Vernon sees Margaret and hatches a plan that could be financially beneficial to both.
I am Vernon a single average guy 27 years of age. And for the past 5 of those years have earned my living as a gigolo. Being paid to supply sex to clients.
I started my working life working in a store, where my gift of the gab won customers of both sexes over and made me popular with my work colleagues.
I was not an adonis, but from starting my working life I began to make the best of myself by starting a exercise regime and buying good clothes and beauty products, and discovering sex.
I started paying escorts for sex so that I could enjoy a range of uninhibited sexual fantasies and kinks that I had. And professional escorts for a fee were happy to accommodate those fantasies with me.
It was through this as to how I became a professional gigolo. One of the escorts I used often was also a bit of a Madam, and organised sex parties for her punters. And it was she who suggested I help out at one of these gatherings, which after some thought I did, And I found myself enjoying the voyeuristic part of having sex in front of strangers, and more importantly, being able to “perform” in that environment.
The Madam, Victoria subsequently liking how I performed at the event told me that she sometimes got requests from female clients for male sexual partners, and she could if I was willing and for a fee hook me up with some of these women.
I was then nearly 22 years old and thought having sex with women and being paid to do so was a win win and accepted. And so it began and within months I had quit my job and became a full time gigolo.
I sat at the window of the coffee shop, latte in hand relaxing and remembering last night. The client was in her late fifties and overweight, but smelt nice. She was married and kept her ring on her finger and as usual no mention of the spouse was uttered. The meal and small talk was nice and of course she paid and after several drinks at the hotel bar we went to her room.
As soon as we had entered the room I had closed the door, turned to her and pulled her near and grabbed her plump arse in both hands, squeezing her arse cheeks while planting kisses to her neck, and letting her feel my hot breath on her ear before planting a passionate kiss to her lips that turned into a mutual French kiss. It was an approach I used often to allay the sometimes nervousness the client had in asking for what they had payed for…a good no strings attached fuck.
I smiled at the memory of pulling the clients bra down unleashing her large saggy tits from their confines and planting my hands on them and hearing her sighs as I kneaded and planted my mouth on one of her large nipples and feeling it get harder as I suckled it while massaging the other between my fingertips. As usual that was enough to get my cock reacting and so I had guided the now topless client to the bed before moving back and quickly stripping bollock naked for her to admire what she was paying for. I smiled again remembering her face as she watched as I slowly wanked myself before her to get a full hard on.
I must admit I liked to give value for money and knew I had done so last night. When I left the hotel room several hours later she had been made love to and also had raw uninhibited sex too. The smile on my face became a grin recalling her gripping my arm with both hands and her teeth biting into my shoulder trying to stifle groans of passion as I had fingered her wet sploshing cunt to yet another orgasm. I knew I had earned the tip she gave me. and again I had enjoyed the evening, another win win.
Idly perusing the street I suddenly recognised a once familiar face. I peered harder to make sure. Yes I was correct. Margaret was walking towards the coffee shop. My mind went back to when i worked in the store. Margaret was employed in the canteen as the cook. I remembered how I and the other young male employees always flirted with her. She was a good 20 years older than me but there was something of the MILF about her. She was still pretty attractive even with life lines now showing on her face, and she still had a pretty fit looking body for her age, and of course the great pair of tits and accompanying cleavage that always was good for an ogle. And that she was dismissed for theft. I headed for the door.
“Margaret” I called to her and she turned, recognised me and smiled. “It,s great seeing you” and I gave her a hug as though we were close dear friends, which we never were, but my gigolo persona had kicked in automatically. “ Good to see you too” She replied and I released my arms from round her and took her elbow and started guiding her “Lets catch up, come on I will buy us both a drink while we do”. She tried to protest but I continued small talking about our time working together and before she knew it we were sitting opposite one another, drinks on the table in the alcove of the pub.
looking at her, and recognising the familiar stirring in my groin I took in Margaret,s appearance again. The feeling of wanting to know what she was like in bed that was a fantasy of mine years before returned, and I knew I now had the skills to better make it reality.
We stayed there several hours during which I helped things along. Sometimes to get a client nice and relaxed I used pills that if used singly would knock out the lady, and she would not remember what had happened to her. Of course I never went that far. But what I would do sometimes if the client was nervous and shy is divide the tablet into eight sections and by secretly adding one or two of these parts into the clients drink during the evening, she would lose some of her inhibitions and combined with the drink and sexual chemistry…Bingo.
So far I had put 2 into Margarets drinks and they were working, so I suggested we should go, and we left the bar, arms around each others waists.
I could smell her perfume and body warmth as we walked and had to apology as we stopped momentarily as I adjusted my semi hard cock and balls. “Your fault” I said, and she looked down at my groin and the outline of my genitals for longer than a glance and smiled.
We arrived at Margarets flat. It was on the third floor and a stench of urine invaded the lift we had used to get up to her floor. She opened her door and we entered her home. It was tidy and clean but you could tell that money was scarce by the quality of the fittings.
Good, my business brain thought, since she was sacked life has not been good to her, and I was forming a plan that would hopefully benefit her as well as myself financially performing for my client Mister Singh. But first I needed to find out if fucking her will be as much fun as I had fantasised.
I turned her to me and we kissed, our tongues entwining passionately and I felt an urgency in her for human contact and had a feeling she had not had sex for a long time, and I certainly was not here to disappoint her. I gripped her arse and pulled her closer so that she could feel my hardening cock against her stomach. After a couple of seconds she pulled away and said she will just have to freshen up a bit. I smiled and said okay. And she went to the bathroom.
Her bedroom was against the bathroom she was using and I went in and was pleased she had a double bed rather than a single. Better for manoeuvering I smiled. I decided to just get down to it and started to undress and climbed between the duvet and waited.
Margaret came from the bathroom the denim jacket she had worn now on her arm and the grey short sleeved woollen halter neck top showed off her cleavage well. She saw me in her bed and looked slightly surprised so I knew I had to regain the control immediately.
“I just needed to relax, hope you don,t mind” I said with a smile as she stepped into the doorway and saw that I was obviously fondling my cock and balls under the duvet.
“It,s just that I feel so comfortable with you Margaret” I continued and pulled the duvet off me so she could see me naked.
Margaret eyes devoured my body. I had bent one leg so that she could see my now hard cock and the movement of my testicles in my shaved ball sac as I wanked myself slowly. I knew I had a fit body and enjoyed seeing her eyes dilate and her tongue automatically go over her dry lips.
I got up and walked around the bed to her, my rock hard cock swaying and pointing proudly out to her. “ I don,t feel embarrassed with you at all Margaret” I said reaching out and holding her hands “ I love it that you really know what I look like and……what effect you have on me.” I said gesturing down to my cock.
I slowly pulled her hands towards my proud stiff cock, and she put her hands on my hard on and gave out a sigh of pleasure and oh so slowly started moving her gripped hands forwards and backwards.
I started massaging her shoulders as she looked transfixed at her hands round my cock and I slowly moved my hands down and took hold of her top at her waist and gently pulled ii up and over her head exposing her black bra. She smiled and I dropped the top and held her tits in my hands kneading her soft flesh through the material.
I moved my hands to her waist again and undid the top of her jeans and unzipped them and going to my knees in front of her pulled them slowly down, my eyes level with her black panties as I pulled the denim material to her calfs.
I slid my hands upwards over her smooth legs and moved them round and gently felt the peachiness of her arse. I moved my head forward and started kissing and softly licking the material covering her cunt. The smell of her freshness and the panties material combined, almost made me start wanking my cock with pleasure, but instead I started to knead her arse cheeks harder slipping my fingers beneath the material to feel her flesh and hearing her responsive soft moans of pleasure.
I felt the warmth of her cunt as I worshipped her groin and could feel she had pubic hair beneath the scented material. I thought even better as Mister Singh my client preferred the natural look.
I slowly pulled Margaret,s panties down to join the jeans around her slender calfs , admiring her until now hidden pubic area. Her dark neatly trimmed triangle of curly pubes contrasted beautifully against her pale skin and I again moved in and this time kissed,licked and smelt her most intimate area without hindrance. I felt her legs move involuntarily as I explored her slit and clit, and decided it was time for the bed so rose from between her legs and looking directly at her.
“Take your bra off so I can see you naked Margaret….let me see you naked” I said soothingly. She reached around and unclasped her bra and started to remove it self consciously. “please” I encouraged softly. She smiled and removed it exposing her breasts for me to see.
“Wow” I said partly to encourage her self confidence of being naked with me, and partly because they were wow. I and my mates had ogled and lusted over those tits, and now she was displaying them before me.
They sagged slightly as is the way things go with age but they were still beautiful and her pink contrasting areola and large erect nipples proudly stuck out.
“Please never wear a bra again with me Margaret” I said admiringly. “ I never want not to look at you like this” with that I moved forward bent and started suckling those magnificent milk makers.
The pliable hardness of her erect nipple in my mouth and the other nipple between my fingertips gave me the opportunity to glide my free hand between her thighs and my middle finger straight into her moist love hole and I started fingering her. She shuddered and moaned , her thighs tightened but I continued the fingering and felt her juices beginning to run. I moved my mouth from her left nipple and looked her in the eyes and continued fingering her harder. The woman I used to fantasise over was standing jeans and panties around her legs and otherwise naked and my finger in her cunt wanking her and now with my other arm around her waist supporting her as her body began to writhe as her orgasm built. She tried to pull my fingering hand away, but I pulled her arm away and held it behind her back, she bent forward slightly nakedly exposed, face flushed and squirted as she orgasmed from my fingering her cunt.
Her legs were shaking from the efforts of her body cumming, and she gave a shy smile “ Im,e sorry…I didn,t ,I mean I have never” she moved her hand down between her now wet legs.
I smiled at her “ You looked beautiful when I made you cum hard like that Margaret, you enjoyed it didn,t you”. She nodded. “ let me take care of this for you.” I continued stroking the wetness before lifting her up and laying her on the bed.
I raised her legs and pulled of her jeans. Then her black panties. I held the panties to my nose and smelt them as she watched. Then I used them to wipe some of the wetness of her cumming from her legs and again smelt the now damp panties.
“ Can I keep these” I asked her. “Please say yes,…. but only if I never wash them.” I stroked her raised leg. “Say it”.
“You can have them” she said.
“But only if?” I prompted.
“If you never wash them”
I smiled again “Deal……..I will never wash them, so your cum will be always on them when I hold them…I will always have the smell of your sex….Thankyou”. With that I tossed them to one side and knelt between her legs and started to finish cleaning her with my tongue, gliding it over hers thighs before moving to her pink wet cunt and started eating her out.
Margaret started to gyrate her hips slightly as I worked on her clit with my mouth and tongue. I needed my own release now and got of the bed and moved to my clothing and got a condom I opened it smiling as Margaret watched me.
I stood and began rolling the protective sheath down my cock shaft. Once done I cupped my ball sac.
“My balls have ached for the last 5 years wanting this moment with you Margaret. Me and you in bed together making love”
I moved my naked body between Margarets legs, lifted them , positioned the head of my cock at her cunt entrance, smiled knowing my fantasy is becoming reality and thrust deep into her.
I fucked Margaret hard, it was not love making, it was fucking and the sight of her naked tits swaying with every thrust of my cock deep into her encouraged my efforts more. I moved down and bit her neck. She grabbed my neck, not to push me away but to pull me nearer. I continued with the love bite and felt my balls tighten as I was about to cum. I thrusted faster and orgasmed, wishing it was directly into her womb rather than into the condom…..but that would be later.
We kissed before I slowly rolled off Margaret.
“Fuck…that was good….better than I dreamt” I told her and we held each other and relaxed. She fell into a deep sleep soon after partly due to the bits of tablet I had laced her drinks with as much as to the fucking. I looked at her sleeping naked with me….. then I rose and got my camera phone and started taking photos of her while she slept naked. Business is business…and Mister Singh after all will want to know what he may be paying for.