Losing My Virginity To My Best Friend

Greetings to my fellow ISS readers! My name is Joy (Pen name), and I have been a reader of ISS for nearly 8 months now.

A little about me, I’m 24 years, 5’6″ in height with a slim build, and I reside in Bangalore. This is my first story here on ISS.

This is a real-time incident that happened with my best friend over the course of our friendship. It started as a friendly banter in the beginning. Believe me, neither of us expected the turn in our friendship and how it changed the entire scene between us.

I am coming back to the story. My best friend’s name is Lyla (name changed). She is slim in build, relatively fair in complexion, and has a figure of 34B-28-32.

This incident happened during the month of June 2021. But the start of the entire episode happened in December 2020. Initially, it all began as a friendly banter where we used to hang out and go out for walks, movies, and drinks.

Then at one point in time, there was a lockdown due to the first wave of Covid. Our classes were online, and hence we didn’t get to meet up that often.

Then during December, since it had been a long time without seeing each other, we decided to meet up at my place. This is where it all changed.

It was 10:30 in the morning when she got home. It initially started with a long hug. We were then looking into each other’s eyes since we hadn’t seen each other in a very long time.

At that time, out of nowhere, she planted a kiss on my lips. I was taken aback for a moment there, thinking what had just happened. She looked at me puzzled and asked me if I didn’t like it.

To this, I replied that I did, but she was my best friend. She came closer to me and told me nobody had to know. That was the day everything changed in our friendship.

We would often meet up and have a couple of make-out sessions in the park or at college. This went on for a few months. Finally came the evening before the next day that everything was supposed to happen.

We were busy discussing on the phone and planning the entire day on what time to meet and all of it. Since we were both virgins, we had never done this before or had gone this far. The maximum that had ever happened was that we had gone up to base 3.

Finally, the day arrived. She came over to my place. As soon as I opened the door for her, she jumped into me and hugged me. It was a really warm hug. We ended up kissing each other for some time.

We then moved it all into the bedroom. And she pushed me onto the bed. We start making out again. The very suppleness of her lips used to make my day. I could go on kissing it and nibbling on it, and it would never end.

She then broke away from the kiss and pulled my t-shirt off me. She kissed my cheeks, my chin, and then my chest. While doing this, she slowly undid my shorts, and now all I had was my underwear.

I pulled her back up and took off her top, unclasped her bra and her boobs were a sight for sore eyes. Without waiting, I started teasing her by playing with her nipples by pressing them and pinching them. Her nipples instantly got hard. I then sucked on one of her nipples as I continued playing with the other.

I slowly slid my hand down her jeans and was able to feel the warmth from underneath. I undid the buttons on her jeans and pulled them down along with her panties.

It was a mesmerizing sight. She had a shaved pussy. I continued sucking on her nipples. I took a couple of fingers and played with her pussy by rubbing my fingers over her clit and pussy lips.

I then went down on her. I could feel the warmth and the juices oozing out a little. Without wasting much time, I started licking her pussy and sucking on her clit. She started moaning as she grabbed my head and pushed me closer to her pussy.

I continued sucking on it, and I slowly slid my tongue into her pussy. It was like she got an instant shiver down her spine as she moaned loudly. This went on for some time. Then I inserted my index and middle finger into her pussy. I could feel the warmth and the tightness of her pussy.

She couldn’t stop herself from moaning. This went on for about 10 minutes until she tensed up and came on my fingers and all over my face. This was the first orgasm she had in a long time.

I quickly pulled out a condom and wore it. Then I got on top of her and started teasing her with my cock by rubbing it against her pussy lips. She was moaning with pleasure. At the same time asked me to go slow as this was both of our first time.

I gently pushed my cock in. It was a little difficult at the start as she was tight. At the same time, she was in pain. But with 3-4 pushes, I was fully in. She was in pain the first few minutes. But in the end, it became all the more pleasurable for her.

We had now gained sync. I started fucking her faster and harder with every stroke going in deeper. She was biting her lips and moaning. Lyla then started talking dirty to me, which made it all the more exciting.

I then got off her, and she sucked my cock. Oh boy! That was an amazing blowjob that I had received despite it being her first time. She then rode me in the missionary position. I would keep pressing her boobs as she rode me.

We then switched to doggy style. I picked up the pace and started fucking her faster. Her body shuddered as her walls clamped my cock as she came for the second time. I continued fucking her and in five minutes came in her.

We rested for some time and cleaned ourselves up in the shower. We had a couple more rounds and called it a day.

That was an amazing day and an amazing event in both of our lives. To this day, I cherish the memory . That was the day I lost my virginity to none other than my best friend.

Kindly write to me at [email protected] for your constructive criticism and feedback about the story of fucking my best friend. I’m open to new experiences. Thank you once again.