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Gigolo Ch. 1

By: Sobek



This is a true story and only the names have been changed. Let start by saying I am not a bad person. Some guys call me a loser, or a dick for having sex with older ladies, but I will explain my reasons for preferring older ladies. When I was high school and even college, I was fairly funny, and popular, but every time I went to make the move on girl you know the one, the one that's either going to make it or break it, will the girl would always say the same fucked up thing.

'You're really nice, funny, and cute. And someday I love to meet someone like you, but you like a brother. You're my friend.'

I hated that word 'Friend', it means you get all the fucked up jobs like listen to her problems about some prick she loves and hates at the same time. The having to try and comfort her and get a little feel at the same time. But she gets pissed when she finds out. Friends are fucked!

Well like I said this was the same all through High School, and then in my fourth year of Business at Berkeley I was getting tight on money and thought I was going to have and drop out. But then a bud of mine jokingly told me about this 'Service' that helped young guys make money. To him it was all a big joke, he was on the football team and tagged bitches left and right. But he must have known something about it because he always had good money, not rich, but always enough to go drinking, and still pay the bills. 

One day after he had told me about this 'Service', I was helping him with some of his laundry mixed in with mine. I was running through his pocket, I had found some money, nude picture had taken of bitches, and panties of recent scores before so thought what the hell. He was often so drunk he didn't remember anything so I'd keep what I wanted and throw the rest away. Well like I was saying I was running through his pocket when I found he had left his wallet in his jeans. I opened it, he had six twenties I pocketed. He hadn't came in 'til about an hour before I was going to do the laundry, so I knew he wouldn't remember what was in his wallet, and often girls picked his pockets before I could get to it. 

I kept poking around and out fell a small piece of paper. It was folded quit tightly and tucked far back under his ID. I opened it and there was a single word 'Service' and it had an Oakland number. I wrote the number down on my hand and return the fold to the wallet. I sat the thinking about all Jay had said about going out with old ladies and making a quick fifty bucks. I thought he was just bull shitting, cause we were both pretty fucked up drunk. I finished the laundry and returned home. 

Jay was still dead asleep, as I opened his room and dumped his clothes on the foot of his bed. I shut his door and went to my room. I shared my room with another guy, he was a dork I hoped every night I wasn't as bad as him. But he and I did get along. We played D&D, Computer games, and watched Star Trek. James, my room mate was not home, he was at the Library, or at campus doing something as always. I looked at the number and didn't want to think about it anymore. I picked on the phone and without thinking I dialed the number the phone rang, and I was about to hang up when I voice answered the other end.

"Yes?"

I hesitated, but then spoke up.

"Uh, yes my name is Derrick. My buddy Jay gave me this number said I might could in for an interview. I'm looking for work and he said you might could help?"

The lady's voice sound extremely calm, and as she cleared her throat she began in a commanding tone, like a teacher.

"Well Derrick, could you come in today?"

I looked at the time my classes were done but I had planned to go to the movies, but answered her anyway.

"Sure, where are you located?"

The lady gave me directions to an area pretty nice in down town Oakland. I knew the offices around there where almost all lawyers, and doctor at first I was a little nervous.

"Oh, yes one more thing Derrick. Do not say anything about this until we talk to you here, and please do not bring anyone with you."

I told her okay and asked who I should ask for?

"Don't worry, just come to the office and tell them your name."

With that she hung up the phone. I changed my clothes, and dressed for a business interview in my best slakes, and shirt. I felt dumb, I didn't really know what to wear if this was what I thought it would be. I got on BART and followed her directions, I walked into the office building and looked for the office. 

Next to the office was blank. Just a number no office name. I got on the elevator and went to the floor. I walked to the office, and opened the door there was a desk, I nice looking older lady maybe 39 or 40 sat there working on a computer. I walked up to the desk and cleared my throat to get her attention.

"Yes? Can I help you?"

Her voice was velvety and soft. I nodded and answered with name and added.

"I called earlier, I am expected."

She nodded her blonde head, and licked her thick red lips slightly, giving me a little surge through my cock. She turn and picked up a phone, I couldn't hear what she told the other person one the other end of the line but, soon after she hung up the door leading to the back office opened.

There another older lady maybe 38, but I couldn't be for sure. She smiled a full smile white teeth ringed by peach colored lipstick. I rose as the lady motioned for me to follow. I watched her ass switch from side to side, and her reddish brown hair wave at me. She lead me to a chair and moved around the desk to face me and she sat in a large dark red leather chair she introduced herself.

"My name Miss. Nina Harmon. You can call me Miss. Harmon or Nina."

I smiled and reached out to take her hand, I thought quickly and lowered to gently kiss the back of her hand. And then waited like a gentleman for her to set. Nina smiled and nodded.

"Very good, you have manners. Something young men don't always have that. Your friend Jay for example. He had to go through much training before he could be put on the list. You, I don't think will need nearly as much training."

I smiled and spoke up.

"So can you tell me this 'Service'?"

Nina smiled and took a sip of water from a fine lead crystal glass.

"First tell me Derrick, what did Jay say about our little business?"

I felt a little nervous, Jay could have been fucking with me this might have been some kind of church. I spoke invasively.

"Well he said that he made money keep ladies entertained. He took them out sight seeing sometimes, and show them places nice to eat."

Nina smiled and nodded.

"You are good Derrick. Now I hate to ask this but for my protection and my whole business'. Are you in any way involved with law enforce? Or any legal parties?"

I shook my head and understood what she was asking.

"No Miss. Harmon. I am in no way involved with law enforce, legal parties, or an other undercover sting on you or your business. I am just looking for some money and looking to have a good time."

Nina then relaxed and began to explain things.

"Well then Derrick, first thing we are an escort service. We provide ladies with the company of both young males and female. Depending on the clients wants. It is not always sexual, often a lady might 'date' a young man a few times before anything sexual happens. We charge a fee, usually through cash or out of county accounts. I will not lie to you, not every call you get is going to be a lady you'd want to be with. That is where the training comes in. We teach the men and women how to, perform when needed.

So what do you think so far?"

I sat there happy to be told the truth of things.

"Well Miss. Harmon,"

"Please, Derrick. Nina. I only like Miss. Harmon when I get fools like Jay."

I nodded and continued.

"Well, Nina. I am glad that you are honest with me. I feel honest is an important thing in a business like this, between employee and boss. How am I paid?

Nina giggled.

"A true professional. Tell me about yourself first, please? I think you be more then able to fill the bill for us."

I relaxed a bit and told her about my dislike of young girls, of their stupid childish nature. And came clean in the end. I needed money, and was willing to work, if the price was right. I told her about my being in college studying Business Administration.

"Well Derrick, a lot of the pay depends on a few things. First you must show us a clean bill of health. No drugs, no STD's! Second after your provide that paper work, we take you out for a test drive. Myself or one of my partners will take you out for dinner to see how you react to proper settings, then after dinner we go back to a hotel, and test you other skills. If everything is good at that point, a determination is made as to much and what kind of training is needed if any. I will tell you now though every person whose came through that door, has had to go to some kind of training. Jay took two full weeks."

I nodded, and asked a few more questions.

"Well do I have to pay for the STD, and drug testing?"

Nina shook her head.

"No, we have an office we send you to. No out of pocket for you."

I nodded and asked another question about the pay.

"Well let's say I am at least as good as Jay on the pay department. How much would I make?"

Nina smiled.

"Again with the money you will be fine at this job. Okay saying you are at lest as good as Jay, which I think you will easily outdo. You would bring home a minimum of $100.00 a 'date'. That is even if there is no sex. If there is sex, you'd about $250.00 a 'date'. But with you skill and charm I'd say you'd start at $150.00 a 'date' and with sex at $300.00. And some depends on the ladies too, each lady is screen here first and we tell you before you head to a 'date' what to expect on looks. If the lady were, let's say really old, and you were will, you could, no sex at $250.00, sex maybe as much as $350.00 or $400.00. Big ladies, old ladies, ladies with unusual physical defect all get you the high end, because it is hard to keep guys for them."

I nodded.

"What is sex in your definition?"

Nina cleared her throat.

"Any sexual encounter. Including her giving you a blow, you finger her, her masturbating you, or you masturbating for her to reach climax. It is a little hard for male escorts, because if a guy went to girl it would over when he came, but since you are there to please the lady, it is harder. But we will teach you how to tell the lady, "look you've got off, anything more will cost extra." So don't worry about that."

I nodded and asked just one more thing. I was sure now this was what I was looking for in a job. Now I could quit that fucked up job at the video store, if things went well.

"Where do I have to go for the tests?"

Nina nodded and pulled out some papers, and started writing a few things. As she wrote she said one more thing that kinda blew me away, but I guess it was a normal thing.

"Okay before I send you over there I need one more thing. Could you lower your pants and show me your cock?"

I stood a little nervous, what if I wasn't big enough? What if I couldn't get hard?

"Nina, I might not be hard, this is a little nerve wracking. You know?"

Nina smile and stood walking around the desk.

"Of course I understand. It's okay I need to see it limp, first. And don't worry I can make it hard."

I lowered my slack. And then the boxer brief fell o the floor. I was limp as I had feared.

"Nice pants Derrick. I was going to comment on them when you came in."

Nina took my limp cock in her hand and held it there looking at it taking mental measurement I guessed. She then lead closer and gently blew on the head, her breath was warm and soon I felt a stirring. Soon my cock rose be itself outta Nina's hand and slammed against my belly. Nina looked pleased and smiled. She then stood and walked over to a small bar sink and washed her hands. 

"It looks every nice. Every nice indeed. Most guys it takes a little while to get hard. I see you trim it nicely. My advise if you start working for us, it good measure to simply shave it all, we can show you how as not to hurt yourself. Body lice is not common but better safe then sorry."

She then turned and handed me the paper telling me how to get to the office for the testing and that the office would call her with the results. It would take about two weeks and then she would one way or the other, if I passed or not. 

Nina showed me out and gave me a little pat on the ass, telling me.

"Now make sure and head over to get the test."

I smiled to the ladies and left. I hated needle and knew there was no other way, but it wasn't too bad. I peed in a cup and had to give a hair sample for the drug test, but only one good sized vial of blood. I went home and waited.

The two weeks dragged by, but I didn't call Nina and I heard nothing from her. Jay seemed to know nothing either. Nina probably kept employees from knowing each other. Or at lest the ones she respected. I was lying in the bath tub, dreaming of this girl I had seen on the internet, a basic porn girl but she had a great body and what she was doing with it was more then I needed to fantasize about. As I lay there I heard the phone ring, luckily James was home and was great about writing very clear notes. 

Soon I heard a voice clearing his throat as James came to the locked bathroom door. He always clear his throat as a kinda of unspoken sign that someone was coming toward the door just encase a guy was busy you understand.

"Derrick, a lady was on the phone for you. I wrote down her name and the number. She said it was about a job?"

I called back to James and began to get off of the tub. I dried off and slipped on some underwear, and a robe. Exiting the bathroom, I went to our room, James was there on the computer download some porn pictures, e-mailing a D&D buddy, and doing some homework. I slipped into some jeans and removed the robe. I walked over behind James who handed me the phone message. It read simply,

Miss. Harmon

610-555-1701

Called asked to please return call ASAP.

4-22-02

James was not one to make detailed or long messages but always took the important information. I pick up the phone, James was often to wrapped up in his computer to listen to something as unimportant as a job phone call. Plus he wore headphones, and listen to music all the time. In front of him on the wall was a mirror so he could always see anyone coming in or standing behind him.

I sat on my bed and dialed the number. A voice answered it was the secretary.

"Yes?"

I answered in a claimer voice then before when I called.

"Hello, this is Derrick. I got a message that Miss. Harmon had called?"

The lady's voice went cheerful and happy.

"Oh, yes Derrick. Let me transfer you to Nina."

I waited as the line connected and I heard Nina's voice.

"Hi, Derrick. How are you?"

I read in voice that things must have went will.

"Fine and yourself?"

Nina explained that she had had a back ache all day.

"Well, anyways Derrick. I just waited to tell you phase one is fine. Your tests came back completely clean. I would like to set up the second part, by having you meet someone for dinner. If that is okay?"

I laughed.

"No problem at all. I'm very happy things came out fine, I've been very excited the last two weeks."

Nina too laughed and continued.

"Well would tonight be alright. I know it's kinda short term, but I was hoping we could get you through the test and get you out working."

I thought about the time it was only 4:00pm, and I hadn't ate yet. But I had planned on studying some with a classmate. I guess I could always call him and tell him I had to change plans.

"Sure."

Nina paused a moment.

"Are you sure, I mean if you have other plans. I don't want to come between you and school."

I spoke more firmly and confident.

"No, no. Tonight is fine. Should I meet this person somewhere or should I come to the office.?"

Nina spoke up quickly.

"No not here. One thing Derrick you will almost never ever come here to get a 'date'. Ever. I will give you the lady's address, and directions if you need."

I apologized for have said anything about picking up someone at the office it was dumb of me to think I would go to the office and walk out with a lady.

"Okay I know area pretty good. Does she know I coming?"

I asked Nina. Nina told me everything will be ready and if anything went wrong she would call in plenty of time to change plans. I had three hours before I had to pick up Miss. Lee. She was single so I didn't have anything to worry about and she would the one to test my manners and skills. Nina told me not to worry about money, and dress nice, kinda like I had dressed for the interview. Nina said that tomorrow Miss. Lee would report her finding and Nina said she would be in touch tomorrow, but if I had any question, I was free to ask Miss. Lee and soon as Miss. Lee told me 'Good Night'.

I hung up the phone and began to think about things. What clothes I needed and I would need to get on my computer, a heavily custom built thing, that James had made for me, a hobby of his building computers for people. His was a monster able to do things I think were illegal in most states. Mine was not nearly the big. I sat and got exact directions to Miss. Lee's place. I then dressed in a nice pair of Dockers' and a nice shirt, I wore leather shoes, and grad some condoms, a thing I hadn't used in a while. 

I walked across the streets and down to the next block to the parking garage. I had a nice little '73 Firebird. Jay's one quality, he loved cars. He had a Classic '64 Mustang, that had been his Dad's but had brought it to college. He work on mine anytime I needed and took as much care with mine as his own. I was surprised. 

I didn't drive the Firebird too much, but Jay kept it running in top running order. I started it, it purred like a kitten, and shifted into first. I pulled out giving a little wave to guard and pulled out heading for the local Mobil. The only two credit cards I had a Mobile card, a Visa with little $500.00 limit, I needed to make a payment on bad! I drove to the Mobile and filled up, I had a good 45 minutes, but knew it would take a little bit to get to Miss. Lee's. 

As I drove to her house I wondered what she looked like. I had been so excited about everything I hadn't even thought to ask Nina. But she could be too bad she was a partner of Nina's. But then again made she was the first test, Fuck an ugly girl and make her like? I got a little nervous and grabbed a piece of gum. As I chewed and drove I began to think maybe this was the wrong thing to do. But before I knew it I was parked across the streets from some very nice apartments. 

I spat out my gum, and gave myself one last quick look over and a little squirt of Hilfiger. I got out the sun was going down, but I kept my Oakleys on as I walked up to the intercom and pressed Miss. Lee's number. I had gotten a small thing of flower nothing to big, but a nice touch I thought.

A voice answered the intercom.

"Yes?"

I stepped a little close and spoke clearly.

"I'm Derrick."

The sound of someone exhaling, as if they were smoking came back.

"Okay third floor, come on up."

The door buzzed, and I pulled it open. I crossed the lobby, a richly designed room, with small sofas, of deep burgundy colors, and lush green fern grew in huge pots. The wall were a lovely dark green and paintings hung here and there. Over all it was an impressive room. I entered the elevator and went up.

I open the door to small hallway, and found Miss. Lee's door. I knocked sharply and waited. The door slowly opened and there stood an Asian women. She was about 5'3" and wore a tight black dress which revealed some of her cleavage. She had nice tits, but I guessed they in a push up bra. Overall she was not too bad, but she had a face I would not want to wake up to every morning. Miss. Lee had high cheek bones, and she wore a little bit too much make I thought. Her lips were painted red, and she had her black hair in a bun, but I could see brown high lights. 


Gigolo Ch. 10



I exited the bathroom half an hour later, still resting whilst I prepared for another session -- albeit a small one this time -- with Tanya, Claire and Claire's secret guest, who was still to arrive, when there was a knock at the door. I vocally volunteered to get it, and walked the short distance to the front door. As a force of habit, I glanced to who was outside through the peep hole. 

Claire had decided she needed more practice before her first female clients that would be tonight, and she had chosen Mickie to be the one to educate her more.

After a couple of minutes, Claire exited her room in the nude to peer her head around to see who it was and why she hadn't been disturbed. She saw it was Mickie, and bared her nude body to the naked cutie being mercilessly fucked against the wall; screams of pleasure totally muffled as her mouth interlocked passionately with mine.

I was almost too caught up in Mickie to notice Claire there, leaning up against the wall two feet away, bending her legs slightly and putting her hand between them. I pulled away from the kiss and got Mickie screaming in my ear as I turned to smile at Claire. She continued to scream the flat -- and the rest of the block -- down until I slowed my fucking pace down to a sensual screw; taking my cock almost out and putting it back in only once every two seconds instead of about ten times every single second.

"No, carry on fucking like you were," Claire moaned, her own fingers rubbing her clit and cunt lips as she tried to push one inside of herself. "It was fucking hot."

"If it was hot for you, imagine how hot it is for me," Mickie panted, and screamed loudly once more as I followed Claire's orders and sped up the rhythm some more. "Oh shit, baby, yeah, tell me Claire, what are you doing to yourself now?"

I smiled and began snogging Mickie some more as Claire replied. "Rubbing my index and middle fingers down between my legs. I'm still moist from when Tanya was licking me; I can feel a little cum still there."

"What does your cum taste like?" Mickie broke off the kiss for a second to ask before embracing me once more. I could feel her pussy contracting as her screams grew louder. Thankfully, she didn't cum just yet.

I watched from the corner of my eye, tongue deep down Mickie's throat and my head in her hands, as Claire brought her hand up to her mouth, stuck out her great tongue (trust me, it was great, and even better when it was licking my cock) and sensually licked the two fingers she'd been rubbing on her wet cunt. She groaned and smiled before going to reply. Unfortunately for her, her reply -- before she had the chance to make it -- was drowned out by Mickie going up another twenty decibels and cumming with such force; her pussy contracted to almost push my cock out of her. Something did leave her cunt, but it was a sexy liquid mix of her cum and mine.

I'd read somewhere that women's orgasms can last up to thirty seconds if it's a good one, and I had been using this as a barometer for how good I was in bed. My first time with Sam was great for me, and I knew it was great for her too; I've never heard of a woman faking a half-minute orgasm of spurting girl cum and muscle contractions. Mainly because even if the latter is doable, the former is impossible. 

Anyway, my point was that Mickie was there, impaled on my knob, groaning, squealing and cumming for -- and I sort of counted this too -- thirty-five seconds. Claire was so turned on by Mickie's orgasm, as soon as the hot teen started to cum, Claire continued to touch herself and shoved three fingers deep into her; a finger-fucking that almost caused her to start cumming by the time I dropped Mickie gently to the floor.

I bent down to hand Mickie her knickers -- a very sexy white pair -- but she'd already stepped away to introduce herself to Claire in a way she hadn't yet done. Sexually.

She stepped almost against Claire; the two teen hotties both naked. Claire almost stopped fingering herself, but Mickie grabbed her soon-to-be lover's hand and kept it there.

Claire smiled and continued to rub herself as she stared at Mickie. I don't know exactly what clicked in a person to decide they also liked their own gender, and this was coming from someone who had had quite a bit of gay sex, and even enjoyed the crap shags. But something had clicked inside Claire, and she was just up for it in the most passionate, carnal way.

A stare turned into a kiss; Claire locking lips with the stunning petite teen cutie shortly before locking tongues in an ardent fashion; Mickie using Claire's hand to rub my old flatmate off even quicker and even harder. Before too long, Claire was about to climax again, but this time, she would actually cum in fits of screams muffled by Mickie's lips and tongue. As she came down, Mickie continued to kiss her, but not her lips.

She bent down to draw a tongue down from her mouth to her chin, down her throat and to her big tits; licking the skin, sucking the nipples and nibbling the breasts before her. Claire stroked her hair in more pleasure, but soon came down and grabbed Mickie's head to have another quick kiss.

"Baby, you are so hot," she said.

Mickie smiled and kissed her softly. "You didn't answer my question."

"What question?"

"What does your cum taste like?"

Claire grinned and showed her right hand to Mickie before pushing some fingers into her mouth. "You tell me."

Mickie giggled as she tasted hot black teen cum in her mouth, and sucked them sensually. I was getting hard from the snogging, but this was just plain hot. My hard knob was calling out to me to do something about it, and I was about to move to the girls when Mickie stopped sucking, winked, whispered something in her ear, and then, hand-in-hand, led her along to my room.

Claire stopped them, explained about Tanya, and in seconds, they were in Claire's room instead. I followed them only to see them immediately have a 69er on Claire's bed, and to see Tanya go to the bathroom. I wanted to join the eighteen and nineteen year olds, maybe to shag Mickie up her fantastic little ass, and a bit of me wanted to follow Tanya to watch her pee and then shag her straight afterwards, but my cock had a change of heart.

Fuck someone turned to okay, I need a break, so I left Tanya in peace and Mickie and Claire in their own private sex session to go to my room and check e-mails. Unsurprisingly, I had clients willing to pay for my services, and for the largest part, I wanted to refuse because I was supposed to be on a one-week break. But then I saw one potential booking.

It was Oliver and Tom; the cocksucking man with the Maybach and his cocksucking son. Last time, it had been a hundred grand for three hours in the Maybach. This time, Oliver wanted a whole evening, night and a sleepover before a bit of morning-after action in an apartment. For this, and me (the best male lover he'd ever had by a long way, according to his accompanying e-mail), he was prepared to stump up a quarter of a million pounds, and just in case I wasn't sure, was arranging for Tom (the son) to bring along a guy his age for us all to fuck. 

I remembered how good it was last time, and weighed up the options. Everyone would be out, so I'd either have a few hours at the house project working on some ideas, or I could go out and have some more great guy-on-guy-on-guy-on-guy sex. The choice was simple; I accepted and arranged for them to meet me at my penthouse in two and a half hours. 

"Grant!" I heard a hottie call. Mickie peered into my room, as naked as she'd been since twenty seconds after walking through the front door. 

"Yeah?"

"Foursome? Tanya's got a good position for us to try."

Keenly, I left my desk after postponing three other potential bookings until a later date, and found all three girls waiting for me. Obviously, I was an integral part of this four-way. I hoped it might be a position I could use tonight. 

Tanya grabbed me and lay me down on Claire's bed -- a position I was happily used to being in -- and then lay Mickie lay on top of me facing up. I took the opportunity to fondle her boobs whilst Tanya fondled around by both our crotches. My cock had taken just seconds to get hard after seeing three hot women naked before me, and Mickie's asshole was prepped perfectly for it. Tanya slipped my knob up her ass and I began fucking away gently; still groping the hot teen's titties on top of me. 

Claire was next to get on the bed and obscured our views of whatever Tanya was up to by sitting down on Mickie's face (and mine by proxy). Mickie delighted in licking her stunning cunt once more, and I was enjoying having my dick in an ass so much, I decided to have a finger in another as well. Unfortunately for me, that wasn't quite what Tanya had in mind; kneeling on the bed behind us all, and with a strap-on she was now wearing, slowly inserted the lube-soaked foot-long plastic knob into Claire's willing ass. This was definitely doable tonight; I looked forward to it but this was just as enjoyable. 

I, as the man, had to last longer; it was a given. It was a lot easier to please a man than a woman. Someone I knew once said the following:

To make a woman cum:

1)Kiss her

2)Touch her

3)Stroke her

4)Caress her

5)Kiss her

6)Lick her

7)Bite her

8)Make sweet soft love to her all through the night

To make a man cum:

1)Just get naked and fuck him

And it was absolutely true; as easy as I found it making women cum (some easier than others, obviously), I could cum very easily and very quickly. When having a great shag, it was tempting to just release the mental block on your balls and just spurt into your lover a minute after penetration, but guys, if you're reading, here's some advice: Take your time; the longer you wait, the more your girl will cum and want to please you more, and the more intense your own climax will be. 

I remembered all the tricks the guys had taught me in trying to hold back from spunking in Mickie's ass, and it worked. The first one to cum was Claire, rather unsurprisingly with Mickie's naturally brilliant tongue on her pussy and a strap-on up her ass. Mickie was always a pretty quick cummer -- quick to turn on and quick to please -- and was second. Thankfully for me, and my reputation as a terrific young male lover, I was last thanks to me vigorously finger-fucking Tanya with, when she came, four fingers. 

In fact, when I did cum, I didn't cum in Mickie's ass; instead hitting my climax with three pairs of naked sweaty tits before me that took half a gallon of hot, fertile spunk on them. I tried to come down from the elation of a great climax with no sexual activity going on before me, but the girls rubbed their cum and sweat soaked breasts together before having a three-way snog. 

Tanya and Mickie left pretty quickly afterwards; going to their respective homes to get ready for a night of solicitation, and Claire and I prepared for our separate clients together. It was easy for women to look sexy; lacy underwear, some revealing outer clothing and that was pretty much it. Us guys could dress well, but we didn't have lacy lingerie, suspenders and D cup cleavages so we were already at a disadvantage. However, us guys could still show off our bodies if we wanted to, even if we had to have a good body too.

The gym? No. Running around your block a few times? Forget it. Sexercise is the way to go; since stumbling upon the spot I solicited from and, on a whim, taking someone's offer of a shag for money (hey, I was flattered), I'd had so many shags and so many sexual partners, my body -- without hardly ever visiting the gym -- was in top condition. I had understated muscles, a nice pair of pecs and a very defined set of abs. A firm ass and large cock helped too.

Claire and I appraised one another's attractiveness before having a quick two-minute shag in the hall and leaving. In the MG, I drove Claire to the spot, hung around for ten minutes to bang Hannah, and then went to the penthouse to prepare for a night of four-way gay passion.

If you'd told me a month or so ago, I'd be living in a place like this looking forward to an all-guy four-way, I wouldn't have believed you. But I couldn't wait; every time I heard footsteps in the corridor outside I looked up expecting a knock on the door. 

After much deliberation, I'd prepared lots of champagne and dressed in a tight white t-shirt and an even tighter white pair of boxers that really hugged my, ahem... figure. And then the knock came. I walked to the door wearing less than I would usually answer a door with, and opened it to Oliver, Tom, and Tom's unbearingly hot black friend. 

I beckoned them in warmly, and greeted Oliver and Tom with soft kisses.

"Grant, this is Tom's fuck buddy Leo," Oliver introduced.

Instinctively when meeting a new guy, I held my hand out. No sooner had I started to raise my hand when Leo leaned in for a kiss. Whereas Tom was blond, a bit of a pretty boy (I wasn't complaining, he was still hot), Leo was dark-haired, dark-skinned (but not as black as Tony) and a bit more muscular. Oh, and a fucking terrific kisser. 

He was so good, we didn't stop kissing for minutes, and by the time we did finally move apart, I'd stripped Leo of his yellow t-shirt and white shirt, and was undoing the brown leather belt on his faded blue jeans, and he'd removed my t-shirt from me.

I heard Tom almost giggling beside us; he'd been watching me snog his boyfriend for minutes with understandable ardour and willingness. We glanced to him and his father and they were sitting on the armchair facing the door. Oliver -- who had been in a suit -- had stripped down to his boxers, and so had his son, who was sitting on his lap feeling his father's large, soft hands traverse the gaps between his chest and crotch.

"I thought you two didn't touch each other," I said to them.

Oliver chuckled now. "Hey, I've lied before."

Even though he stopped laughing, he continued smiling as his hand continued to roam his son's chest. Leo stepped in front of me, watching Oliver with me as the man old enough to be all our fathers slid a hand down to Tom's stomach and continued all the way inside his pants.

I couldn't believe what I was seeing. Incest. I couldn't say right then I was surprised; a father and son hiring a male escort together all smacked of repressed incestuous feelings. I wanted to say it was wrong; I wanted to kick them out and call the police, but... I didn't. I loved it, I was enjoying it, and what the fuck was the problem with incest anyway? Just because it came with such immoral connotations, I didn't believe anyone got hurt with this. In fact, when I was a few years younger, I used to fantasise about my sister. I was told at a later date by a councillor I spoke to that it was actually the most natural thing to fantasise about. Of course, nothing ever happened between me and my sister because it was simply ludicrous; I was just past eighteen and she was much older. 

I watched the action as I undid Leo's jeans all the way and he removed them with his shoes before standing where he'd been before.

Tom was contorting in pleasure; his hard knob visible as a lump inside his pants as another lump, his father's hand, sensually rubbed his foreskin back and forth, and back and forth. I brought Leo dead in front of me, pressed my body into the back of his and gave him the same treatment. Tight white boxers concealed -- although not very well -- a bigger package than I possessed. I packed eight inches, Tony packed a foot, and Leo packed eleven inches. He was fucking huge. And almost erect.

I made more blood rush to his penis as I held it; gripping the foreskin and moving it back and forth in my hand. I never thought it could feel so good to have a hard cock in my hand, but it was even better than having my cock in someone else's. Leo groaned a little as I took my hand out, spat in the palm and then continued rubbing my saliva on his swollen bellend to lube him up in expectation for some hard fucking later.

He twisted around a little, half in pleasure at a sensual handjob from a complete and utter stranger, and half in pleasure at having the hard cock from this same stranger poking through the crotch of my boxers and the back of his. 

Soon, all this plus Oliver jacking his son off got too much for both of us to just stand there wanking each other off without any other bodily contact, so I pulled away and stood between Leo and the armchair where Oliver and Tom cavorted together. No sooner had my boxers hit the ground to let loose my hard knob than Leo's did the same to reveal his in all its glory. I stared at it for seemingly ages; Leo laughing as if flattered and turned on. I heard a slight creek and turned to see the paying client and his son standing and dropping their pants too.

"Where to now?" Oliver asked.

I pointed past them. "Bedroom."

We entered the immaculately kept and presented room and Leo and Tom lay down naked on the bed; cocks hard and high in ready expectation. I half expected Oliver to get on the bed by his son's feet and begin treating him to an incestuous blowjob, but as I prepared to mount Leo for a kiss before giving him a blowjob, Oliver did so instead. Except he missed out the kiss. 

As much as I loved sucking cock (and there's something I never thought I'd hear myself say), some were nicer to suck than others. Even though Tony's was only an inch longer, it was much fatter and just plain awkward to suck. I'd had small shrivelled up ones too, but I loved long, thinner ones that were smooth-skinned, slightly moist and fitted perfectly through your lips and teeth. Oliver's dick was sublime for a man in his mid-forties, Leo's was -- of course -- stunning, but Tom's fitted the bill perfectly. 

And so I watched Oliver suck his son's boyfriend's knob; starting with licks of the bellend, before spitting on it a few times and taking it deep into his mouth. I don't know how someone like him came to be gay, especially as he must have been straight to fuck a chick and have a son, but that didn't really matter right now. Tom was flexing his knob next to my face so it stroked my cheek and slipped through my lips. I wanted to give him a sensual BJ so badly, but I just wanted it so much, I just thoroughly gobbled him. And he loved it; twisting around on the bed, moaning, groaning, saying my name, and telling Leo and his dad how fucking good it was. Inbetween Leo telling him and me how well his dad sucked cock. And it was true; I could remember those few hours in the back of the Maybach, and what a natural he was. I wanted a great blowjob for myself, and thankfully I didn't have to wait too long.

Tom blew his load right over my face and in my hair; completely wrecking it, but I didn't care one bit. It was brilliant. But he came quickly because I was good, not because of the technique because Leo soon dismounted the bed, shoved Oliver to his knees and shot hot white cum from his hot black dick into his boyfriend's father's mouth not long after Tom's climax, and proceeded to wipe his cock dry on his face. 

"Wow, dad, he's so fucking good," Tom appraised, looking at Oliver whilst pointing to me. I was still hard, harder than ever actually, and I wanted to get it on with someone again. Even if I remained with Tom. Someone else had other ideas, though.

"I know, I remember," Oliver replied. "But I'd like him to refresh my memory."

"Well, I need to get cleaned up. Shower?"

"I'm in," said Leo keenly.



Gigolo Ch. 11



I originally had had in mind a shower for just me and Oliver, and was disappointed when Leo wanted to join. I quickly realised that this was because Tom would then have to join, and I didn't want this because despite him being absolutely beautiful and a terrific lover (from memory), I guessed I just didn't want to be in a position to witness incest. I didn't mind it, it seemed kinda natural if the truth be told, but the thought of watching Oliver fuck his son, or vice versa, just filled me with dread. But I recalled something Hannah had said to me pretty early into my 'career':

"Are you open-minded? Good, because you will have to see, perform and tolerate things beyond public conception. The weirdest, freakiest and quite possibly most illegal things are going on out there on the streets, and you have to be prepared."

The bottom line was; if I wasn't, my life as a gigolo was over and I was back to trying to scramble myself a job as a £20k a year bookkeeper. So if Oliver and Tom got under the hot jets of water with me and Leo, and proceeded to get up to all sorts of sexual activities, I had to take it. Whether or not I wanted to. It was the first sign of not having a choice I had seen in this line of work since I started. And I didn't like it one bit.

Luckily for me, and for my conscience, there was next to no contact between the two of them. My shower was big enough for more than two, maybe not four separately, but two pairs of guys fucking certainly.

Oliver was so keen to re-ingratiate himself with me physically and sexually, he helped me wash my face and hair whilst doing the same to himself and mixing in a few tender kisses to get me all worked up. And it worked. The touch of another hot man was sending me pretty crazy, and added to that Leo was fucking Tom to the side of us. Oliver spanked his son just once before I just bent him over next to Leo and tried to penetrate him. 

I realised, just as my cock began to slide into his ass that I wished I had installed video cameras around here just so I could film this. It looked amazing; four hot guys in their physical prime with big cocks going at it with wet, sweaty bodies rubbing together. It was quite possibly the hottest thing I'd ever seen and experienced. And it was about to get much better.

You know when your hole just shifts slightly as if suddenly ready to take phallic intrusion? Well, Oliver's hole went just like that as my dick teased the crack of his ass, and all of a sudden I found myself inside him groaning in pleasure as he did the same and told me he wanted me to fuck him loads more. But right now, he'd settle for a really good hard fuck. And that was exactly what I gave him.

I liked cumming inside people; asses, pussies and mouths, and thankfully for me, Oliver liked people cumming inside him too. Namely his ass. My attitude to unprotected anal sex was avoid at almost all costs; even if you were both clean, you could still catch something. But Oliver was always clean up there, so there was never any issue. I grabbed hold of his shoulders and just rode his ass off until I came hard inside him. Oliver enjoyed it for a second before standing, turning, snogging me, licking me clean and then bending me over next to Leo -- who was still getting fucked -- and giving me the fuck of my life. 

Unable to keep his hands off me, he grabbed my dick, got me hard again, and by the time he climaxed in my ass, I was about ready to blow my load again; this time in Oliver's face. 

"Oh baby, that was good," I said after he'd wiped his face clean and Leo and Tom were just about to finish off.

"You're telling me," he grinned. "Worth every penny."

He pinned me against the side of the shower cubicle and saw to sharing with me the longest single kiss I'd ever shared with a man, and it was so good and with such a good looking and sexy man, by the time we finished, I was hard again. And so was he.

Leo had just finished fucking Tom, and suggested we go get dried off. I was about ready to go again, but maybe not here, so I agreed and led Oliver back to the bedroom where we dried one another off quickly and got back on the bed. I lay down on my side and Oliver did the same facing the other way. Cocks in each other's faces, we gave each other an almost loving 69er right there.

It was the end of the night before long, and I went to prepare some drinks. I was joined by Leo who I wasn't getting in with much because that would leave Oliver and Tom alone together. I forgot all that though as his sexy naked body strutted to me, dropped to his knees before my nudity and took me into his mouth. And I discovered Oliver, Tom and I weren't the only natural cocksuckers in the penthouse tonight. He swallowed my sweet cum before I shoved him to the sofa and soon swallowed his. 

It was great, and we bathed in the afterglow for a little while before I noticed that my bedroom door was now shut. I got up, left Leo on the sofa and went to check it out. No sooner had I opened the door then I saw Oliver fucking his son's brains out. Quickly, and in a slight panic, I brought the door back to almost a complete close before returning my sight back to Leo. He was on his back stroking his penis; looking at me as if to beg me to join him. I had absolutely zero right to interrupt the incestuous goings-on in my bed, especially as I was being paid for tonight, so I grinned at Leo, mounted him and got a little more kissing from him.

"Grant?" I heard later that night, as we were all about to go to sleep. I was preparing myself a drink of water for the night, and turned to see Oliver.

"Hey."

"You saw me fucking Tom, didn't you?"

"Yeah."

"We've been caught before," he confessed, perching on the arm of the nearest chair. "The man sent the police to our house, we managed to convince them it was all a massive misunderstanding."

"You're waiting for a knock on the door?" I asked. He just nodded. "No, not going to happen. I'm not here to judge you, Oliver, I'm here to fuck you."

"And? I'm paying you a lot, but I wouldn't blame you."

"I've seen less tolerable things than a man fucking his son." I looked down with a coy grin. "It was kinda hot, too."

"Wanna watch next time?" he asked, but I was already waving him down.

"No thanks. Leo and I had some quality time together, and it was very good."

"I'm glad." He looked behind to where Leo and Tom were kissing in bed. "They're ready, coming?"

"Right behind you."

In the morning, we repeated the shower and bedroom exploits almost exactly but for the fact me and Tom fucked instead, and Leo and I didn't get alone time in the living room to exchange blowjobs, cum and saliva. Oliver got himself ready to make the wire payment for my actually rather exorbitant fees, and then he and Tom left. Leo was right behind him after giving me a kiss and his number. Despite everything, I wasn't sure I'd use it. I didn't make a habit of seeing clients outside of the job, and had only done so with Elizabeth and Emma (not counting Mickie).

I checked the place was nice and tidy before hopping in the Maserati and heading to my project house (not the one I'd inherited from Vera). I was in expectation of a visitor, but maybe Claire telling me about her first female clients and giving me some hot stories to fuck her over. I certainly was not expecting to step out of the Maserati to see Sam at my door.

"Sam?" I called.

She turned around to face me, smiled and half-heartedly waved as if she was pleased to see me but didn't want to show it. I couldn't blame her. "Hey."

"What's up?"

"Nothing," she lied, "how are you?"

"Sam, I'm serious," I replied and met her at the door. "I don't mean to be rude, but what are you doing here? I've only seen you once since you walked out on me, and that was a threesome with a client."

"I miss you," she confessed all too readily. I sighed, and let her into the house. Damn, this place was a mess, and certainly not the greatest venue for a make-up conversation. "I met someone else," she then confessed.

My head dropped and my heart almost broke again. I was in the most un-emotional job I could think of, and the moment I stepped out of it, I met a girl who'd taken my heart and ran off with it. I looked up. "I need to know this... why?"

Confused, she replied, "What?"

"Why come all the way around here, tell me you miss me, and then tell me you're fucking off again?"

Now she looked down. "I came around because despite how nice he is, I won't let him so much as even kiss me... because of you."

"Do you want my permission?"

"No. I want you to know that despite the fact I walked out and I sucked someone's cock in front of you, I want you. And nobody else."

I walked through to the kitchen and put the kettle on. She didn't follow; instead just leaving. Matt suddenly appeared by me. "Hey man, what was that about?"

"Women suck."

"Yes they do, and they fuck, and they..."

"Not what I meant, dude."

"Hey, chicks aren't all bad, man, some are great. Hannah, for example..."

"I know, but I don't want to be with Hannah."

Matt appeared to ponder hard. "Black chick, hot, frizzy hair, fantastic ass... that was Sam, wasn't it?" I just nodded. "Ah. I'm crap at advice."

"Oh, I don't need advice. I need to choose between Sam and this job."

"Is she making you choose?"

"Yes. She just doesn't know it yet. Coffee?"

Matt looked around the place. "Grant, I met this guy two nights ago, sucked his dick you know? Anyway, he imports RV's from the States, and I reckon you could do with one."

"Why?"

"Better to run the business from then a crappy table in a bomb site of a kitchen." I laughed, and then smiled. "He's in Central, come on, you can drive."

I spent the quarter of a million I'd just earned, plus another two hundred grand on a massive double-decker RV with a proper kitchen, living area and desk to work from inbetween the laborious parts. And I put them all to good use; interlinking hard graft and sweat with paperwork and relaxation. Plus if I ever fancied a break for a holiday, I could just drive out in this and forget a hotel.

The place was now just a shell, and I was working on some interior design when Matt came onboard. 

"Hey man, it's getting to early evening. Checked your bookings?"

"No, not yet." I turned the laptop to him. "I'm gonna christen the bathroom, help yourself."

After a night full of gay sex, I was keen to get myself some tits and pussies, and so after confirming the three postponements I had from yesterday (all women), I confirmed two other potentials (both women too) and postponed a guy until tomorrow. 

Matt left and I left the RV in the double-length drive before driving back to the flat in the Maserati. Expecting to see Claire there, I was surprised to hear from Joe she was out, so was Will and he was also on his way down to the pub. I was alone, until he told me I had a visitor.

I entered the living room to see Sam.

"Hello again," I said. 

"Sorry I walked out earlier," she replied.

"I'm not," I confessed. She looked almost upset by that; I had to admit, it was a pretty harsh thing to say. "Why are you here now?"

"I came to ask you something."

Prepared to hear what she had to say, I perched on a chair near her. A quick check of the watch told me I had 90 minutes until my first client. "Shoot."

"Do you like selling yourself?"

At that moment, I realised what was coming. "I have fun, I enjoy it."

"Would you ever consider concentrating on property for me?" I looked down and actually thought about my answer. Apparently, though, I waited too long. "You know what, forget it," she said, and went to leave.

"The first time you left," I said, standing up. "That was before you knew what I did. Why?"

She stopped. "I was scared. I really like you. But I won't disturb you again. Bye Grant."

"I fell in love in this job once," said Hannah down at my spot. We were sitting on a bench waiting for our first clients and I'd just enjoyed a long tit fondling session.

"Oh yeah?"

"Yep. Didn't work. He found out I was a hooker and fucked off."

"Sam's right. I'd have to choose."

She shook her head. "No way you can have both, sorry babe. Do you love her?"

"I don't know. I've been in love before, and I'm still here. I'm not confident enough that it's the real thing."

"Want some advice?" she asked as my first client showed up; a brunette woman in her late thirties driving a Mazda. "Love conquers all. If she really loved you, she'd tolerate this."

"I wouldn't," I replied, and snogged her before walking to the Mazda. I put my head through the open window. "Laura?"

"That's me. Hop in." I did so and she drove us just around the corner before parking up. In fact, she ended up behind my car. "I've never had sex outside before," she said. "Have you?"

"Of course. Hop out." I stepped out and she did the same before meeting me by the bonnet of her little convertible. "Any number of places we can do it. On the bonnet, on the ground, against that wall..."

"I just wanna get fucked by that big cock of yours," she said and removed her top. This revealed a braless pair of very impressively pert CC cup boobs that I fondled. 

"Show us that pussy, then."

She showed it to me more than readily, and perched up on the bonnet naked. Some of these clients... honestly, I didn't know why they had to pay for sex. Maybe they just wanted to. I opened her legs, treated her to some oral foreplay, and then put on a condom before fucking her so hard, she almost fell off the bonnet and onto the ground. I made sure I lasted long enough to make her cum twice, before following her instructions to drop her to her knees and spunk down her throat. With a little time left, I licked her hot pussy out and fucked her one more time before taking the standard fifty g's in cash and getting dropped off at the spot.

"Evening baby," said Mickie, meeting me after I'd left the car. 

"Hey sexy," I replied and gave her a hard tongues-in kiss whilst putting my hands up her top. "Damn, have your tits got firmer?"

"I'm getting plenty of exercise," she giggled. "And all the spunk makes my skin nice and smooth. Staying with me tonight?"

"Definitely." I looked right to see my next client arriving five or ten minutes early. I didn't care, though, any bodily contact with Mickie was enough to get me going again. "I'll call you later."

"Bye babe."

I walked to the car and saw my second client through the window; a largely unattractive woman in her late twenties. "Hey, you wanted to fuck?"

"Get in."



Gigolo Ch. 1



She smiled big and motion for me to come in as she spoke.

"Ah, yes Derrick. My Nina did not say you were so handsome."

Her voice was Americanized, no hint of Asian accent at all. I handed her the flower and replied the best I knew how.

"Her you Miss. Lee, but I must say. This flower should be thrown out. For they pale in your beautiful presents."

I said this as I took her hand and kissed it. Miss. Lee took the flower and seemed to blush slightly, and she answered.

"Well, well Nina had said you were a charmer, but she didn't say you were the Devil."

I watching as she went toward her kitchen watching her ass, that before the night was over I would see it up close and personal. Her ass was slightly small and looked a little bone, but she was not all together bad looking from the back. Maybe if I were luckily I could fuck her doggie-style. She reentered the room the flowers in a nice vase. She sat the vase on a small table which sat behind her couch. A large full sectional take up the majority of the living room, a fireplace lay cold and shut though amazingly clean, and polished. A huge fucking TV the biggest tube screen I had ever seen. I was flat and look like it might be a HD TV. 

Miss. Lee picked up her purse, a small hand bag, the same black color, and fabric as the dress. She put out her cigarette, and smiled as I opened the door for her. As she pasted me she said.

"just pull the door shut, love. And thank you so much for the flowers."

I nodded. Shut the door and checked it to make sure it was locked, and held out my arm for Miss. Lee who took it in a surprise. We walked back toward the elevator, and I pushed the button calling it. She looked me over, and we began to chit chat.

"So Nina said you are a friend of Jay's?"

She said this with a look of sickness when she said Jay's name.

"Yes, but I hope that's won't count against me."

I joked. Miss. Lee smiled and laughed a light carefree laugh. Her teeth I noticed were very nice and clean white, not stained from smoking. The elevator got there, and I opened the door letting Miss. Lee in.

"Well Jay was a mess. When he arrived to pick me up, he came in and started tiring to grab my ass, and squeeze my tits. He needed a lot of work!"

I laughed, but then thought, God I going in where Jay's been. I hope she showers often. And asked about her.

"So Miss. Lee are you from the US originally?"

She shook her head no, and spoke.

"No. I am from Laos, originally, but I have lived her since I was about 30. And you can call me May. It is my name."

I smiled and the elevator opened at the ground floor, I opened the door and waited for her to get out, and again extended my arm for her, as we crossed the lobby. At the car May complemented my car, say when she was younger she loved fast cars. I opened her door and moved around to my side, and got in. I started the car I had lowered the music so it was only like background noise as we drove away.

"Okay beautiful, where too?"

May, smiled and told me the spot. As we drove she asked me about school, and my life. Girls I had known, she never really said anything about the business. She kept the pace of a normal date. The Steak house was in San Francisco, and thee drive would take a bit. 

"You can smoke, if you like May. I mean I don't, but I know people like to smoke on long drives."

May smiled and shook head.

"No your car if far to nice I would not want to leave a smell."

I shook my head and took my first step to make this date a little more romantic. I reached over and lay a hand on her knee, not too far up at all, and answered her refusal.

"No really it okay. I don't mind really. I think seeing a woman smoke is classy, and kinda sexy."

May smiled and seemed to like the little squeeze I gave it when I said sexy. She pulled out a lighter and silver looking cigarette case, and pulled out one. Taping it lightly on the case she light it up, and blow out a great cloud of smoke. Ina room, or outside I didn't mind people smoking, but in this car it was a little much. But I played along, and didn't say a word. May rolled the window on her side down a bit to let out the building smoke.

"No here, let me roll my side down. You don't want to mess up your lovely hair."

May gave me a nod and rolled her side up. As I rolled mine down.

"You are very, very thoughtful. One of the best I've ever dated. And so much the gentlemen. It is always polite to offer something to a lady. And when she says no but you know she wants it, the little knee squeeze was a loving, gentle thing to assure her you want her too. You may not need any training at all."

I smiled to myself, yes working this was easy, it almost came like second nature, and if the ladies were no worse then May here. I should have no problems at all having sex. I decided to try a little flirting.

"Well thank you. I was afraid I would be a little to corny, you. I thought I might should be a little more forward like Jay?"

May looked over at me with a firm face.

"No. Jay is a fool. He has no manner what so ever. We aren't really permitted to discuss an employee's, you know client list. But ladies call for Jay when they just need sex, nothing more. And that only pays so, so. People like you, go far! The manner you show, if they match what I'm now expecting from you later then, you should be making good money. Jay! Ha! He couldn't even caress my tit, when he grabbed at them, the lest he could have done, was be gentle. They're not football, you know."

I smiled, here was my chance.

"Well maybe he was excited. I mean, I could easily see why he would want to feel them. You have a very beautiful body, if you don't mind me saying."

May smiled an exhaled very sensually.

"You like what you see, Derrick?"

I turned away from the road the look at May's body in the overhead street light of the Toll area. She was slightly holding her tits together with her upper arms.

"Yes. I do May. You are every attractive. I have to admit, and I hope I'm not being to forward. But if tonight things go on the normal course of what Nina said would happen, then I hope I don't, um, you know…fire my rockets too soon."

May smiled and laughed gentle laying a hand on leg now, but far higher then I had place mine on hers'. She then answered, in a soft sexual voice, like I'm ready right now voice.

"It okay f you do. We have all night, right? I mean if you class tomorrow, we can set a time?"

Her hand slide off my leg and I pulled up next to the toll booth, and gave the guy my money. I look and made sure I was clear to go and pulled away. As I answered I reached over to May's leg. Her dress had rode up a bit from turning to touch me and now her whole knee and about two inches above it shown in the flashing overhead street lights. I lay my hand so that it moved the dress just a pinch higher as I answered.

"Well I do have class at 11:00 am, but I hope you'll let me get a little sleep?"

May smiled and licked her lips, as I slide my hand a little higher. I was close to her pussy only a two or three inches away. May opened her legs ever so slightly when I had moved up giving me room. 

"Well I hope it's not too important of a class."

May answered as I thumb brush her bare pussy. I hadn't expected her not to wear underwear and when I felt the pussy hairs touched my pinky finger I almost jumped. May laughed.

"Surprise!" 

I looked at her and she seemed very horny. I turned my hand and cupped her pussy. She hadn't started leaking but I guessed she was beginning to feel a wetness building. 

"So your okay with this right May?"

May nodded and spoke.

"Yes,…you are very good. Gently rub the pussy from the out side, like you are doing. Get in no hurry, about pushing into me."

Did as she said and May began to moan softly, and her breathing was speeding up at a steady pace. I was coming into the city now, and hated to stop pleasing May, but I knew I may need both hands on the wheel. I gentle pulled away rubbing down her leg to her knee where I took the wheel in both hands. May seemed happy with the light warm up.

"Good boy! You didn't just pull away abruptly. It is important to move slowly, when dealing with a lady. They are often, just as nervous as you on a first date. Your flirting was ever good, to break the ice and see what I wanted. You took a chance on rubbing my leg. Now if I had not opened them up to you, what would you have done?"

I thought for a moment.

"I would have probably, removed my hand after a little pat."

May nodded, but added.

"In that situation, it is best to simply, let the hand lay. Let the lady get use to it being there then move slowly up if she still doesn't respond the slowly move it away like you did, quietly apologize. It makes the woman know she's in charge and often it helps her to open up."

We got to the place and I paid the valet, to parked he car as May and I went in. May slipped her had in my pocket and whispered in my ear. 

"It cash. Enough for even the biggest meal. But you should always plan to pay for the dinner and other things. Just keep the receipt and you are given it back plus you normal fees, by the office."

The place was packed and May told the guy her name of Lee. He showed us to our table, not to many people started or even gave us a second look. The guy pulled out May's chair and I wait until she was sat down and comfortable before I too sat. The guy handed us some menus, and left saying the waiter would around shortly. 

After the guy had left May stood to change sets, I stood seeing she wanted to set next to me and held out her chair. Again waiting for her to get comfortable. And sat too.

"The money out it in your wallet, Derrick."

I removed my wallet and opener the fold of money May had given me. Six Ben Franklins looked up at me. As I slid them in my wallet.

"So I should pay for things?"

May nodded.

"People look at you a little funny if you let the lady pay in places like this. But Don't worry you are doing great!"

I smiled as she added.

"But one thing. The touching in the car. Unless you have been out with the girl before, it's best to do that stuff on the back to the hotel, or her place. Really it best to do it after dinner anyways, then the girl isn't all horny and having to wait though dinner."

I nodded and reached over under the long table clothe. May was sitting very close, and I was able to touch her knee again without anyone noticing.

"Why wait 'til after dinner."

I smiled and May reached down and patted my hand.

"Okay big boy, where it's at is fine. But you should wait until dessert, or drinks. If you have a nice long table clothe like this."

The rest of the dinner went will. I order for her, and she noted to me that that was very proper, but to be careful. Some women like to be the more assertive person, and that was where the signs would tell. When we had finished, I asked May if she'd like a drink. Telling her I shouldn't because of the drive back. She declined, and I tried the same leg squeezing trick, but she told me wanted to stay sober for the night ahead.

We left the steak house about 9:45 pm. And head back to her place. As we drove back May, explained may fine points about dinner, the drive over and my meeting her for the first time. Many fine points, I found I had missed or simply not known about at all. Like for example. May might have been allergic to flowers, so it would have been very dumb to have brought flowers. Some girls are heavy, and don't like to be brought candy, others do. The office got a lot of information about girls, before I gentleman is sent over, so a lot of thoughts things I would have known. Like the fact May like Iris' and I saw some when I had stopped at the flower shop too, but didn't at the time known. 

As we got inside May's apartment she, got me comfortable on the couch. I saw in the curve of the sectional, as May lay down her handbag on the coffee table and turn around to face me again. She looked like a hungry animal as she lowered herself to set next to me. She lend in and I put my arms around her, and she around me. I kissed her cheeks, and she licked my cheek. When our mouths finally meet her tongue slide into mine, like a wild snake in a hole. She kissed like a young girl, wet and wild. Soon I could feel her hands groping at my harden dick. But soon May pulled away, and rose to stand.

"Listen to me Derrick. I'm going to go into the bedroom. I want you to undress in here and then come in the bedroom. Understand?"

I nodded as May walked away toward the bedroom. As she left I asked one last thing.

"Should I bring condoms, in with me?"

May shook her head.

"No I have them in here. But it always a good idea to bring some. Oh, yes. You don't need to be rock hard and ready to go remember what I said about going slow."

She then turned into the bedroom. I quickly started jerking off my clothes. May as I said was not beautiful, but it had been almost a year seen I had fucked a woman. And the thought of a real pussy, even one as old as May's would be a good change. I pulled off my underwear and my cock stood straight up. I waited a few second 'til it limpened up a bit, I didn't want to walk in looking like a horny little school boy. After a few seconds, I heard May humming, and she called out.

"Are you ready Derrick?"

I walked down the short hall and rounded the corner into the bedroom. The room was fairly large, and the walls had been painted a deep forest green. The floor was covered by a huge Indian Rug, and on the walls hung portraits of men and women have soft romantic sex, the kinda you see in old French museums. The bed was a canopied bed, of rich cherry wood, and stood off the ground maybe thee feet. At the foot of the bed was a bench chest made from the same deep red cherry wood. The canopy, and most of the fabric in the room, was of a soft beige white. Low concealed lights, gave the room, a warm homely feel. I bet a nights sleep in this room would be like sleeping on a cloud. It the middle of the bed lay May. She was laying on her left side, her body fully exposed, even though she laid her leg in such way as to hide her pussy, her body, without the face could have easily been that of a 30 year old. She slowly motioned for me to come closer, and as I did she rolled over on to her back opening her legs so I could now see her furry little pussy. Her pussy had not, been trimmed in a while but still I have seen worse. Her twat lips were clearly seen, they looked loose and floppy, with their purple-black color. And I could see standing at the foot of the bed, her ass hole winking at me as she relaxed getting ready for me to show her my skills.

I climbed up on the foot of the bed between May's legs. They were soft, and no hair at all on them, I licked up her leg, and she opened it more to expose the thigh. I kissed and gentle bit as I moved up, as I closed in on her pussy May moaned, and encouraged me to move to the pussy faster. When I got to her twat, it had the smell, of a well fucked twat. Not nearly as bad as some I've smelt, but nothing I want at my nose all day. I gently open it more with my thumbs, and began to extend my tongue, I let the tip just barely touch the hole to her pussy, and slowly lightly licked up to her clit, which was rocking hard, like my cock. 

May twisted and quivered, enjoying the tongue licking. I licked around the outta labia, sucking, and tenderly nibbled on them. May moaned even louder, enjoy the teasing I was give her old pussy. I then felt it was time to go deep. I open my mouth as if to kiss some and slowly like French kissing a mouth I slide my tongue deep into May's pussy. She let out a sharp screech, as my tongue wormed it's way deep inside her. She slowly raised her head and spoke in, heavy breathing voice.

"Yes, Baby! Eat Momma's pussy good."

The words she said sent me into a frenzied tonguing action, sending wave after wave of please up her body. I left up over her belly, she had a slight pot belly, but not bad and watching May's face twist with pleasure. I went back to work. I left May's left leg up and over my should exposing more of her ass, and butt hole. I lick around it and luckily it smelt clean, I then slowly pushed my tongue in her ass hole, May's body writhed as she felt the tongue slide into her poop chute. She again gave me encouragement by telling me the nastiest thing I think she could think up.

"Yeah Baby Boy, Lick that shit hole. LICK IT! You know you want to fuck my old ass!"

I licked, pushing my tongue as deep as I could push it into May's A-Hole. She then pulled away as if she wanted me to stop. When she did, I heard her let out a fart, the relaxed state of her ass hole, must not could have held any longer. I leaded back slowly not wanting to embrace her, for her loss of ass control. May returned to the position of her laying on her back and reached over to the night stand where three or four Trojans lay. 

I got the idea when she handed me one, and opened and slipped it on. She then opened her legs spread eagle, and told me.

"Come here and fuck Mommy's pussy!"

I moved up between her lay the head of my huge fuckin erection against her lips, and gave it a little push. It didn't take much to get up inside her, once there I moved a little to get a better pumping motion going. Slowly I slide in and outta May's pussy. She was floodingly wet, and her twat was hella fuck hot. May twat began to grip my dick and almost pull me further into her. She amazing pussy control, and soon gave me a speed up sign.

"Yeah Baby,"

I fucked May's pussy hard, but at a little faster pace.

"fuck my pussy Baby Boy. Give Momma that big dick!"

I began to pump and steady pace I felt I could hold for a while without busting a nut. But May began to move her body in ways I had never felt before. Before I knew it I was pounding her twat like a dying man.

"That, Baby, fuck Momma's Fuck-Hole! Give her the big cock!"

She May continued to talked dirty which made it really hard to hold on, but then when she started moaning, and grunting thing like. 

"Fuck your Bitch's cunt! MOMMA WANT THAT CUM! SHOOT IT BABY BOY!!!"

I couldn't hold it any more, I pulled out in a flash and ripped the condom, off shooting a huge fucking load all over May's belly. May grabbed me by the ass and pulled me back into her, no condom on, I felt May's steaming hot pussy, with my bare skin. I had my own cum, all over my belly, but I didn't care, I kept pumping, but my cock was fast loosing it's hardness, but before it was too limp, I felt May's climax, pour forth from her pussy, mixing with what was left of my cum. 

We laid there for several seconds, and finally May said.

"Get up so I can run a bath for us."

I rolled off her, and asked.

"It was okay right? I mean it was good?"

May leaned over me and kissed me deeply, and rose with a lustful look in her eye.

"It was very good!"

I continued my questions, as she moved to the bathroom and started the tub.

"You didn't mind me pulling out and unloading on you, did you?"

She called back.

"Not at all. In fact it is one of my favorite things, when a guy unloads, like that. I feel the red hot cum all over my belly, and then to have it shoved back into my pussy. OH, YEAH!"

I got up and went to stand in the doorway as May filled the hot with warm water. She walked back over. Cum still rolling down her belly. And embraced me, the cum has now cool, and felt kind gooey. I didn't say a word as she once again kissed me very deeply. And then took my hand and lead me to the tub.

As we sat in the tub, which was huge! May light up a cigarette, and sat at one end of the tub, as I messaged and washed her feet at the other end. May took long deep breather full of smoke and let it out as I rubbed hard on her, feet which she must have enjoyed, judging from the moan on pleasure she let out along with the billows of smoke. After the bath I towel dried Mays, entire body. We walked back into the bedroom, and May was saying something, about an early morning, and if I wanted to stay, I could. But as May bent over to pick up her dress which lay on the bench chest, all I could see was her sweet ass.




Gigolo Ch. 1



I slipped up behind her, and my cock was already firming up looking at her ass bent over. I grabbed her hip, and slide, into her pussy. She put up a little fuss, but as I began to pump slowly, May didn't complain anymore. I could only think of unloading in her pussy, May hadn't seemed to mind me going in her before so I kept the pace, and soon May was talking dirty again.

"OH! YEAH! Baby fuck Momma's pussy, fuck her like a dog."

I kept up the pace, and started talking myself.

"Momma like Baby's dick? You like me fucking your ass Mommy?"

May began to buck backup against my cock as it slammed into her twat. May's pussy was dripping juice out from around my shaft. I watched in as is slide in and outta May's pussy. As I did I licked the middle finger of my right hand, slowly began to push it in to May's ass hole. May's A-Hole tightened around my finger I guess it had been a while since she had anything up her ass.

"Baby, finger fuck my ass. Finger it baby!"

As she said though words, I started talking as I started to cum in May's pussy.

"Take it Mommy. Like my cum, Momma. TAKE IT! TAKE IT ALL MOMMY!!!"

About that time May started quivering and shaking with a violent orgasism. Soon she fell onto the bed, and I on top of her. I kissed the back of her neck, and whispered.

"Damn May, you need a personal slave boy?"

May giggled. I pulled outta her twat and watched as it hung open and my cum started to leak out. May stood upright again and I followed her back into the bathroom as she squatted over the toilet, and pushed out my cum.

"No I don't think you'd like to be my slave boy. I have to test a guy at lest once a month or every other month." 

She smiled and stood again, walking past me she touched the side of my face pulling it to watch her. I watched as she slipped on a red silk robe that hung down to just below her ass. I realized May was right, I wouldn't like to know she was out with another guy. I guess it had been so long, I just thought I wanted to have a girl, but really I would have more then I needed from what May said.

May walked me back into the living room, as I took her she was right and it was best I left.

"Your May, I hope though you will call me if you feel you need to, and I hope I could call on you too. You know if I don't get many clients."

May laughed out loud.

"Hell yeah I sure we'll get together again. But don't worry you will have some many girls, I might have to pay to have you."

I looked at May as I slipped my pants up and button the.

"Really you, mean if you wanted me you'd have to pay?"

May smiled and nodded.

"Yeah, you see I don't just fuck anything. Only the best. And if I want the best I'll have to pay just like any other lady."

I finished dressing and May walked me to the door. We kissed deeply, one last time, May said that Nina would be in touch tomorrow. I kissed May one last time and squeezed her and got one last little feel of her tit, before she shut the door, and I went back home.

I got home and feared I wouldn't be able to sleep and get p for class the next day. But I feel asleep as soon as, my head hit the pillow. I don't remember what I dreamed, but I was woke by James getting his books together for class. I rolled over and saw I had a good hour, plus to get ready and there was no reason to miss class. James saw I was awake, and began to talk.

"So late night uh?"

I smiled and nodded.

"Yeah I had some much studying, it was sickening."

I got up and walked toward the shower as James continued his examination.

"Well, I guess you guy went to his place to study, cause the library closes at 10:00 pm and I heard you come in at 1:30 am."

I nodded as I got my clothes together outta the closet, and went toward the shower.

"Did Jay go to class?"

I asked James as he shook his head and shouldered his bag.

"Yeah barley. I think you'll be here a while alone if you need some 'private time'."

I shook my head, as I answered James as he headed out the door.

"No just hate it when I'm in the shower and Jay's gotta shit you know."

James smiled and nodded.

I got in the shower and washed off thinking about the sex the night before. My cock got hard but I thought about it, no need to jack off anymore. I had ladies. Ladies that would be paying me for it. I finished the shower and got dressed.

After class I did go by the library, and did some studying. I knew the test in two weeks would be tuff, but not imposable. I walked home, grabbing a bite to eat and when I walked in James was there cooking some food for himself. I sat at the table and started to when the phone rang. 

Got up and answered it. The voice I recognized as Nina's

"Well, well Derrick. May said you were quite the animal last night. I need you come down here if you can. I have some things I need to give you. You think you could be here about 4:00 pm?"

I looked at the clock, it was 3:15 pm. On BART there was no way, but I didn't want to make Nina think I wasn't interested so I thought about traffic right now.

"Sure I might be a bit late, if there is traffic."

Nina answer said it was no problem.

"Okay then I'll see you at about 4:00 pm."

I hung up the phone and wolfed my food. James sat across from me not saying a word just smiling and giggling.

"What James?"

James shook his head.

"No come on what is it?"

James swallowed his food, and spoke.

"Got a girl, uh?"

I smiled.

"No."

James shook his head and answered.

"No. I know you. You don't worry about a thing, unless it's a girl."

I smiled and decided it was time to tell James a little.

"Okay you got me. I meet a girl."

James sat up and listen as I talked.

"She's not great looking that's why I haven't brought her by or anything."

James laughed.

"So you know any girl better then no girl."

I smiled and shook my head.

"No she's not anything to look at trust me. Just one thing James, don't tell Jay a word okay?"

James nodded and I knew it would stay here between us.

You know Jay, he'll fuck with my phone calls, and always ask where I've been."

James nodded and added.

"I know. No problem. Hey you better get going to meet you girl."

I left and drove the highway to the office. Luckily traffic wasn't too. But I made it to the office only barley in time. I walked in and The secretary sat there, seeing me come in she called Nina. I smiled and sat down waiting for Nina. Nina soon opened the door and out came a guy. Not a bad looking guy, but kinda slim and really tall. He had some bad pimples. But I guess this ladies didn't care if the could fuck. 

Nina said goodbye to the guy, and I stood as she motioned for me to follow. I went in and sat down. Nina went to a box of stuff on the counter and returned to her desk. And she began to talk.

"Derrick, May said you were amazing. She said you didn't really need any kind of training at all. So here you go,"

Nina reached into the box and removed a new Digital Phone, a Pager, and an 

Electronic Organizer. She handed me the stuff and a piece of paper on in was the Cell Number, the pager number and a few other number's including; Office, Nina Cell, Nina Pager, May Cell, May pager. 

"The phone is for business, so I hope you don't go crazy okay? The pager I would give to anybody who needs to get a hold of you. It's got only a number, display and no voice mail. The organizer, have the same numbers as the ones on the paper."

I was shocked and she explained everything to me.

"If for any reason, you were to get caught, you know by the cops, Call my cell phone. We got a lawyer that works for use, return for you know entertainment. And if a husband ever catches you get a hold of me."

I looked at the stuff and looked at Nina. She smiled. And licked her lips. As she wrote some stuff on the paper I saw her nipples begin to harden under her silk blouse. She continued to write as I started a little flirting.

"So did May tell you everything?"

Nina stopped writing and looked up. She smiled as she nodded.

"So May was happy with my dick?"

Nina laughed nervously, and smiled.

"Yes, she said you were very thick and filled her up twice within an hour."

I smiled as I saw Nina's, nipples clearly now through the silk. And I stood up and moved around to the stand behind Nina. I reached down and rubbed her shoulders.

"I remembered you said your shoulders hurt from work."

Nina moaned with pleasure, as I rubbed her shoulders. I smiled looking down and her tits from the top of her blouse. I leaned down and whispered into Nina ear.

"You like it?"

Nina nodded, and moaned heavily. I slide my hands down and under her silk blouse, into her bra. I cupped her thick nippled titties, and Nina pulled away slight lightly. I held her fast.

"Wait Nina, please. Don't pull away. Remember you should give me a second review."

Nina leaned back in the chair, and relaxed to enjoy the rub down. I pulled one hand away and carefully unzipped my pants. I reached in and pulled out my cock holding it next to Nina head. She had heard the zipper, and turn to her surprise to see my cock looking at her. Nina's mouth dropped open in surprise so I went ahead and slide in. She at first seemed confused, like 'Wait you suppose to please me, no the other way around.' But soon Nina's head bobbed, deep throating it. She seemed to try and swallow the whole thing enjoying the cock in her mouth.

I pulled away and removed my cock from her mouth. Nina rose and we kissed deeply. I grabbed her ass gently squeezing and kneading it. She moaned and her tongue slithered around more firmly. She grabbed my ass in turn and pulled me closer to her. I began to pull at my t-shirt, and Nina got the idea and began to undress as did I. 

Once she was naked I lifted her up onto the desk and dropped to knees to return the favor. Nina's body wiggled as she screamed and moaned. Nina enjoyed my pussy eating for a good half hour, Soon I couldn't hold back any more I had to get in the pussy. I rose up and began to ease my cock into Nina's twat. Soon I was pounding away, Nina seemed to like it hard and fast no little soft love making for her. She was like an animal, and bucked around, on her desk. I know the secretary out side could hear us fucking. 

Soon I pulled outta Nina pussy, aiming at her belly button when all of a sudden Nina dropped off the edge of the desk and began to suck my dick again. Before I knew it I was unloading in her mouth, I had so much Nina swallowed as much as she could, but some leaked outta the sides, but she run out her tongue to get any she had missed. Nina stayed in the knees position, until I could no longer stand as she nursed my dick of all it's cum. 

Nina rose and calmly began to dress. I did too, but when she got to her panties. I turned to her and said.

"Hey can I have those too?"

Nina smiled and handed her wet drawers to me.

"I thought you would have had enough with the eating, but okay."

I took her panties and tucked them into my pocket. Nina helped me zip my pants and she told me in a kiddingly firm voice, like a mad school teacher.

"Now I'm going to have to go home early, to shower thanks to you."

I smiled and added.

"You would have preferred I hadn't gave you the rub down?"

Nina smiled and kissed me as I walked toward the door, with my new stuff.

"Remember Derrick, I will be the one calling mot on the cell phone so don't let anybody answer it understand?"

She gave me a little wink and a smile as I opened the door and saw the secretary setting there smiling. Nina patted my ass and called to me.

"You might get a call tonight, if this one client calls so get a shower okay?"

I waved and blew her a kiss as I exited the office and went home with my new toys. I showered like she had asked and she had added that I should shave the bush around my cock. When she had sucked dick, I think she got a hair or two. So when I showered I shaved for the first time. The skin under the bush was sooo sensitive. I could imagine cum shooting all over the bare skin and heat, and warmth.

I dressed casual, and waited just incase I got the call. As I waited I slipped into a little sleep, listening for the next fuck call.