First Time With My Virgin Crush Ananya

Hi, this is Rahul (name changed) from Bangalore. I am 21 and doing my engineering. Let’s not waste time and get into the story straight away. As this is my first sex story, please spare me if there are any mistakes.

We all have had crushes in school – the small ones and the huge ones (which stay for a long time). During 12th standard, I also had a crush on a girl named Ananya (name changed). She had fat at the right places and she was very hot!

We were classmates and we used to talk sometimes about studies and other study-related topics. So, one day we were just playing ‘Truth or dare’ and all of a sudden, a friend gave her a dare to kiss me. I was totally shocked but I was excited as well.

But as she was very shy, she kissed me on my cheek. I wanted a kiss on lips but it was okay, something is better than nothing! :P

And from that day on, we used to stare at each other at every chance we got. I asked my friend why she gave such a dare to Ananya and she replied, “Because Ananya has a crush on you and she always wanted to kiss you. I thought this was a nice chance!”

Wow! This was exactly what I wanted to hear and I got so excited! But I didn’t show it on my face and I was expressionless and I just said “Okay”.

Later that day, just before classes got over, I went to my classmate Ananya and told her that I have a slam book (it’s a book where the other person fills in all their details, hobbies, passion, etc) and I wanted her to fill her details in it. She agreed and took the slam book from me.

I couldn’t sleep that whole night thinking about how it is going to be if Ananya and I get together. Next day, Ananya came to me and returned my slam book. In that, there was space to fill her number and she had written her number there! It was a jackpot for me!

As soon as I reached home that day, I sent her a text message saying, “Hi. This is Rahul”. And after some time, I got a reply. Our conversation went on something like this –

Ananya: Hi! You texted so soon. I didn’t think you would text me.
Me: Why won’t I text you? After all, I can’t stop thinking about you after that truth or dare game.

Ananya: Why so? Are the thinking about the game or something else?!
Me: I am thinking about something else. The beautiful kiss that someone gave me.

Ananya: Oh, only the kiss was beautiful? :( What about the person who gave the kiss?
Me: She is more beautiful! She is the kind of girl who would make a perfect girlfriend.
Ananya: Aww. I would love to be your girlfriend. But I have one condition.

I got worried thinking that her family won’t allow or something.

Me: Yes yes, tell me. Whatever it is, I’ll be okay with it.
Ananya: It shouldn’t be only me who gives the kisses, it should be from both sides.

I almost dropped my phone after seeing this! I was so happy! Finally, my crush has agreed to be my girlfriend and now she is telling me that she wants a kiss from me!

After this, we were texting every day about normal things and at night sometimes about kisses and hugs. The kisses had now progressed from cheek kisses to smooches and we were waiting to kiss each other on the lips someday.

Even when we met in school, we used to talk to each other all the time and even bunk classes to hangout. So, one day while texting, I asked her, “You only tell that you’ll give me a kiss but then you never do”. And she replied, “I also want to kiss you but we never get a place to do. I can’t come out after school, my dad won’t allow me.”

Hearing this, my heart fell. I wanted to kiss her so badly and she told me that she can’t come out anywhere. So I texted her, “Meet me after school in class XII C at 3 pm”. I didn’t get any reply and I thought she got angry. As it was already late, I also slept off while waiting for her reply.

The next day, we met in the morning and she smiled at me. I got the confirmation to the plan. That day was the longest day of my life! All the classes were so boring and so long! Finally, the classes got over and after all my friends left, I went to XII C and waited for her.

My girlfriend cum classmate Ananya came at 3:15 making sure no one saw her. After she came, both of us were scared. I took the first step and went near her. She closed her eyes and then I kissed her. It was our first kiss!

We were sloppy in the starting but then after 10 minutes, we were kissing with tongues in each other’s mouths. And it was so tasty!

While kissing, my hands were on her neck and I was occasionally pushing her head towards mine so that the kiss became even tighter. And later, I slowly put my hands on her waist while kissing and she was playing with my hair.

I just couldn’t control any longer and I put my hands on her boobs, above her dress. Ananya didn’t say anything.

I was slowly pressing them while kissing and she was giving out soft moans while kissing. But we realized it was already too late and we had to go back home soon. So we had another passionate kiss for 2 minutes while I pressed her boobs again, and then we left.

After going home, we were so excited about the kiss that we started discussing even further. She told me that she wanted to touch my dick someday and I told her I want to suck those huge boobs of hers and lick her pussy someday! The text messages were getting so hot!

From that day on, we used to meet after classes 2-3 days in a week and make out while I pressed her boobs and soft ass. While kissing, one thing led to another and I slowly lifted her top and saw her boobs for the first time in my life! I was on the ninth cloud! It was such a wonderful sight to see.

As soon as I saw them, I went straight to them and started kissing and sucking on those beautiful nipples. She was moaning hard.

I was sucking her left boob and biting her nipples while simultaneously pressing her right boob. I used to kiss her lips while pressing both her boobs. But we used to get to do only this much as removing pants and all were risky.

One day, we decided to meet at my house when nobody was there. My parents went to work and I called her as soon as they left. And while she was on her way to my house, I went and bought condoms.

When I asked the shopkeeper for condoms, he looked at me like I had murdered someone! But I didn’t give a fuck. I just wanted those condoms. He asked 10 rupees more than the MRP. I wasn’t in a mood to ask why and so I just gave the money and left.

She reached my place in half an hour and as soon as I closed the door, she jumped on me like a wild animal! And I loved it. We were kissing wildly and our hands were all over each other exploring. She then took her hand towards my dick and started stroking it.

I pulled down my pants and removed my underwear. She was happy to look at a dick for the first time. I saw her expression and it was priceless. My dick is almost 6 inches but that day, I guess it was even longer because I was very horny.

Ananya started stroking it while I removed her pants and started fingering her. She couldn’t stand straight because her knees were shaking because of my fingering.

I held her hand and took her straight to my bed. I started kissing her boobs and even biting her nipples one by one. She was pressing my head towards her boobs and that was all I needed.

It went on for 10-15 minutes and I then started kissing her navel. And then slowly, I kissed her thighs. She moaned loudly. I was scared if the neighbours heard her and I told her to moan into to pillow and gave her a pillow.

And I continued kissing her thighs and when I reached her pussy, she stopped me telling, “It’s dirty. Don’t lick down there”.

I said to her, “It’s okay, you don’t worry about me. I have seen videos and it will be very pleasurable for you. So just wait”.

She later moved her hands after 5 minutes of convincing and then I started kissing her down there. It tasted different. She was moaning harder now and then I started licking her clit while fingering her. She started shouting now.

After 5 minutes, my teen lover she shivered and let out some cum which I licked cleanly. She hugged me tightly and told me that it was the best feeling she ever had. And without wasting any more time, I took out a condom and I put it on my dick.

I entered her tight teenage pussy slowly and once I put it inside completely, I kept it that way for some time.

My girlfriend didn’t ask me to remove it because she knew that it would hurt the first few times. After a few minutes, I started moving inside her slowly. I realized there was a little blood but she told me that it was okay.

I slowly increased my pace. Ananya started moaning. She held my face and started kissing me while I was fucking her virgin pussy. We were having sex in the missionary position and it was so liberating!

I started pounding her hard and fast when I knew I was about to reach climax and she also started screaming telling me to not stop fucking her. After a couple of minutes, I cummed a huge load inside the condom. Ananya had reached her climax just before me. It was so good!!

We later kissed and slept for some time. And I woke her up by sucking her nipples and we kissed for a long time before she left my place.

After that day, we used to meet at my house by bunking school and have sex and be naked the whole day! After our 12th results, we had celebratory sex because we got good marks. But after a few months, we broke up.

This is how I lost my virginity and how I used to have sex with my crush and classmate who became my girlfriend.

Please leave comments if you liked the story. I would love to hear personal reviews as well, ping me on – [email protected]

If any girl/women in Bangalore want to have a fling, you can ping me on my mail.