A Real Gigolo’s Experience – Part I

Hello naughty ladies and horny gentlemen. Ankur Roy is the name I’ll be using for posting stories. I’m a 21 year old man from Navi Mumbai. I’ve been reading stories on ISS from the last 6 years and it has truly widened my imagination and fantasies. I’ve read all types of stories here and it has made me even more horny and desperate for sex. I was a virgin until the last weekend but all that changed.

My virginity was taken by a beautiful 31 year old lady called Nikita. Now, I’ve come across many stories in the last few weeks of men claiming to be call boys and Gigolos and most of them were fake. I’m not gonna lie and let me be completely honest, I was not a Gigolo until last weekend, just a horny young man. I’ll be writing this story in three parts.

Part I :

I was desperately in need for a sexual relationship and so I created a profile on a popular dating app. I described myself as a professional Gigolo. Within a few hours, I got messages from a few girls enquiring about my rate and whether I’d a place or not. Nothing material came out of it until the third day i.e. Friday .

I got a message from a lady called Nikita at around 11 pm. She seemed pretty straightforward and Frank and told me that she required my services for the weekend from Saturday evening to Sunday afternoon. Since, I was free and had off from work, I readily agreed. She messaged her number and told me to Whatsapp her. I saved her number and messaged her on Whatsapp, “Hi Nikita. Ankur here.” She saved my number and now I could see her Display Picture. She was gorgeous to say the least and looked around 26-27 years old. She replied, “Listen, I want you here by 5 30 pm tomorrow. And since I’m paying you good money for it, don’t be fucking late. You’ll have to do as I say.” I was shocked and a little scared at her aggressiveness.

She asked me what was my price and I replied, “At the end of the session, you can pay me depending on your satisfaction. If you’re completely unsatisfied, don’t pay me a single penny. And if you’re completely satisfied, then shower me with cash and gifts.” She replied, “That sounds interesting. You’ve to work real hard to earn your money then. ” I replied, “Bring it on lady.” She gave me her address, then bid me good night and told me to be on time tomorrow. I could barely sleep that night and was leaking wet with precum. I slept dreaming about her.

The next day, I intentionally woke up very late, at 1 pm as I knew I’d to be fresh for the night. I quickly got up and took a bath making sure I was clean shaved all around. I finished my lunch and got dressed in a black shirt and teamed it up with light Blue jeans. I sprayed my Davidoff perfume all over my clothes and left my place at 4 pm. I took an AC bus from my place to Bandra. I reached Bandra at 5 15 pm and took a taxi to her place in Carter Road. I reached at 5 25 pm and it was a huge three storied bungalow. I looked in awe and rang the bell. Within a few seconds, my Goddess Nikita opened the door. I was awestruck and kept staring at her with my mouth gaping. She pulled me inside, “Come inside before anyone sees you.”

Now, let me describe her looks, Nikita is a 31 year old MILF. She is super hot and has maintained herself very well. She is around 5.5 feet tall with curves at the right places. Her boobs are huge, maybe 34C. Her face is very cute and she is pretty fair. Also, she looks younger than she looked in the pic. As for me, I won’t boast or make any false claims, I’m average looking, some women find me cute and I may broadly be classified under the tall dark and handsome group. I’m nearly 6 feet tall and weigh around 75 kgs. I’m not supremely well built nor do I’ve a 11 inch dick like many people here claim. I’ve a 6.5 inch dick and I’ve good stamina as I used to play football in my teens.

Now, Nikita took me inside, closed the door and locked it. Her house was huge and very well decorated. She told me that her husband lives abroad and she is sexually starved. She hadn’t had sex for 6 months now. And that’s why she needed me. We discussed in length about her needs and expectations. I also told her about my previous experiences. But, then all of a sudden, she sternly replied , “I can pretty well make out that you’re inexperienced and probably a virgin. Do you think I’m a fool?” I was spellbound and blurted out, “Yes ma’am. I’m a virgin. I’m a horny young man who wants to lose his virginity.” She slapped me and shouted, “Be my fucking bitch. I’ll turn you into a Gigolo now. I’ll take your virginity you motherfucker.” I was shocked looking at her aggressiveness. She held my hand and pushed me towards the plush leather sofa. I fell down on the sofa.

Then, Nikita began her magic, she put on some soft English music, pressed the remote and all the curtains came down. The room became a little dark, so she put on a couple of dim lights. Then, she started grooving to the tunes of the song and stripped. I was in heaven, she took off her top and pulled down her hot pants within a few minutes. This 31 year old MILF was dancing in front of me, only in her bikini.

She came near me and whispered in my ear, “Use only your mouth and get me completely naked.” I looked at her in bewilderment and excitedly pulled the clasps of her bra down slowly and steadily. After some effort, I could properly unhook her bra using only my teeth. There she was, the most gorgeous woman right now, topless in front of me. I went down on her and using only my teeth, pulled down her panties. She was stark naked in front of me now. I was already wet down there and she could make out my erection.

Nikita then grabbed hold of my cock over the jeans and exclaimed, “Aaaaahh! A real dick after so long. I needed it badly.” She told me to stand up and so I did. She undid my belt and unbuttoned me. Then, she pulled down my jeans swiftly while gyrating to the music. She then unbuttoned my shirt and took it off. Then, with a carnal desire, she tore off my vest. I was standing there in front of a naked married hottie only in my undies. My grey coloured undie was full of wet patches. She understood and smiled, “Do I make you horny baby? Do I?” I nodded in appreciation. “Well, then let me show you what heaven is you bastard”, she said. Nikita started playing with my cock without making me nude and that just made me hornier. I started moaning a little and leaked a little more precum. She started laughing loudly and said, “I haven’t even touched you properly and you’re already moaning. How cute!”

Then she pulled down my undies and my erect cock sprang out. She lustfully said, “I like it. It is much bigger than my husbands. I’m gonna make proper use of this.” Saying this, she started playing with my dick, moving it in and out of her clutch. I was loving it already and thought I might come any time. She did this for a couple of minutes increasing her speed immensely and I was about to come, but just a few seconds before she stopped and pinched the Base of my dick to stop me from cumming. I was surprised at how she could stop me from cumming. She shouted,” I want all that cum in my mouth and pussy. Don’t waste a single drop of it. ” I slowly nodded. I’d lost all sensation and she again began with the hand job making me horny again. I felt like I could cum anytime but somehow controlled with some inner strength.

Then, she went down on her knees and fulfilled my first dream, YES A BLOWJOB ! She went down on me and put my dick in her mouth, slowly encircling it with her warm mouth. I could feel the warmth in her mouth and it was such a hot feeling already. She slowly took the entire length of my dick in her mouth and my dick was touching her throat. She started sucking and blowing me without any break. This was my first experience and I couldn’t compare it to anything but man, it was awesome. It was the best feeling I’ve ever had in my life. She sucked and sucked for a long time.

She simultaneously played with my balls increasing the sensation even more. She cupped my balls and took it in her mouth and sucked it for a good amount of time. I don’t know how I was able to stop myself from cumming. She looked at me like a slut and said, “Throatfuck me and make me gag. I want all the cum in and on my mouth.” I gladly obeyed her, took hold of her head and hair and moved my dick in and out of her mouth with force. I continuously increased my force and she was loving it. I pumped her in and out, in and out and in and out with lots of patience. She was horny as he’ll and screamed,”Cum for me babyyyyyy! ” But I didn’t stop and throat fucked her for another thirty seconds.

Now, I could no longer control and took out my dick. I gave a few strokes and started cumming. I shouted out load,” Take my cum you bitch. Aaaaahh aaaaahh! I’m cumming.” And I came fuckloads, I would have easily filled up a glass with my cum. I’d never cum so much at one time and I sprayed it all on her face and in her mouth. Nikita looked like such a slut with my cream facial all over face. She collected all of my semen , letting it drip and swallowed all of it like a whore.

I was completely satisfied and fell down on the sofa with a smile on my face. She quickly got up and exclaimed, “What the fuck do you think you’re doing? You’re not being paid for your satisfaction. Your job is to satisfy me. Do you get if?” I nodded in apprehension. She pulled me up and lied down on the sofa and pointed at her pussy and ordered me to suck. I was very nervous and wondering how a woman’s pussy would taste. Nikita was lying there with her legs spread wide apart and then I went down on her. I didn’t touch her pussy at all and ignored her completely. I started kissing her with joy and vigour. She had amazingly luscious lips. And we French kissed for eternity.

Then, I moved down and licked her neck and back slowly biting her at times making her moan softly. Then, I worked my magic on her boobs. I ignored her nipples completely and licked and sucked every other part of her boobs. I licked her areola also to make her horny but completely ignored her nipples. This made her mad and she became horny. She pleaded me to suck her nipples. But I didn’t pay heed to her pleas. I went further down and sucked her navel. She loved this and I guess this was one of her erogenous zones. She gave me a look of content and begged me to suck her. Then, all of a sudden, I pounced on her boobs and started sucking her nipples like a dog.

I sucked and licked her right nipple while my hand was twisting and playing with her left nipple. She was moaning out loud now, “Ohhhhhhh fuuckkk. Aaaaahh yess aaaah. Suck me harder and faster. It feels aaaah soo fucking aaaaahh gooooodd!” And this just turned me on even more, I increased my speed and sucked her like an animal occasionally nibbling on her nipples. I did this to her other book also now and after five minutes of sucking, she couldn’t control and she comments. She leaked her juices on the sofa and I licked it all off. It was slightly Salty in taste but I loved it.

She kissed me and said, “You can make love. I’ll give you that. I’ve never been so satisfied in my entire life and you made me cum just by sucking my nipples. You’re seriously awesome.” She asked me how I could do it so well and I told her I’d a girlfriend with whom I’d done all this. But she never touched my dick. It was limited to me sucking her nipples and kissing. She laughed, “Awww poor you. Don’t worry, today is the last day of you being a virgin. Trust me. I feel so satisfied.” I said, “Already? Just wait and see what I do now.”

I pushed her back on the sofa and started working my magic again. I sucked her nipples for a good two minutes to make her horny again. Then I jumped down and kissed her inner thighs and the area around her pussy. She moaned out loud with pleasure. But I ignored her pussy and just licked and kissed her thighs, legs and toes. I did this to frustrate her and make her more horny. She again seemed to become wet and was relaxing as I was only licking her thighs. As always, I worked my surprise element and pounced on her pussy. She screamed in pleasure. I licked her pussy walls and then slowly put my tongue inside her pussy. She moaned loudly and I knew I’d her now. I made circular movements with my tongue inside her pussy.

Although, I was apprehensive on sucking her pussy, it was not a problem, it was slightly Salty but it smelled awesome. I made motions with my tongue inside my pussy and slowly started sucking her pussy. She was loving it and I was enjoying it as well. I put my finger in her and started fingering her while licking her pussy wall. She was moaning with ecstasy and I felt she would cum anytime.

Then, I did the unthinkable, I went down on her and sucked her pussy again but simultaneously inserted my middle finger in her ass. She was shell-shocked. I sucked harder and fucked her ass with my finger. She couldn’t take it any longer and she cummed shouting out loud. Nikita released a lot of juices and everything came right on my face. I loved the taste of it…..

It was only 7 30 pm now. We’d all night and the next day. Are you imagining what happens next? Well, read the second part of the story to find out about it. Drop in your feedback at [email protected]. I’ll post the next part within a few days. Feedback of all kinds is appreciated. Your feedback and criticism will only help me grow as a writer. The more the feedback, the quicker I’ll post the next part. Thanks for reading and lots of love. Ankur Roy.

Sub tag: Gigolo Sex