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The Designated Driver Chronicles Ch. 01

By: oldhippie1949



The following story is full of all sorts of sexual antics of many proclivities. If you are underage or at all squeamish, why are you reading this? Go read something else! If you are reading this, enjoy it and give it a score. All feedback welcome. 

*

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. You got my mind racing. Do you need anything before you go? A drink perhaps"

"I could use a glass of water. Also, may I use your bathroom?"

"Certainly." We entered her house and she steered me to the john. I went to close the door when she stopped me. "May I watch? You've made me very very excited."

I looked at her incredulously. "You want to watch me pee?"

"You've made my mind race...I'm so curious. I really just want to see your penis. It will help me cum when I get into bed."

"Sure, whatever I can do to help. I'm working for you tonight." I unzipped and pulled out my seven-inches. Her eyes never left it.

"You have a nice looking cock."

I looked at her as I peed. "And you have a great body." I finished peeing and went to zip up when she leaned over and stopped me. She reached out and held my cock. Slowly, she stroked it and it began to stiffen. I reached over a softly fondled a tit.

"Yours is the first cock I've seen or touched in many years, that is except for my husband. You're bigger than him. I like the way it feels."

I took her hand away and pulled her into my arms. I kissed her and felt her melt into me. "Wait. I have an idea." She took my hand and led me to a servants room above the garage. She pushed me onto the bed. "You've been eyeing my boobies all night. Well here they are." She stripped off her blouse and slowly removed her white lacy bra holding each breast seductively. I got up from the bed and took her in my arms again.

"I think it is you who should be on the bed." I picked her up and gently set her down. Then I slowly and deliberately removed my clothes down to my underwear. My cock was pushing against the cotton and she could not take her eyes off it. I walked over to the bed and slowly removed her skirt. She wore a pair of lacy white bikini panties that had a large wet spot covering her crotch. Her juices were flowing and her pungent aroma filled my nostrils. I lay down next to her and we began to kiss. Her hand wanted down into my underwear and began to stroke me again. My hand found its way into her panties and I cupped her lightly haired mound. She arched her back in response to my touch. Slowly, I made my way down to suckle her beautiful breasts. Her nipple was hard between my lips as I flicked my tongue over it.

She was urgent. She needed to cum and cum hard. I felt her need and made my way down to her sopping pussy. Pushing on the top of my head, she was moaning in anticipation. I buried my nose into her muff and pushed my tongue into her hole. It seemed like only a moment later when she began to rock back and forth squeezing my head between her thighs. "Oh, yeah. Oh, yeah. There. Yes." She hiccupped and pushed her cunt into me. I felt her juices running down my chin as she erupted in an explosive orgasm. I felt her vagina open up and suck me in deeper. I pushed myself away and quickly tore off my underwear shoving my cock into her. She responded with a deep animal growl. "Oh. Oh. Soooo good, Ray." With each stroke, I pushed deeper and rotated my hips. "Don't cum in me." Obviously, she was not all that drunk.

I felt my orgasm coming on so I pulled out and began to jerk it. "No. Let me." She spun around and took me into her talented mouth. I erupted instantly filling her with my cum cocktail before releasing a deep sigh of pleasure. We both lay there spent from this quick but exciting screw. She crawled up to me and we held each other. I leaned over to kiss her but she pulled away.

"You don't want to kiss me. My mouth is full of your cum and your mouth is full of me."

"So?" I leaned in and kissed her firmly, snaking my tongue into her. "We taste pretty good, I'd say."

"No one has ever done that to me before. My husband would never do that. He won't even go down on me. And that felt so good. I haven't had that since I was in college."

"There is so much more I would like to do to you. You are sooo hot."

"But not today, Ray. You have to go and I have to look in on my baby and go to bed."

"I want to do this again, Gayle."

"And something tells me that we will but not now. Now, you have to get out of here." We both dressed quickly. I tried to kiss her again but she gave me a quick peck and sent me packing. But before we left the room, she handed me a one-hundred dollar bill. 

"I can't accept that, Gayle. Consider your orgasm my tip to you."

"No, Ray. I didn't tip you enough before. You're worth every penny and more. And besides, you are a great fuck." She shoved the bill into my pocket. As I drove home, I marveled at my good luck and considered how much I loved this job.

The next day, my boss called me to say that Gayle had raved about me and would use me again. I smiled at the thought.

I worked a few more days on some small drives when I got a job to pick up a vacationing couple, June and Peter, from Los Angeles renting an oceanfront mansion on Flying Point Road. This house was a modern glass cube overlooking the Atlantic. The couple both worked in the film industry as editors and both had won Oscars for their efforts. They were both in their early fifties and both were in excellent shape. They were a handsome and stylish pair. I immediately noted June's fine braless rack. It was a very warm evening and until the Bentley's air conditioner kicked in, I noticed beads of perspiration in her cleavage. They were celebrating their twenty-fifth anniversary and I drove them out to The Crow's Nest in Montauk. After their dinner, I took them to The Surf Lodge for more drinks under the stars. At two in the morning, they were finally done and ready to go home. I found that this couple was very similar to other couples in that I picked them up sober and drove them home stinking of booze. And like other couples, their backseat conversation was enlightening and very amusing. I drove with a huge smile on my face from their lewd chat.

"I think I'm in love," said June. "That gorgeous little thing dancing with the hula hoop was amazing."

"That she was. I kind of liked the lead singer. He was hot."

My eyebrows could not go any higher. They must have been pushing against my hairline. Then they started to make out. As I glanced into the rear-view mirror, I saw Peter playing with a breast he had liberated from her blouse.

"Keep your eyes on the road, Ray." Peter jokingly admonished me.

"Yes sir, but it is difficult."

As I drove, I had to contend with moans and all sorts of pleasurable sounds. I found myself rubbing my dick through my pants. We pulled up to their house and I stepped out to open their doors. I did nothing to conceal my stiffy.

"Looks like we turned you on. You liked that, didn't you?" Peter was grinning.

"I can't say I didn't."

They walked away from me and had a little conference before returning to me. Peter handed me a one-hundred dollar tip. "June and I would like you to stay a while. Would you like to smoke a joint with us and then go for a swim?"

"Thank you but that would not be very professional of me, sir."

"Fuck that. You're off the clock. Come on, let's have some fun," June was persuasive.

"Yeah," said Peter, "Don't play hard to get! And don't call me 'sir'! 'Sir' was my father!"

A short time later, after smoking a powerful blunt and a couple of glasses of wine, I found myself in their moonlit pool, skinny-dipping with them. I swam over to the side, dried my hands and relit the joint. I watched as they played touchy-feelie with each other. They swam over to me and pressed me between them as June took the joint from me.

"Oh look, he's so stiff!" Her small hand caressed my cock under the water. Soon, his hand joined hers. "Ooh, look, he likes that."

"Do you mind that I touch it?" Peter asked. "June and I both like it all. How about you?" I reached over under the water and squeezed his short fat little cock. "I guess that answers that."

"Come on, let's get out. I want to watch." June sure could be persuasive. We got out of the pool and Peter pushed me down on a lounger. June handed the joint back to me and sat down on a lounger next to me. Peter got down between my legs and vacuumed my cock into his mouth. I sat back toking up and enjoying the scene. June watched her husband as she idly diddled her pussy. I reached over and took her hand placing it up to my nose before sucking her fingers.

Peter knew what he was doing. Each time I felt my orgasm rising, he squeezed me to hold me off. June's hand furiously rubbed her clit. Suddenly she stopped and said, "Take a break. I have to go to the bathroom."


The Designated Driver Chronicles Ch. 01



We refilled our glasses and lit another joint. We made small talk until June returned. "It's my turn," she said. It appeared to me that she called the shots in this relationship. She lowered the back of the lounger and had me lie flat on my back. Then she squatted over my head and pressed her butt down onto my face. I stated in to rim her pucker and she began to rock on my face moving from her asshole to her clit and back. There was a faint scent of urine as she moved over me. I thought that this was kind of kinky.

Peter went back to work on my cock. "Yeah, that's right, suck his cock...I want to see him cum all over your face, Petey...suck up his cum." She kept these comments coming as she pushed her clit between my lips. "Make him cum on your face, you cocksucker...you're my cocksucker."

After about ten minutes of this, her pussy was dripping all over my face as she pushed his head down on me. I began to buck and the first blast of my seed hit the back of his throat. He pulled off me before the second blast hit his cheek. The rest of my cum dribbled out of me as he licked and cleaned me. It was a powerful cum and most enjoyable.

"This is my favorite part, Ray. Watch this." She ran into the house and returned wearing a strap-on. It was a huge pink cock, about ten inches long and a thick fistful. Peter obediently got on his hands and knees and spread his ass cheeks. June stood behind him and not very gently, pushed it in all the way.

"Fuck me...fuck me with your big cock...fuck me harder." June was laughing as she rode her husband. I reached over to hold his dick but June pushed my hand away.

"Don't touch his fat little cock. It's mine! And don't you dare cum yet, cocksucker!" She slapped his ass hard several times. I went to push my cock into her mouth but she pushed me away.

At this point, I realized that I was no longer necessary so I quietly got up and got dressed. I took the joint from the ashtray and silently slipped away back to my car. As I got into the car, I could hear June's vulgar monologue as she drilled him. "Don't you cum until I say so, you pussy..."

I drove away happy, satisfied and with a c-note in my pocket. For a summer job, this couldn't be beat. After only a few weeks, I'd made a whole lot of money and had some great sex. I felt great promise ahead and we hadn't even entered July. What a cool gig this was.

more to come in Chapter Two when Reenie calls with an offer...

If you liked this story, please vote for it or leave a comment. All reader feedback is welcome and appreciated.



The Designated Driver Chronicles Ch. 02



I suggest that you read the first chapter of this story just so you get the gist of the scene - or not. The following story is full of all sorts of sexual antics of many proclivities. If you are underage or at all squeamish with different variations of sexual pleasure, why are you reading this? Go read something else! If you are reading this, enjoy it and give it a score. All feedback is welcome. A special big time thanks to "Larry in Seattle" for his astute editing of this chapter.

*

I was making pretty good money driving rich people around the Hamptons. Some jobs were just a few hours long while I waited for my clients to have dinner and drink way too much. But that is what I was there for. As I mentioned previously, if wealthy people wanted to throw large denominations in my face, I would keep my mouth wide open and not miss a morsel. Most of these people wanted a driver who kept his mouth shut and looked straight ahead at the road.

Sometimes, I couldn't help myself especially if moans were coming from the back seat. Quick glimpses caught several blow jobs, many unencumbered breasts and even a squishy pussy or two. My favorite antic was when the wife, dressed in her hottest and latest designer outfit would wait until I opened her door and then slyly exit with her legs spread and gives a lovely panty glad beaver shot for the driver. That seemed to be a regular thing as very few of these women seemed to have any shred of decorum.

I was also having problems with my boss. Sure, he assigned me to good jobs but I had to contend with bounced checks, boozy diatribes and wildly erratic behavior. I quickly resolved to leave his employ and set up shop on my own. I just needed a few more bucks to run some ads. I decided to work through July before I claimed August and September for myself. I also kept my mouth shut and ran as many jobs as I could.

On Tuesday, I received a call from Reenie, Gayle from Southampton's friend (See Chapter 1). I recalled that job where I drove the women home after a dinner party at Nick and Toni's. I recalled that both were "Summer Rental Widows" as their husbands spent the week on Wall Street before flying out to be with their wives on the weekend. I also recalled that Reenie was very interested in stepping out during the week and this recollection brought a big smile.

After some small chitchat, Reenie got down to what was really on her mind. "Listen Ray; are you free to drive me tomorrow night?"

"Yes, I am. Am I taking you and Gayle out?

"Actually no and I'd prefer if Gayle knew nothing about this."

"Sure, not a problem. What do you have in mind?"

"Well, I was interested in seeing what "Ladies Night" was all about. I was thinking that perhaps you could take me to a few well-heeled bars. I don't know if I'll accept any pickups but I'd love to flirt."

We arranged a nine o'clock pickup at her home in Water Mill. I figured that I would take her to East Hampton first and then take things from there.

"There's one more thing, Ray. I want to keep this extremely discreet. I don't even want your boss to know. I'd rather just pay you cash if that's all right."

This made me quite pleased. Considering the problems I'd been having with my boss, I was glad to be expanding my business privately - especially in cash.

Wednesday turned out to be a weather nightmare. All day long, a warm rain fell from the sky with occasional gusty winds. I doubted that Reenie would keep the reservation so I called her at five o'clock to find out. She told me that I should pick her up at the assigned time.

I drove up to her house fifteen minutes early. Her black Audi Q7 sat in the driveway in a large muddy puddle. The rain had not abated and the forecast was for the storm to intensify, to continue through the night and on into the next day. I knew that this night would be a washout for business and it would probably end up early for me. I parked behind her car and raced toward her front door. I was soaking when I rang the bell.

Reenie opened the door wearing an incredibly low cut blouse and a tight skirt showing a lot of leg. Her tanned chest and deep cleavage would definitely snare any guy regardless of their horny potentiometer.

"Reenie, if there is anyone out tonight, you'll definitely catch them."

"So you don't think anyone will be out tonight? Is this still a good idea?"

"I'm sorry to say that I don't think so. It's really miserable out tonight. I suspect that most people will be watching TV or a movie tonight. And this weather will also destroy your makeup. Perhaps it would be better to go cruising on another night, a nicer night."

"I'm disappointed but I have to agree. Why don't you come in and we'll drink some wine."

I doffed my wet jacket and followed her into the living room. Decorated with beautiful furniture, impressive art and a tall cathedral ceiling, the room looked out onto a patio and pool which overlooked a large pond. Lightning lit the room several times and thunder shook the house.

"Aren't your children frightened?"

"No, my children aren't here. My husband took the week off to visit his parents in Coral Gables. He took the kids and the nanny with him."

"Why didn't you go?"

"Beside the fact that I cannot tolerate mys, I have a showing beginning on Friday that I must attend."

"And what are you showing besides your great cleavage?"

She laughed. "Caught your eye, huh? It's my art that I'm showing...at a gallery in Bridgehampton. I'm very excited. I always do well. Would you like to see some of my work?"

I followed her into her studio, a large open room with floor-to-ceiling windows attached to the garage. There were several canvases stacked against a wall and another canvas, a work-in-progress on an easel. Her art was nice but not 'drop-dead', if you know what I mean. They were colorful abstractions of landscapes and a bit too busy for my taste. However, I made a big deal over them and complimented her.

"I'm curious, Reenie. What do you charge for something like this?" I pointed to a canvas with shades of green, blue and purple.

"I average about $65,000 per canvas. My market has become stronger over the last three years since I started painting in this direction." The number astounded me. I could never justify that kind of money for something I considered mundane. Not that I am an art connoisseur but as a local, I am used to the art of Pollack, De Kooning, and Ernst. Comparatively, this stuff was crap.

We talked about the creative process for a while when she pulled me back into the house. "Let me show you some paintings I did a few years ago." She led me into a large room empty except for the canvases hanging on the while walls. These paintings were far more interesting to me as they were a bit more linear abstracts of still-lifes, portraits and nudes. As I walked around the room, I quietly considered each painting. I thought they were pretty good but at a journeyman level. One painting stopped me cold. It was a fairly representational painting of a nude sitting before a tall mirror. The subject had her legs spread.

"Somehow I thought you'd like her. That's a self-portrait I did eight years ago. My eye was still evolving."

"I like them all, Reenie," I lied, "but the technique is so different that it surprised me."

"Yes, I understand. I think I became distracted by the detail." My eye focused on the well-defined vagina and I nodded in understanding. "Now, I think I need more wine. I think we'll postpone my adventure for another night."

As we strolled back to the living room, I was taken by the silence and our feet clattering along the floor. Reenie came out of the kitchen with an opened bottle of chardonnay. "I started without you, I hope you don't mind."

"Would you like to smoke some pot?" I held up a fat joint.

"Oooh, that would be so nice...and so naughty. I haven't had pot in years."

I lit it and drew deep before I passed it to her. She toked up and immediately began to cough. "Don't smoke it so deep, Reenie, your lungs aren't used to it. Just take little hits." She followed my advice and soon we were quietly staring out at the pond and the heavy rain pelting and dripping down the windows. She refilled our wine glasses and sat down next to me. She placed her hand on my arm.

I sensed a new familiarity. "Is it horny in here or is it just me?"

"Gayle told me how you satisfied her after the last job. Have you got any of that for me?"

I smiled and took another hit. I casually looked her up and down. She was very pretty and her large lips looked made for a blow. She was a little bit chunky in a lovely Rubenesque manner. She was top-heavy; her breasts were large and heavy, I imagined the large nipples beneath her blouse. Her butt and legs seemed almost spindly in contrast. She looked like a fun roll in the hay.

"Like what you see?" I smiled and nodded.

She rose and dimmed the lights down to a glow. Turning to me, she told me to stand up. I stood as she walked around me, observing me from different angles. She ran her hands around me, feeling and then squeezing my butt. Her hands ran along the inside of my thighs and she pressed her hands around my package through my pants. She stood in front of me and opened my shirt, lightly scratching my chest. She tossed my shirt onto a chair and then began to systematically disrobe me. My pants fell to the floor and I kicked off my shoes before kicking the pants aside. Her hands caressed my body. When she lightly traced my cock through my boxers, she moaned.

"I'm too dressed. Stay there." I took a sip of wine and toked up as she stood in front of me and undressed. After slowly unbuttoning her blouse and removing it, I was stunned by the sight of her 38DD breasts encased in a lacy blue bra. They were large and gorgeous and she knew it. She seemed to preen as she reached behind and unclasped the bra. Her large breasts spilled out into her hands. Her nipples were as large as I had imagined with silver dollar sized circles emphasizing her long hard nipples. "Like them? I see you do." My cock was now straining against my cotton drawers. She slowly unzipped her skirt revealing matching blue panties. There was an obvious wet spot in the crouch. She slowly stepped out of them revealing a well-manicured pubis and delectably large, damp fleshy lips. Indeed, this woman could only be described as voluptuous. For a woman with three children, her thirty-five year old body was exceptional. Now I moaned.

Stepping out of her shoes, she walked behind me and pressed herself against my back, her nipples nearly piercing my skin. Slowly she lowered herself until her lips were kissing the small of my back. Her hands returned to my inner thighs and traveled up to my heavy, juice-laden balls. "Mmmm," she sighed her approval. She pulled my underwear down and caressed my sack before fondling my dick. Now she turned around and grasping my ass, ran my cock along and into her cleavage. I was sporting a full woody now and as it popped up out of her cleavage, she lightly kissed the tip. I went to touch her but she pushed me away saying, "Not yet." She pushed be back onto the couch and crawled on top of me.

"Now, you can touch me." We kissed politely but soon we were swapping spit and sucking tongue. My cock was hard and erect as she positioned herself so that my cock ran along her lips to her ass crack. Slowly, we moved in a gentle dance. Her tits were so large and so full that I couldn't get my hands around them.

"You have amazing breasts. May I kiss them?"

"Yes, please. They're very full right now...my period is coming...I get so horny before I get my period...kiss them...suck on them..." I lowered my face into these beauties and licked them. I grasped them and pressed them into my face feeling her soft flesh against my skin. I took one nipple between my lips and began to suck on it as though I was a nursing babe. I could tell she loved that by her moans and the arching of her back. With my face buried in her, my hands traveled down to her taut-muscled cheeks. I squeezed her ass and pushed her into me. "I need you in me," she whispered. She sat up and slowly lowered herself onto my love pole. "Oh, that's good...that's very good...your cock..." I arched up pushing myself deeper into her canal. In return, she pushed down and groaned. "Don't cum too soon, this feels so good...Hold on...Don't come in me..."

"I'm vasectomized."

"Then do it...do me...cum inside me...fill my cunt...don't cum too soon, make it last."

"You fuck me at your pace. I'll stay hard for you." She smiled.

"Good. You are considerate, I like that. You be my toy, my pet cock." She, oh so slowly slid up and down, pushing me into her until she bottomed. Dripping along each stroke, it tickled as her juice rolled down collecting around the base. She was very deliberate in her movement and, loving slow sex as much as I do, we were enjoying every moment. She leaned over and placed her hands at my sides lowering herself just enough to lightly brush the hair on my chest. Several times, I pushed up as she bottomed and she moaned, softly kissing my lips. Her auburn tresses caressed my face. "I love your cock. You know how to fuck me...nice and easy...nice (upstroke)...and easy (down as far as she could go)." She wiggled her ass causing her vagina to slightly twist around my cock. This caused me to moan again and her to smile.

We fucked like this for what felt like hours but probably was no longer than a few minutes. Soon her breathing picked up and her strokes were more forceful. When she bottomed, I could feel her walls squeezing me and pushing the helmet against her front wall, probably her G-Spot. I responded by more forceful upstrokes which caused my dick to quiver. Soon, her deliberate strokes became wild and wanton. She was lost in the sensations and rising into her orgasm. My hands moved down to her ass as I helped her flop up and down. I placed my right thumb into her juicy lips and onto her small peanut and pressed my palm into her pubic bone. I measured her panting and moaning as she rose and fell. "Oh...my pussy..." She was flooding my crotch and her body was now perspiring. "Yessss...oh...oh...ah, ah, ah." I pressed my thumb onto her clit with more pressure and she heaved a huge sigh before exploding. This was it, she was peaking. Her entire body shook and she pounded my cock mercilessly. I could no longer hold myself back.

"Damn...yes...oh my God...ahhhhhhhhh." Squish, squish. She sat up and arched backwards as she came. I started to shoot streams of cum straight up into her. Grunting and pushing into her, my orgasm would not stop. I must have launched one hell of a load into her. When I finally felt myself empty, my body released all its tension and I fell back onto the couch. She fell with me until her breasts smothered my face. We lay there utterly satisfied. I looked out at the window as the rain loudly pelted the glass. While we fucked, I never noticed the sound.

"Reenie, that was great." Words finally escaped my lips. "For me, that was as good as it gets."

She looked up at me and sweetly kissed my lips. "And I can confirm that. That was great. That was easily the best fucking I've ever had. I don't know whether it was my pussy or your cock but we certainly did do it right. I'm still vibrating inside."

"Oh!" She squealed as she felt me slip from her. I sensed that she was concerned about the resultant mess on the couch. I merely smiled at her and flipped her over onto her back. I knelt on the carpeted floor and pulled her hips toward me and into my face. "But..." I ignored her and engulfed her cunt, my tongue slithering inside. She tried to push me away yet I persevered. My tongue slid out, covered in our juices which were now spilling from her pussy down her crack. I laved her and pressed the tip of my tongue around and into her back door. She gasped. With my nose against her clit, my mouth wide open and my tongue traveling from hole to hole, she was writhing in ecstasy. I slipped down to work on her ass, pushing my tongue into her and licking the rim. My nose was dripping from the fluids seeping from her cunt so I moved back up and whipped my tongue in and around her canal. She was humping my face with her hands holding my skull and pushing me down harder. I felt her pussy squeeze as she began to cum again and I was rewarded with a huge glob of my cum saturated with her sauce. Her bucking and moaning increased until the flood was released. I waited a few minutes until she settled down before I slid back up along her body, over her hard nipples and to her lips. As I went to kiss her, she pulled back. Undeterred, I kissed her again. This time, she opened her mouth and sucked on my tongue, covered in our cum. A dollop of my cream passed into her and she liked it as we sucked face. Finally, she stopped. Pushing me off the couch and onto the floor, she lay next to me.

"I can think of the last time I came twice...no, that's not true. Often, after sex with Donald and after he falls asleep, I finish myself off. Sometimes, I go into the computer room with my vibrator and look at porn. But you! You did me so good. I think you could still keep going."

"Is the night over?"

"No, not as far as I'm concerned."

"Good...because I'm not done yet."

"Ooh," she teased, "do you have plans for me?"

"It's a possibility." She giggled.

We rested a few minutes before she began to talk again. This time she was very quiet. "Donald has never kissed me after he goes down on me...and certainly not with our cum in his mouth."

"Did you like that?"

"Yes, I did. I liked it a lot. It seemed so animal, so uninhibited. It tasted good, too. Your cum is very pleasant. You must maintain a good diet."

"No, I don't at all. Maybe it tastes like that because it's sperm free. I don't know. I can't distinguish any difference."

"You mean you taste your cum?"

"Sure. Usually, after I jerk off, I lick my fingers. Don't you taste your cum?"

"No. I never thought to do that. I guess I've never been curious. I will now though. I like the way I taste."

"And so do I."

"Do I taste different from other women?"

"Reenie, each woman tastes different. Actually, let me change that to each person tastes different."

"You mean to tell me that you've tasted other men, too? My God, you are something."

"Yes, I am. I've been in all kinds of sexual combinations and I like them all. You've never been with another woman?"

"No, never. Once when I was in college, my roommate came on to me but I refused her. I will admit though that at times in my life, I have been curious."

"You should try it. You'll love it."

"Perhaps I will. When Gayle told me about the two of you, it made me very horny. It made me wish I had stayed in the car. I fantasized about the three of us...but I was more of a passive receiver."

"What I find interesting is how similar your situation is to Gayle's situation. You're both in unsatisfying relationships and cold marriages. You both experienced things with me that your husbands have never done and won't do to or for you. You're both curious about a lot of things. And with me, both of you were very responsive as opposed to what you told me about sex with your prudish husbands. It was as though because it's a secret, you can let go."

"Maybe...I'll have to think about this. But right now, I'd rather think about this!" Her fingers curled around my stiffening shaft. Slowly, she lowered herself to my crotch and sucked me in. She touched me in a way that made me sense that she was discovering cock for the first time. She made giggling sounds as she sucked on my balls. When she began to rim me, she giggled again. When she took me between her lips and pushed her index finger up my butt, she moaned. She was into this and it felt divine. She sucked on the helmet and stroked me. She could feel me pulse in her mouth and she increased her speed. As my cum filled her mouth, I groaned and she giggled once more. After letting me flop out of her mouth, she laid down on top of me. Grinning, she leaned down and shared her snowball, letting my cum fill my mouth. "I love this," she cooed. "You are such a good lover." She snuggled into me and we slept for a little while.




The Designated Driver Chronicles Ch. 02



When we awoke, we were both pretty sticky. She took my hand and led me through her designer bedroom into the master bathroom. In the shower, we soaped, bathed and caressed each other. "My pussy is sore. I don't think I can do it again. I can't believe you're hard again. I suppose I can jerk you off or suck you again..."

"...Or maybe I can fuck your fine ass."

"No, baby, my ass is exit only. But, you've got me thinking. Everything I know about sex has been wrong so far...maybe next time, we'll see. I have a feeling that I will learn a lot this summer."

"I'd like to see what this knowledge does to your art."

She considered this and nodded. We stepped out of the shower and dried each other off. "You've gone soft on me," she said not at all complaining.

"Yes, I have. I think I'll have a few more tokes and then head home to my bed, if that's okay with you."

"It's okay. I really enjoyed you and I think I will masturbate to this episode for some time to come...at least until we do this again."

"Will you do something for me? Will you turn this experience into art? I want to see how you express your feelings."

"I will. I promise." Her words echoed through my head as I drove back to my place. In my pocket, I felt some cash. Reenie had stuck three one-hundred dollar bills into my pants. Did I feel dirty? Not in the least. This night we achieved some highly excellent sex. I could hardly wait until I saw her again. Plus I had cash to put into my account.

Two days later, my boss called me to take an easy job on a Saturday night. He said that my clients were an older couple and that the job would only be a few hours long. He also informed me that I wouldn't make much money. Naturally, I was annoyed because Saturday nights were always the most profitable jobs due to the long hours of clubbing involved. This job sounded like a stiff. Still, it was a job and more money to add to my bank account. I was directed to pick up a couple on Lee Avenue in East Hampton.

I arrived at the home fifteen minutes ahead of time and knocked on the door of the stately old home. I was pleasantly surprised when a very beautiful woman answered the door with a smile that lit up the night.

"You must be Ray, our driver. We'll be taking the SUV. Here's the key fob. We'll be out in a few minutes." I laughed to myself because, as had become par for the course, my boss was wrong.

I opened the Infinity QX, a car I'd never driven before, and was quite impressed with its luxury and many amenities. I moved my bag containing my Times crossword puzzle and a draft of several chapters of my novel from my car into the back of the Infinity. And, as I had become fairly smart at squeezing out good tips, I placed my chiller bag onto the back seat. The chiller contained a six-pack of Vitamin Water, an affection of the rich hipsters, as well as Tic Tacs, Altoids, and Pepto Bismol - whatever it takes to impress. I pressed the start button and pulled the car around the circular driveway to the front steps. The car handled like a dream. I was also pleased to see that it had the now requisite back-up camera, GPS-mapped navigation (not that I needed it) and Satellite Radio.

I waited a good half-hour until the front door reopened. Immediately, I stepped out of the car and opened the passenger doors. And then I looked up and my jaw dropped. Three of the most beautiful women I have ever laid eyes upon walked toward me.

"Hello Ray. I'm Angela. This is Dorian and this is Rachel. First, we'll be going to Nammo's in Southampton and after that, we thought we might go out to Montauk to party a bit. What do you think?"

"Whatever you like, ladies. I'll take you wherever your heart's desire." Dorian and Rachel got into the back and Angela got into the front. Again, I was taken by their beauty. Also, by the fact that Angela's sleeveless dress showed plenty of her small but flawless tits. Rachel was wearing a nearly transparent dress with a tiny bra and a thong, both matching the color of the dress. Dorian, in her very chic, skin-tight chemise seemed modest in comparison.

"How long will it take to get to Southampton, Ray?"

"Not long; maybe twenty minutes or so."

"Shit!" Dorian moaned. "Can you drive slow?"

Angela saw my confusion at the remark and explained, "It's a party we have to attend. It's the client and so we have to make an appearance. And I heard that this restaurant sucks."

"I wouldn't know. It's a very expensive place and not to my taste. May I ask what do you do?"

"Oh, we're fashion models out here for two weeks for a Vogue shoot. Everything is rented or leased and tonight we're not working. We want to get loose."

"Have you ever been out here before?"

"Dorian was here last year for a bathing suit shoot in Montauk but this is my first time and Rachel's, too."

"Do you like it?"

"I really don't know. We got here last night and spent most of today sleeping late and lying around the pool."

"I think that after a few days, you will really like it. The Hamptons are, for the most part, a laid back resort area with lots of expensive clothing stores specifically designed with you ladies in mind."

"I like that!" Rachel squealed.

"I have an idea. If you want to get out of Nammo's early, just discreetly beep me and I will call you back. Say that you have to leave to attend a party in Sagaponack along the ocean. Your client will be impressed and you can make your getaway. Does that sound good to you?"

They shouted at the same time, "Yes!" and "Great idea!" and "I love it!"

Angela touched my arm and I glanced over at her peeking at those lovely tits, "Ray, we'll let you be our guide tonight."

For the rest of the ride to Southampton, I was impressed by the warmth and friendliness of these women. The radio blared emo, they danced in their seats, laughed a lot and swore like sailors. And the whole time, I was completely under their spell.

After about an hour in the restaurant, Dorian beeped me. I rang them back and five minutes later, they walked out and got back into the car. Their comments included "Am I glad we're out of there." "That placed sucked!" "Can you believe $70.00 a shot for watered-down tequila?" "The spanikopita tasted like dog shit!" I just smiled as I pulled away heading back east. "Stop here!" yelled Rachel. I pulled in front of a liquor store and she ran out of the car. She returned with a bottle of Cuervo Black.

"Alright, girlfriend, let's get crazy!" Angela pulled three shot glasses stolen from Nammo's out of her purse as Dorian took a cloth napkin filled with lemon slices from hers. Rachel fished out a salt shaker. Within a few minutes, they were indeed loose.

It was a warm, sultry evening and each town seemed to have several parties going on. I drove them to SL East in East Hampton first and they hated it. "Too hipster!" Then it was to East Hampton Point. "Too stuffy!" Then out to Montauk to Surf Lodge where they seemed to enjoy the dance crowd and spent over four hours. I enjoyed the solitude by finishing the puzzle and editing a few pages before they beeped me. I pulled the car in front of the club and was greeted by Dorian.

"Ray, we need your help. Rachel and Angela are pretty wasted. They're sitting in the lobby. Can you help them?"

"Sure, Dorian. Why don't you get in the front and I'll take care of them." I walked into the lobby and found them slumped together. I got them to stand and then placed one arm around each of their waists. Slowly, I guided them to the car and with some difficulty managed to get them into the back seat. Fortunately, I was rewarded with treats. First, it was Rachel's ochre panties. Angela was a bit more difficult to seat but as I did, her legs spread and I found myself staring at a magnificent shaved snatch. Her cunt lips were damp and I caught a whiff. It was delightful. As I closed the door, Angela smiled boozily at me. She knew what I had seen and she didn't seem to mind.

"And now, ladies, back home." I slowly drove west.

"I think I'm gonna be sick," wailed Rachel.

"Just tell me when. I'll pull over and help you."

"These two can't drink, not like me," said Dorian who proceeded to produce a loud belch. I couldn't help but laugh.

A few minutes later, on the Napeague Strip, Rachel moaned again. "Ohhhh...pull over, Ray." I pulled on to the sandy roadside, quickly pulled her out of the car and held her while she threw up. I had one arm under her stomach when she slipped and I found myself holding her up by her breasts. Finally, she stopped hurling and I placed her against the car as I retrieved a couple of bottles of water and a towel. After I got her back into the car (with a wide panty-clad, camel-toed beaver shot), Angela moaned. I went around to the other side of the car and helped her out.

"I'm not going to throw up," she said, "I have to pee." Before I could get her back into the car, she lifted her dress, squatted down and did exactly that, much to my astonishment. I got her some tissues and she wiped herself while staring at me the whole time.

I got her back into the car, passed out more bottles of water, and in the now quiet car, drove them back to Lee Avenue. As I pulled up to the front door, I calculated that I had piled up over eight hours. I was glad that it would be a good payday after all in spite of what my asshole boss said. Dorian got out first and walking tipsily, barely managed to unlock the door. Rachel was asleep so I lifted her into my arms and carried her in. I directed Angela to just sit and wait until I returned. As I carried the woman into the house, Dorian directed me to her room and followed behind. I gently laid her down on the bed.

"Help me, Ray." Dorian began to take off her fuck-me pumps and then the rest of her clothes. I held her up while she stripped her until she lay there naked, a vision of perfection. Her black hair tumbled over her shoulders. She was exquisite. Her small A-cups had lovely brown areolas and nicely pointy nipples. Naturally, being a fashion model, her pubes were bare. I just stood and stared as Dorian sponged her down.

"Come on, Ray, let's get her under the covers." As we walked out of the room, she added, "Damn, you act like you've never seen a..."

"An incredibly beautiful naked fashion model before! I don't think I ever have!"

"Okay, get it together. Let's get Angela now. When we get back into the house, I'll tip you and you can go."

"To be honest, Dorian, just being with three of the most beautiful women in the world is tip enough for me."

"Aren't you sweet?"

Getting Angela into the house was another story altogether. A bit taller and a bit larger than Rachel, she was difficult to carry. My left arm curled around her back and my hand cupped her firm tush. My right arm was slung under her knees and my hand held her long legs. I knew that she wasn't wearing panties and I was ever so careful not to touch her in any 'good' places. She moved about as I carried her and made things hard (including my dick). Several times, the fingers on my left hand gripped her ass crack and she responded by pushing her butt into them. As I carried her up the steps, she abruptly rolled a little and my right hand brushed her pussy before I quickly lifted her again. Somehow, I managed to get her into the house. She suddenly wanted to stand and so I set her down on her feet. She made some wobbly moves and I held her firm. "I'm okay," she said, "just help me to the bathroom." I helped her to the bathroom and closed the door, waiting outside.

Dorian returned and as I was saying my goodbye, we heard the shower start to run. "Oh God, let me see what she's doing!" She opened the door and we saw Angela in her clothes against the shower wall. "Ange, what are you doing?"

"I'm reviving myself, Dory." Her speech was slurred. "I feel better now. I want to go for a swim before I crash."

"I really don't think that is a good idea, Angela. I think it might be better if you just went to bed." I said it but I knew it was pointless as it rolled out of my mouth.

"Don't be a party-pooper, Ray. I'm going for a swim!" She pulled her soaking outfit over her head and dropped it on the floor. She stood in front of us completely nude except for her high heels. I considered that perhaps I was dead and in heaven. She turned and unsteadily walked toward the deck.

The sound of hacking came from Rachel's room. "Let me take care of Rachel, Ray. Please stay with Angela and keep an eye on her. See that she doesn't drown, will you?" She ran off leaving me alone with this drunk goddess, who was having trouble opening the sliding door.

"I really wish you wouldn't do this."

"I'm doing it. Don't be such a fuddy-...a fuddly-...a...ah, fuck it."

I really had no choice. I didn't want this woman to drown and I didn't want to put myself in an uncomfortable and unprofessional position. But the choice was clear. I slipped off my shirt and dropped trou. As I like to go commando in the warm months, I stood as naked as she. She walked toward the edge of the pool and jumped in. I followed her. The water was piss-warm and felt wonderful. I swam up next to her. "Are you okay, Ange?"

"Yeah, I am. The water straightened me out but now I'm tired and I want to crash. You know, you have a cute cock."

"It doesn't usually get called 'cute' but thanks. Let me help you out."

"No, I'm good. Goodnight, Ray. You're the best." And with that, she pulled herself up the ladder, waved her butt at me and walked into the house as cool as could be. I followed her out and started to dress when Dory walked out with a towel and two Bloody Marys.

"I guess I'm too late. I brought you a Bloody Mary and something to dry yourself off."

"Thanks, Dory." For some strange reason, I tried to hide myself from her and she just laughed.

"What's the point, Ray? It's nice looking. It just doesn't do anything for me."

"What does that mean?"

"That means that we're gay, Ray. Didn't you pick up on that?"

"Actually no, Dory, I didn't."

"Being naked is nothing to us. Half the time we're naked. So I'm surprised you didn't come on to any of us. Ange, she likes to tease. I surprised you didn't put the make on her."

"You know, I was trying to do my job professionally tonight. I did enjoy ogling your bodies but I must have subliminally picked up the vibe because I never once got hard. I mean look at it now - even after swimming nude with Angela - it just lays there."

"Yeah, it's nice. It reminds me of one of my strap-ons. Well, dry it off and pack it up. You still have to drive home."

I did exactly that. I quickly dried off and dressed as Dory drank her Bloody Mary. She didn't try to ignore me, it was her natural way. I got into my car and headed home with visions of nude supermodels in my head. About halfway home, I felt my cock finally show some life and I began to rub it. It was a pleasant drive.

As soon as I got home, I stripped down and hopped into the shower where I proceeded to jerk myself with short, quick strokes. When I came and shot my jizz on the shower stall wall, it was just an okay, run-of-the-mill orgasm. That night, as I lay in my bed, I had a difficult time falling asleep. My mind could not stop the images of these magnificent creatures going down on each other.

The next morning, as I hung up my clothes from the previous night, five one-hundred dollar bills fell out of the pocket and floated to the floor. Sometimes it pays to look and not touch, wouldn't you say?

Chapter 3 will be along soon. Be prepared.



The Designated Driver Chronicles Ch. 03



Have you read the first two chapters of this story? Perhaps you should just so you get the gist of the setting - or not. The following story is full of all sorts of sexual antics of many proclivities. If you are underage or at all squeamish with different variations of sexual pleasure, why are you reading this? Go read something else! If you are reading this, enjoy it and give it a score. All feedback is welcome. A special big time thanks to "LarryInSeattle" for his astute editing of this chapter.

*

It was late July and I'd become frustrated with the job - well, not the job so much but the boss. Still, lately my pick-ups were boring. They were also cheapskates. Besides being light tippers or not tipping at all, most said they had a special deal with my boss and that he would settle up with me. I knew that I was getting royally fucked and I didn't like it one bit. But I still had lots of time to revise and edit my manuscript and with each tweak, the story was improving.

The clients now were mostly Wall Street types and nearly all of their discussions were about money and how they were reaping it in. Since my sympathies ran with the Occupy crowd, their cavalier attitudes revolted me. One Sunday, as I drove one of these guys to a party, I listened while he fired a worker via overseas long distance. These were not nice people.

Working for this company was becoming exceedingly difficult. Simply put, the boss was either a terrible businessman, a wise guy or a liar. It was hard to tell. I was now dealing with bounced checks, short payments, withholding tips placed on credit cards as well as sending me to wrong addresses and calling me profanities when I called to verify the correct address. I'd now developed a client following and realized that the time had come for me to go out on my own. I called or emailed my previous clients to inform them of my availability. I also asked these people to pass my service on to their friends.

I received a call one day asking if I would drive three couples to a party on Shelter Island on Friday night. The client said it would be a late night and I would be well paid in cash. When I arrived at the house in East Hampton, I was greeted by several small children playing in the front yard with their nannies. The house was a modest affair with a spectacular view of Three Mile Harbor and the ambiance was very serene. I announced myself to one nanny who upon returning from the house explained that they would be a little delayed and that I should relax for a while.

I strolled around the property before inspecting the evening chariot, a three row Navigator, not my favorite ride but what the hell. After nearly an hour, the three couples came out, kissed their children and piled into the car. None of these people were particularly good looking. The men all seemed to be subdued and the women were clearly in charge. One woman, heavy set with gargantuan tits, actually barked when she spoke. Each man held a travel bag which I duly loaded into the back behind the rear seat. The women seemed very intimidating and bossy, but it didn't matter to me, it was just a job.

I drove them up to Sag Harbor first where they dined at B. Smith's. I strolled around the village and then along the wharf to ogle the immense yachts. It was a beautiful evening and Sag was hopping. An hour and a half later, they emerged from the restaurant. They'd been drinking and now the woman really seemed to hold the reins, constantly deriding and ridiculing their husbands. As they got into the car, one wife told her husband, "Got in the last seat, you weak little man." My eyebrows raised.
Driving up North Haven to the Shelter Island South Ferry, I was told to drive to an address on Coecles Harbor. I was told that while they were at the party, I should stay in the car. I thought that to be an odd request especially since I sometimes like to stretch my legs and other times enjoy an outdoor piss. I simply nodded in understanding and minded my business.

The party was in full swing when we arrived. There were about twenty cars parked around the front of the house which was laid out with the rear facing a huge lawn that spread down to the harbor. With no moon and clouds overhead, it was very dark and a little spooky. As they exited the car, the women berated their husbands for looking rumpled. The husbands meekly fixed themselves. I noticed that as they walked toward the front door, the women led and the men followed behind.
I stayed in the car for a few hours doing some quality writing. Twice I got out, once to pee and once to smoke some pot. During my smoke, I heard strange noises coming from the house. Instead of party sounds like music and laughter, it was very quiet with the occasional sound of snapping, or slapping or something like that. My curiosity was piqued. What was going on here, I wondered. Being high and adventurous, I crept to the side of the house where the sounds emanated. I peered into the large windows from behind a large landscaped border of hedges. What I saw made me smile. Hanging from a series of ropes and supported by leather restraints was a very thin man. He was naked with his back to me. A tall woman dressed in dominatrix regalia stood behind him spanking him with a riding crop. The man's ass was bright red from the beating and it sounded like he was moaning. In front of the man was another man on his knees obviously sucking the suspended man's cock. Behind him was another dominatrix holding him by his hair. I recognized her as my client, the barker. I thought she looked revolting, not at all sexy. Her leather outfit did nothing to compliment her body. Her immense tits flopped over the bodice. There were leather straps that held the outfit around her massive ass. The straps came around the front and held her shaved pussy tight, making the lips extended and puffy. The thought came to me that this was a good thing because otherwise it would be the old "roll her in flour to find the wet spot" joke. Behind these people were other partiers all watching the action in earnest. Some of the husbands sat at the women's feet, some wore choke collars. I watched the action until the suspended man came, shooting his jizz all over the face of the sucker whose head was pulled back to make a perfect target. There was polite applause when the scene ended. I'd had enough. Watching the scene did nothing for me except wanting to pee again.

I snuck back to the car and standing beside it, relit the joint. Another driver strolled up to me and we smoked up. When my joint was beat, he pulled one out and we worked on that one. "Pretty strange scene in there, right?" Apparently, he too knew what was going on inside.

"That it is," I said. "I'm glad they're having fun but this kind of shit does nothing for me."

"Me neither. You been here before?"

"No, this is my first job for these people. They told me to stay in the car but it sounded so weird in there, I had to see what was happening."

"I've taken my ride up here a few times. It's like their private S & M club. A few weeks ago, they held it outside around the pool. That shit was something to see, I ain't kidding. The good thing is that these people pay very well. I think they pay for your discretion."

Once we were nicely toasted, we parted ways and got back into the cars. I must have fallen asleep for a few hours before I was awakened by loud knocking on the window. I rolled down the window where one of the husbands asked if I was ready to take them home. I nodded yes and asked him if he would refill my travel cup with coffee. "Milk, two sugars," I ordered. He meekly agreed.

A few minutes later, the three couples emerged from the house. I took the bags and helped them into their cars. Driving back to catch the last ferry, the atmosphere was very subdued. Upon returning to their home, one of the husbands paid me $350 for the ride and a $100 tip. He asked me if I would be willing to drive them again.

"Certainly. Call me when you need me."

"Also, my wife would like to know if you might be willing to come for dinner one night. She took a bit of a fancy to you."

"We'll see about that. I would prefer to keep this on a professional basis. I usually do not socialize with my clients. I hope you understand but I do appreciate the offer."

I drove home that night happy to have cash to deposit into my account. My mind kept repeating, "Whatever floats your boat."

My boss called me the next day with a job. I told him that until he paid me what he owed me, I was hesitant to work for him as his debt to me was mounting.

"These people requested you specifically. Are you going to take this job or do I have to drop you? Look this guy is a good and a big tipper."

"I'll tell you what, meet me tomorrow and pay me. Then I'll be more than glad to take the job." He reluctantly agreed and so I had him meet me at my bank where he paid me $700 in cash which I promptly deposited.

The job was a pick-up in Southampton. The client was another Wall Street tycoon who had heard about me from one of his friends I had driven a few weeks before. The job was only three hours long and the client was boorish, incessantly ordering me to 'make a left here, turn right here' as if he didn't trust that I knew where I was going. At the end of the job, he paid me $150 dollars and no tip. On my way home, I decided that I would no longer work for my boss and it was high time I struck own on my own.

My boss called me the next day wanting to know how much I was paid and how big the tip was. When I told him, he began to berate me. "You must have fucked up, you asshole. I heard this guy was big money."

"I've really had enough of you calling me names and talking to me the way you do. I've come to the conclusion that you are just full of shit. As long as we're even, I won't be working for you any longer."
"Look you, you owe me my cut of last night's job..."

"Sue me, scumbag." I hung up happy to be done with him. He tried calling me a few times after that but I never answered his calls. His voicemails were filled with threats and expletives which I chose to ignore.

Except for running some ads in the local papers, the week was quiet. On Thursday, I received a call from a man in Wainscott who told me that I came highly recommended by Gayle (see Chapter 1). He needed me to take him into Manhattan on Friday afternoon. First, we would stop at his apartment, then I would take him to the airport and then drive his car home. I agreed to pick him up at noon.
A few minutes later, I received another call for a job on Friday night. In the next hour, I fielded several calls which filled my weekend. I had to turn down two jobs due to schedule conflicts. I was very glad to be on my own. The Friday afternoon job paid me $500 cash. The Friday night job added another $600. One day, $1100, not bad.

The Saturday night gig was the best of the weekend. I ended up pocketing a lot of cash for the weekend although the Sunday job insisted on using his iPad to pay me through PayPal. Financially, I had covered myself for a few months and there was still another month left to the season. I was looking forward to Labor Day.

But I digress. During the earlier part of Saturday, I bumped into a friend and splurged on a fifty dollar bag of pot. Very good pot. By the time I picked up my evening job, I was straight; probably the result of two cups of coffee.

The house was a killer modern affair with a second story view of the ocean. It was not unlike many of the houses along the eastern edge of Amagansett with great views, lots of decking, lots of glass and an infinity-edged pool. This particular home faced a long stretch of dunes. I pulled into the parking area under the deck. The car I was to drive, a new Range Rover, sat in the driveway. As I walked to the front door, a stylishly dress man bounded out of the house.

"You must be Richard. I'm Wayne. We have to make a stop to pick up my friend who lives in East Hampton. And from there, we're going to a party in Sag Harbor. I running a little late today so let's be off, shall we?"

"Sure." The client was obviously gay with his wildly affected gestures and his dramatic way of speaking. "Wherever you want to go"

"Ooh, how inviting."

We got into the car and drove to East Hampton. On the way, I learned a little about him.

"Do you live out here, Wayne, or..."

"Or am I a summer interloper? A citiot? Not likely. No, I've had this place for about ten years. I love it out here. I'm often in the city or bouncing to Europe but this is my real home."

"Do you mind my asking but what do you do?"

"I'm an accessories designer."

"I'm sorry but what is it you design?"

"I can see that you don't know fashion, my friend."

"Oh, not in the least. I have rather pedestrian tastes. I'm a jeans guy...Gap, like that."

"Well then. I design handbags. I also have a line of exercise wear and another line of jewelry. I'm very good at what I do, dear man."

As we pulled into a house up in the Northwest Woods, Wayne was on the phone telling his friend to be ready and the friend was already walking out the door.

"Mason! You're looking raffish tonight!" They cheek kissed.

"Ray, we're going to a private party in Sag Harbor. A "Tea Party" on a yacht docked along the Long Wharf."

I was driving toward Route 114. Mason and Wayne were catching up on gossip. I was watching the dark roads carefully as the deer were out and about. I didn't hear Wayne speak to me.

"Sorry Wayne, I was concentrating on all the deer in the woods and alongside the road. Look, there's four right over there."

"Alright, I accept your apology. Do you know where this party is?"

"Certainly, Wayne. I'll take you right up to gangplank. May I ask you something? What exactly is a "Tea Party"? Is this a Revolution era reenactment?"

They both laughed at my naivety. "No, silly man! Do you know what a "Tea Dance" is?"

"Not really, Wayne. Is that like a late afternoon party. Something from an earlier era, like Victorian or something?"

"In our circles, a "Tea Dance" is often held in the Spring or Summer, usually in the late afternoon or evening but they have them at all hours now. It's a good place a score and meet new playthings. This particular party is being thrown by C--- K--- and it will be filled with beautiful people...the Gay A-List...which fortunately, my darlings, I am on."

"I'd love to see the yacht. It must be about one hundred and eighty feet long"

"We'll see, Raymond. If you're a good fellow perhaps I'll take you for a tour."

"Thanks, I'd love that."

The yacht was everything I'd imagined and more. As they exited the car, Wayne suggested that I take the tour now because "...things could get steamy later." He suggested that we say that I have to use the bathroom. But I didn't have to say anything. Wayne said it all.

"Oh, aren't you looking good tonight...positively yummy!," he said to the greeter checking the names at the foot of the stairs. "This is my driver, he has to make a pee-pee...can you show us to the little boys room?"

I wanted to puke. The greeter pointed to the first doorway and I quickly made my way in, Wayne and Mason close behind. For the next half hour, we toured the incredible yacht. Several rooms were filled with dancing men. Several times, I plucked hors d'ouevres from trays. Wayne and Mason were already into their third drink by the time I made it off the boat. I did stop into the bathroom before I disembarked and that room was a whole 'nother scene entirely.

I walked back to car and eased myself in. I filled my little pipe, turned on the Yankee game, pulled out my Times crossword and spent the next few hours totally relaxed and preoccupied. I was glad to step away from writing for the night.

At about one a.m., Mason and Wayne entered the car. They were both very drunk and apparently, had just had a fight. The vibe in the car was deadly.

"Take Mason home, Raymond. His party is over."

I made it quickly back to Mason's house. He quickly exited and slammed the door on his way out. Wayne sat with his arms folded. He was simmering.

"Back to your place, Wayne or wherever?"

"My place," he snapped.

We drove in silence for some time until we reached the outskirts of Amagansett. Suddenly Wayne seemed to perk up a bit. "I'm sorry if I was cranky, Raymond (again with the "Raymond" crap), but I feel better now. That Mason is such a douchebag and a party-pooper."

"It's okay, Wayne. I get it."

"If you only could...You must be so stiff and sore from sitting in the car all night." He leaned in from the back seat, put his hands on my shoulders and began to massage me. "Does that feel good?"

"Yeah, Wayne, it feels great. Thank you. Let me ask you something, are you coming on to me?"

"Maybe. I know you don't play for my team but maybe, you know, you're just a little curious, a macho guy like you...

"What gives you that impression? Why do you presume my sexuality?"

He pulled his hands back. "Oh, come on. Give me a break! Don't tell me you suck cock!"

"Oh, I have. Not on a regular basis. I'm bisexual. I like women but I also like to do couples. That's my thing. And while I don't want you to feel insulted, you're not my type." I could tell that Wayne was stunned. He turned quiet as I pulled into the driveway.

"...and here we are."

"Could I interest you in coming in for some coffee...or maybe some smoke? I smelled it on you when I got into the car."

"Sure. I could use the john again, too." I figured that I already made my position clear to him and so a piss and a few tokes would be nice. He led me into the house and I spent a few minutes marveling at the art collection on his walls while he brewed some coffee. He walked into the living room with a lit bong. After a couple of powerful tokes, he took my hand and led me to the bathroom.

"I have to pee, too. I'll wait. Go ahead." I went to unzip but he was still standing in the doorway, toking. "Is it okay if I watch? I want to see your equipment." I smiled, unzipped and held my meat toward the bowl. "Ohh, Raymond, what a lovely dick you have. It's very pretty. Let me see it." I pulled out my ball sac and continued to piss. When I finished, I shook it a few times. I could tell he was impressed. I walked out and he took my place. I didn't wait to watch but instead returned to the kitchen to make my coffee.

I was sipping the brew when Wayne returned. He looked at me seriously. "I like the way your cock looks...it's a man's cock. Will you let me suck you off? You don't have to do anything to me...I just think it would be nice to have a load of cum before bed. And, I'll make it worth your while."

Maybe it was the fancy pot I smoked but I let down my guard. "Yeah, you could suck me off, I could dig that...but that's all."

"Good. Very good. Take your coffee and come with me." He grabbed the bong and took me to his bedroom on the second level. With a floor-to-ceiling view of the ocean in front of a massive king-size bed, it was impressive. We stood and looked out the windows while the bong passed back and forth. He refilled it and handed it to me. As I toked, I felt his hands run along my fly. He moaned and made little cooing sounds. I went to pass him the bong but he said, "No, you smoke it. I'm busy."
Slowly, he unzipped me and put his hand in to feel my commando cock. He took his time unbuckling my belt and pulling my jeans down. My cock sprang out hard and eager as it bounced off his cheek. He spent some time licking my balls and the underside vein of Mr. Happy. He spread my legs apart and licked my asshole for a while. "Mmmm, I love this. Does it feel good?"

"Yeah, Wayne, it feels very good. You're hitting all the right spots." His tongue worked up my shaft until it engulfed the crown. He was very, very good. Several times, I felt his face against my stomach as he swallowed it down. I moaned, "Oh...so good."




The Designated Driver Chronicles Ch. 03



"Yes, I'm the best," he said between gulps and slurps. "I love your cock...it tastes so good...give me your load, baby, give mommy your load...I love your cock..."

"You're gonna get my load in another minute, Wayne, just keep that up." He began to stroke and suck at the same time. I could feel the throbbing. He was sucking and slurping harder, faster and wetter. His finger was wiggling around my sphincter. "Oh, man, I'm gonna cum in your wet pussy face, Wayne..." My muscles spasmed and I felt my cum take the high-speed line from my balls to my piss hole where it burst into four or five express blasts into his mouth. I coated his throat and he moaned in appreciation. He held it in his mouth for several minutes until he cleaned the now limp organ before it slipped from his mouth. I fell onto his bed. "That was a great blowjob, Wayne. Thank you."

"No, Raymond, thank you. I really needed that." He sat next to me and massaged my inner thigh. He did this for a while until he got up and began to strip. My mind began to churn thoughts about having to reciprocate. Sure, I loved the blow job but as I said earlier, I'm not into prissy stereotypes, especially not Wayne. Fortunately, for me, the choice was made. Wayne naked was not a pretty site. His belly hung over the smallest penis I have ever seen.

"Don't worry. darling, you don't have to do anything. I was thinking about how much I enjoyed that thing in my mouth and that I'd like to suck you again."

"Thanks but I don't think I'm up to it."

"Let me determine that. I suck cock better than any other mere mortal on the planet. Let me prove it."

He began to lap my cock again and for quite some time, nothing happened. My cock lay against my thigh like a dead fish. I certainly couldn't blame Wayne for not giving it his best effort, that he did. It was when he began to run his finger along my taint and press it upward below the prostate area that my cock jumped a bit. He stuck a second finger into my ass and pressed down. My cock jumped again and began to rise to the occasion. He placed his mouth over and down the column a few times. Then he began to hum and between the vibrations and the prostate massage, I was stiff and hard. My eyes were closed. All was good in the world.

"Oh, your cock is so delish, I could do this for hours...but I have another idea..." He started to suck the meatus until it was swollen and red. I heard a cellophane package open before he slid a rubber over me. He squeezed and jerked me. I felt him move around the bed. When I looked up to see what he was up to, he was squatting over my dick and then, squish, I was up his ass to the hilt.
"I want to make love to you like time and space is ending."

"Shut up, Wayne, and just fuck my cock." He was bouncing his ass up and down as I pushed up against his cheeks. Each combination of the down and up strokes caused him to grunt, then groan in pleasure. He began to sphincter-squeeze the root with each down stroke which resulted in the same sounds emanating from me.

"It feels good. Fuck me harder." I pulled him off me and made him get on all fours. I got behind him. "You like the cock, don't you."

"Oh, yeah..."

"Say it louder. Let me hear you say what you want, Wayne."

"I want your big cock up my ass. Fuck me hard...Please, please!" I just couldn't handle the begging so I stabbed his pucker and pushed myself all the in. He loved that. He squeezed me in his expert way as I pummeled his ass. And, it was good, I tell you. His ass had been down this road a few times before me and his asshole really knew its way around a cock. Soon, we were banging hard and furious, I knew I couldn't keep it up much longer.

"Wait. Change!" Wayne pulled off me and rolled onto his back with his legs upright and being held at the ankles. His asshole was a rocking target. His tiny dick was hard and, you know what? It was still tiny. I leaned over him and pushed in again. Within a moment or two, we were back fucking like animals. His whole ass seemed to get tighter and his upstrokes went deeper than they had before. Suddenly, he began to whimper, a little whiny kind of noise with an occasional hiccup. How strange. Stranger still was his cute little button of a dick erupting long streams of cum all over his stomach and chest. He rolled higher in order to try to catch some in his mouth. He missed his mouth and sprayed his nose and cheek instead. Cum was also dripping off his chest. I was impressed by his amazing trick.

He rolled down and my cock literally popped out of his ass with all attendant sounds. He spun around, pulled the condom off and swallowed me with his patented slide-and-suck technique. That was it for me. My first shot landed somewhere near his larynx. He grabbed me by the balls and pulled me out so my next shots bathed his face. I felt like Robert Johnson as he squeezed my lemons 'til the juice ran down my leg. I collapsed onto the bed and couldn't move. I was wiped. Wow, what a fuck.

We must have nodded for an hour or two. I awoke having to piss. (Hey, it happens to guys my age!). Wayne was out cold, a snoring mess. I quietly went to the john to pee and shower. I quietly dressed. I also refilled his bong and tiptoed down to the kitchen. I pulled a Mango Snapple from the fridge as well as a plate of cheese cubes, sliced sausage and roasted peppers. I toked up a couple of times when I heard the shower running. In a few minutes, Wayne joined me.

"Good. I'm glad you finally found something to nosh on. Me? I think I'll have some absinthe."

"You enjoy, Wayne. I'm done here but before I leave we have to settle the bill."

"Yes, of course, my macho man. Let's see...how many hours?...Plus a tip...and then your tip in my ass...here, Raymond, sweet Raymond...you were worth every penny." He handed a wad of folded bills. As is expected, I discreetly put it into my pocket without counting it and then I thanked him for a lovely night.

"You are also a great fuck and easily the best cocksucker in the galaxy. You have a special gift, Wayne. Thank you for letting me experience it."

"I told you I could prove it. Now run home, silly boy, or I might have to have you again...and again." He cackled as I made my way out.

I got into my car and took a deep breath. I opened the windows as I pulled away. I lit a cigarette and sipped the last of the Snapple. My dick was stone dead. Hell, I couldn't even feel my groin. I turned on the radio. I idly pulled out the wad and turned on the overhead light - all one hundred dollar bills - ten of them. One fucking thousand dollars. Holy fucking shit.

All kinds of random phrases ran through my brain. "Sometimes you have to grin and bear it"..."It's a dirty job but somebody has to do it"..."Slide, Willy, slide!" and like that. I laughed all the way home, up the stairs to my room and onto my bed until I laughed myself to sleep.

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There's still another month left to the tourist season, Chapter 4 will be along soon to take you for another ride, this time with Gayle and Reenie again.

Did you vote or leave a comment? Come on, why the hell not? 



The Designated Driver Chronicles Ch. 04



Have you read the first three chapters of this story? Perhaps you should just so you get the gist of the setting - or not. If you are underage or at all squeamish with variations of sexual pleasure beyond the male/female Protestant ethic nuclear couple, why are you reading this? Go read something else! If you are reading this, enjoy it and give it a score. All feedback is welcome. A special big time thanks to "LarryInSeattle" for his astute editing of this chapter, too.

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August kicked in like gangbusters. My business went crazy during the first weeks of the month. I was editing and revising my novel by day and driving rich drunks around at night. After my experience with Wayne (see Chapter 3), I decided to concentrate on working as much as I could and concentrating only on the front seat of the car. I worked and I found myself with five or six jobs a week averaging about three-fifty a night. I was making a ton of money and reading the classifieds in order to get a cool year-round rental house instead of the room I was renting in a private home. I had goals. I needed to finish my book and I needed to get my own place. This driving gig was my vehicle.

My jobs were for the typical Hedge Fund prick. Since it was the final month of the summer season, many had taken the one-month deal on a fancy house. Hell, a premium house rental for the month of August in the Hamptons starts at about one hundred fifty thou. No shit! I picked up at several different ocean-front estates and drove some mighty fancy cars. Most of the rides were the same - pick them up sober and polite, bring them home all sloshed and sloppy with similar characteristics; rudeness, nastiness, loudness and a high degree of horny, mostly of the soon-to-cum-by-masturbation variety. I watched my p's and q's and quietly collected the cash.

Not that some of the rich babes didn't get my juices flowing, they most certainly did but I kept it in check. I jerked off many times during the few weeks of a rather balmy month. I usually jerk off in the same way as I suppose most people do. You know what gets you off, right? Well, my routine rarely varied. After I returning to my room, thoughts of crotch shots and tit peeks had me rubbing my cock through my pants. I get naked and watch some porn clips on the web. Then I go to my erotic story sites and read stories, mostly of group sex and bisexual subgenres. I'll find a good story and stroke with more determination. I take a piece of paper towel and put it on the floor in front of my computer screen. Then I jerk away until I feel the seed rising. When my swollen and red helmet is ready to explode, I cup my palm under the head and shoot into my palm. When I've squeezed out my load, I sit back and lick my hand, cleaning all the tasty cum from between my fingers. Sometimes, this gets me hard again and I find another story. Me, I like to cum at least once a day. Me and my hand make good partners.

I'd just finished cleaning myself when I got an email from Gayle, a lonely wealthy married woman I'd driven (and made love to) earlier this summer (See Chapter 1). It read, “Hi Ray. How is your summer going? I know this is sort of last minute but could you pick me and Reenie up at her house on Wednesday night at seven? Gayle.”

I emailed her immediately telling her I would be there at six forty-five and that I was working by myself now and only accepted cash or PayPal. She wrote back that it was no problem and would see me then. Then, with my head dancing, I jerked off again.

Late Tuesday, I received a call from Reenie (See Chapter 2). She was all excited and talking quickly. I got how excited she was, about how she hoped for an adventure and other stuff I didn't understand. I had to break in.

"Reenie. What are you going on about? Gayle will be with us? You two are going crawling, right? Where to, red/bar...nobu?"

"No, it's not going to be like that, Ray. Look, let me explain...but this is between you and me, right? Don't let Gayle know that you know any of this, all right?"

"Okay, my lips are sealed...I hope around your clit again, Reenie."

"Oh, I think that is very doable, my pet...but there's more. Last week, Gayle and I got a little drunk during an afternoon around her pool and the beach. We talked about a lot of things but mostly about sex...a lot about sex with you. You received rave reviews, believe me."

"So you want me to do it again with both of you?"

"See that's the thing. She wants to go out bar-hopping and I want to have a threesome but she doesn't know that. See, last week, when we were drunk, she admitted to me that a masseuse had worked on her and introduced her to woman-to-woman sex. She quite enjoyed it. I want to do her, too...I always have. It's been a fantasy of mine for years and suddenly I see a way to make it happen. Are you in?"

I laughed. "Am I in? Don't worry, leave it to me. Ooh, this sounds like major fun."

She laughed, too. "Good! I'm wet thinking about it."

"Oh, I have a question for you. What kind of name is Reenie? It's a new one on me."

"No biggie. My name is Renée but since I was little they called me REE-nie, not re-NAY. Get it? My friends just call me "Ree."

"Well, alright. I think that now as we're intimate, I can call you "Ree."

"Works for me!"

Wednesday evening couldn't come fast enough. I picked them up at Ree's house in Water Mill and they both looked 'drop-dead'. Gayle was wearing a transparent cream-colored blouse with a matching cream-colored bra. You could just see a hint of dark nipple through the bra. And, as it was a warm evening, she wore brown shorts showing her lovely long bronze legs. She was very earth tones. Reenie was decked out like a wealthy slut. Her light blue shorts cupped her ass cheeks like a lingerie ad. With no visible panty line, you had to know that the smallest of thongs hid below. Her large tits literally popped up and spilled out her bra filling her low cut cleavage with fantasies of sticking my cock down there.
"You two look awesome. You both look good enough to eat."

"Well, I hope you're hungry!"

"So what do you have planned for two cougars tonight, Ray?"

"First, I think I'll take you down to red/bar so you can check out the merch. Have a couple of drinks and then report back. I'll take it from there. I have options."

"And what if we pick up some guys? What happens then?" Gayle was projecting.

"Then I take the four of you wherever you want to go. Just be careful who you pick up. A lot of these guys are creeps. Don't concern yourself with scoring. It's when you don't want to score that you invariably do. But if you don't, it would be my pleasure to pleasure the two of you."

"Yeah...sounds like fun to me." Ree piped in.

"So, let me ask you something? Have you satisfied your urges thus far this summer?"

"You mean, besides you? I happily admit that I've fingered myself several times thinking about our sex together. Good ones, too." That Reenie!

Gayle was quiet except to say that she'd been a bit wilder but that discretion was more her style. "I don't babble like my friend here."

"Like hell you don't. Just give her a couple of drinks!"

"Well then, here you go…red/bar." I pulled into the bar off Hampton Road, a scene-making modest little restaurant/bar/meat rack. "Two drinks and then report in."

I found myself rubbing my crotch through my pants while I waited for them - a little pocket pool. A good hour later, the two came out looking a little worse for wear.

"So what's the story?"

"No, not a good crowd," said Reenie, "too many guido bankers and seedily rich Russians. Gee, every guy seemed to be drooling. Not my scene, not for me."

"Me neither. None of these guys seemed to have style or personality or class or...I don't know, maybe I expect too much from THE Hamptons." Gayle seemed resigned. "You were right, Ray. When you're not on the make, you score. That's how it goes."

"So, where to? It's still Attitude Adjustment Hour."

"I really have to go to the Ladies Room. Could we stop at your place, Gayle? It's right around here somewhere, isn't it?" I smiled at Ree's sly attempt to move the party.

"Sure. Good idea. I have to go, too. Let's go and plan our next move there."

"Good. I could tap, too."

A few minutes later, I turned onto Gin Lane and slowly drove past the home of one of the Koch brothers, the home of Herbert Allen, a few other moguls and finally into her driveway.

Reenie ran right off to the john. I turned to Gayle, "So where's your kid?"

"Oh, my sweetie is with the nanny at Ree's house, with Ree's kids. Why, what do you have planned?"

"I thought maybe we'd have a drink or two...then maybe smoke this fat joint...then maybe skinny-dip in your pool...and then have a three-way. Waddayasay?"

"How do you know we'd like that? Maybe we don't want to share you."

Reenie joined us with an open bottle of wine and three glasses. She caught the last part of the conversation. "Maybe we don't have to share only him? Maybe we can all share each other. Come on, let's go out onto the deck." Once out there, she said to Gayle, "So tell Ray about the massage..."

"Sounds to me like you already spilled the beans, my friend the bitch."

Ree giggled, "No, I just teased him a little. Come on, share it with - especially with Ray. Tell him like you told me."

I sat back in my chair and sipped the wine. I pulled a thick joint from my pocket and lit it up.

"Okay, so I was having a bad day. I exercised a bit hard in the morning, then had an ugly session with my finicky horse and then I found myself in spin class and very sore. One of the other women suggested I check the bulletin board by the front desk and call one of the masseuses listed. And so, on my way out, I wrote down a few numbers to call. On the way home, I was lucky to catch the very first one, Amelia, who was more than willing to come to my house right then. A few minutes after I got out of the shower, she rang the front door bell. The housekeeper answered and sent her upstairs to my room.

“She surprised me as I was sitting at the vanity naked. I quickly covered myself in my robe but she was nonplussed. She was a very pretty young woman, with a small but strong body. She had a South American accent. She set up her massage table in the bedroom and asked me to disrobe and lie down on my front. She folded a small towel over my butt and I let her coat her hands and my skin in warm oil. I was putty in her hands and all my aches vanished under her capable hands. My horse had given me a bit of a hip-pointer and as she worked her palms from my side around and down my ass cheek, I sighed. I told her how good her hands felt. She kept telling me how beautiful I was. I was really blissed out. When I felt her hands rubbing and molding my ass checks, I sighed again and spread my legs a little wider. I loved how her thumbs began to run down the crack of my ass to just above my asshole. Several times, I pushed my ass back at her and she squeezed it. I was clearly turned on by her touch. I'd never experienced feelings like this before and I was just letting it flow. And I was flowing! The smell of my aroused pussy infused the bedroom."

With that remark, I stood up and started to strip down. They were watching me. "Go on with your story. It's turning me on and I think I want to take a dip...in the pool, I mean, first." I continued to strip down until my cock bounced against my gut. Then I moved to the pool and jumped in. I swam back to the corner of the pool and hung off the coping. "Go on. I'm all ears again."

"So she told me to turn over. I was very wet. My nipples were like hard little beans. She smiled and told me how beautiful I was, how beautiful and perfect my breasts were, what good shape I was in. Her hands worked my hands, my wrists, my joints. She flexed and cracked my ankles and toes. After each leg, she spread my legs a little further apart. I was lying there completely exposed to her. Her hands traveled up my legs to my thighs and nearly to my sex but just stopping. A few times, I felt her brush by my pussy and each time it electrified me. I was really juicing up now. I knew it was obvious but I didn't care. She moved up to my shoulders and head. I was a mound of jello, nearly catatonic. I swooned when I felt the warm oil dripping on my chest. I groaned when I felt her hands rub the oil into my breasts. Her technique was divine, the way she curled and caressed my nipples. I was disappointed when she got off the table. "Shall I continue, ma'am?"

“I groaned again.  "Please don't stop. It's wonderful. My body feels so good."

"Wonderful. Let me get some more oil. Would you like to move onto the bed? I can put some sheets over it?"

“I groaned. The next thing I know, she was holding me and leading me onto the bed. I felt her skin against mine and I liked it. I lay on my back with my arms and legs spread. I felt her get up next to me and run the oil into my cleavage. She leaned over me and I had the most delightful sensation of her small breasts caressing mine and the oil sliding between us. She made me feel like an angel, I swear." I got out of the pool and strutted my stiff dick over to the bottle of wine.

"I like your style, Ray. I think it's time I joined you. Her story has me so damp..." Ree took very little off before she was also naked. Her little thing, no more than a wisp of butt floss, was the same blue as her shorts. Why would they be any other color? Her breasts were fabulous, big but young and firm. She ran her hand down to her pussy and rubbed it before lifting it to her nose. "Oh, jeez..." she moaned.

"So I take it that she made you cum and you loved it."

"Elementary, my dear Watson. That she did." Gayle was disrobing now. Her panties were also the same color as her bra and her creamy-brown outfit. How did I know that? Fancy and lacy, too. Probably Italian or French or very expensive. Still they made her legs and her mound stand out, especially after she removed them.

"Did you reciprocate?"

"No, I didn't get the chance but I wanted to. At one point, when she was sliding her chest over mine, I cupped her small breast in my hand and it was thrilling. She went down on me but when I tried to return the favor, she pushed me away. Her massage of my vagina sent me to the moon and I was wiped out for some time afterward." She jumped into the pool. "Who's joining me?"

We soon found ourselves splashing each other, playing touchy/feely and generally being silly. After a while of this and feeling a bit exhausted, I pulled both women to the side of the pool and sandwiched myself between them.

"I love all these breasts. They sure feel wonderful." I tweaked each nipple and caressed them. I took Ree's hand and placed it on Gayle's breast which caused Gayle to sigh. I then did the same with Gayle's hand and Ree's handful and a half of breast. Like ducks to water, they both enjoyed it.

"So here's my idea," I said as I held them closer. "Let's go inside and make each other feel good. We'll get some baby oil and start by massaging each other. Then we'll let it go where it wants to go. What do you say?"

Ree smiled wide and said, "Come on, let's do this. I want to do this so bad, Gee."

Gayle suddenly seemed nervous, "Do you think this is right? Could this ruin our friendship, Ree?"

I shook my head. "Gayle, stop overthinking. Go with your desires. If anything, this will probably make the two of you closer. Come on."
This quieted Gayle, probably because she really had no negative feelings about it in the first place. We got out of the pool and toweled off. Taking our drinks and the ashtray, we followed Gayle into the house and upstairs to her bedroom. Gayle stripped the bed and threw a sheet atop then got a bottle of baby oil.

"Okay, so Gayle, you lay down on your stomach first and Ree and I will do the honors of feeling you up." In a flash, she was stretched out. Her ass looked so fine and with her legs slightly spread apart, a little pink was turning us on. We each took a leg and began to rub oil from her feet to mid-thigh. I decided to let Ree explore as I moved to Gayle's head and began to work her shoulders.

"This feels so good. I feel so special."

"It feels good to touch you. Your skin is so soft, so different from what I know." Ree's palms were now working Gayle's butt, occasionally sliding into the crack. I saw that things were moving as planned and so I told Gayle that it was time to turn over. She did and immediately, Ree's hands were rubbing oil onto her. "Your body is so beautiful. You have such pretty breasts."

"I wish they were a bit bigger. I'd love to have tits like yours. God, are your tits great!"

"I have an idea." I took some baby oil and rubbed it onto both of their chests. Then I had Ree move up and over Gayle, lean over and let them slide their breasts together. Immediately, they cooed and I noticed their crotches come together. They rubbed and rocked together for several minutes. The scent of their oozing vaginas was unmistakable, quite delightful and maybe even call it heady. Ree leaned down and took a nipple between her lips. Both women began to moan as they seemed to relish the experience. I sat back against the headboard and idly stroked myself as I watched these two absorbed in their first-time sex.

"Can you smell each other? You are both very, very turned on and your scent is permeating the air. It smells divine. Is it good?"

They were both abandoning any resemblance of protocol as their bodies slid against each other and their hands traveled. "It feels great," Gayle moaned. "Ree, you're so soft." Her hands squeezed breasts and pulled and twisted nipples. Her lips quickly took over. It was amazing to watch. Ree slid her hand down to Gayle's mound and began to explore her folds occasionally lightly spanking it.

"I can't take the waiting. I have to know." Ree moved down between Gayle's legs and with her fingers she delicately pulled her lips apart, examining and touching her parts and probing the layers of her lips. She pulled the clitoal hood with her thumb then slowly let her head drop and took a long slurping lick. "Oh God, that tastes delicious." She buried her face in Gayle's shaved woofer and went wild.

"Slow down, Ree. Savor the experience." It was moving too fast for me. I suppose that for my own selfish reasons, I wanted it to last longer.

"Fuck that, Ree, just don't stop." Gayle reacted to the tonguing and pushed her pussy up. "Let me do it, too." Ree paused as Gayle swiveled around on the bed, placing her head directly under Ree's dripping snatch, her tonguing licking Ree's hole. "Oh, that does taste good...and the scent...oh." God bless pheromones.

My cock was about as stiff as it could become and I did not ignore it. Watching these two enjoy - no make that - wallow in their first woman to woman sex was revelatory. I'm certain that being the spectator as well as emcee to the event had a more erotic effect than being a participant. Nah! But as they became wilder and very deeply into it, I began to sweat. I wanted so much to touch and taste, too but at the same time, I could not stop watching. The scene was intense as they clawed and squeezed each other. Their moaning provided a powerful soundtrack. Obviously, they were enjoying themselves. My stroking sped up.

Both women were now humping the others face. Ree could not contain her previous pent-up curiosity to feel, touch and love another woman. "Oh, baby, that's it. You're making me cum. I'm gonna..." Her body began to convulse, her legs thrashed and her nipples looked about to lift off to the moon.

"Yeah, cum. I want you to cum for me. Let me make you cum." Gayle's lips were locked around Ree's clitoris as her tongue whipped around it. Both pussies were now audibly squishing as they slurped and bounced off each other. Gayle's face was soaking as Ree's juices flowed over it matting her hair. Ree let loose a cry somewhere between a warble, a whine and a grunt. Her legs went rigid as her orgasm erupted and her hips made waves as she came and came. Finally, she calmed down and rolled over onto her back.




The Designated Driver Chronicles Ch. 04



"That was amazing. That was amazing. That was amazing. Now you."

"I'm very close...very close."

I had the ideal point-of-view as Gayle's ass was a mere two feet from my face, her brown eye winking at me. Below her, Ree's head and tongue moved from side to side, swabbing her friend's dripping snatch. She had two fingers buried deep in her canal. I supposed that she had found her g-spot. "Yes, yes, yes...don't stop...that's it, that's it...yessssss. Oh!" Gayle began to buck as a jet of pussy juice shot out of her and sprayed Ree's face. Ree squeezed her friend's ass and pushed her down drinking in the steady flow and moaning. I couldn't take much more and I began to groan, too. They looked at me as my cum began to fly up from my cock several feet into the air. Most of it landed on me but some landed on Gayle's ass, precisely where I had aimed it. Ree pulled her ass back down and licked it up.
The three of us lay spent and satisfied.

"That was great."

"I'll say. I'm just sorry I never did this before. It was so different...so erotic...so bad...so great!"

"I'm sorry I came like that, Ree. I've never squirted before. I didn't know I could do that!"

"Yeah, that was amazing. It really surprised the hell out of me but immediately I liked the different taste of it, almost like honey-lite. I wanted all of it. I never thought I would love the taste of pussy so much, especially a squirting one. I've never had that happen to me."

"Me neither...but now I have a goal! I really loved this. What an orgasm! Only now, it really confuses me. I mean, how come men, and by that I mean my husband, won't eat me like that? What a treat!"

"Aha! You touched upon a curiosity," I offered. "I suppose it has something to do with those pheromones. For some, the smell and taste of pussy drives them wild. For others, it does nothing. Some are hung up on the 'it's dirty, it's unclean' thing. I've even heard men complain that the woman might start to bleed and what to do then? For some, it's just plain ignorance."

"Selfish and stupidity, I'd say."

"So how come some woman don't like to give blow jobs or won't swallow cum? What's the big deal with that?"

"Sometimes, my jaw gets tired."

"Sometimes, I just get bored."

"That's because the act becomes too one-sided. It should be a fun and mutual activity. Now that the two of you have eaten pussy, it wasn't bad, was it? Also, you have a new appreciation of how you, as women, cum. You have some new tools to work with."

"You told me that you have had bisexual adventures. What was your first time like?"

"My first time was great. Fortunately, I had an experienced couple to break me in. But I remember that when I first felt his cock grow hard in my mouth, it felt great, like 'I did this!', 'I made him hard!' That I could do it at all felt like an accomplishment."

"And how did it feel when he came in your mouth? Did it nauseate you? I know it did the first time I ate cock."

"No, not at all. I'd already known what my own cum tasted like but his was different. It stimulated me to feel him blast his seed against my tongue. I liked the saltiness, the viscosity...the whole thing. It also gave me a new perspective and it made me a far better lover."

"Yes, I can see that happening. Already, I feel as though my new knowledge makes me feel more satisfied. I mean, I really like to cum and make someone else cum, too."

We lay there reveling in the glow of amazing sex. Both women snuggled up to my sides and we held each other. Ree flopped my dick around in her hand. When Gayle joined her, I started to get hard again. Both women shimmied down and began to lick and kiss it. I placed my hands on their heads and ran my fingers through their hair. This was paradise.

"I want you in me," whispered Ree as she got up and mounted me. My hand immediately went to her voluptuous breasts, grasping them to keep them from bouncing. Gayle moved up and placed her head on my stomach allowing her to lick Ree and me at the same time. For some reason, although I was hard, I was not cumming again. Still, I was high on sensations and that works, too. Instead, I enjoyed Ree aggressively riding me. Gayle was now whipping at her clit. In no time, Ree let out a wail and pushed down on me while pushing her vulva into Gayle's lips. She came hard again and this time longer. Finally, she rolled off me. She had this happy "just fucked", dewy-eyed look that spelled utter satisfaction. She leaned over my stomach, took Gayle's face in her hands and kissed her. Gayle responded and for a few minutes, their intimacy was exquisite.

"I'll be right back," Gayle said as she jumped off the bed and ran out of the room. She returned a few minutes later with refilled glasses of wine and a fresh joint. We sat on the bed knee-to-knee, giggling and reveling in our nakedness and the shared experience. The women were free with their hands, caressing and feeling each other.

"You know, we're going to do this again, babe, with or without Ray."

"That's for sure."

"Obviously, the two of you are pleased with the experience. Do you have any more curiosities?"

"Well, I've been thinking about something else," said Gayle. "I have a long time friend I've known since college. He's always lusted after me and I admit there have been times when I teased him mercilessly. I've always thought that he had an eye for men, too, even if he never acted on it. Anyway, he's recently divorced - for the third time...he's so handsome - and he's coming out here a few days before Labor Day and I'm thinking that we should have a foursome. I'll even let him fuck me for the first time. But more than anything, I want to see him suck your cock. I'd love to watch that. Maybe it might even be his first time and that would make it even more exciting. Just the thought is making me wet again."

"And what about your husband, er, husbands?"

"I'm sure he'll find some excuse to stay in the city and fuck his secretary or his receptionist or his assistant or whatever."

"Sam already told me that he's going to Hilton Head to play golf...and I could care less."

"So do we have a date? I'd really like to see all of us seduce him."

"It sounds like it could be easy."

"I'm in. I won't work that day. It will be worth it."

"Me, too."

"Oh, goodie! And don't worry, Ray, we'll cover your sweet, sweet ass."

We spent the next half hour showering and dressing before driving back to Ree's house and the nannies and the children. We had a three-way kiss in the car before I drove back to my place to crash. I had a long job the next day and I needed to catch a few winks.

The next morning, I received emails from both of them telling me that the experience was the best sex they'd ever had and couldn't wait to do it - and me and each other again.

And me? As I drove off to Sag Harbor to pick up my clients, I kept scratching my cock through my pants. I'd jerked off so hard watching the women the night before that I had made myself sore. I was glad that I had a small bottle of aloe cream with me in my backpack.

My Sag Harbor clients reminded me of another couple I'd driven earlier in the summer. He was a small, quiet man and she was a large, loud and busty woman. They wanted to be driven to a very private party on Shelter Island. I guess you could say that I'd been down this road before.

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There's still another month left to the tourist season, Chapter 5 will be along soon to take you for another ride, this time with Gayle and Ree again.

I voted, did you? (I don’t think that is what I meant? Whatever. ;) ) Did you vote or leave a comment? Come on, why the hell not?