The Billionaire Bad Boy Plan

by Michelle Love

  I pull it out and reach for the vibrator. She moans as it shudders inside her wet pussy. She is extremely turned on by Sienna, and kisses and fondles her breasts.

  "Oh, oh fuck yeah!" she moaned as she peaked, still kissing Sienna.

  We all laid down for a moment and realized how great we feel. Brigitte grabs her things and thanks us, before exiting out of a side door.

  "That was awesome," says Sienna.

  "Yes, it was."

  We lay close together and kiss passionately. It will definitely be a scenario that we will remember. Fuck, my Sienna is so unbelievably good to me.

  SIENNA

  We drive through the city and I hold Jonathan close. Our magical afternoon was so enticing. Oh, I can't even describe how it felt knowing that Jonathan was watching us behind the screen.

  "What about some Italian takeaway and then a movie at my place?" says Jonathan.

  "Sure. I'll have alla panna and gelati too."

  He winks as he phones ahead to Marcello's, "Hey there. Yes, a serve of cannelloni, an alla panna and two large servings of gelato. A tub with a range of flavors… yes sounds even better. Okay, twenty minutes. Jonathan, Jonathan Ellis. Thanks, see you soon."

  The car drives around and the city is quieter than usual. I am still glowing from our experience at the club. Brigitte was so good and a part of me sensed that I actually turned her on. I wondered if she had a partner or kids, or if the club was her family. Then I realized I liked the anonymity of it. She was bound by a contract that said she couldn't discuss any members or scenarios with anyone else. It was part of the agreement I'd had to sign and then Jonathan too, as we had left.

  It was important for a fantasy club to exist like that, and even more important for its secrets to remain that way. There was no use even thinking of the consequences that might occur from a doctor, a lawyer or a policeman's behavior being plastered all over the newspapers. I was glad there was an NDA.

  Jonathan looked happy as we drove through the city. Stephen had just kept on driving while we waited for our meals. We got to the restaurant and Stephen went in to get the pickup for us.

  As we headed home to Jonathan's, I felt great. I had let a fantasy be entertained. It was incredibly good. All of us had cum and enjoyed each other. I wondered what Jonathan's other fantasies were, and if what we had done today was one of them. I know he liked watching but was that all? Did he like anything else I didn't know about?

  I wanted for all of it to unfold. I desired it so desperately. I was so turned on by my lesbian experience and I imagined that if Jonathan had a fantasy that it would tip him over the edge like mine had done to me.

  I let my mind drift as we drove through the night and waited to get home. Then the gate appeared and we drove through it into our own little world. I was so taken by it that it didn't seem at all real. To feel this good, this comfortable and this content about all of it. Mmm, it was the best day ever.

  After dinner, Jonathan sat down next to me with a glass of red.

  "I need to ask you something, Sienna."

  I looked into his eyes and knew it was important by the way he acted, he was slightly awkward. It wasn't like him to act awkward, so I trod carefully.

  "Alright. I think we know each other enough that you can say anything."

  He swallowed, "I don't want to confront you with this but I must."

  "Okay, go on.”

  "Well, you know how I like to watch you because I love you and my addiction..."

  "Yes, yes." I couldn’t help but be a little impatient.

  "Well, I want to watch you with a new theme in mind. It's quite a big thing and I can't help it. It's been my fantasy for as long as I can remember."

  I laughed, "Mine was what we did tonight. I was wondering what yours might be."

  "Oh really?"

  "Mhm, I want you to have yours too. Whatever it is you can count me in, Jonathan Ellis. I know you won't hurt me."

  Jonathan smiles and kisses my neck. He is beaming and sips his wine.

  "It's all set for tomorrow night at seven pm."

  I look at him and he winks at me.

  "You are a cheeky devil. I thought you might have planned something."

  His face lit up again and he kissed me passionately. His hands moved over my breasts that still felt slightly aroused from my own fantasy.

  "Where is John Wayne?" I say.

  "Probably having sex in the barn."

  I laugh at him as he fondles my breasts and my pussy warms and dampens in response.

  "Can I have you for dessert?"

  I lose my breath as he kisses me on my neck. It is so unfair that he knows it's my weakness.

  I want him to take me and do anything he wants to do. I feel him push me backward on the lounge. My leotard is still on and it drives him crazy.

  "You can't have me because it's too tight."

  I look at him, and he continues kissing my neck and touching the leather over my pussy.

  "Oh, fuck, I want you."

  I turn over so he can untie me and he pulls it down as my back is facing him. My tits fall out and he grabs at them furiously from behind. I can't help but moan.

  I feel his cock press on my backside and he wiggles the leather down so his hand can grasp onto my pussy.

  "Fuck, you're driving me crazy."

  I pull my leotard off and stay with my back to him. His hand lands on my ass and he slaps it hard.

  "Ah, ah. You're so hot."

  He kisses my neck and then his hand goes in between my legs and he places a finger inside. My hips move onto it and my juices go over his finger.

  "Oh, fuck yeah."

  He places another finger in and I gyrate on top of his hand like a crazed animal. The kissing continues and his other hand pulls at my nipple.

  I continue humping his hand and then he pushes me forward so I am sticking my ass out at him.

  His head goes under me and I am sitting on his face. His tongue is writhing inside and he enters with his fingers again.

  "Oh Jonathan, oh fuck."

  I know he likes me talking dirty so I say it again. "Fuck..."

  He moves his head out and undoes his jeans. I look back and bite my lip, waiting for him to enter me.

  He teases the hole with the tip of his cock and I feel my wetness become more as he neglects to go inside.

  I am so horny, I began begging, "Please Jonathan, please."

  "Good girl," he says, sliding it inside.

  I moan in pleasure as he teases it slowly in and out.

  He quickens the pace to a steady rhythm and I am breathless as it goes in and out of my pussy. I have never been so wet and horny and the size of his cock feels incredibly large. More so than usual.

  "Oh, yeah Sienna. You like it like that."

  "Oh, oh. Fuck me hard Jonathan."

  He pulls my hair and uses it to pull me onto his cock deeper.

  Jonathan is breathless when I cum and he places his hands on my hips to steady the pace for himself now.

  "Cum in me Jonathan…," I say, "Fuck me, ooh, yeah."

  He pummels into me and lets out a moan as he blows his load into me. My pussy feels delighted to have him cum inside. I feel so extremely satisfied.

  “Sienna, I never want to lose you,” he says.

  I look into his beautiful eyes and feel the same way.

  “I feel the same way, sexy.”

  I kiss his lips and then get up and walk around to stretch my legs.

  “Shall I run us a peppermint spa before bed? I think we might like it. And need it.”

  He looks at me and nods to signal a yes as he sips his wine. I am very glad that he desires me so much. I feel like the luckiest girl in the whole universe. Thank you, Jonathan Ellis. I love you. Damn!

  JONATHAN

  Waking up next to Sienna feels like Heaven. She looks divine laying in the sheets with her hair spiraling behind her back and breasts moving up and down as she breathes.

  I know it's only early so I w
on't wake her, but I move to my gym down the hall to work out. As I run on the treadmill, my mind flashes about my escapades with David tonight. I must find a way to talk with Sienna before we meet him.

  I look out the window and the view of the landscape is breathtaking. It's not tainted by anything that could pollute it, yet. I wonder if that's what I'm doing to Sienna. Am I tainting her with my polluted ways? She hasn't really done anything that extraordinary in terms of my fantasies yet. I guess tonight will be the gauge of how well she copes.

  It was cute how the lesbian fantasy played out and I loved it for sure, but it was just a little bit tame for my needs. Fuck Jonathan, you can't just be happy with normal, can you?

  I move to the rowing machine and try to physically overcome my attitude. Maybe I should stop it, or warn her about me. But would she understand? Fuck.

  I move to the bike now. I'll do six miles on it before I take a shower and wake Sienna. I can't help this addiction that I've got with her. Now that she's mine, she'll need to understand it. It's going to be a steep learning curve for her, but I think if I warn her, it'll be fine. Good, two miles down, four to go.

  Alright, Jonathan Ellis, you've got this. You can discuss it with her over breakfast. She needs to know that you need it. That it's part of you and that you have to have it. Just be straight with her. All great relationships are based on trust. She will trust you and then it will be fine. Right, six miles are done. Shower time!

  Sienna is just waking as I run the taps for the shower.

  "I'll fix us breakfast Jonathan."

  She is definitely in love with me if she's cooking breakfast.

  "Sure, see you soon."

  I run through my mind the opening statements that could help me place my case to her about my fantasy. No, no, maybe. Ah, yes, that should work. The shower feels so good as it washes the sweat away. I love working out because it helps my mind. It clears it and makes everything seem more bearable. This is a huge step I'm going to take and I must be careful and tread very gently with my Sienna.

  "Finished yet, Mr. Ellis?"

  I open the door and step out leaving the water running.

  "Yep, there you go."

  She hops in and I leave the door open as she grabs the soap and washes her tits. Fuck, yeah.

  "Oi, you. Go and eat breakfast."

  I do as I'm told and she winks and closes the door. She is so hot. I pull out a light pink shirt to match my gray vest and suit pants. Then finally, a black tie to hit it all off.

  The kitchen smells good and there is a note on the counter, "Your breakfast is in the oven."

  I open the oven and find an omelette, toast, and bacon on a plate. I pull it out and let it cool a bit while I get coffee. Sienna's breakfast is still in the oven so I eat mine. It tastes amazing and I feel spoiled to have her cook for me.

  I despise cooking completely and I was so happy when I had enough money to dine out after college. I would rather eat out of a tin than cook, really.

  "Is it good?"

  "Mhm, some tomato would have been nice," I say cheekily.

  She is dressed in a beautiful pink, pinstripe pantsuit. Her hair is neatly placed into a bun, and her green eyes are Heaven as they look at me.

  "Yum!" she says, taking a bite of her omelette.

  It is still only seven-thirty and I have time to speak to her.

  "Do you want a coffee?" I say.

  "Ooh, yes please Jonathan. Thank you."

  "Sienna, I want to discuss something important with you."

  Her eyes look at me in naivety, "Yes, okay, shoot."

  I clear my throat, "Well you know how I like to help people in my practice and with the apps I make?"

  "Yes."

  "Well my fantasies… my sexual needs are the opposite of that. They are devious and a bit naughty or rough."

  Sienna's eyes widen and I feel myself treading on thin ice as I continue.

  "It's like as a child adults tell you what the right things are. But when you play with your toys, you are allowed (and only during play), to be bad. Like cops and robbers, or cowboys and Indians."

  "So, you want to be bad in your fantasies with... with me?" she asks.

  "Yes, I do. I definitely do, Sienna."

  Her eyes widen and she turns away while rinsing her breakfast plate. I can’t see her expression.

  "Will I be hurt?"

  "No, but you might be scared. My fantasies are of dominance and of rough play. It might be uncomfortable for a time."

  Sienna thinks and smiles, "Okay, I see that you need it, Jonathan. Okay."

  I can't believe her. She is so fucken amazing. I warn her once more.

  "You may be scared and uncomfortable, but always safe."

  "Yes, Jonathan, I understand."

  Sienna sips her coffee and her green eyes glow as they always do in the mornings. I go behind her and cuddle her and kiss her neck. She is mine, finally. Tonight, she'll get a taste my fantasy and it will be unbelievably good.

  SIENNA

  The ride to work was nice, except for my lipstick removal! I've never known a guy to be so into kissing. Not that bullshit kind of kissing, though. The real deal, where the guy is making you breathless and horny because he wants to passionately place his tongue with yours and feel the inside of your wet mouth.

  Sometimes, I wished I could tell guys, especially the ones at college. I'd say, "Hey, you're doing it wrong. Don't grab the breasts. Go for the mouth. She'll be horny in two minutes flat if you do it right. Then you'll get to all bases after two, simple, passion driven minutes."

  Okay Sienna, you're being very sarcastic this morning. Why? Ooh yes Jonathan's bad boy, rough fantasy thing, that'd be it! Shit!

  Alright so scared and rough, but always safe. That will be alright, Sienna. Now get back to work.

  The Langdon room was a great place to work. It was calm and the temperature was perfect. I had been given a list of clients to join the new group we were thinking of starting next month. I was to familiarize myself with the candidates and pull up any red flags and investigate them with Jonathan at eleven am. He would be in an app meeting until then.

  Okay, let's see Denise Farrow. Schizophrenia... a history of theft and violence. Mmm, well they would be red flags. Okay, and hallucinations of dragons and witches and wizards trying to kill her. Okay, I don't know if they have medication for that! Poor woman, how terrible. She would definitely add character to the group, that's for sure!

  Next is Charlie Groper. Severe manic depression with suicidal tendencies. Tried to commit suicide three times after the loss of his job three years ago, poor man.

  Okay, Nancy Walker. Severe psychotic episodes and outbursts that are denoted by rage and severe panic. Umm, no comment.

  Next is Louis Johnson a well-managed schizophrenic who has difficulty socializing.

  Okay, well, they are all red flagged except for Louis. Wow, I can't imagine how exhausting life must be for them with the illnesses they have. There were no "normal" candidates really. It is a quarter to eleven and Jonathan will be calling for me soon.

  I continue to the bathroom and fix my hair and add to my makeup. I like the professional look. It suits me, I think.

  "Ms. Ruston, Mr. Ellis will see you if you're ready."

  I walk over to the buzzer, "Thanks, Jeremy," I say.

  Jonathan is sitting at his desk when I go through the door. I have all the files in my hand and I walk and go to sit down.

  "No, don't sit. Put the files down and let me look at you," he says.

  I place the files on the coffee table and I straighten up and look at him.

  "Turn around so I can see the back of you."

  I twirl around and notice the firmness in his voice. It turns me on.

  "Mmm, very nice. Now bend over."

  I bend forward so my ass completely faces him and I wait.

  "Good girl, you can sit down now. Tonight, you will be commanded to do things in the fantasy. You must do as you are told or it may become unc
omfortable for you."

  I look at him, intrigued by his fascination with the fantasy he wants to make me endure. One-half of me yearns for it and the other half of me is scared to death.

  "Jonathan, is there a safe word for tonight?"

  "Yes, your safe word is Enough."

  "Okay, thanks."

  "Remember Sienna, you will always be safe just uncomfortable and scared. Please try and embrace it."

  I look and realize that he yearns for it, craves it and can't wait for it.

  "Yes, Jonathan. I will be a good girl."

  His eyes light up as I hit a nerve. He knows I understand as I speak to him in his language. I will be his submissive and the show will play out. I will be the main character in the theme of it all.

  JONATHAN

  "Sienna, have you found any red flags?"

  She eyes her notes and looks up at me. I won't have her today because she'll be mine tonight.

  "Um, they are all red flagged bar Louis Johnson."

  I look at her puzzled, "Is Louis Johnson a schizophrenic?"

  "Yes, yes he is."

  I add, "Well then he is a red flag."

  "Even though his file says well-managed?" she asks.

  "Yes. He is still red flagged because if he does not take his medication..."

  I wait for her to read the consequences.

  "If he doesn't take it, then he thinks he is in a war fighting enemies and becomes very violent and aggressive."

  "Yes, exactly," I say smiling.

  Sienna puts the notes down and looks at me, "Then they're all no good. How can we help them if they are all too out there to be helped?"

  I see her beautiful soul, the one that cares without question. I like it. I love the fact that she yearns to help them.

  "Well, we will have to make sure we have security. It will cost a bit more but that doesn't matter. If we're going to help them, then we'll do just that."

  Sienna smiles and her brightness beams inside the room. She is delighted at my answer.

  "Oh, how wonderful you are to care so much, Jonathan."

  I look at her and smile, "Yes, we both care a great deal, don't we?" I say.

  Sienna looks at me and I can see that she is slightly aroused. I know she wants me but I don't want the night to be less intense.