Readers, please note that this is a multi-volume and multi-chapter story. It is best when read from the beginning "The Lady Executive, Chapter 1".
While Lance was mentioning real estate to me, Caroline was in Boston in her Penthouse getting ready for work.
As she looked at herself in the mirror, she didn't see the tall, stunning, beautiful woman she was with long silky black hair and green eyes. She saw a woman dressed in the most expensive clothes, shoes, and jewelry money could buy all courtesy of Lance who made sure she had the best of everything to keep her mouth shut about his new lover Joanie. "Guilt gifts" she thought to herself.
Knowing she had the chauffeured black Lincoln Towncar waiting for her downstairs to take her to her office, she called her driver Charles to let him know she would be down in a few moments.
Charles worried about her. He knew what she did for a living and the clients she had. He always kept a special eye on her as it was part of his job. Caroline had made it clear to him when she hired him exactly what his duties where and the dangerous clients she worked for. Charles was previously a bouncer at one of the mafia night clubs and knew all the risks. Caroline paid him well but so did the mafia. They had incredible interest in her safety and Charles knew that if anything happened to Caroline, he was a dead man.
Caroline felt the wedding closing in on her in two weeks and Lance was obviously off with Joanie. So she decided to call him before work to remind him of his upcoming meeting overseas and the last minute details of the wedding. She was getting tired of pulling the weight while he was out fucking whatever moved. As she dialed the phone, she thought, "One day he will need my help and I don't know if I will let him sink or help him swim".
Of course his phone went to voicemail so she left him a message. "Lance Darling it's Caroline. I'm headed off to work but wanted to remind you of your big meeting overseas and the last minute wedding preparations when you return. It's important to your firm and my clients as well that you make that meeting. Call me when you have time. I have some last minute guests that we need to discuss. Have a great day, Honey."
She hung up the phone and went back to her mirror and saw the look of anger on her face so she freshened her lipstick, changed to her most expensive pair of Manolo Blahnik shoes that she bought herself, smiled and headed for the elevator.
We waded back to shore, both of us stark naked. I bent down to pick up Lance's shorts and he slapped me firmly on the ass.
"Ooh Baby! Do that again!" I exclaimed as I stayed bent over at the waist and spread my legs slightly.
"Woman, you are indeed crazy." he chuckled and then slapped my ass again, only this time he also slapped my pussy. That unexpected smack excited me to my core and I almost fell over.
"Ahh! Whoa that was crazy. I think I liked it. We're going to have to try that later on, but right now we have to get back to the house before we get arrested." I exclaimed as I stood up and headed for our blanket.
As we approached, we both surveyed the surrounding sand for the expected mystery footprints. To my surprise and great relief, we found none. Lance picked up the blanket and we walked across the sand toward the house.
When we stepped up on the deck, we saw the others in the hot tub and decided to join them. As I stepped down into the hot water, Bailey pulled away from Cory and stood up and hugged me fiercely. With one hand on my back and the other squeezing my ass hard enough to leave marks, she whispered in my ear.
"Joanie, I want to thank you for distracting me with these two guys for last few days, but I want you to know that I do and always will love you the most. Sometime soon I will show you." she said quietly and urgently before pulling back with a smile and tears in her eyes before kissing me with the most passion she'd shown in a very long time. It was an unexpected, full body pleasing kiss. Her hands started on my ass, kneading and squeezing as our lips crushed and brushed together. Then she began to use her tongue on my lips. I closed my eyes and groaned into her kiss and opened my lips as she dragged one finger across my asshole.
My hands, which had been idly resting on and then gripping her hips, travelled up to her breasts and I went to work on her nipples, squeezing and pinching as our tongues lazily explored each other's mouths. As I worked her nipples, she moaned and pressed her pussy against mine, reminding me of our many shared showers in college. Since she and I were very nearly the same height and build, when we hugged like this, our tits and pussies were at the same height and pressed together as well. Because I was still horny from my romp in the ocean with Lance, I spread my legs and pulled her hand from my back around to my pussy. As her fingers began to slide between my lips and across my hard clit, I mirrored her actions with my hand on her pussy.
We both moaned as we fingered each other's pussy and clit, but it was Bailey who gave in first and enjoyed a stomach clenching orgasm as I pinched her nipple and thrust my fingers in and out of her pussy, rubbing across her clit with every stroke. She tilted her head back and cried out as the pleasure ripped through her loins. Had Cory not been directly behind her to hold her up, she would have fallen back in the water as her legs gave way. Instead, he just held her for me as I leaned down and began sucking and biting her nipple as I doubled my efforts on her pussy and drove her to an immediate second and more intense orgasm. Her abs clenched and she wrapped her fingers in my hair enough to pull my hair gently as she held my mouth to her nipple. She gasped and choked out little screams as her pussy clenched repeatedly on my fingers as I continued thrusting them in and out.
When she finally relaxed and pushed me away, I sat down next to Lance, who had taken a seat behind me. Just as quickly as she pushed me away, Bailey sat down on my lap, straddling my legs.
Bailey just sat there with her eyes closed and a smile on her face, breathing heavily and leaning her head on my shoulder. After a moment, she took her nipples in her own hands and rubbed them briefly before opening her eyes and looking for me. When our eyes met, she smiled even wider and licked her lips.
"Oh girl, payback for that is going to be so much fun. You are in serious trouble when I get you alone." she purred with a smile. Then she got up, turned around and straddled Cory's lap and kissed him before subtly adjusting her position and taking his cock into her pussy. She smiled and looked at him. "I was hoping he'd be ready for me." she said.
"Dayum, Joanie! That girl is insatiable!" Reggie exclaimed, causing us all, even Bailey, to laugh.
"Oh Honey, you have no idea. Tonight, it's your turn." Bailey said.
"That's good because I don't think I have anything left for you, Babe." Cory said with a smile.
Bailey laughed and kissed him gently on the lips. "That's ok, Darlin'. Right now I just want your cock in my pussy. No need for either one of us to cum. I just want to ride a little bit." she said as she stood up off his cock and turned her back to him. Then she reached back between her legs and guided his cock into her pussy as she sat down and slowly rode him Reverse Cowgirl.
While all of this had been going on, Reggie had moved over next to me and snuggled up so I was sandwiched between him and Lance. I took advantage of the situation and mentally compared their cocks as I played with them both under the water. I decided Reggie was bigger around but Lance had a very slight length advantage. In the end it didn't matter because I loved fucking both of them. I was playing with two cocks while one man had his fingers between my spread legs and played with my pussy, and the other man had his hand on my tit and began to nibble on my neck. This was getting me fired up again and I knew we had business to attend to so I changed the subject.
"Reggie, last night you told me what happened in Houston. Have you told the others yet?" I asked.
"No, I really haven't had the chance to debrief them on that little trip yet." he said.
"Well then I believe it is time." Lance said, pulling me onto his lap.