Reading Time: 9 minutes

by Carrie

Diary of A Rich Girl – Chapter 16
The week finally ended and I was off to the beach. Alexa and I had planned to spend the weekend together out at Fire Island and have some fun, but first let me tell what happened the night before. She had some of her ‘girls’ stop over to meet me. Let me introduce you to a few of them.

I was surprised to find that Jennifer, a thirty-two year old corporate lawyer, had represented a very good customer of mine. We really enjoyed going over the case, not that I’m any lawyer (all we really did was to trade gossip about the people we knew.) She was a lithesome brunette with a wonderfully pretty face and deep dreamy blue bedroom eyes. She had this cute little habit of touching her upper lip with her tongue as if she were tasting something naughty.

Alexa confided in me that Jennifer is the one who had started the ‘whole thing’. They met at a cocktail party one evening two years ago hosted by Jennifer’s law firm, which had been representing Alexa’s family business. She and Jennifer became fast friends and left the party to go to another one at the Waldorf.

Alexa had warned Jennifer that she had heard that some of the men were expecting high price call girls. Jennifer didn’t believe a word of it, but it was her idea to tease the men into thinking that they were ladies of the night. (As sweet as Jennifer is, she can also be quite wicked.)

Later in the evening, Alexa told Jennifer that one of the men wanted to pay ten thousand dollars to sleep with her. Jennifer told Alexa to call his bluff. She approached him, “I’m her madam.…” He forked over the ten grand. That’s how Alexa’s little business got started. (Neither of them needed the money. What they needed was something else.)

Leana, a lovely grad student, just couldn’t stop talking about art and all that was going on at the galleries. She knew some interesting people, and even shared a few secrets about an artist with whom she had an affair. He would only fuck her if she were tied up. Leana said, “There’s really nothing like it, but you better know the guy first.”

And then, Kim, a rich wife that lived on Central Park West, told us what she had to go through to get her kids into a top private school. She mentioned the names of people whom we knew who were going through the same process. It was like getting into Princeton. (I remember it all too well.)

People just dread the New York City public schools: kids with guns, kids who read three grades below, kids who spend two hundred dollars on sneakers — what does that prepare them for? But I wouldn’t leave this city for nothin’ (unless to hang bin Laden and his little shits.)

Kim is about five-four and looks better than Wynona Ryder (Horowitz). It’s a myth that only tall girls are beautiful. Kim has the perfect build with an incredible body, and if I had to look like any girl it would be her. I told her so and she threw her arms around me and teased Jennifer, “See, I’m prettier than you.”

Taylor was the perfect gent. I was surprised to find out that he knew how to make sushi. He presented the most tasty trays of food, and we had a ball eating it. Alexa was very much impressed with Taylor, and when she went into the kitchen by herself to congratulate him I had a feeling that his loyalty toward me was going to be tested.

I began to see how Alexa operated. Her charm and beauty had the amazing ability to neutralize any potential problem. She probably could steal Taylor away, without even stealing him. He’d probably blindly follow. I couldn’t blame him, but I wasn’t about to let it happen.

Well, these are Alexa’s top girls, and they were not hard to fall in love with.

When we arrived at the ferry I noticed Kim with three her boys and husband. They looked the perfect couple as they joined us. They wore khakis, Dockers, and striped sailor shirts, that unified them into a wholesome family portrait — not Ralph’s phony Waspy Polo crowd. (I’m a Wasp; I know.)

Kim could look so sexy in something as plain and simple as khaki trousers. I certainly couldn’t pull it off. Her wonderful shape was absolutely stunning. I noticed all the men fixing their eyes on her. What most impressed me about her was that when she smiled at you she made you feel that you were the only person in the world. She was absolutely irresistible. I wanted her all to my own.

Kim had met Alexa on the beach earlier this summer and was recruited. Ironically, Kim comes off as the girl next door, the one you want to take home to your parents to meet (if you’re a guy, of course).

Taylor and I introduced ourselves to her husband and children. We boarded the ferry. The men sat together. Kim, her boys and I, squeezed into a corner on the open top deck. The ferry kicked up its engines, tossed its lines, and steamed toward the barrier reef under the glory of the brilliant summer sun.

Kim nonchalantly mentioned, “So you’ll be joining us?” “You mean for dinner?” She giggled, “No, Alexa mentioned that you’d like to join us.” “Kim, I never said anything about that. Alexa’s way ahead of herself.” Again she giggled in that endearing way of hers, ” Oh, Alexa doesn’t mean anything. She sees a girl she likes and she just has to bring her into the fold.”

” If you don’t mind my asking, just how did you get into doing this?” Kim handed her boys some toys then leaned back and said, ” I met Alexa at the hair salon we go to and we became friends. It was me who found her the house out here. One day I was having a drink on her deck and Alexa said to me that a friend of hers had noticed me and thought I was very cute. He had this big crush on me. She teased, would I like to see who the guy is? Well, I didn’t say yes or no, I just sort of raised my brow and left it at that.”

“But you’re married.” Kim said, “That doesn’t mean a guy can’t have a crush on me. In fact, I was flattered and curious. Anyway, I secretly learned a lot about Alexa from the guy that tints our hair, and well, I was sort of curious.

Look, I’ve had quite a sheltered and pampered life. One person I had never met was a real life madam. So I asked him to introduced us, and bit by bit she confidentially let me on about her business. Then one Saturday out at the beach while my husband was with the boys, I decided to cool off and join Alexa and that guy that I was telling you about for drinks at her house.

Well, we were having a nice time chatting and all that when the guy excused himself for a moment. Alexa said, ‘He really has an eye for you.’ He’d been passing a lot of sweet compliments my way, which didn’t hurt either. I have to admit that I hadn’t flirted for so long, it was like doing it for the first time. I got that thrill back.

“But you knew what was going on, why he was there and all that?” Kim said, ” I’m not stupid. I realized that Alexa was setting me up.” “How did you know that?” She said, “At the point that the john and I were really having a nice conversation, Alexa excused herself. She had to go to the beach to give Marge something or other. She apologized for having to leave and all that, but I should make myself at home. I should take a shower or lay down if I liked. I sort of knew what she meant.

So she left for the beach and the john returned. He had that shy kind of smile on his face. I thought he would sit down again, but he reached out for my hand. I saw Alexa who was out on the deck. She sort of encouraged me to get up by sweeping her hand, which I did. I got up and went with him.

“Just like that?” Kim said, “Well, not really, I mean he took my hand and we walked around her place for a while and looked at all her things. You know, I was nervous. Then he walked me over to the Jacuzzi and said, ‘Let’s cool off.’ I thought that would be okay. So I stripped down to my panties and got in like we were at the beach. We talked for a while and then he touched me. I don’t know how to say this, but I knew from that I was a whore. ” A moment passed, “And it didn’t bother you?”

Kim put her little one year old back on her lap, “No. But it could.” “What about your husband?” She said, “Oh, he was busy with the kids down at the beach.” “Do you still love him?” “What’re you talking about? Of course I do.” She picked up the baby’s toy and said, “In fact, I’d like my husband to watch. That’s a fantasy of mine.” I couldn’t believe what I just heard, “You’re kidding, me? ” She said, “I’m dead serious.”

The ferry approached the wharf and our conversation ended, but its essence went on in my mind as Taylor and I took our belongings to the house.

* *

After putting everything away, I undressed and headed out to the beach. Taylor took notice of my bottom. Rather than play dumb I said, “It looks that bad?”

I was on my way to meet Marge. Her husband Neil took the boys sailing, so now she could have a few hours with the girls. Taylor said, “I like it, but how about I put something soothing on it before you go?”

Taylor has wonderful hands. He gently tugged my silky white panty down and soothed my aching bottom. He asked, “Who did this to you?” I rested my head over my crossed arms and shut my eyes. “I have somebody.” He said, “I see he does what he wants with you.” “That’s the idea.” Taylor said, “He’s lucky.” I said, “I know.”

He was making me horny. I said, “You can pull my panty down further if you’d like.” He tugged it down. I said, “Take it off.” I turned and around so he could see me. ” I just want you to know that if you feel like going off with Alexa you’re free to do so. I’m your mistress, but I’m not wicked and I’m not a sadist.”

I was jealous and it showed. He asked, “Is that what you and I really want?” “What do you want?” He said, “She told you. Didn’t she?” Taylor had revealed his hand. “Maybe you better tell me.” He said, “It’s not what you think. ” I said, “It isn’t?” “I fucked her, but it didn’t mean anything.” Taylor had slipped. Good. “When exactly did this happen?” He said, “When I gave her the tour of the apartment.” I thought so.

“A quickie, huh?” He said, “It was nothing, believe me.” I felt callously betrayed. “I thought you were all mine? Isn’t that what we agreed. Isn’t that what this is all about? Didn’t I give you everything that you wanted?” He said, “You’re taking it the wrong way. I am all yours. I told Alexa that. I’m yours till the day I die.”

I slipped up my panty and got up from the chaise. “Taylor. Get the fuck out of this house right now.” That was the end of our relationship. Five minutes later Taylor was out the door with his bag. I tolerate bullshit from no one.

* *

I was still on my lounge feeling sorry for myself. I know I shouldn’t have, but I wanted to have that moment of self-pity and get it over with. It was nearly all out of my system when I heard someone coming up the deck stairs. I took the phone in case it was Taylor.

But my fears quickly faded when I saw the top of Kim’s lovely head appear. She sat across from me and got to the point, “Hi, I’m sorry to barge in on you like this but my little one is sick. I mean it’s not something terrible, but I have to stay at home. So I had to make some changes of plans. Look, I know this is sudden, I apologize, but I was wondering if you could, you know, do me a favor, so one day I can do one for you.”

Kim was still dressed in her city clothes. She was clutching a phonebook in her hand. “I have an appointment in half in hour, but I can’t keep it. I’d really appreciate it if you could help me out.” And then she was silent as if she needed to hear what she was going to say.

“You know how highly I think of you, Caroline, or I wouldn’t have come to you. I haven’t even spoken to Alexa. Look, if you could just do me this one favor. It’s the second time I’ve had to cancel because something came up with my kids. The guy was really looking forward to seeing me today. Jennifer and Leana won’t be out until tomorrow. Would you please cover for me? I’ll do anything for you.”

I wasn’t too sure I’d do anything for her. “He’ll be at Alexa’s in half an hour. If you don’t like him then don’t do it. I won’t love you any less.” She looked so vulnerable. She was cashing out every tear I owned. “It’s four thousand for you, one for Alexa. Twenty percent. Not bad change.” I didn’t say yes. I didn’t say no. But Kim took that as a yes. She hugged me and was gone.

I suddenly had half an hour to make up my mind whether or not I would become a ‘whore’. Well I wouldn’t, but I decided it would be better to call Marge to tell her that I might be a little late.

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