The Chauffeur - Book Two - Cover

The Chauffeur - Book Two

Copyright© 2025 by Pablo Diablo

Chapter 4

Erotica Sex Story: Chapter 4 - David, once an ordinary man with too many bills, continues an incredible journey combining ongoing sexual adventures that almost defies imagination. Starting with a limousine company, him and his team begin acquiring other businesses while avoiding trouble with the death of one of their own. The sex rolls, the adventure is a romp, and you won't be able to put this near 150,000 word Book 2 down!

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Ma/ft   mt/Fa   Consensual   Romantic   BiSexual   Heterosexual   Fiction   Workplace   Incest   Group Sex   Orgy   Swinging   Anal Sex   Cream Pie   Exhibitionism   Masturbation   Oral Sex   Sex Toys   Voyeurism  

The ride home was uneventful, although Dakota kept rubbing my thigh making me hard for the entire ride. Fred said that the issue on the 101 had been resolved and that would be the way we were going to travel.

Jennifer called me.

“Hey lover. I have some news for you about the Kraft building. It is 95,000 square feet of office space. There is zoning permitted for a deli on floors 1-5 and zoning for an actual restaurant only on the first floor. Current occupancy is at 41% which is great, it gives us the room to move all the LA district offices into that building and still make money. They have a parking garage across the street that is connected on the fourth floor of the building and an underground connector as well. They are currently getting just under $7.00 per square foot of office space, but if you sign a long-term lease of 5 years or more, they will drop the price to $6.50 per square foot. The parking garage across the street holds 575 vehicles, while the underground parking garage holds only 300. They do have a dual loading dock to allow more than one client to move in without disturbing the daily functions of the building. Now, here’s the fun part. They have had the building on the market for $121 million, but the people that I know in the business say that they will most likely take $40 million. They are barely operating in the black mostly due to badly written vendor contracts that are due up in January of next year. Personally, I think this may be a steal. That is my professional opinion. Oh, and Diane is a god-send. She tracked down so much information for me allowing me to focus on other important details. If you get a chance, please drop her a line and tell her how proud you are of her.” Jennifer says to me.

“Do we need to locate financing, or should we just buy it outright?” I ask.

“If you have the money available, I would just buy it. If not, financing of this would be easily available.”

“Sounds good. Call Jill. Give her the same information. Tell her that I think we should buy the building if we have the money liquid, if not then let’s take a short-term loan and finance no more than half the price. Also, I would like for you and Diane to join us on the east coast trip next week. We’ll be heading to Tampa, Atlanta, Boston, and New York and the Hamptons. The trip will be about 5 days long. I do not want John trying to join us, so please do not make him aware that Diane will be joining us. He needs to focus on the Pasadena call center. I hear he is doing very well, and I want him to continue doing well.” I tell Jennifer.

As I hang up the phone, I realize that I’ve been talking almost the entire drive home. Fred pulls into the driveway, gets out and holds the door open for Dakota and me. I hand him four folded $100 bills, thanking him for his hard work.

Fred leaves as Dakota and I walk inside. She is holding my hand as we enter the house.

“Hello you two. How did the meeting go with Mark Newberg’s nieces? Did you hire them?” Jill asked.

“Yes. I hired one for me and one for you. Kay is the accounting genius. She’ll be working for you. She has a nose for finding out shady shit and uncovering money. I think she’ll quickly find all the monies that Sasha and her Russian friends have hidden in the companies. Kim, her sister, will work as a liaison between Donna and Jennifer. I also invited Diane and Jennifer to join us on our east coast trip next week.” I say to Jill.

“That sounds wonderful Darling. By the way, whom is Darleen? She called asking to play with us tonight.”

Dakota piped in, “She’s an old girlfriend that David used to fuck until she couldn’t walk straight. Mark and Daddy both think she looks like an older sister to me. Mark made Daddy promise that he wouldn’t wreck her for work tomorrow.”

“Oh wow. Now that sounds like fun. When will she be here?”

I say, “She gets off work at 5 so maybe 6-630ish depending on traffic.”

“Well, let me take a shower, if we’re going to play, I want to be fresh.” Jill says.

Dakota agrees and heads to the other bathroom.

I look around and ask, “Where’s Tina?”

“She’s meeting Roger tonight. They are going to have dinner and then look at some condos that Mark Newberg sent him addresses to drive by. He’ll set up actual viewings if he is interested in any of them.” Jill answers.

I hear the water in both bathrooms start. My head wants me to sneak in to see my gorgeous wife in the shower, but I know that if I’m going to play with Darleen AND Dakota, I need to save my energy. I decide to go have another glass of pineapple juice.

After a few minutes, I hear one of the showers turn off. I head to the bedroom to pull out a pair of dress shorts and one of my Cuban style shirts. No underwear needed as I don’t think we’ll be clothed very long.

Dakota comes out of the second bathroom. I walk past her to go in and get cleaned up. She stops me and says, “Daddy, with my new ‘sister’ we’re going to rock your body tonight. Hope you’re ready.” She kisses me, squeezing my cock for fun before I head into the bathroom.

I still can’t believe that becoming a chauffeur would change my life so dramatically for the better.

I had just barely gotten out of the shower and was drying off when the bathroom door opened. There stood Darleen, staring at me. She has a beautiful smile and a wonderful body. She steps into the bathroom, putting her index finger into her mouth, sucking on it in an erotic manner.

“Hey Sexy. I met your wife on my way in here. She said she is fine with me having my way with you tonight,” Darleen says in her ‘come fuck me,’ voice.

“You know, of course, I’m a bit older now, not quite as active and horny as before when we used to date.” I say, trying not to smile.

“Do you still drink the pineapple juice every day?” She says.

“Um, well yes.”

“Then I don’t believe it for a moment. You are still the same horny, over-sexed man that I fell in love with after your divorce. I made a huge mistake letting you get away.” She says in a heartfelt manner.

“Your boss made me promise that you’ll be ok for work tomorrow. He said that I ‘can’t wreck you’ like he believes I used to do to you.” I say with a smile on my face.

“Oh, don’t worry about him. I fuck him too. He just doesn’t want me unable to continue to have sex with him in the conference room. He’s a bit kinky, but really, he’s not even in your league when it comes to sex.” She says, sauntering over towards me.

She grabs the towel, pulling it to the floor. In just a moment, she is pushing me back into the shower. She is unzipping her dress as she apparently left her shoes outside the bathroom. Her dress hits the floor and I see that she has no panties on, just a bra.

She reaches around and unsnaps the bra, letting it hit the floor as well. She steps into the shower.

“Get me wet baby.” She says seductively.

She uses both hands to up my face and kiss me passionately, parting her mouth just a little to put her tongue inside of my mouth.

I remember how she used to smell and taste. It all came rushing back to me. My cock was already pointing at the ceiling. She leaped up and wrapped her legs around my waist. She was doing her best to impale herself on my hard cock without reaching down and putting it inside of her womanhood.

After an awkward moment, she achieved success. My rock-hard cock felt her wet wanton entrance to her pussy. I grasped both of her ass cheeks, lifting her up and down on my cock.

It only took a few thrusts, and I felt her already begin to spasm on my pelvis. I felt her pussy grasp my cock as if she was doing Kegel exercises. I had forgotten just how tight she was. My mind and body were really enjoying her once again.

I felt her body orgasm wave after wave while she was impaled on my dick.

The water felt as a nice contrast to her hot wanton pussy. I turned her around, pushing her against the wall and began to thrust into her hard. She began moaning loudly.

“OH, FUCK DAVID, I’VE MISSED THIS SO DAMN MUCH.” She says loudly.

“David, when you’re done there, you have a guest waiting in the living room. It’s Marcus. Should I go ‘entertain’ him until you’re finished?” Jill says sarcastically.

“Um, yes. That would be nice of you.” Was pretty much all my mind would allow me to say,

I hear the bathroom door close.

I think to myself, ‘Marcus, why is he here? I shake my head, telling myself that he’ll just have to wait.

I continue to fuck Darleen with all that I have. My brain reminds me of Dakota’s statement from earlier that she intends on ‘rocking my world’ with Darleen. I knew that this might just be a wonderful night.

I know that I still have strong feelings for Darleen. However, we parted as friends mostly because she didn’t see us going anywhere serious. I was freshly divorced and a bit gun-shy about getting right back into a romantic relationship. I just wanted to be a ‘man-whore’ at that point. Up until I met Jill and Dakota, no one had ever gone stroke for stroke with me in the sex department. However, now I have Jill, Dakota, Tina, Jennifer, and Diane. Here with Darleen, this might create a new wrinkle to my already complicated life.

At that very moment, I really didn’t care all that much about new wrinkles. I just wanted to enjoy our current entanglement.

I could feel her reaching one of her large, loud orgasmic peaks.

“OH DAVID, OH FUCK. I’VE MISSED THIS SO DAMN MUCH. FUUUUCCCKKKK MEEEE. GAWD DAMN I MISS THIS COCK!” she announces loudly. In fact, it was so loud that it seemed to echo off the walls of the bathroom.

I just kept thrusting into her with force. She was trying her best to gather herself as her orgasm was subsiding. However, I remembered one of my secrets of playing with her. I reached down from her ass cheeks, using my fingers to spread her labia even wider and pulling her ass cheeks apart. I lifted her up higher and set her down on my cock, impaling her asshole.

“OH FUCK, FUCK ME. YOU ARE SO BIG. I’M CUMMMMMMING AGAIN!” Darleen announces once again.

I look into her eyes as she is spasming on my cock yet again. I feel her body splash between my thighs with her love-juice. I thrust a couple more times into her very hard as my body begins to approach the impending orgasm of its own.

“OH, FUCK ME DARLEEN. I’VE MISSED THIS TOO.” I say as I shoot my entire load into her bowels. I shoot rope after rope into her. Once again, I’m seeing stars as I orgasm. I am staring into her eyes, but my mind is somewhere else. I just keep spasming into her.

Finally, after several moments, my mind begins to come back to the matter at hand.

I gently set her down on the floor. She cups my face, kissing me passionately. We stand there in the shower kissing for several minutes. While I’m kissing her, I reach for the controls to turn the water off, only to be directed to leave the water on. She has decided that she needs to wash our sex off so we can play with Jill and Dakota in a few minutes. She doesn’t want her first playtime with either of my ladies to have my cum leaking out of her ass.

I smile, kiss her and step out of the shower, picking up my partially used towel. I begin to dry off. Just as I reach for the door knob, I hear Marcus announcing his own orgasmic peak, into what I assume is Jill’s talented mouth.

“Darling, I’ll see you in a few minutes.” I say to Darleen as I leave the bathroom.

I walk naked from the bathroom across the hallway to our master bedroom. I put on a pair of basketball shorts and a white tee shirt. No underwear. No shoes.

As I head down the hallway, I feel a pair of hands squeezing my ass from behind. Clearly it was Dakota. I stopped and spun around to say something cute to Dakota, but to my surprise I see Diane.

“Um, hi. I didn’t know you were even here. Jill only told me that Marcus was here.” I said to her.

“Yes, I know. I came here with Marcus to beg for a job for him. You already know how I feel about you. I’ll do whatever you want me to do. He really needs a job. Mom said to him today that if he doesn’t get a job by the end of the month, he has to move out.” Diane says to me in a heartfelt manner.

“I hear you have another member of the commune in the shower with you.” Diane says to me smiling.

“No, just an old girlfriend, before I met Jill, Dakota, Tina and everyone else.” I say to her, standing in the hallway.

“Well, to me, it sounded like she misses that wonderful cock you have.”

“Um, maybe. She’s the one lady that I can definitely say would give Dakota a run for her money on being sex-hungry.” I say with a cheeky smile.

“WOW! That’s big words. I’ve never met someone as sexually powerful as Dakota, and you tell me this woman in the bathroom will rival her. David, David, David ... you might just have your ass worn out when these two get done with you.” She says to me, smiling the whole time.

I know she is right. I already struggle to keep up with Dakota, but adding Darleen to the mix will really wear my ass out ... but in a good way.

I lean down to her and kiss her. I put my arm around her back and walk with her towards the living room.

Oddly, it wasn’t the scenario that I expected at all.

Jill was without pants riding Marcus’ face as he was sitting up on the couch and it was Dakota on her knees in front of Marcus, giving him one of her delicious blowjobs.

Diane and I keep walking right past them as Jill gives me a wink.

I take Diane out to the TV room and sit on the couch with her.

She reaches over and tries to pull my shorts down, to give me a blowjob, supposedly for a job for her brother Marcus.

“Honey, don’t do that.” I say to her.

She looks up at me with a quizzical look on her face.

“Why not?” She asks.

“I’ll be happy to give Marcus a job. You don’t need to blow me or have sex with me to get that. Our play time is just that, PLAY TIME. There is no tit-for-tat. No quid pro quo. All you need to do, my darling, is ask. You don’t need to try and seduce me with sexual favors to get what you want. Do you understand?” I say to her in a serious tone.

“So, you don’t want me to give you a blowjob? But I thought that was why Jill taught me to get better at that?” She says in a worried tone.

She went on to say, “John says he loves my new technique that Jill taught me on how to properly give a guy a blowjob. Why don’t you want one? Did I do it so badly that you don’t want any more from me?” with her eyes filling up with tears.

“Darling, I want as many blowjobs, as much sex, as much twosomes, threesomes, and moresomes that you’re willing to be part of. What I am saying it that it doesn’t take you having some type of sex with me to get what you want. Marcus needs a job, no problem. We’ll find something he can do inside the company. Please understand, you are a beautiful woman. You don’t need to give sex to get what you are asking for. All you should have to do is ask, that’s all. Anyone who expects quid pro quo then they are the wrong person to ask.” I say to her.

She gets up on her knees on the couch and kisses me. She wraps her arms around me and hugs me.

“David, may I also begin to call you Daddy? You’ve been more of a father to me in the short time that I’ve known you than the bastard of a man who ran out on Mom, Marcus, and me.” She says into my ear in almost a whisper.

“Darling, I would be honored if you began calling me Daddy.”

Once again, I hear another orgasmic peak coming from the living room, but this time it’s from Jill. I don’t even need to turn around. I know my wife’s beautiful orgasmic sounds.

“There you are,” Darleen says to us.

“Diane, this is an old girlfriend of mine, Darleen.” I say, giving introductions.

“Well, David, I’m not sure I like the ‘old’ part, but former girlfriend would be a better description.” She says to Diane and me.

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