Chapter 5

When we got to my new condo, I parked and opened Penny’s door. We walked hand in hand to the security desk, where I smiled at the different guard. I put my code into the keypad next to the elevator door. It opened, we entered and I took her into my arms and kissed her until the elevator stopped. We walked arm in arm to my front door and I allowed her to enter before me.

“This is a nice place, Paul.”

“I like what I’ve seen of it. It’s big enough to not feel like I’m a sardine but I don’t know that I’ll ever use those.”

“Well, you are going to need a bigger place if you decide to have Deb live with you.”

“Paul, the place has three bedrooms, so that shouldn’t be a problem unless babies start showing up.”

“Maybe I’ll have you live with me,” I asked, leaving the end of the statement open ended.

“No. Marlene explained to me that the position of mistress was to be kept separate from the man when it comes to living conditions. I will keep my own home and you will be welcome to stay overnight with me anytime. At work we will be 100% business, so no quickies on your desk. Deb will need to learn how to be an honorable company wife, if you choose to keep her.”

“She can live with you. You can decide if she sleeps in your bed or in a room of her own. The three of us will get together on special occasions with the company or on holidays. I will not have any sort of sexual relationship with Deb or with Deb and you. So, no threesomes.”

“What if I don’t choose to keep her and I want you to be my wife?”

Penny looked at me with a raised eyebrow and a slight smile. I looked at her and immediately understood that I’ll have a lot to learn about this lifestyle. I made a mental note to speak with some of the other execs to understand the lifestyle.

“OK. I admit that I thought there was going to be more of a mix between the three of us. I’ll learn the conditions of this lifestyle as soon as I can,” I said trying not to sound as ignorant as I was.

“Ask me if you have questions, and if I don’t know the answer I’ll go and ask Marlene. Don’t you do it. Marlene told me tonight at dinner that as your personal assistant and mistress, it is my job to guide you through the business world and through this lifestyle.”

“OK. Would you like a shower before we go to bed?”

“I would. Is your shower big enough for two?”

“Yes. If getting clean is the goal, I would say it’s just fine. If the goal is to get friendly, then it will work really well.”

“I would like to just get clean tonight.”

“OK. Ladies first.”

“That’s right. You just remember that I’m a lady. One of the things that Marlene impressed on me is that as a mistress, I must always be classy and ladylike in public, but I’m allowed to fuck like a machine in private. As a lady, I’ll go first and then I’ll wait for you in bed.”

She stripped off her clothes and took several minutes to stand nude and pose for me. Her body was exquisite.

“Oh, before I shower,” she asked. “How do you like your pussy? Shaved, wild, trimmed, shaped?”

“I prefer pubic hair. I like it to be the natural shape in which it grows. No landing strips or stuff like that. I enjoy running my fingers through pubic hair and cuddling my face to it, but not having it so long that it bushes out from the edges of your panties.”

“Thanks. I’ll make sure that I keep it the way you like it. I have labia that extend a little bit outside my pussy, I hope you like that. And ... well you can find out the rest first hand.”

With that she entered the bathroom, turned on the water in the shower and then stepped into the large shower.

“Oh! You need to have some more girly soap and shampoo. I’ll bring my own,” she said from inside the shower.

I could barely hear her so I went back into the bathroom and sat on the toilet and watched her as she washed.

“What did you say?”

“I aid that you need some girlie shampoo and soap, but I’ll bring it.”

“I’m surprised that there’s anything in there. I didn’t bring any of that stuff with me.”

“No problem. Bring what you like and I’ll bring what I like.”

“What about if Deb moves in?”

“Then she’ll bring what she likes and we’ll make room for it.”

“Penny? Do you have a nickname you like? You know, like Pen, or something?”

“No. I really prefer Penny. It works at work and in public. If you have loving names for me that you’d like to use, like lover or sweetie or honey, you can use them when we are together in private or in public, but never in conjunction with work.”

“You have beautiful breasts, Penny.”

“Thank you. Do you like playing with breasts or nipples more?”

“Can I safely answer both?”

“Yes, dear.”

“Would you turn a little so I can see your butt?”

She turned her bottom to me and shook it a little.

“Penny, we’ll need to establish our language. Like do you prefer breasts or boobs or tits?”

“It depends on the situation. You sounded very respectful just now when you asked about my breasts. When we are being playful you might use tits. Boobs? That word always reminds me of someone who is less than smart.”

“I won’t ask about others. I’ll learn those as we go.”

I watched in silence while she washed her butt and pussy. She was nice enough to turn her back towards me when she bent over to wash her legs and feet. Her butt and pussy were enticing. It was all I could do to sit there and not bury my face in her dripping wet bottom. When she finished washing, she rinsed and stuck an arm out. I handed her the fluffiest towel I owned.

She dried herself and stepped out of the shower. I handed her a smaller towel for her hair.

“Thank you, dear,” she said softly and pulled me into a loving hug and a passionate kiss. “Now, get your shower done.”

I went to the bedroom and stripped.

“Stop right there. Would you please give me a look at the goods, since you’ve seen mine?”

I turned around and looked at her for her opinion.

“I’m not sure that I can improve on your body. And you’re a bit different from the guys they used for those pictures I had to pick from.”

“Better or worse?”

“You’re a little more firm in the abs and thighs. I like your butt, it looks like it will do a great job of driving me into the mattress. And your penis looks very good relaxed, does it get much bigger when it’s erect? Some guys really gain size when they get hard and some stay the same length, and just get hard. Now hit the shower and come and check out me out, up close and personal.”

I walked into the bathroom and turned on the water. My shower was quick, but not rushed. Penny did take a few minutes to sit on the toilet and watch me wash my cock and balls. She smiled and then lifted the lid and peed while I watched. She was lowering the personal walls pretty quickly.

When I was done, I took a towel and quickly dried, trying my best to not look like I was in a hurry. When I was done, I went out into the bedroom. Penny was sitting at the foot of the bed, looking wonderful.

“Which side of the bed do you like, Paul?”

“I think I usually sleep on my right side, so if you sleep on the left, I’ll be looking at you.”

“OK. Then I can scoot back against you and spoon to you. First things first, though.”

Penny gripped my hips and pulled me close to her and began to fondle my balls. She took my penis and cuddled it to her face and after closely examining it, she lovingly kissed it. Her attentions caused my dick to snap to attention, and soon it was straight up.

“Paul, this is a really nice cock. Do you like cock or dick or Johnson?”

“Johnson!?” I chuckled a bit. “I guess cock and dick are just fine.”

“OK lover, this cock is very nice.”

I lay down on the side of the bed I’d chosen and Penny kissed my leg and then my other leg and she slowly worked her way up kissing one leg then the other until she reached my balls. She kissed, licked and engulfed each testicle in her mouth, all the while using her hand on my cock. When she completed her loving of my balls, she moved up, kissing her way up the length of my shaft.

“Penny, that really feels good. I can’t wait to reciprocate.”

“You will, Paul, for many years to come.”

I think that might have been the moment that I realized that I actually had a mistress. I had a woman, dedicated to my personal and professional well being, who was probably not now, or ever, going to be my wife. The thought must have had an affect because Penny stopped sucking my cock.

“Paul? Tell me about what you’re thinking.”

“Penny, it just hit me that you ARE my mistress. You will be taking care of me in and out of bed and in business, but you are not going to be my wife. I guess the true weight of it just hit me.”

“Paul, your job is going to be very stressful at times, and I’ll be there to support you and have your back. I’ll be a part of the network of mistresses at the company. You will never be surprised by anything.”

“But my wife?”

“If Deb wants to come back and be your true wife, so much the better. It’s going to take a while for you to trust her again. When you are with me, there will be times when you wonder who she might be with. If she has come to her senses, she won’t be with anyone and she’ll gain back your trust. I’ll be watching her as well. If she’s being true, I’ll make sure you know. You married her. You loved her, hopefully you still do or will again.”

“I think that’s my concern. How do I have you and still love her?”

“That my dear, is something to talk to Charlie about, or one of the other execs. Remember, you are all on the same team. Nothing is off limits as far as information and mentoring go. You will never be asked to swap a mistress and the mistresses will never allow it if you try. Now ... where was I?”

Her mouth returned to it’s labors and after a few minutes, Penny Wondersome, moved and straddled my face. I returned her loving attention and soon she was enjoying several rolling orgasms. Without announcing her intentions, Penny moved again and straddled my hips. She placed my rock hard cock between her pussy lips and lowered herself onto me.

“There, now you can cum. I noticed your balls starting to tighten up. Please cum in me and welcome me into your life properly.”

She began to grind back and forth and circle her hips, pausing to slide up and down on my shaft. She leaned forward and offered one of her nipples to me, and I eagerly accepted it. I was suckling on her nipple and had both hands squeezing and fondling her ass cheeks when the sensation built in my loins. I released her ass, pulled her to me and wrapped my arms around her body. With several long, slow strokes I began to cum and pressed my cock as deep into her body as I could.

“Oh, lover, that was wonderfully warm and filling.”

Once I was empty, she sat up again began to move around again, shuddering through a few aftershocks. She traced random shapes around my chest and stomach, taking some time to flick my nipples. Then she lay back on top of me again and our lips met. We kissed gently, many times. Soft, swift, gentle kisses on our lips and cheeks and noses.

“Paul, that was really nice. Thank you.”

“Penny, a crazy thought just popped into my head. Somewhere down the road, will you want to have babies. And will you want them with me?”

“I don’t know,” she kissed me and then said quietly, “I do know that if I do, I will have them with you. You may also decide to take Deb back fully and have babies with her.”

“I don’t know about that. We talked about it, but she always put me off. I don’t think that she was seeing other men before Peter Larson, but maybe she was and didn’t want to risk having another man’s child, so she stayed on the pill.”

“As time goes on, you will need to learn that. I’ll help as much as I can. Then you will need to examine your relationship with her more closely.”

“Not something I’m going to do tonight.”

She rolled off of me and snuggled her soft, warm butt up against me and pulled the covers over us. Then she reached under the covers and grabbed my hand and pulled it around her and pressed my hand onto her breast.

“Good night, Paul O’Dell.”

“Good night, Penny Wondersome.”

I woke up with my face buried in the hair on the back of her head. She smelled wonderful. It took a few moments to realize that the wonderful smell did not belong to my wife. I lay there feeling the warmth of her breast in my hand and the greater warmth of her bottom as it nestled my cock. When I rolled my face away from her hair, she spoke.

“Good morning, Paul.”

“Good morning, Penny.”

I kissed her neck and squeezed her tightly to my chest.

“Seeing as how I’ve never had a mistress before, what do I do this morning?”

“You do what you would normally do. If you and Deb used to make love in the morning, do that with me. If you simply rose and did your bathroom routine, do that. I’m here to enhance your world not make drastic changes to it.”

“But just being here is a drastic change, Penny.”

“I know, dear. I’m just saying that you should do what you would normally do.”

“So if I just get up and go to the bathroom and shower, it won’t insult you?”

“No, it won’t insult me, but it might make me doubt my sexiness.”

“Well I can’t have my personal assistant going to work doubting her sexiness. That would not serve me or the company well.”

“Paul, I’m not your personal assistant, I’m your mistress. I won’t be your personal assistant until we walk into the office ... at 8AM ... on Monday!”

“Monday. Oh shit! It’s Saturday!”

“Yes it is and you do not have to be up and doing anything until you want to get up and do something.” With those words she wiggled her warm bottom against my hard cock.

“Well, Penny, I seem to already be up,” I said sliding my cock back and forth between her cheeks. “What would you like to do? I mean last night was lovely, but I don’t really know what you like or don’t like. Do you have any requests?”

Penny rolled over and looked at me. She sat up and swiped the hair from her face and leaned over and kissed me.

“Not bad. You don’t really need to brush your teeth first. So, kiss me and let’s make out and see what happens.”

That is what we did. I wrapped her in my arms and pulled her on top of me all the while our lips and tongues were in contact. Penny held my face in her hands while I slid my hands down her body and took hold of her luscious butt. I don’t know how long we just necked. In the process we shifted so she was on my right side and she took hold of my cock, and I began to play with her nipples.

Several moans and hums of pleasure were released until I could feel pressure building.

“Penny, I’m going to cum if you keep doing that.”

“Then let’s do this.”

She released me and rolled onto her back and opened her legs wide. Her pubic hair was full and yet neatly trimmed around the edges. It was perfect, just like I described last night when she was in the shower. I kissed my way back and forth between her nipples and up and down between her breasts before I kissed my way down to her belly button. I paused there to let my tongue play with her innie.

“Paul?”

“Yes.”

“Before you go further, tell me, since you like pubic hair, would you like me to let my glory trail grow out?”

“Do you mean that little bit of hair that grows from the belly button to the bush?”

“Yes, dear,” she said like it was supposed to go unsaid.

“That would be nice until the time you need to wear a bikini.”

“If you like it, I wouldn’t mind showing it in a bikini. I’ll never be in a bikini for working purposes. It will only be when we are on personal time.”

“Then yes, I would love to be able to nibble my way down from your belly button to your pussy.”

“Then imagine that it’s there and show me what you’d do.”

I slowly kissed around the perimeter of her navel and when I arrived at six o’clock I began to kiss and nibble the skin heading down to her bush. Every so often I would be able to grip some of the fine hair on her belly with my teeth and then I would gently pull the hair. I went as slowly as I could, wanting to taste and experience all of her. I let my hands slowly trace their way down her sides as my mouth made progress south.