Mutual Assistance (Closed for Homerun2611)

[Homerun2611]

Greg and Kelly had been here before, at least with another woman, but not like this and certainly not with a woman like Cindy. They had been in Vegas, didn’t these things almost always happen in Vegas. They had been gambling one night 3 AM, at a high roller table. A beautiful woman had come up, in a Chanel blue suit, with clearly obviously nothing on underneath the blue silk jacket then her 36 D, silicone enhanced perfect breasts, well tanned, without a tan line visible. She was a girl for hire, of the highest sort. She had just come back with her time being enjoyed by one of the lead singers of the Eagles. They had struck up a conversation, and she was comfortable with who and what she was. She had flown with them to Hawaii on a private jet, and for $20,000 given the singer the time of his life, or at least his moneys worth and more. She discussed being an escort, and the peaks and valleys. It was fascinatin, and they had drank and laughed until 5. Kelly had broached the topic, “Do you like couples?” Greg had looked up, and the stunning bleach blonde had noticed. Shit they were attractive and it would be fun once to just do it for the sex and not the money. She had winked, “Oh, I don’t know, but if you would like to take an innocent girl up to your room we could find out?” Greg had cashed out so fast it would make your head spin, and they had almost run to the room for a night he would never forget.

That night was a blond, tonight it might be an almost sexier red head…FUCK he wanted to play, his cock so hard. Kelly, kissed him, and stroked his cock…she had to stop, he was almost already ready to cum, and he hadn’t even touched Cindy yet. He grabbed his stunning companions arm and jumped into the pool, “The water is perfect…you two are better…”

 

[wickedpen]

Cindy smiled with her hair slicked back and her toes barely able to touch the bottom. She looked at Greg and his hard on and then Kelly who was leaning more for Cindy than Greg at this point.
"I love you both" Cindy said and moved and kissed Kelly on the mouth passionately. Then she moved to Greg and kissed him letting her hand slowly drag across Kelly's lower abs. Cindy kissed Greg who pulled her tight feeling the OK from Kelly. Frankly Greg did not care what Kelly thought at this point as little Cindy let him grind his hard on against her.
Cindy did care however and reached over for Kelly's hand and broke the kiss with Greg who thought for a moment of simply having his way with Cindy.
Cindy glided int he water over to Kelly and said "ladies first" then dove under water and moved to Kelly's open legs and Kelly moved her hand which had been busy, replacing it with CIndy's mouth. Cindy could almost hear Kelly through the water. After almost a minute Cindy came up and kissed Kelly. Greg was right behind Cindy and wasted no time. Cindy kept kissing Kelly as Greg brought his cock up along her ass.
Cindy managed to twist away from Greg's intentions and turned to face him as Kelly slid her hands under her arms and cupped her breasts. Kelly's fingers rubbed Cindy's stiff nipples as Greg stood watching them.
"Ready to take that chance Greg?" Cindy said echoing the words Darrin had used trying to close the deal. Cindy brought her tiny feet up along the outside of Greg's thighs.
"Go for it Greg, Cindy is so fucking hot!" Kelly said now groping her breasts and pulling her tight against her body.
"Tell me you will take a chance with Darrin and I promise you will not regret it" Cindy said. Kelly did not know what she was talking about or care, only wanting to have her back between her legs.
Greg was torn but only slightly as he stepped forward and brought his cock to Cindy's open legs. "Fucking worth it" he hissed as he pulled Cindy's hips onto his hard on and impaled her tight little body on his cock.
"Oh yeah baby fuck her!" Kelly said excitedly as she held Cindy and felt Greg's thrust reverberate into her.
Cindy relaxed and let him fuck her as Kelly's hand soon reached down and rubbed Cindy's clit. Greg and Kelly kissed with Cindy between them. She was nearly drowned and crushed as Greg fucked her like he had not gotten any in a while.
"In her mouth" Cindy gasped as he was nearing his climax.
Kelly shouted "yeah!" and moved Cindy away and went underwater sucking in Greg's cock. He grunted and came as Kelly sucked him. He held her under until he was done as Cindy watched wondering if she was drowning. Finally she came up and gasped with one of the nastiest smiled Cindy had ever seen.
"You two are hot!" Cindy said with a smile. as Kelly kissed Greg and they snowballed his cum for a minute or two. Cindy climbed out of the pool and went to dress.
"Where are you going?" Kelly asked.
"I think you two are revved up enough and with Greg taking that chance I have to deliver the good news in person.
"You do that, and if you are ever in LA again" Greg said as Kelly focusing on him again.
Cindy dripped int he elevator as her black dress was soaked and she did not care. She walked to her door then stopped and said "I better tell him the good news." and turned and knocked on Darrin and Lilly's door.

 

[Homerun2611]

Darrin and Lilly had gone back to their room. He went to the bar and poured them another glass of wine, and as he turned around he saw her slip her dress off her shoulders and step out. He had picked out this outfit and she knew how much he would like it, but she endulged herself. "You like...Mr. Tate" a wicked grin on her face. "Yes, Lilly, Mr. Tate likes everything about you...and every minute I know you, Darrin likes you even more". He went over and sat on the couch, and she slid in beside him, curling her legs underneath her, and facing him, wrapping her hands around his neck. She was ready for anything, they were both extremely attracted to each other, she liked older men, he loved younger women, particularly incredibly smart and attractive youngero women. They took it slow, ready to enjoy each other deep into the night. Slow kissing and necking grew steadily more intense until he had take off her corset and she had unbuttoned his shirt, and slid her hands inside, running her hands over him, and leaning in to tongue and teasingly bite his nipples. He had just stood her up and taken her hand to walk her into their bedroom. He was rock hard, and she was wet as he had been teasing her clit through her wet panties. She had just crawled into bed when they heard the door knock...Darrin went to the door his shirt open and untucked, he was pleased to see Cindy.

She looked him up and down when he opened the door, just what had she interrupted? She smiled, "you have your deal brother, I just wanted you to sleep well knowing". He laughed, "you know I have no intention of sleeping...neither does Lilly, but we would love you to join us if you would like?" He winked at her, he was being playful, but she was very welcome. He got more serious, "Cindy, thank you, you went above and beyond tonight and you didn't have to, but I truly appreciate it...I am serious, I want you to join us....and you did mention something about my blue balls...nothing has changed...they are bluer than ever".

 

[wickedpen]

Cindy looked past him as if she would see Lilly then stepped up and slid her small hand over his bare chest. She whispered in his ear "I think Lilly will handle those and drain them of any discomfort I may have inflicted" and then she kissed his cheek and and turned to cross the hall holding her heels and barefoot still dripping from the pool. She looked back at Darrin in the doorway and winked and slid her key card into the door. As she stepped in she turned back and said "We have waited this long, what are a few more hours or days until a brother and little sister finally do the unthinkable" raising her hand to her mouth as if she were a little girl who just said something naughty. She then looked up and down the hall and moved back into the dark room and closed the door. She locked the deadbolt just for effect. She was playing a long game with him and they both knew it, making it that much hotter.

 

[Homerun2611]

Cindy resisted the offer, which surprised Darrin a bit, she was obviously attracted to Lilly, or she sure seemed to be. He felt her fingers on his chest, and it was soft, alluring. She was right, Lilly could more than satisfy his needs, and he actually looked forward to being alone and making lover to her slow, and sensuously. She kissed him on the cheek, and walked away, but he did not go back inside immediately, he watched her, her walk was worth enjoying. She turned, “We have waited this…” . He nodded, she used the taboo brother, little sister, just adding an extra dash of kinky spice to the illicit feelings he knew they both still wanted to explore. Did she not want to share, or did she just love the slow burn, either way, he was actually enjoying this game. As she clicked and locked her door, he watched it close, and mouth the words, “Thank you”, she had won big points with him tonight, not so much what she did which was great, but she had come through for him, a selfless act, and to Darrin that type of loyalty was everything.

Closing the door, he turned and saw Lilly in the bed, she was on her knees naked, perky breasts jutting out, hands across her lap. “So boss, would you like me to undress you?” Her eyes danced, she licked her lips and he stripped as he walked across the room, and was naked by the time he reached the bed. “Cindy said she thought you would be able to take care of my poor blue balls?” He knelt on the bed, pushing her back, until he was partially resting on top of her. She leaned up and kissed him, her arms wrapping his strong neck, her lips parting, letting him taste her, and want for what was about to happen. She gently pushed him onto his back, bringing her leg over the top to straddle him, but skillfully doing so such that his erect cock, slid into her pink silky sex. She impaled herself down on top of him. She leaned down and pinned her hands on his wrists. It was symbolic as he could flip her in a minute if he wanted to get out of her grasp, but he didn’t. She tickled his lips with hers. “I have been waiting all day, ever since last night, the plane, your oral present to me. I have wanted us to have a night alone, yes, I will take the blue away, but I want to satiate you, make you cum over and over, so that it would be impossible for those balls to be blue, not as long as Lilly is in charge of their care”. The look in Darrin’s eyes was that of a warrior, she knew she had him over heated, and with that her tongue slid into his mouth, her nipples grazed his chest, and her tight little wet cunt grinded into the cock of her boss.

 

[wickedpen]

That night neither had or wanted sleep. Images of Darrin's face as he let Lilly ride him to orgasm. Only then to roll her over and continue energized by her perfect body and willing spirit. Her small mouth and tongue everywhere. His cock exploding in her everywhere. His tongue and lips sucking her flesh like she was candy and he could not get enough. Her orgasm echoed through the suite as Darrin relished them. Viagra was never as good as Lilly's cries of release as he mounted her like a bull takes a mate. Only to have her suck and lick and kiss him back to full strength before mounting him like an expensive hooker working for tips.
Their relationship was no longer boss and assistant it was partners in crime.
The forgotten open blinds let the California morning sun in as Lilly's hair was matted with cum and sweat as she buried her face in Darrin's chest as he lay spent on his back. How many orgasms had she had? How many had she accepted from him? It was unknowable.

"Room service" a woman's voice called from the other room and the sounds of a cart with plates and the smell of coffee wafted into the bedroom. "I bring you nourishment" the voice sounded strange, Hispanic but not really. Suddenly they were bouncing as Cindy jumped onto the bed.

"I am so sorry Meester, did you and the Meeses need to sleep off the night of fucking?" she said in a terrible accent. She was wearing a pair of white pants and a pink blouse. it was appropriate for a business meeting but she somehow made it erotic as the material flowed over her perky breasts but then loose into her slacks. Her hips and ass were snug int he white pants and she was barefooted.

"Coffeee Meester?" she said playfully rubbing Darrin's chest.

 

[Homerun2611]

Lilly turned her head as Cindy bounced in, but did not lift her head, she was spent, her little body had given him her all. Darrin was empty, or so he thought, and squinted up at Cindy, who seemd to have all the energy he and Lilly lacked. He smiled though, he was exhausted, but it had been an incredible night. Samantha may have been that good and they might have had a similar level of passion, but he could not remember any woman making him feel that good over and over, like Lillly had. Her sexy little body was still draped over him, and he loved it, and was loving everything about her.

Cindy tickled his chest, and he laughed, "Well someone certainly has a lot of energy this fine California morning..." he was smiling at her..."you did good last night kid, I really appreciate it". He leaned up in the bed a bit an kept an arm stroking Lilly's shoulder and back. "I think you deserve something special to thank you...is there anything special you would like to do today...your wish is my command".

He meant it, he felt great, he had one meeting this afternoon, but the rest of the morning and all night was theirs, he was looking forward to some R&R, and he did feel like he owed Cindy...and at this point Lilly had made herself indispensible to him