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Just a Gigalo Part1
I’m just a gigolo and everywhere I go
People know the part I’m playin’ I pay for every dance, sellin’ each romance
Ooh, what they’re sayin? There will come a day when youth will pass away
What’ll they say about me?
When the end comes I know I was just a gigolo
And life goes on without me
When David Lee Roth released that cover in 1988 it quickly became one of my favorite songs because it fit. You see, I grew up in a small town that was basically a retirement community on the east coast of Florida. There really wasn’t many jobs there but as I was to find out, there were plenty of horny old ladies. My story begins about six years before that video began playing every hour on MTV, back when MTV actually played music. I remember it like it was yesterday…
It was a gorgeous late spring day in Ormond Beach and as the noon sun approached I was just starting my third and final lawn of the day. The temperature was already in the middle eighties so my t-shirt was now tied to the handle of my old mower and my new Walkman blared Iron Maiden’s Number of the b**st as made laps around Ms. Worthington’s front yard. By the time I’d finished the front and made my way to the back I was covered with sweat and was looking forward to a nice shower. As I made my first pass through the back yard Ms. Worthington came out with her ever present gin and tonic. I watched as she got into the ratty old chaise lounge on small concrete patio by her back door, just like she did every week. She really wasn’t a bad looking woman even if she was ancient, she was at least sixty, and as she maneuvered into the chaise her pale blue robe parted just enough to give me a glimpse of her plain white panties. I quickly turned my head back to avoid being caught checking her out. I didn’t want her to think I was some kind of pervert, she was one of my best customers after all.
After a few more passes I noticed that she had raised her knees to rest her seedy romance novel on as she read giving me a clear view under her robe. I couldn’t really see anything because she kept her legs together but it was still enough that my teenage hormones were flowing straight to my dick. I forced myself to look away, I really didn’t need Ms. Worthington to see me getting a boner. I managed to finish her yard without completely tenting my shorts.
I packed up my gear placing my edger and rake on top of the mower and went back around to collect my money. Ms. Worthington was just coming out with a fresh drink. Her robe was now parted at the top enough to expose much of her ample cleavage. She was obviously only wearing panties underneath as I could clearly see her nipples poking against the cotton of the robe and again I could feel the blood rushing to my dick. I fought to keep my eyes on her face which normally wasn’t hard to do. She must’ve been an attractive woman at one time, hell she still was, with long black hair and a very pretty smile. “You’re all set, ma’am”, I told her forcing myself to look into her deep green eyes.
“It looks good”, she smiled as she surveyed the lawn and I swear that I caught her taking a quick glance at the front of my shorts, “It looks very good.” She took two fives out of the pocket of her robe and handed them to me. “Do you have any more lawns to do today?”
“I wish”, I told her. “I could use the money but you’re the last one today.” It was true, I was saving up to buy my first car and was still a couple hundred short to get the old Dodge Dart that I’d been eyeing.
She looked me up and down again and said with a smile, “Why don’t you go get cleaned up and come back. I might just have something that you can do to earn a bit more.”
“Sure, that sounds great.” I grabbed the mower and hurried home. I went into my room and dug out the old coffee can from the back of my closet and dropped the thirty dollars that I’d make that morning inside. After returning it to its hiding place I grabbed some clean shorts and underwear and headed for the shower to wash off the sweat and yard grime. Standing under the spay of the shower I scrubbed away the dirt and grass clippings and then like every boy my age, I quickly rubbed one out to one of my favorite fantasies. It was the one where my neighbor, Becky joined me in the shower and lets me fuck her. I had a huge crush on Becky that she obviously didn’t share except in my imagination. It didn’t take long before I was shooting a huge load of my seed at the drain.
Clean and dressed I grabbed my bike and rode back down the street to Ms. Worthington’s house. I parked my bike under the carport and rang the bell, curious as to what she had in mind for me to do.
“Come on in Tom”, I heard her call from inside so I let myself in. It had been a couple of years since I’d been in her home, not since her husband had died. Mr. Worthington had been a friend and we’d spent many afternoons sitting in his living room while he told me stories about flying fighter planes over Vietnam. The room really hadn’t changed much and being there made me miss the old guy. As I stood there looking at a picture of him standing next to his F-4 she came in from the kitchen holding two glasses. I noticed right away that the one she handed me was not the usual strawberry Nehi that she usually gave me while I cut the grass. I thanked her and took a sip. I’d never tasted gin before and I wasn’t real sure that I liked it but I smiled and took another sip.
“Sit with me a minute”, she offered and I sat down on the sofa. She sat next to me, close enough that our butts were touching. Her robe parted at the bottom exposing much of her smooth thigh in the process. We made some small talk, mostly reminiscing about her husband, as we drank. By the time we finished our glasses I could already fell the effects of the alcohol, and I could tell that she was feeling it too. She was now sitting pressed up against me with her small hand on my thigh just below the leg of my shorts and her robe had opened almost down to her waist giving me a pretty good view of her large boobs. I was starting to get hard again.
“Tom, I have a proposition for you”, she began. “It’s been a couple of years since Charlie passed and lately I’ve been very lonely.”
“I can imagine”, I assured her, “I miss him too.”
“That’s very kind of you to say, he was a great man.” She swallowed the last of her drink and continued, “Since he died I haven’t been able to bring myself to looking for another man, but I’m still a woman and I still have needs.”
I looked her straight in the eyes and told her that she was still a good looking woman and she would have no problem finding another guy. I meant it too.
She slid her hand further up my leg, almost touching my balls. I hoped that she didn’t feel my dick twitch just inches away from her fingers. “I really don’t want another man, at least not a relationship. I just need someone to take care of my other needs from time to time.”
Could she actually mean what I think she’s saying?
“Charlie was not only a great provider and my best friend, but he was a great lover too. ”
“Ms. Worthington, why are you telling me this”, I had to ask, suddenly feeling a little uncomfortable.
“Call me Flo”, she instructed. “What I’m saying is that while I don’t need a man, you do have the one thing that I do need and I’ll pay you for it.” This time her hand crawled up the front of my shorts and rested right on my dick. She gave it a little squeeze and came right out and asked, “Would you fuck an old lady for fifty dollars?”
At that point I would have done her for free. Not only was I about to lose my virginity, but she wanted to pay me for it. I tried to think of some suave comeback but all that came out of my mouth was, “okay.”
She stood up and grabbed my hand. She led me down the hall to her bedroom. It was nicely decorated but it was the large king sized bed in the middle that caught my eye. Standing in front of the bed she untied the cloth belt of her robe and just let it drop to the floor. I stared in awe at the naked woman in front of me. Her large breasts that hung from her chest like a pair of water balloons were tipped with dark brown areola and had the biggest nipples that I’d ever seen. Her belly had a little flab just above the gray tangle of her bush. Not really sure how to proceed I stripped off my shirt, almost getting my fingers caught up in the spinning blades of the ceiling fan as I did so. I kicked off my flip flops and unbuttoned my shorts, letting them just drop to the floor. Standing there in front of this woman in just my underwear I suddenly became very self conscious. What if I wasn’t big enough for her or if she didn’t like my dick?
Sensing my hesitation she got down on her knees in front of me and hooked her thumbs under the waistband of my Fruit of the Looms. She slowly pulled them down and as she did my hard prick caught up in the elastic until it finally sprung free and slapped loudly against my belly. “Oh my”, she sighed as she wrapped her hand around the seven inch shaft of my dick. “I’m so going to enjoy this.” She pumped my rod a couple of times and a bead of precum oozed from the tip. As I watched in awe this woman who was old enough to be my grandmother pulled my dick down and licked the clear liquid from my piss hole. My whole body shuddered with the contact as she wrapped her soft lips around the head and sucked me into her warm wet mouth. She stared up at me and our eyes locked as she slowly fucked me with her mouth, it was the most incredible thing that I’d ever felt. She reached up and took my heavy balls in her hand and played with them as she bobbed up and down on my cock and I knew that I wasn’t going to last long. She must’ve been able to tell because she pulled her mouth off of me and asked, “Have you ever been with a woman?”
Shaking my head I told her that I hadn’t. Her reply floored me, “This is going to be both our lucky day. I want you to cum whenever you’re ready, it’s been so long since I’ve had the taste of a man’s sperm in my mouth, and it’ll help you last longer when you fuck my old pussy.” With that she took me back into her mouth and sucked me in deep. It only took a couple more minutes of her slurping noisily on my shaft before I could feel the familiar tightening of my balls.
“Oh shit”, I gasped, “I’m gonna cum.” She pulled all but the head out of her mouth and pumped my rod with her hand until finally I couldn’t hold back any longer and exploded into her mouth. Her cheeks puffed out like a chipmunks as I shot my load and I could see and feel her swallowing my seed. It was the most intense that I’d ever cum, certainly better than my hand had ever done. She sucked every drop of cum from my balls and swallowed every bit of it before letting my dick slip from her mouth. She licked her lips and looked up at me with a great big grin, “How was that?”
My legs were shaking as I replied breathlessly, “That was amazing.” I helped her up and wrapped my arms around her. I kissed her deeply, my tongue tasting the saltiness of my cum in her mouth. She pulled me over to the bed and laid down on her back. I crawled up over her and we kissed some more. I rubbed my hand along her side eventually working up to one of her big fleshy tits. I played with her rubbery nipple for a while before moving my head down to suck it into my mouth. She sighed contentedly as I suckled on her tit. After a few minutes of this I felt her hands on my shoulders urging me lower. It took me a second to realize what she wanted me to do and gradually I began to kiss my way down her soft belly until I reached the thick patch of wiry gray hairs that covered her mound. I could smell her arousal as I closed in on her pussy. I pulled back a bit to look at it, having never seen one up close before except in my father’s magazines. She had thick furry lips that parted just enough for her erect clit to poke through. I knew what it was from health class and I knew that it was the most sensitive part of her so I ran my thumb across it making her shudder and moan softly. Using my thumbs I spread her open and hesitantly ran my tongue across the pink flesh inside. I was a little nervous about how it would taste but I found myself pleasantly surprised. It actually tasted good and soon I was lapping up her juices and sucking on her clit. Evidently I was doing it right because her old body was writhing on the bed and her thighs were squeezing my head.
“Oh fuck, that’s it boy, eat my old fucking cunt”, she cried and grabbed my hair, holding my mouth to her twat as she bucked her hips against my face. “That’s it just like that, you’re going to make me fucking cum.”
I’d never heard her talk like that before, I’d never even heard her swear before. It was actually turning me on even more. I slipped a finger into her steamy hole and then another as I finger fucked her while sucking on her clit. That did it. The walls of her canal gripped at my fingers as her body clenched up when she came. “Oh fuck yes”, she practically screamed and then she was pulling me up away from her pussy. “Fuck me now, I need that big beautiful cock inside me now!”
I knelt between her wide spread legs and rubbed the head of my dick along the furrow of her hairy slit feeling for her entrance. Finally I found it and pushed the head inside. I couldn’t believe how tight she was as I fed more of my shaft into her. Her mouth had been amazing but it had done little to prepare me for the sensation of being inside her. It was hot, wet and seemed to grip at my cock as I watched inch by inch of my shaft disappear into that delicious hole. Eventually I was buried to the hilt and laying down on top of her we kissed again as I began to fuck her. She grunted each time as I bottomed out in her cunt. “That’s it, fuck me harder! Give my old cunt what it needs!” I gradually picked up the pace and soon I was slamming my meat into her old snatch with piston like strokes. “Oh fuck yeah, give it to me boy!”
I pounded her missionary for a while then she wrapped her legs around me and rolled us over so that she was straddling my thin frame. She began sawing her pussy on my cock urgently. I couldn’t believe how wet she was, I could feel her juices soaking my pubes and running down my balls. Her big saggy titties swung in wild circles above me as she rode my cock to another orgasm. Her body collapsed onto mine as she started to cum again, I wrapped my arms around her and held her tightly as I fucked her from below. The feeling of her wet pussy milking my shaft as she came was too much for my inexperienced prick and with a grunt I pushed into her as far as I could and flooded her womb with cum. Both us were shaking and holding onto each other as my prick twitched and shot spurt after spurt into her pussy. We lay there like that, both wiped out from our mutual climax until finally my softening prick popped out of her. I could feel our mixed juices oozing from her and running down the inside of my thigh as we caught our breaths. Finally she rolled off of me and went into the bathroom. When she returned she handed me a wash cloth to clean up with and went to her tall dresser.
She took out some clothes and started to get dressed which I took as my cue to do the same. Once we were dressed she went into her purse and took out two twenties and a ten, which she handed me and I stuffed them into my pocket.
“Thank you Tom”, she said as we made our way back to the living room, “I needed that but I think next time you will have to wear a rubber, I’m too old to be having another baby.”
Shit, I didn’t think about the fact that I could get her pregnant. The realization must have been clear on my face because she assured me that it was the wrong time of the month. Then it hit me that she said next time. I was going to get laid again.
We said our goodbyes and shared a quick kiss before I left. I rode my bike straight up to the local d**g store and bought a dozen rubbers, I wanted to be ready for the next time.