Hello readers, myself Ramesh (name changed and the hero of the story). 21 years old, staying in Bangalore. This is my first story and will really appreciate the feedback.
Now back to the story, I came to attend my friend’s sister’s wedding which was in the electronic city, Bangalore. Since the function was over, I needed to go to Mysore Road as I was staying in a rented house. When I noticed the time, it was past midnight, so I booked a cab. When the cab arrived, to my surprise, the driver was a lady.
Without any thought, I sat near the driver’s seat and told her the OTP and the trip started. I was mesmerized by her beauty.
Now, let me tell you about herself, her name is Anjali (name changed) and she is 35 years old, her body figure is 36-34-40 and she has a natural feminine voice. Now, back to the story,
Anjali: Why are you staring at me like that, should I call the police?
Ramesh (came out of my thoughts and panicked): No, please don’t.
I was in a state of shock that I got a lady driver and that too, a beautiful one.
Anjali (blushed a little bit): I know how men are and how they all want to get laid.
Ramesh: I am not like other men, in fact, I am an engineering student and I just told you the truth.
Anjali: Anyways, thanks, and thank you for booking since it is my last ride and the destination is just near my house.
She became comfortable with me. After some time, I noticed she was not happy.
Ramesh: Why are you looking sad?
Anjali: It is..nothing, leave it.
Ramesh: Speak with others frankly, so that your burden will be reduced.
Anjali: Ok, fine. Do you have a girlfriend?
Ramesh: What? Why are you asking me this??
Anjali: See, I told you to leave it, and when I asked you something, you are questioning me.
Ramesh: Ok sorry, I didn’t expect that question and if it is related to your sorrow, then the answer is no.
Anjali: Do you have a crush on someone?
Ramesh: Yes, I do have, but wait, why are you asking me this? Just get straight to the point!
Anjali: I don’t have anyone to get loved or anything.
Ramesh: ‘Anything’ means??
Anjali: Pleasure.
Ramesh: Okay, but how?
Anjali: (confused)
Ramesh: I mean you are beautiful, attractive and every man will be ready to fuck you.
Anjali: Yes, but they are not.
Ramesh: Why?
Anjali: Because.. I am a woman with a penis.
Ramesh: What?! Do you mean you are transgender??
Anjali: Yes and look at you, you became uncomfortable once I revealed myself.
Ramesh: It is not like that, I was just shocked.
Anjali: That’s okay, no one can help me.
Seeing the face of the lady, I just wanted to help her but I didn’t know how to ask. Anyone would want to fuck a shemale or a woman badly, but as a virgin guy, several questions came into my mind. After a deep breath –
Ramesh: Maybe I can help you.
She applied a sudden brake!
Anjali: What?!
Ramesh: You heard me, I am willing to help you.
Anjali: You mean you are ready to fuck me?
Ramesh: Yes.
Anjali: Why??
Ramesh: Because I can’t see you in this sad face.
She was staring at me.
Anjali: Open your pants.
Ramesh: What??
Anjali: I said, remove your pants.
I removed my pants and I covered my dick with my hand.
Anjali: Show me your dick.
I showed it, it was 5.5 inches long and rock-hard.
Anjali: Are you a virgin?
Ramesh: Yes.
Anjali: So this is your first time?
Ramesh: Yes and that is why I am worried whether I can satisfy you or not. Because my friends told me women like men with big dicks.
The shemale suddenly hugged me and I was feeling different.
Anjali: Don’t worry, I will teach you everything, okay?
Ramesh: Okay, thanks.
Anjali: It was me who should be thanking you. Put your pants back and let’s go.
Ramesh: Do you have a condom?
Anjali: Ha, don’t worry. I test myself every week and I got result of HIV negative.
Ramesh: But..
Anjali: No but mister, since you don’t know anything, I will be teaching you and you should obey my orders and satisfy me fully.
Ramesh: Ok, darling.
She pinched my cheek and started driving. On the way, I booked an Oyo room and we went straight to it.
Anjali: Ok Ramesh, from now on, I will be calling you ‘baby’ and you need to call me ‘mommy’. Ok?
Ramesh: Ok, mommy.
Anjali: Ok, baby. Now, since you are a virgin, you might easily cum within 5 minutes on your first attempt. So don’t worry, it is just normal.
Ramesh: Ok, mommy.
Anjali: Now, mommy is going to remove your pants.
She removed my pants and boxers and my dick was facing right at her face. When shemale touched my dick, I was on cloud 9 as it was a beautiful lady touching my dick.
Anjali: Do you know what a blowjob is, baby?
Ramesh: Actually, yes mommy, I know everything but I haven’t experienced it.
Anjali: You naughty boy, then let’s get straight into the matter.
She took my dick into her throat and was licking it as if it was a lollipop. She massaged my balls with her hands, I controlled myself not to cum. But I couldn’t control myself and I moved my penis faster into her mouth and I burst a lot of cum into her mouth. Then I noticed her expression.
Ramesh: I am sorry mommy, I..
Anjali: Baby, you have done really great. I didn’t expect this from you. Since you know a little bit, I want you to explore more on your own. So from now on, I will be calling you ‘daddy’ and you need to call me ‘baby’.
Ramesh: Ok, baby.
Anjali: Daddy, go and get under the shower and then I will come.
Ramesh: Wait baby, I want to explore more.
I removed her shirt and it was my first time seeing an actual boob.
Anjali: Remove my bra, daddy and kiss my two little boobs (in a seductive voice).
I removed the bra and noticed that her nipples were hard. I kissed each boob and lick it softly.
Anjali: Yes daddy..Yes.. (moan) Do it like that..
Ramesh: Let me remove your pants, baby.
Anjali: Please nooo..
Ramesh: Why?
Anjali: I…
Ramesh: Don’t worry.
This time I kissed on the lips. I bent down and removed her pants. She had a pink panties.
Ramesh: Nice panties, baby.
Anjali (blush): I am feeling uneasy.
Ramesh: If you are feeling uneasy, then I will leave it. Let’s go to the bathroom.
We went to take the shower together, she washed me with the soap and even she stroked me 4-5 times.
Ramesh: Now, it is my time to bathe you.
I kissed her lips and boobs and made her to face the wall. I kissed her butt.
Anjali: Ahaaa (soft moan) Yes daddy.. you are a great kisser..
I inserted my finger into the transgender’s ass. Her ass was so tight.
Ramesh: Wow baby, your ass is so tight!
Anjali: Oh yesss daddy..tease me more, oh yesss..
I did it for 5 minutes. I realized she was stroking herself.
Anjali: Oh, someone is pleasuring themselves, so what am I doing here?
I removed her panty and I saw a 3-inch dick for the first time. She became nervous.
Ramesh: Don’t worry. It looks great, now, let me help you.
I stroked her dick with my one hand and was pressing her boob with the other while kissing her neck.
Anjali: Ohh daddy..please daddy..don’t stop. Aaa Aaa…
She cummed in my hands. She was breathing heavily.
Anjali: Daddy, that was amazing! (panting)
Ramesh: Let’s go to the next one, baby.
Then she turned herself facing the wall and guided my hard dick to her ass. When I pushed my dick to her ass, I was on cloud 9.
Anjali: Daddy, are you enjoying?
Ramesh: Yes, baby.
I thrusted for 5 minutes gently in and out. I was enjoying the sensation of fucking a woman and that too, a transwoman for the first time.
Anjali: Daddyy..fuck me faster..faster, oh yes daddy..come on..
I increased my speed. She was moaning louder.
Ramesh: Baby, I am going to cum
I removed my dick and came in her ass.
Anjali: Daddy, why did you remove it? I was enjoying it.
Ramesh: So, you want me to cum in your ass, baby?
Anjali: Yesss..
Ramesh: Then make my dick hard and I will cum in your ass.
Anjali: Then let’s go for round two.
We went to the bed. She made me lie down on the bed and started to tease me. She gave me a blowjob for 20 minutes.
Ramesh: Woww, amazing. You are my little slut.
She stopped giving me the blowjob.
Anjali: Daddy, can you do that again please?
Ramesh: What, baby?
Anjali: That you stroke my dick while fingering my ass and kissing me, please, I want to cum.
Ramesh: Ohh naughty baby, sure.
I did that thing she asked. She was moaning louder and she was enjoying it. She then shot her load straight on my stomach.
Anjali: Oops sorry daddy, let me clean this.
The shemale licked her cum and spat her cum on my penis and started licking my penis too. Within a few minutes, it became hard.
Anjali: Now daddy, let’s go for round 2. This time, let me do all the work.
She sat on my cock and started bouncing on it. I was enjoying the magnificent view of her boobs bouncing. I touched her both boobs and kissed them.
Anjali: Yes daddy..Kiss my boobie ohh yesss ohh yess..
She was riding for 20 minutes and she was happy to see me enjoying it.
Anjali: What happened, daddy? Don’t you want to cum?
Ramesh: Ohh baby, I can go for some time. Let’s try doggy style.
We changed to doggy style. Without even waiting, I started to fuck roughly.
Anjali: Ohh yes daddy, just like that, ohh yess..Ahaa.. (moan)
Ramesh: This is my best day!
I was fucking the transgender like a monster. I saw the boobs juggling in the mirror and this made me do faster.
Anjali: Daddy, I am going to cum..
Ramesh: Don’t cum baby, wait for a few minutes, let’s cum together.
I hugged her, kissed her neck, and pressed her boob harder.
Anjali: Daddy, I can’t control, I am going to cum.
Ramesh: Wait! Cum in the mirror while I am fucking you. I will stroke your dick, I want to see how much you are cumming.
Anjali: Ok, daddy
We aligned ourselves. I was fucking her bareback while stroking her dick.
Anjali: Ohh daddy, Ohh yesss I Am cumming Ahaaaa.. (loud moans)
She shot a load of cum in the mirror. I was enjoying it.
Anjali: Daddy, that was best, I didn’t even shoot this much of a load when I masturbated.
Ramesh: You are welcome baby, but I think I am going to cum.
Anjali: Then, cum in the mirror. Let me help you.
She gave me a handjob and I shot a lot of load than her.
Anjali: Wow daddy, that was great. You shot more than me.
Ramesh: Yeah and now I am tired, let me take a shower and sleep.
Anjali: Ok, baby.
I took a shower and then she went. We cuddled each other and we slept.
The next day, we woke up at 5.00 am and she dropped me at my location.
Ramesh: That was amazing Anjali, thank you so much, it was my first and the best.
Anjali: Ohh Ramesh, it was me who should be thanking you. Now your ride bill is 750.
Ramesh: What? But that night?
Anjali: That is different and this is different. Now, give me my money.
Ramesh: But I don’t have that much money.
Anjali: Then pay via an alternative method.
Ramesh: What method?
Anjali: Cum in my ass.
Ramesh: What?!
Anjali: You told me you will cum in my ass, but you didn’t. So either do it or pay it.
Ramesh: (Processing what she said)
Anjali: Now, get in the back seat.
Since it was Sunday and nobody was near, we started our session.
Anjali: Don’t do the starter, let’s go to the main course because I don’t have time. I need to leave urgently.
I removed my pants half and she started blowing me fast. I removed her pants. She laid down on the side and I started fucking her.
Anjali: Yes Ramesh..faster, you are so good at this, your cock is so great.. (soft moan)
Ramesh: Please don’t say it loudly, someone might hear us.
Anjali: You didn’t pay me, so shut your fucking mouth and cum in my ass faster!
I increased my speed. I realized that the shemale came in her panty as it was wet. After 10 minutes, I reached my climax point.
Ramesh: Anjali, I am going to cum..
Anjali: Wait, fuck me in the cowgirl position and cum in my ass.
She got up and guided my dick to her ass.
Anjali: Ramesh, now fuck me faster and cum in me.
She rode faster. She was kissing me on my lips and I was pressing her boob with my hand and she hugged me tighter.
Ramesh: Ahhh…I am cumming…
Then I cummed inside the transgender’s ass.
Anjali: Good boy!
We cleaned ourselves with tissue paper and she gave me a goodbye kiss.
***
Interested girls, aunties, and transwomen who need to get satisfaction, sexting, or video call, feel free to contact me at [email protected]