Billionaire and the Sisterhood - Cover

Billionaire and the Sisterhood

Copyright© 2016 by Wolf

Chapter 89: Romancing the Nanny

Erotica Sex Story: Chapter 89: Romancing the Nanny - Billionaire Mark Worthington falls in love with Elsa, and then her sister Cindy, and then others who collectively also call themselves sisters. The girls expand Mark's thinking from all business to many new directions, many involving erotic play, intimate friends, great hobbies, and fun. Deadly threats and other challenges keep life interesting as their loving lifestyle evolves. Periodic synopses enable new readers to jump into an underway story. Much sex. Many characters. Contemporary.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Consensual   Romantic   Fiction   Group Sex   Polygamy/Polyamory  

Mark

I was napping beside the pool – naked and slathered up the sunscreen so that I had a high gloss all over. Kate lay beside me also with a high gloss coat of oil on her, plus the residues from our lovemaking an hour prior. Occasionally, she’d change position, but always would lean over and kiss me as she turned from side to side. Each kiss also came with the words, “I love you.” I adored her as well.

I kidded myself that I wasn’t napping. I convinced myself that I was being creative and thinking about business problems, but that was pure self-delusion. Every time I opened my eyes I saw Kate’s bare breasts and her body that would result in a surge of arousal.

I silently thanked a million gods for the romantic situation I seemed to have fallen into, starting with Elsa. Somehow, I accumulated ten gorgeous ‘wives’ who were as insatiable about sex as I was, plus five great guy friends who the women all loved. Besides my family, there were a few others, such as Kate, who may as well have been family, because they shared the same mindset and life attitudes that the rest of us did. Further, like Kate, I love them as well.

Elsa’s voice cut through the fog in my head. “Hi, Lover. Julie and I have a favor to ask.”

“Uuuummmmm?” I cranked one eye open and squinted in her direction.

“We’d like you to make love to Julie. She’s very inexperienced and yet she wants to try participating with us. I think you should do this. I know you love her just the way the rest of us do.”

I’d opened both my eyes all the way to look at the two nude women standing beside me. I felt a surge in my tumescent cock. Elsa looked eager, and Julie was blushing shyly next to her and looked as though she hoped the earth would swallow her at any second because she was so nervous. I looked at Julie and softly asked, “How inexperienced?”

She stepped forward at Elsa’s urging and hesitantly said, “No experience.”

I sat up and even Kate rose up on one elbow. I asked, “Virgin?”

Julie nodded. “I just...”

Elsa interrupted, “ ... avoided the situation whenever an opportunity got near.”

I looked at Elsa, “And I assume you would help.” There was a touch of sarcasm in my voice because of her obvious prurient interest.

Both women nodded yes enthusiastically. Kate nudged me from behind. She wanted me to do something with Julie. She whispered loud enough for all of us to hear, “Help the poor girl become a real adult. Look at how beautiful she is. We all love her; how could you not?”

I stood and took Julie in my arms. She was naked and arousing. Her nipples were standing at attention. I responded as I looked down into her beautiful face, and my dick was suddenly rubbing against her pubes as I loosely held her. “Julie, I’d be honored, but you know that you don’t have to do this to stay with us – to be our nanny or any other job we may have or even to simply have us like you – we already do. We love you just the way you are.”

Julie said in a whisper, “I know, but I want to ... with you. I want you to be my first. I like you a lot and I trust you.” She was nearly crying. This was a very anxious moment for her.

Kate said to Julie in a stage whisper over my shoulder, “He’s fabulous. You’ll love it. You’ll love him, and he’s right. We already love you.”

I just nodded to Julie and her remark, and then carefully and tenderly kissed the girl in the most romantic way I could find in that instant. As we kissed I pulled her more and more into a lover’s embrace. As our tongues started to dance together, we trapped my tumescent cock between our bodies. After some resistance, Julie moved her body back and forth to enhance the sensation for me.

I looked around to see what my next step should be.

Elsa said, “We’re all salty from our swim.”

“And I’m covered with suntan lotion. Come and let’s take a shower together.”

There were side-by-side outdoor showers on the shady side of the large villa. They were actually quite elaborate with multiple spray heads and temperature controls for the water. We had soap and shampoo in a built-in niche between the two shower zones.

I pulled Julie into one of the shower areas and adjusted the water temperature. As the spray soaked our bodies, I took the shampoo and massaged it into Julie’s gorgeous long jet-black hair. At first she was uncertain about what I was doing, but then got into the sensual shampoo. I followed that up with a body wash that covered every inch of her body. Initially she was again stiff and resistant, but gradually loosened up.

Towards the end of my survey of her luscious body, Elsa and Kate joined me. Kate had some kind of special skin conditioner that we took turns rubbing into Julie’s body as she stood just outside the spray with her eyes closed. Unless I missed my guess, the purring sounds that I heard came from deep within Julie’s body.

With the water shut off, Elsa, Kate, and I carefully patted Julie dry. I paid special attention to her hair. Nearby, we had hairbrushes and I used one to gently brush out her damp locks and comb through any snarls. As I brushed, Elsa started to kiss Julie – little kisses, dotted all over her upper body, and no kiss lasting too long. Kate worked and kissed around Julie’s breasts, and then they’d change locales. I did notice a tendency for Elsa to focus on Julie’s erect nipples and ripe breasts, but then she’d moved up from there with a kiss every half-inch until she got to her lips. She’d circle around her face, kissing cheeks, chin, eyebrows, nose, forehead, and then ears and neck. Kate watched and repeated the erotic moves in reverse order.

Julie stood like a statue absorbing the sexual sensations we were providing to her. The kisses moved up and down Julie’s arms and then across her torso. When Kate and Elsa’s kisses and fingers neared Julie’s mound, Julie spread her legs slightly. Even I could smell her arousal, and the other two were no better. They too were emitting their own distinctive and enticing aromas. I’d been around each of them enough to know the difference, and Julie must be the new aroma of arousal.

As I finished with Julie’s hair, I led our quartet to the gazebo at the end of the pool deck. I’d been in there over an hour earlier with Kate, but somehow this seemed different. The place gave us a modicum of privacy, but those around the pool could certainly see some of what was happening. Julie didn’t seem to care. Julie and I lay back on one of the wide chaises.

I took over with the kisses and Julie responded with great passion. In the midst of one kiss I felt her stiffen. I glanced down and Elsa had just started to eat her out. The scene was so sexy I further hardened and my cock again rubbed against our young nanny’s hip.

To my surprise, Julie took hold of my shaft, wrapping her innocent and inexperienced hand around me until her fingers could close no further. She stroked me several times, but then seemed unsure about what to do. I kept kissing her, and we moved to deep tongue kisses that were obviously inflating all of the passions between us. As we kissed, I could hear the slavering sounds from where Elsa was lapping up Julie’s prodigious juices emanating from her pussy.

Elsa brought a finger up to my lips directly from Julie’s love box. Julie watched as I lapped at the juices, and then Elsa repeated the act only this time getting Julie to taste her own sexual arousal. She didn’t seem to mind in the least, but I could tell the lewd act was totally new for her.

Julie watched me watching her suck on Elsa’s finger. She asked in a husky voice, “Does it turn you on to watch me do that?”

I nodded and then kissed her lips. I licked at the nearby finger.

When we parted, she turned to Elsa and said in a shy voice, “Do it again, please.”

Elsa dug deep this time and with two fingers. She brought them up to Julie’s mouth where she made a small show of smearing the cuntal juices on her lips before ingesting the fingers. The entire time, Julie watched my face; obviously pleased that I was turned on by the lewd act she’d been led into.

I detected a sense of pride in her that she had done something so unique and sexual. I asked her, “Are you pleased that you did that? Is that a first?”

Julie nodded, “I never would have thought of doing something like that before hanging out with your family. I saw Ryan and Cindy do it a few evenings ago. It looked so ... sexy, I couldn’t resist trying it.”

“You taste good.” After saying those words I lowered my head and sucked on Julie’s ripe breasts, teasing her nipples into my mouth and tongue until they were extended, rigid, and white hot. I knew I was touching her erotically because I got a moan from her, but then I remembered that Elsa was also doing things to her pussy with her tongue and fingers.

When I looked I discovered that Kate was now between Julie’s legs lapping at her cunt and fingering her vaginal cavity. She gave me a wink without disengaging from our young virginal nanny’s dripping slit. Kate’s actions pleased me and turned me on. She had the most perfect body of anybody I knew, and I’d seen a lot of nude women among my family and friends.

Julie eventually had a small orgasm. She gasped out, “Thank you, Elsa.”

Kate made a final lap just as Elsa kissed Julie. Julie struggled to sit up to see who had brought her to a climax. She gasped, “Kate! Oh, my God. Thank you. I didn’t...”

Kate slinked up the chaise over Julie and kissed her. I think there was a further exchange of body fluids before she backed away. Kate had a great ass and fabulous legs.

Elsa asked Julie, “Are you ready to become a woman?”

Julie smiled, “I thought I was, but I know what you mean. Yes, please.” She looked over at me in obvious invitation.

Julie had never let go of my cock as we’d been lying next to each other. She squeezed and pumped me a few more times and then let go. I was hard as steel. I admit that she did look worried when I got between her legs and lay my cock on her mons and lower abdomen. My length looked as though it went from her vaginal opening almost to her navel. From the outside it looked like a daunting shaft to take inside. Given Izzy’s tinier size, I looked even larger against her body. I’d show Julie later for a laugh.

I ran the head around Julie’s nether region focusing on her slit and coating myself in her flow of juices, but then Elsa grabbed me and inhaled my cock. She salivated all over my shaft and then led me to Julie’s tight but wet opening. I pushed gently into her body, making small pulses into her and going deeper on each surge forward. I didn’t encounter any maidenhead or hymen and hadn’t when I’d fingered her; eventually, our groins ground together signaling that I had reached maximum depth inside Julie’s pretty body.

Julie gasped and had never taken her eyes from mine. I had watched her for a sign of pain or discomfort, but there seemed to be none. I only saw lust, concern, curiosity, and then the love connection I felt with each of my wives...

Julie gasped out, “That is the most fantastic feeling in the world. Why didn’t I start doing this when I was twelve?”

“Because you were a good girl,” I speculated in a teasing tone. She nodded.

Gradually, I started to stroke in and out of her body, small strokes at first that elongated into full sexual strokes aimed at mutual pleasure. With each stroke she gasped in obvious bliss. Her hands came to my hips, and Julie would pull me deep into her body and then urge me out again to repeat the cycle.

Elsa came close to Julie’s face and talked to her. “Doesn’t he feel wonderful? Don’t you just adore that big cock making love to your tight little pussy? Just think, that huge cock that you held onto only a few moments ago, is now completely inside you – stroking in and out of your love hole. I love the full feeling I get when one of the men is inside me like you’re experiencing. Don’t you just want to fuck all the time? I bet your dildo never felt this good.” She went on and on, varying between lewd, cute, and romantic in her statements. Often she’d kiss Julie, who seemed more focused on me but would divert for a few seconds to pay attention to Elsa.

I asked Julie if she was comfortable and she said she was in heaven. I asked whether I could cum inside her and she nodded at the suggestion and panted, “I want the whole experience – soup to nuts.” We ignored the Freudian implications of her remark.

Elsa reached between us, right next to where I was penetrating Julie, and started to stroke her clit. Julie about came unglued at the seams. “Oh, Dear God,” she gasped. “This is so wonderful.”

I told her, “Tell me when you’re about to orgasm and I’ll join you.”

I worked inside her as Elsa stroked away, five or six of her rubs to one of my strokes. We could watch as we wound Julie up higher and higher. She gasped out, “Very soon – oh, God, NOW!”

Julie was tight and snug, but was generating lubricating fluids at a high rate. I felt her vagina go into spasms around my cock as she came, and that was all I had been waiting for. I started to jet my hot cum inside her. As my second jet pulsed into her, Julie’s eyes popped wide open. “Oh, I can feel you ejaculating inside me. How ... niceeeeeee! It’s warm.” Her eyes closed and she gave herself over to the rapture of the experience.

I eventually nestled into Julie so I could kiss her some more, but remain deep inside her. Elsa and Kate were right there too. Elsa said, “Now you know. Was it OK? Sometimes first couplings aren’t remembered all that fondly.”

Julie shook her head, “This was the greatest and most sensual experience of my life. Thank you. I am honored.”

“We are the ones who are honored,” I told her between kisses. “You were brave to deal with this, especially in this over-sexed setting ... and with two helpers assisting us.” I glanced between our legs. “I hope I didn’t hurt you. I don’t think you bled.”

“Oh, no you were fine. I’ve used my ‘Dildie’ as I call it so much I know I didn’t have a hymen and had been well intruded on by my toy. I’d just never had a man. I never dreamed it would be someone so nice and handsome,,, or that the experience would be completely different and so wonderful compared to my plastic battery toy...”

Elsa smiled, “You could give her The Experience. I bet that would change her day. Celeste too.”

Julie questioned, “What do you mean The Experience?”

Elsa said, “Mark has the knack to be able to give a woman the most wonderful orgasmic experience of her lifetime. You won’t want to do it all the time, but when it happens you will have truly experienced the bliss of heaven.”

“He gave me a couple of orgasms just now making love to me. I didn’t think women could have orgasms from vaginal intercourse.”

Elsa said, “We can and do. Mark can do some amazing things, and so can the other men. They’ve studied how to be good lovers. That said, The Experience is like all the orgasms you’ve ever had or ever will have all rolled into one colossal pleasure event. You’ll love it.”

Julie shook her head, “I think I’ll look forward to that. Right now I need some water or something to drink. Also, Philip Emerson should be waking from his nap pretty soon.”

Elsa

Julie and I played with Philip Emerson after I fed him from my two maternal spigots. I had to clean off the sunscreen from both tits before feeding him. He’d become a good eater, gulping down my milk or formula right on schedule, giving up generous burps on cue, and then getting all cute and giggly after we finished dealing with his normal gastro-intestinal reflexes – he always pooped right after eating.

KC and Alice were quick to join in, claiming that they needed practice in preparing for the birth of their own children. I explained that they had plenty of time since they were each coming to the end of only their first trimester. Nonetheless, they had my son sucking on their nipples before giving him back for his final top off.

Mark tried to be present many of the times I was breast-feeding. He told us one day he thought it was good for the baby to hear a male voice as he fed at what he called the ‘trough of motherhood’. Often, we’d laugh and tell ribald jokes. He’d found some web site entitled Jokes and Giggles that had almost daily humor of some kind, often with lots of sexual innuendo.

Our whole group drove to Frederiksted for dinner, plus since it was the third Friday of the month there was a free jazz concert in the town park. Everybody in the town went, including us; and wore flip-flops, shorts, and t-shirts. We blended in nicely, except we were obviously a large group drifting around the various stores and such. We caught up with more jazz when all of us filed into the Blue Moon near the main pier. The owner looked relieved that we had shown up since a reservation for thirty people plus five security types fundamentally overwhelmed the small restaurant’s capabilities. There were four other couples in the place when we arrived, and to make things easier we broke up into five different groups to fill the smaller tables. The small jazz trio looked pleased to suddenly have a good-size audience and they started to really put on a show for us.

Julie was carrying Philip Emerson in a shoulder pouch that cuddled him to her body and left his little head nestled into one of her t-shirt clad breasts. One of the other female patrons came over to see the baby, and asked whether the baby was Julie’s. She smiled and pointed across the table at me, “No. It’s hers. I’m just the nanny, but I think I love the baby as much.” She jostled Philip Emerson a little to put his sleeping form on more of a display for her.

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