ass. I'll bet you'd love to eat my pussy after my husband had fucked me and pumped his hot load inside me."
Lucas groaned and came in the used condom. Grace kissed his neck and he closed his eyes and enjoyed the intense pleasure rocketing through his body. He felt like he was vibrating from head to toe and he couldn't get over how good it felt to cum with just a bit of extra kinky flavor added.
"We should schedule our next lesson for the morning, Lucas. I'll have my husband fuck me before he leaves for work. You can come over and put your tongue in my messy cunt."
It sounded less exciting in the aftermath of his orgasm, though Lucas could tell that Grace was thrilled by the idea.
"Would you like that, Lucas?"
"Yes," he answered, mostly because he knew she liked it.
"Very well. I'll text you to let you know when our next lesson will be."
She kissed him again, this time on the lips. It was slow and deep and it felt affectionate. Lucas loved it and he felt a touch of guilt, too, because Sarah should have been the only woman he was kissing.
"When's your next date with Sarah?" she asked.
"Tomorrow," he answered.
"She likes you a lot, you know."
"Really?"
Grace nodded. "Sometimes I see her staring at you at the club. She can see you through one of the windows in the bar and she likes to watch you. I see her smiling. I think she really likes you. I suppose she might still be hooking up with other people, but I know she likes you."
"I like her too."
"Well, be good to her tomorrow. Be yourself. She likes you, after all. And, if you're lucky enough to get into her pants, be generous. Tend to her pleasure. Show her that you care about making her cum and I promise she will care about making you cum too."
"I will," he said. "Thank you for the advice. And the orgasm."
Lucas stood and peeled off the condom. He tied it off and set it on the bathroom counter while he washed his cock. He got dressed, grabbed the condom to put in his tennis bag - to make sure Grace's husband didn't find it - and then said goodbye and headed across the lawn and towards his car.
He felt a little guilty about how quickly he'd gone back on his desire to stop fooling around with Grace, but he told himself that he and Sarah weren't actually all that serious yet. They'd only been on one date. They might get serious soon, though, and then he'd have to truly solve his problem. There was time to figure out a solution, though.