I'm Just a Gigolo Ch. 01

This is the start of a new piece on a male escort and some of the dates that he went on over the course of a long career. This particular chapter deals with his introduction to the concept of escorts, and an invitation to meet with the head of an escort service. I think that I'll put each chapter in the category where it most fits, so there will be a plethora of categories. This chapter contains oral and regular sex. My thanks to JohnnyGalt for his editorial help. This is a copyrighted work. Do not edit, alter, change, or publish my works in any format, including audio, without the authors written permission. © Copyright 2025

I'm Just a Gigolo, Ch 1

Invitation

As I sit here on the eve of my marriage, I wish to tell you that I have lived nearly twenty-five years of my life as a Gigolo, a Male Escort. I'm 45 now, and started when I had just turned 21, a senior in college. I can't tell you every date I ever had, because there were too many to write down, and some were so forgettable as to be lost in the cobwebs of my memory. But there were special ones that I will endeavor to mention for good or ill. First a little about myself.

I was adopted, given up as an infant by a 17 year old girl who'd gotten pregnant in high school. She was nearly a child herself, and too young to tote me around for the rest of her life, so she did what she thought was best for me, and hoped I'd get a good home. I did. My adoptive parents were special. Alvin and Shelly Bancroft, residents of Poughkeepsie, were both aged thirty when they adopted me. Shelly couldn't have children no matter how much she wanted one, and eventually they decided to adopt. I was their first, although they eventually adopted three more.

Like all new parents, they probably made a few mistakes, but when I look back on my childhood, I remember it with nothing but fondness, no matter how I felt at the time. I didn't look much like either of them, since I grew up to be over six feet tall, and they were both shorter. Dad was 5-9 and Mom was 5-4. They were both dark haired, and I was a blonde, but everyone knew I was adopted, so it didn't' make any difference who I looked like. Apparently, my birth parents were both smart, good looking, and athletic, as I did well in class and sports, and I didn't lack for dates in high school or college. I wasn't the best at anything, but I was pretty darn good at most things.

In the beginning of my senior year in college, Queens College, part of City University of New York, or CUNY, I was working towards a business degree and doing all right, mostly As with a few Bs thrown in. I'd broken up with the girlfriend I developed over the summer right before I went back to school, because she was attending a different college in Upstate New York, and didn't want to try to maintain a long distance relationship. I wasn't too broken up about it, as I didn't think she was the one for me either, when I got down to it. More a distraction for the summer, than a long term commitment.

So on this particular Friday night, I was frequenting a club where a lot of the Queens College students danced, drank and found short term fuck buddies. I was looking for one too. I'm not a saint, and never claimed to be, even when I was younger and more naive.

I was at the bar, nursing a drink, surveying the scene, looking for the unattached when a woman nudged my elbow.

"Can I buy you a drink?"

I turned to look at her, and gulped a little. She was not a college student, nor even near college student age, probably not a professor either, as I think I'd remember hearing about one that looked this good. She had to be in her mid-thirties at least, but mother nature had been more than kind. She was a knockout, in mine, or anyone else's estimation, if you cared to ask. She had to be 5-11 in her four inch heels, so 5-7 or so barefoot, dark hair, flawless complexion, ruby red lips, rosy gold eye shadow. Perfectly arched eyebrows, a fucking goddess in my humble opinion.

Being in college, I didn't have a ton of money, hence why I was nursing my drink. At most, I could afford one more before I left.

"I'd love a drink," I said, a little too slowly as she'd almost turned away.

She turned back, a smile on her face. I felt my trouser snake stir, seeing that smile, imagining her lips wrapped around my dick, but getting a little ahead of myself. It was just a drink.

"What will you have?" She asked.

"I can only afford beer so I'm not used to anything else. What would you recommend?"

"Do you like scotch?"

"Don't know."

"Bourbon?"

"Don't know."

"What do you know?"

"A lot about things other than alcohol"

"Are you old enough to drink?"

I held up the beer. "My ID says I am, but my folks weren't big drinkers, so I don't know much about booze, except Dad always said he liked Crown Royal."

"But you never tasted it?"

"Nope."

"Let's get you a Crown Royale then, see if you like it as much as your dad."

"Sounds good to me."

"Two Crowns on the rocks," she told the bartender. "Make it doubles." She waved a fifty at him.

He brought our drinks, and she handed him the fifty and told him to keep the change. Damn, that was close to a twenty dollar tip.

"My name is Alberta, by the way."

"Alberta what?"

"Just Alberta for the moment. Let's see if we want to get past first names later."

"Daniel," I said. I set my drink down and took her right hand and kissed the back of her hand. It didn't have a ring on the ring finger. The left one did, however. I could see the glint of the large rock there. I wasn't sure how much I cared about that.

"Pleased to meet you, Alberta," is what I said.

"Ooh, manners. I like you more and more."

I sipped my drink. Not bad. "Shall we grab a table, or stand at the bar?" I asked.

"A table. My feet are killing me in these heels. Do you dance?"

"I know a few basics, but this isn't really that kind of place. This is more for grabbing an ass and clinging tight while rocking back and forth."

"We'll see how much I want you grabbing my ass later," Alberta laughed. It was a lovely laugh, and I liked it a lot.

We found a table for two and sat down. I held her chair for her. She appreciated that, I could tell. There was another smile and she brushed my hand as I pulled it away from the back of her chair.

"Are you a student?"

"Guilty as charged, Queens College, business major, senior. And what do you do Miss Alberta?"

"Lawyer, here from Philly for a couple depositions in a lawsuit, one today, one Monday."

"Does your husband know you pick up college students?" I had to ask, more fool I.

"I usually get an escort, but he had to cancel due to a stomach virus, so I was at loose ends. Figured I'd try here, see if I could find anyone I liked."

"Did you?"

"So far. I'll tell you how much later." She smiled again. I really dug that smile.

"Your husband doesn't mind you using escorts?"

"He uses them too."

"An open marriage then?"

"I don't know how open it is. We both pretend we don't know what the other is doing. Is that open, or something else."

"Something else, I guess."

"How do you like the Crown?"

"Very good. I could get used to it. Better than my beer."

"Shall we dance?" Alberta asked.

"Love to," I said. I got up and helped her to her feet.

It's time to tell you a little bit more about myself. My parents raised me right. Holding a woman's chair, or a door, or her pocketbook or purse, was second nature to me. Dad always did those things for Mom, and he expected us to do them too. We practiced courtesy in my house. It didn't matter if it was family or a stranger. I'd have to hold the chair for my sisters if I got to the table before them. It was drilled into me from a very young age, and I did it automatically, no matter what. Unless someone told me to back off, I was her boy scout. I could tell Alberta was appreciating all of those skills now, and I was glad I'd learned them. I didn't know where this evening was going, but anything that would get me in between those long, lean legs, was my bread and butter that night.

We danced a couple slow dances. I didn't grab her ass, but held her at the waist and hand, like a dance partner should. It wasn't a waltz, but even if it was just a slide side-to-side, it was a dance with a partner.

That changed when she stepped in close and laid her head on my shoulder, her sterling chest pressed against mine. My hand got in the way, and I put both of them on her back, right at the top of her ass, and a top shelf ass it was.

"Mmm, nice" she said.

I'm sure she could feel my hard cock as close as we were, but I wasn't sure if she was referring to that, or something else, so I just said, "It sure is." It was vague enough to fit anything.

The next slow dance, she put her hands on mine and pushed them down over her ass, so I had a good grip on each cheek. They felt firm, yet soft. A little meat over muscles toned in a gym. Then she ground her pelvis against me, making sure she could feel my cock. It was at that point, I knew I was getting laid, and I didn't care if she was nearly twice my age and married, I wanted it bad.

After that dance, we went back to our table and had a little more to drink.

"Another dance?" I suggested after a fifteen minutes of idle chatting. I wanted to feel that firm chest against mine again.

"I can't, damn it. My feet are killing me. I've been in these high heels all day."

"Put your foot in my lap," I said.

"Foot job?" Alberta said.

"Foot rub," I answered.

She put her right foot in my lap, and I unbuckled the strap on her heel, pulled it off and handed to her, then I rubbed her foot for ten minutes. She was moaning in pleasure. Since it was in my lap, she also felt more of my cock. I figured it wouldn't hurt if she knew how much I desired her. Right now, my desire was iron clad.

"Oh, my God, that feels wonderful," she said. "I'm melting inside right now. I swear you're turning me into a puddle of mush."

"Wonderful, let's see if we can turn that into a puddle of goo. Give me your other foot."

She promptly put her left foot in my lap. I did the same thing with her shoe and pulled it off, handing it to her. If anything, that foot got it better than the first one did. She was practically sliding out of her chair she was so loose.

I set her foot down. "How's that?" I asked. "Better?"

"Much. I want you to come back to my hotel room with me. Will you?"

"Yes. I'd be lying if I said anything else."

"Did you drive?"

"Took the bus."

"I want you to fuck me."

"I was hoping it wasn't to rub your feet some more."

"We'll do more of that as well, but first I want to feel your cock inside of me. The sooner the better."

"Let me finish my drink, and I'm with you all the way."

She smiled again, and we both finished off the Crown. She left her shoes off and walked in her stocking feet out the door, with me slightly behind her, holding her hand, except when I held the door to the club, and the door to her Jaguar. Sliding in, she flashed even more of her leg than I'd seen rubbing her feet. I got in the other seat and she sped off down towards Manhattan, to a DoubleTree Hotel downtown. She had a nice suite on the tenth floor, big king size bed, sitting area, desk with a laptop computer open but off. The comforter was rumpled, probably from putting her stockings on before her deposition.

As soon as we were through the door, she was on me like white on rice, lip locked and tonsil diving. I wanted it too, so I didn't protest. Finally, she pulled back, pulled my dress shirt out of my pants and started unbuttoning buttons.

"Did you play sports?" Alberta asked, running her hand over hard pecs and abs.

"Football, basketball and baseball in high school. Only intramural and pick up games now. Not good enough for big time ball."

"Nice. You've got a great body. Is your dad this handsome?"

"I don't know. I was adopted. I don't look anything like them, nor do my brothers and sisters. We're all different. One of my sisters is black."

"That's unusual." She was working the belt of my pants now, "Please tell me the lump in your pants was real."

Since she had the belt undone, I got the snap and zipper and pushed everything down. Alberta knelt on the floor in front of me and stared at my cock.

"It's beautiful," she whispered. She ran her hand from the base to the tip, and some precum beaded at the slit. Her tongue slid out and scooped it up. I twitched and swelled a bit more.

It's not gargantuan, but if the locker rooms were any indication, I was above average. I estimated seven and a half to eight, somewhat thick, inches. I'd never had any complaints, nor has anyone told me I was too big, so let's say, just right. For Alberta anyway. She wrapped her lips around the head and maybe another inch or two, and gave me some exploratory sucks.

"This beautiful cock needs to go in my pussy now," she said, standing up.

"Not until you're undressed," I replied. "I want to see all of you, and my dick won't penetrate clothes."

She laughed, and as she started unbuttoning her blouse, I went down and unzipped her skirt, tugging on it, sliding it over her hips, revealing lacy black panties, sheer stockings with a garter belt, dressed to seduce, and I was falling under her spell. Her pussy already smelled ripe with her arousal. Being so close to the source, it was easy to scent, and it smelled like a musky perfume, and I suspected she used some in her groin area. I unhooked the belt and rolled the stockings down her legs, and she gave a little shiver as I did.

Her blouse floated to the floor and she had a front clasping bra matching the panties, lace, but semi-sheer, enough to show her hard nipples poking at the front of what looked like C or even D sized cups. The panties were sheer enough to show the little landing strip on her mons. The bra followed the blouse, and her panties followed the skirt, and I was staring at an incredibly beautiful woman. Her pussy was dewy with her arousal, and I lapped a few drops on her cleft. So fucking sexy and so tasty.

I easily picked her up and carried her to the bed. As soon as her back hit, her legs fell open like they were spring loaded.

"I want to taste you," I said.

"Later. We have all night and I want your cock filling me up. Do you have a condom?"

"One in my wallet."

"Take it out, and put it on."

I grabbed my wallet and tossed her the packet. "You put it on."

She smiled again. "It's going to be that way, is it?"

"How bad do you want it."

Alberta laughed. "Desperately."

She sat up, took it out of the foil and unrolled it over my cock. "I love your dick," she said, stroking it down. "You've got at least an inch and a half on my husband, and it's nice and meaty." Cock fully clad, she said, "Fuck me," laying back down again.

I did a plank over her supine body and rubbed the tip of my cock up and down her slit to lubricate it, because she had wetness to spare. Each time it touched her clit, she gave a soft whimper. Deeming myself slick enough, I pushed halfway into her pussy. Alberta gasped, then climaxed, clinging to my back and wrapping her legs around my hips.

"I knew you'd feel fantastic," she finally said, her spasms easing. "How much left to go?"

I glanced down between us. "About half."

"Fuck. I don't know if you're the longest dick I ever had, but I think you're the fattest."

I pushed another couple inches in, and her nails scratched my back as she moaned. "Oh, God, that's good."

Giving her a little more, she spasmed again, whimpering in pleasure. I gave her a little more and reached bottom, her fluids beginning to leak over my balls. Now that I was in, I twitched, then started a slow thrusting. The condom was helping, but I knew I wouldn't last too long. I'd been too aroused and it had been too long. It's part of the reason I was going slow, to delay my orgasm. I wanted to be cocooned in her pussy as long as possible.

I managed to hold out for ten more minutes, and another orgasm for her before I couldn't hold out any longer and climaxed, frozen in her body as my dick pulsed what felt like a cup of cum into my condom.

"That was wonderful," Alberta said. "Just what I needed."

"We're not done yet," I said. "You told me we had all night."

"How many more times do you think you have in you?"

"At least three, maybe more. Just looking at you makes my dick hard."

"Any more condoms in that magic wallet of yours."

"Sorry. That was the only one I was carrying, but intercourse isn't all we can do."

"What else did you have in mind?"

"I told you I wanted to taste you."

"By all means, go right ahead." She released my back and splayed out in front of me.

Now there's something else I should tell you about me. I looked at pleasuring a woman the same way I looked at holding her chair or a door. If I wasn't taking care of her, I wasn't doing my job. I don't know if that's what my parents intended when they taught me to be courteous and polite, but that's one of the things I took out of it. Take care of your partner.

When I had sex with a woman, I listened to her; what she said she wanted, and what her body told me she needed. I listened and I learned. I learned every woman wasn't the same, that what some enjoyed, others didn't. What some women liked, other women loved. If you paid attention, you could find out what every woman needed, at that moment, or an hour from now.

I listened and observed, and learned, and I gave Alberta five more powerful orgasms licking her. She loved it. She said she'd never been with anyone who knew her body as well as I seemed to. Each orgasm seemed to be better than the one before, and I wore her out. Not only that, taking the time to please her, gave me the time I needed to recover.

When I crawled up her body, my face a mess of her fluids and she felt my cock knocking at the door once more, she said, "When's the last time you had a physical?"

"Just before school started."

"Have you fucked anyone since the physical?"

"No one."

"Who was the last woman you fucked?"

"My girlfriend, two weeks ago when she broke up with me because we're going to different schools."

"Was she promiscuous?"

"Only with me, and never without a condom."

"Go ahead and take me bare. I need you again right now. I can't wait."

Not one to deny a beautiful woman, I entered her bareback. I'd only fucked bareback twice before, most of the time wearing a condom when I had sex. This was better than those two previous times. Whether it was her previous orgasms, or some other factor, sliding through her folds was like sliding through liquid silk. I could feel the slightest squeeze, the merest tremble, the lightest ripple of her pussy, and I felt them all. It was magic. Thank the Lord I'd cum once already tonight, or I wouldn't have lasted five minutes in her skillful pussy. I managed to hold out for just over fifteen minutes, and she still had three orgasms, enjoying my bare cock as much as I enjoyed her juicy pussy.

She clung to me as I climaxed, as if she didn't want to let me go ever, or at least until my balls were completely drained and nothing but dust would emerge. As much as she enjoyed that, she more than enjoyed when I went down on her and cleaned up after myself.

She orgasmed almost immediately.

"Fuck, fuck, fuck," she exclaimed, her hips bucking up at my mouth and tongue, "what the fuck are you doing?"

"Do you want to sleep in a wet spot?"

"No, but we could use a towel."

"Then someone would need to get out of bed and get a towel. I don't want to leave the bed, do you?"

"Well, no. I've never had anyone do that before, lick his cum out of my pussy."

"Have you ever given a blow job to anyone?"