For those of who have read my previous stories, you pretty much know where I'm coming from but for those of you who haven't, let me introduce myself. My name is Ray. I am a mature man living in the resort paradise of the Hamptons. I am also bisexual having been turned out about ten years ago; not long after my divorce. I do not publicize this fact and in my public life, I am recognized as a pussy hound and a masculine, straight guy. However, given the right circumstances, I can enjoy myself with both sexes. It's all good as far as I am concerned. Over the years, I have come to prefer sex with uninhibited couples the most. ...Hands everywhere...mouths everywhere...organs everywhere - you get the picture.
I took a job this past summer to make some extra cash. The job was a unique driving service where I drove the client's car while the client(s) drank and partied wherever and whatever with they desired. From restaurants to bar-hopping, I crisscrossed the East End. The money was very good and the tips were even better but, for me, the best aspect of the job was that I could be alone for several hours quietly editing and revising the novel I have been working on for the past few years. With no distractions and in their luxury car, I did a lot of quality writing.
All of my clients were extremely wealthy. Many Wall Street 'one-percenters' rent estates for a month or for the summer season out here. Money means nothing to these people; they are dripping in it. In some cases, this summer crowd spends thousands of dollars to rent, sometimes in the six-figure range. It was my job to pick them up, drive them around and take them home safely. Some of the clients were nice, normal human beings but most were arrogant and contemptuous toward me, as if I was below them. For the most part, these people still tipped very well; perhaps they were showing off...whatever. In one particular case, the client was a real bastard but he still gave me a two-hundred dollar tip for five hours work. Not bad, right? Still, as I drove home that night, I mildly regretted that I didn't punch him out. Instead, I smiled and collected my cash. I mean if these assholes want to pay me large sums of cash for my minimal labor, I am there to catch it.
I was an excellent driver, if I do say so myself. Sometimes I was a tour guide, sometimes I was a concierge and sometimes I was a babysitter. With only a couple of exceptions, all my rides were very complimentary toward me and they told my boss as much. Soon, I was handling the special clients like celebrities, movie stars and billionaires. I worked four or five days a week but considering the money I was making and the progress I was making on my book, I could have easily worked everyday.
The cars I drove were amazing. My personal car is an old Nissan but on the job, I drove all sorts of fabulous cars. Unfortunately, some of my clients had Aston Martins or Ferraris in their multi-car garages but I never got to drive those. One client even had a Tesla Sportster but I could only look and drool over it. Another client had a Fisker in the driveway. By far, the coolest car I drove was a new Bentley Mulsanne. That car had every option possible and it handled like a dream. The back-up and side cameras were so cool that sometimes backing up seemed like a video game. In this neighborhood, there are no Hyundais, Kias or Subarus; God forbid the neighbors seem them behind the hedgerows!
Since I was always super careful with these cars, I never had the opportunity to open them up on a highway. Some of these babies were fucking fast, too. I drove plenty of SUVs,too - Cadillac Escapades, Lincoln Navigators, and others by Lexus, Infinity and Mercedes. I hated the Mercedes, whether sedan or SUV. All the Mercedes cars handled like tanks. The Caddy Escalades (especially one extended cab model) and the Lincoln Navigators drove like lumbering semis. The best SUV/Truck I drove was actually a GMC Yukon XL Denali. That sucker handled the best, was extremely comfortable and had the best navigation system in the class. Other cars I liked included the Audi A6, the Audi Q7, a Buick Verano, a Chrysler 300S and the Lexus LS Hybrid. Indeed, this was a cool job.
After about two weeks of chauffeuring mad partiers around, I was asked to drive a married woman from Southampton to a dinner party. I picked her up at her rental house on Gin Lane facing the ocean. It was some impressive mansion with a pool, a tennis court and a Mercedes GL550. Gayle was very pretty, very sweet and very well behaved on the way to her dinner party to meet some old girlfriends. I learned that her husband was a wealthy hedge fund CEO who helicoptered in and out of Manhattan. He did the usual commute; he flew out on Friday night and flew back on Sunday night. Many wealthy couples do this and I suppose it works for them. And as the summer progresses and the wives become lonelier, they have a tendency to step out. But this ride was still early in the season and while I really enjoyed this women and even fantasized a bit over her super-fineness, I maintained control.
The ride to the party went very well. I learned that Gayle had a full-time nanny watching her toddler and that on this night, she felt free for the first time in a long time. I figured her to be in her late thirties. She was in perfect shape with all her tennis lessons, jogging, horseback riding, paddle surfing, spinning class and yoga. Several times, she leaned into me as she spoke and I could admire her gorgeous 36Cs flashing me under her designer blouse. But I maintained control and kept my place.
The dinner party was at Nick and Toni's, one of the best and most expensive restaurants in East Hampton. It lasted for four hours and so I had plenty of quality time to write while I sat parked in the lot. I was so involved I never heard her or her friend as they returned to the car. I quickly put my book away into my shoulder bag and got out to open their doors. Both seemed quite tipsy.
"Ray, do you mind if we take my friend home? She lives in Water Mill."
"Not at all. It would be a pleasure."
"What were you writing, may I ask?"
"Oh, just a novel I'm working on."
"What's it about?" I gave her a thumbnail synopsis and while she seemed attentive, I could tell she was somewhat inebriated.
Reenie was about the same age, very hot and in the same boat with the husband situation. During the ride, the two women sat in the back, complained about their husbands and were catty about their dinner partners. Their lips were plenty loose from all the booze and some of the stories they told were so raw that I was pleasantly entertained in the front seat. Frequently, I would peer into the rear-view mirror to ogle these four beautiful breasts beneath their loosely buttoned blouses.
"Can you believe how fat Doris is?"
"I loved Caroline's Laboutins. Weren't they gorgeous 'fuck me pumps'?"
"Ellen looks like shit after three kids. Her tits are so saggy they probably hang down to her navel." A quiet giggle escaped my lips.
"You must be cracking up listening to us."
"I admit that I am amused."
Gayle mused, "You must drive all sorts of characters. You've probably heard some wild stuff."
"Yes, I have but as most of these people are pretty drunk when I take them home, I take it all with a grain of salt."
Reenie seemed bolder than Gayle and she asked me a question that gave me pause. "Ray, let me ask you this. What do lonely horny wives do out here all summer?"
"That's an interesting question. Usually, they hook up with the gardener, the tennis pro, the pool guy, you know, like that. I don't think you two are the type to go to the wild bars of Montauk. You're both too classy for that unless, of course, you are cougars."
Gayle seemed embarrassed by my answer but Reenie pursued the conversation. "Cougars, huh? Well, I could be. So where do classy dames like us go?"
I thought for a minute before deciding to give them an honest answer. "Hmmm. There's always 'Ladies Night', that's a possibility. We locals call Wednesday 'Ladies Night' because Wednesday night is usually pretty slow and the nightspots become very intimate. Sometimes, I will go to a good restaurant or a chi-chi bar on a Wednesday night. See, Wednesday is hump day. The woman is horny because her husband has been gone for a few days and won't be back for a few more and so she is looking for a discreet hook up. I like these women because they know exactly what they want and they want you gone before sunrise."
Both women became quiet as if they were pondering the possibilities. Finally, as I approached her house, Reenie spoke. "Will you give me your card? Perhaps I might use your services some Wednesday night." Smiling, I gave her my card and said nothing. The two women said their goodbyes before Gayle hopped into the front passenger seat. She seemed a bit subdued.
"I'm sorry if I embarrassed you, Gayle. I thought that Reenie was a bit over the top and so I hit her with the truth. I hope you are not offended."
"No, I'm not offended...just a little shocked. I will admit that the idea of it is very enticing especially since my husband is such a bore in bed. He's probably too tired from tapping his secretary during the week to give me anything of quality on the weekends. Mostly, I satisfy my needs myself."
"Woody Allen says that at least it's sex with someone you love."
She laughed at that and I felt her mood lighten. "If I wanted to go out on Wednesday night - but very discreetly, do you think you could drive me? You seem like a nice guy and I'm impressed by your honesty. Could you keep it secret?"
"My lips are sealed. What happens in the Hamptons, stays in the Hamptons."
We were now approaching her house. You could hear the waves crashing on the shore and breath the salt air as we drove down Gin Lane. There was a palpable sexual tension in the car.
"I've never cheated on my husband. Never. But since the baby was born, our sex life has disappeared. I know he's fooling around."
"Do you still love him?"
"Honestly? I don't really know anymore. It's like he's tired of me and me of him."
"Then there must be something wrong with him. From the short time I've been with you, I think that beside being beautiful, you're sweet and very good-natured. You've also got a killer body. He must be crazy or bored. Perhaps you should try to rekindle the romance."
"To tell you the truth, there was never much romance in our marriage so I doubt there's much to rekindle. For some months now, I've been thinking of divorcing him."
I pulled up to the garage. "I'm sorry to hear that, Gayle. I think that at your age, you're peaking now and it is a shame to waste all that energy."
"You're a good guy, Ray." I turned off her car, got out and opened her door. She clicked a remote and the garage door lifted and a light went on. As she got out of the car, her walk was unsteady and a bit wobbly.
"May I help you?" I took her hand and guided her to the door. She opened her pocketbook, pulled out her wallet and handed me a fifty-dollar bill.
"Thank you, Gayle, that's very kind."
"I think you're worth it, Ray.