Hi all, I have been a regular reader of ISS since I was 23. Keeping my writing skills in mind, I never attempted to post my personal sexual experiences. As a New Year’s resolution, I wanted to start and experience this. So, this is my first story posting here. Please excuse any mistakes in sentence formation or anything else.
Before starting the story, I just wanted to brief you on what you can expect. This story is about a person who is very conservative, less talkative, and very good to all family and friends. It explains how, despite all this, he was pressured by his sexual desires and planned to have an external sexual experience before 2023 ended. In the end, his first real sexual experience happened after he was married. I hope you all enjoy and support the story, which will boost me to pen down all my experiences from before my marriage.
I am Karthik (my social name), 31 years old, from Rayalaseema (AP). I work in the software industry for a startup company that has a permanent Work From Home (WFH) policy. During the lockdown, I got married. Life was going smoothly.
Months passed by, and I had a very good relationship with my wife, both mentally and physically. But I still could not get 100% sexual satisfaction, which is the point where I started looking for other married women.
This has been going on for the last two years. Since I’m on permanent WFH, I never get a chance to talk or chat with any of my old female friends or colleagues, as my wife monitors and checks my mobile at least twice a day. The heavy workload somehow kept me occupied and distracted.
Later, I met a friend of mine who is still a bachelor, and we chatted about many things. The conversation eventually ended up as follows:
Friend: Hey, I’m turning 30 soon, and I’m still a virgin.
Me: You’re a waste of a fellow. Even though you had a lot of chances with friends and girlfriends, you never used them. Now you’re feeling bad that it didn’t happen.
Friend: I’m scared I’ll reach the climax part too soon. I’ve only had kisses and hugs; I can’t proceed after that.
Me: No one can help in that case. Just leave it.
Friend: Actually, I’ve been masturbating twice a day since the start of December, dude.
Me: I’m in the same boat with sexual desire. I’ll try to find an option to hire a sex worker with my friend.
Friend: Somehow get the contact of a sex worker who is over 30, dude.
Me: Okay, dude.
Actually, my wife went on a trip with her family to visit temples. As I was high on sexual desire and very desperate to do something before 2023 ended, two days later, we both went to a city in Tamil Nadu for car accessories. It got late.
Then my friend told me that some sex workers would be at a specific location and asked if we could go and talk to them at least. I had never experienced it either, so we both decided to go to the location.
Our hearts were racing like Ferrari engines. I stopped the car opposite one of them and watched her. She was watching me too and ignoring me. Then I got the courage and called her over. The conversation was as follows:
Me: How much?
Sex Worker: 500.
Me: Is that all you have available now?
Sex Worker: No, there’s one more… but she will be late to come.
Me: Where is the room located?
Sex Worker: There, inside the compound.
Me: Okay, thanks.
Then we drove away as she was a transgender woman, ha ha ha. We both felt like we had achieved something before the year ended.
As we got some courage from the incident, he wanted to go to the highway, as many would be there. I got interested too, at least to experience speaking with them.
We went to the highway and found a sexy girl (actually, she was also a transgender woman, which we only found out after the incident). The same conversation as above happened, and we asked if there was one more since we were both there, just as a reason to leave.
She said her friend had gone into the mango garden with a customer and would be back in a few minutes. We conveyed our thanks and left.
After driving about 200 meters, my friend asked me to go back and get her into the car so we could at least hug and feel her up. We went back.
Sex Worker: Smilingly asked, “You have come back, darlings?”
Me: “Has your friend come back?”
Sex Worker: “Yup! She came. There she is.”
Me: “By the way, on the highways, where can we have fun?”
Sex Worker: “Inside the mango garden only.”
My friend got afraid and dropped the idea, sitting back in the car.
Sex Worker: “Why won’t your friend want to have fun?”
Me: “No, he’ll join later after having a cigar.”
Sex Worker: “Okay, come, darling.”
Then we went inside the mango garden, full of fear as it was my first time. She was smiling and saying, “No worries… there’s nothing to fear here.”
Sex Worker: “Darling, please tip me with a good amount.”
Me: “After the work, I’ll tip you based on my satisfaction.”
We hugged and kissed. I pressed her boobs and also checked whether she had a pussy. I never doubted that she was transgender. I licked her boobs and lips.
Sex Worker: “That’s enough… my lipstick is getting removed. I’ve never been kissed like this before.”
Then she applied some lubricant on her asshole and put a condom on my dick. Then she started to give me a blowjob; that was my first experience with a sex worker. She gave about a minute of sucking, then leaned against a tree and asked me to come, taking my dick to her asshole. I tried to insert a finger into her asshole because I love it.
She restricted me and asked me to insert directly. Then I started fucking her. After two minutes of fucking, I was about to cum, but I controlled myself to last longer. But she insisted that I not stop. Then, after another two minutes, I came. She removed the condom and again started asking for a tip. I tipped her 200 + 500.
Then I came out and started feeling something awkward. All her powder and lipstick, her fragrance, was all over my body. Then we went to a tea shop, had a water bottle, and gargled, but the sensation was still there.
I explained all this to my friend, who regretted that he had missed out. Then he mentioned that we should plan the same thing for the next night and try to search for an “aunty,” and if not, we would go for the same girl.
The next day, on December 30th, I searched for an agent’s contact on Locanto. I reached out to agents and inquired about aunty availability. We selected a few agents and planned to go that same evening.
My friend had severe diarrhea, so the plan didn’t happen. Most South Indian guys will connect to this: “All South guys will drop at the end of the moment, which usually happens right?” Still, the anxiety and desire to fuck an aunty were haunting me.
Later, I met another close friend who had settled in our hometown. I told him all my desires and the incident that had happened in the last two days, except for fucking the transgender woman on the highway. He had many experiences with many women and had a huge contact list in all sectors.
As soon as I mentioned the toll gate incident, he showed me the contact number of that sex worker and her pictures. As she makes reels, he was the one who found out she was transgender. You guys can imagine how I felt, as until then I was thinking I had an experience only with a girl.
Believe me, guys… she is no less than a girl, except her nipples are small. Then, it dawned on me.
Later, he contacted a few local agents and asked me to choose an aunty. Most of the girls available were young rather than aunties. As it was December 31st, most were not available.
At last, an aunty was available. She was a little bubbly and might have been around 36 years old. Her stats were 34-30-34.
Incident:
The agent asked me to go upstairs to the first floor. I went, and the aunty had just finished her job with another customer before me and was relaxing outside in a chair. As soon as I saw her, she looked cute and had a whitish complexion. The conversation was as follows:
Aunty: She smiled and went inside the room.
Me: I went inside the room.
Aunty: She kept smiling by looking at me.
Me: “Why are you smiling at me, sister?”
Aunty: “From this morning, I’ve had only aged customers. Only you are young among them.”
Me: “What’s your name, sister?”
Aunty: “Swapna (her name in this profession).”
Me: “You look like you’re married. Is this okay for you?”
Aunty: “Yes, I’m a housewife. I like this job, that’s why I’m here.”
Me: “Tell me beforehand if you are uncomfortable or don’t like any act.”
Aunty: “I like everything. You come on.”
Me: “Hmm.”
Aunty: By saying, “Remove all your clothes,” she removed her nighty and became nude as she didn’t have any inners, then sat on the bed.
Me: “This is my first experience with a sex worker, sister.”
Aunty: “You came to fuck me, right? Come on, remove your dress.”
Me: I removed my shirt and pants.
She lay on the bed; her boobs were saggy, hanging like big mangoes with cute little nipples. She had a slightly hairy pussy and shining skin. I liked her nose and lips; I wanted to bite and lick both. She had multi-storied fat near her stomach and heavy, slightly brown thighs. Both fear and anxiety were building up in me.
Me: I slowly went on top of her and hugged her tightly. She was completely nude; I only had my underwear on.
Aunty: She gave me a very tight hug, crushing her saggy boobs against me.
Me: I started biting and licking her neck and chin, trying to kiss her lips.
Aunty: “No kissing. Corona is coming again.”
Me: I started sucking her boobs, biting her nipples while crushing her other boob with my hand.
Aunty: She was pressing my cock, pulling and crushing it along with my balls.
Me: I was still sucking and crushing her boobs.
Aunty: “Should I suck your cock?”
Me: “Yes.”
Aunty: She gave me a nice blowjob.
Me: “Are you planning to make me cum from the blowjob only?”
Aunty: She didn’t listen to what I was saying.
Me: After 2-3 minutes, I stopped her. I tried to insert my fingers inside her ass. It was a little wet. “I’m much more interested in fucking your asshole.”
Aunty: “Nope, only pussy. You can do anything there.”
Me: I started to rub her pussy. It looked big, with a little hair. The lips were brownish, and her pussy lips were like a cameltoe tucked inside. I opened her pussy lips, trying to look inside.
Aunty: “It looks like you’re experimenting on my pussy. Is that so?”
Me: “No, I’m just looking at what your pussy looks like.”
Aunty: “It’s the same as others. I don’t have any special features.”
Me: I inserted two fingers into her pussy and gave her a finger fuck.
Aunty: “Your nails are hurting. Handle it carefully.”
Me: I didn’t listen to her and continued giving her a finger fuck, then increased my speed.
Aunty: “No one has inserted a finger inside my pussy today. At least you’re doing it and enjoying it. Please handle me slowly; it’s starting to hurt. If you don’t mind, can you suck my pussy? It’s starting to itch.”
Me: I started fingering her fast and sucking her pussy. After many years, I was tasting an aunt’s cum. It tasted salty, with some kind of weird oil.
Aunty: “It’s enough. Come to your main job now.”
Me: I hugged her tightly again. She started to guide my dick to her pussy.
Aunty: “Dude, it’s enough. Stop it and come fuck me.”
Me: Then I came on top of her and started crushing both her boobs. She, by then, took my dick to her pussy. I started fucking her, continuing with fast fucking. The room was filled with sounds like “hmmmmm ha hmmmmm,” and she was asking me to fuck her faster.
Aunty: “Fuck me in much more speed.”
Me: I continued fucking her. The sound of our bodies increased, like “tup thup thup.” It was starting to hurt, so I asked her to turn to the side.
Aunty: “How do you want me to turn?”
Me: “Aunty, I need to fuck you in a doggy position.”
Aunty: “No, no. Do it only on top of me.”
Me: “Aunty, I’ll pay you extra. Do the doggy position.”
Aunty: She came into the doggy position. Seeing her like that increased my sexual feeling. I liked looking at both her ass cheeks and wanted to bite them. I observed black patches on both of her ass cheeks.
Me: I asked her to be in the proper position and started slowly inserting into her pussy as she lay on her back. I fucked her slowly in doggy for a few minutes, then started fucking her heavily.
Aunty: “Ha, hmmmm. Be slow, it’s getting hurt.”
Me: I was in no position to hear her and continued fucking her at the same speed. After 5-10 minutes of continuous fucking, I came.
Aunty: “Yem ra, intha kasiga unnav? Looks like you were so interested in sex.”
Me: “That’s the reason I came here, right?”
Aunty: She just went to the washroom, cleaned up, and then removed my condom.
I tipped the aunty with a good amount and left.
This is how I fulfilled my sexual desire by the end of 2023. Actually, I had a few more experiences, but those were before my marriage, and I lost all their contacts after marriage as my image was innocent among family and friends.
*****
Please provide feedback on this incident. I will try to post all my older experiences as well.
My Email ID: [email protected]