Our First Time – Shy College Girl Loses Her Virginity

Hi everyone, this is my first story on ISS. It is about how I took the virginity of my best friend turned current girlfriend during my engineering days at MIT. The girl in the story is named Priya, she is a very shy girl from a reserved family.

We met each other on the second day of college and became friends immediately. I myself coming from a reserved family understood she felt insecure and found it difficult to trust people initially. So after being patient for 2.5 years, I finally managed to convince her that it is ok to have sexual relationships before marriage.

Let us begin. Sorry if it was a bit too lengthy.

We were in our fifth semester of engineering. Fortunately, I was part of the cultural committee in our college and it was our responsibility to organize a freshers party for the juniors. We the seniors had to make a statement by bringing a date to the party.

Although I could have asked numerous other girls on the campus, I wanted her to come to attend the party as my date. Being on the campus for more than 2 years, she hadn’t attended a single party with any one of us.

By this time, she had gained enough trust in me and agreed to be my date. As she had no partywear, we went shopping the previous week and I convinced her to wear a party dress. She decided on one that would cover her entire body till the ankles. Although I was a bit disappointed, I was also glad that she decided to attend the party with me.

For the third year of college, I had moved out of the hostel whereas she still stayed in the girl’s hostel. As it was an unofficial party, she took permission and came to my house to get ready. We reached the venue around 7 pm and saw more than 250 freshers already there. The majority of the seniors use this as an occasion to hit on the junior girls on the campus but I was star struck by Priya that I decided to stay with her.

The introductions were done and the party kicked off around 7:30 pm. The other core members were organizing games as part of the event whereas I just sat there gazing at her beauty. She told me she wanted to dance and I took her to the dance floor. Initially, she was reluctant to stay close and danced separately. But after a while, we danced holding hands and hugging one another.

As Priya was shorter than me and the music was loud, I had to go near her ear to tell her something. She had once told me in one of our talks that she gets turned on if someone’s breath or beard came closer to her neck (on the sides). Hence she used to wear a stole to cover her neck most of the time. But today in that dress, her neck was open.

As I was just hugging and talking to her, I could see goose bumps all over her neck and hand. I understood what was happening but ignored it thinking it was nothing too serious. A few seconds later as we were dancing, I could notice her leaning over me and could feel her taking me as a support to even stand. I asked her if she was alright and she said she wanted to leave.

We came back to my house on my bike and she went to the kitchen to have some water. I started to regret calling her as my date as I was missing the party and all the fun stuff happening there. I was a bit irritated and she came and sat next to me on the sofa. She apologized but she could see that I was irritated.

Then she kept a pillow on my lap and sat on it sideways so that she can face me and try to calm me down. At this moment, she hugged me to apologize again and my face was on her shoulder. The trimmed beard of mine started rubbing on her neck and shoulders and I could once again see the goosebumps on her body.

I placed one hand on her thigh and the other on her back and gave a small kiss on the neck, to which she just gave a weird smile and kissed me back on the cheek.

For a minute, we just stared into each other not knowing what to do. Then she got up, turned around and asked me to loosen the zipper of her dress so that she could change. When I loosened it, I didn’t see a bra strap on the back of her body as she was wearing one that just covered the important bits in the front.

Once I loosened it, she went to the room to change. I just went behind her and hugged her from behind. She just stood still and didn’t utter a word. I started kissing on her neck and she started leaning back on me like before.

Then I asked her if we wanna try something new for which she said yes. She turned around and I slipped down the strap of the dress from her shoulder and onto the ground. As this was her first time she immediately covered herself with her hands and sat down on the bed facing the floor.

I went and locked the door, switched off the light and sat next to her. Then I placed my hand on her hip and held her hand and convinced her I will be gentle. I also promised her that I will stop whenever she tells me to.

She trusted me and kissed me back on the cheek saying, “I know you will”. She laid back on the bed and I started by kissing her neck and cheeks. After a minute or two, I gave a peck on her lips. Then she just pulled me in and started kissing. I slowly moved to her neck and chest.

By this time, she was already trembling and moaning. I pulled off her bra and felt her erect nipples. I kissed them, and she let out a huge gasp. This was new to her and she hadn’t experienced anything like that before. I came down to her navel and started kissing. She was moaning out so loud I was worried that my neighbors might get the wrong idea!

I kept my hand on her thighs and she immediately held my hand saying, “Not there, Pa”. I asked why for which she shyly said, “It is too shabby down there” (she was talking about her pubic hair). Then I told her it was the same for everyone.

She then asked me to get naked so that she can feel comfortable. I took off my clothes and tied a towel around my waist and sat next to her. The erection was visible as a lump on the towel and she said she wanted to touch my penis.

I agreed and she slid her hand inside the towel and held it. At that moment, I could literally feel my penis grow bigger by the soft tender touch of her hands. I asked her to hold it and started moving her hand up and down. All it took was 15 strokes and I came.

She was perplexed as to what just happened and I had to explain to her. Seeing my neatly trimmed pubic area, she was surprised. I told her I can trim hers if she was ok with it. Initially, she was reluctant but after convincing her for more than 15 minutes, she agreed. I switched on the smaller bulb, made her split her legs and just gazed at it for nearly a minute. I could already see her pink blushing face and her breath became even faster.

To make sure she was comfortable, I first kissed the side of her thighs after which she immediately closed down her legs and both the thighs hit the side of my head. I told her she had to be still and must not move much. She said, “I will try but please be gentle”.

I first applied some talcum powder on the hair to ensure there would be no redness. I kept the trimmer to 1 setting and placed my left hand just below the navel. For the first stroke, I just brought the trimmer closer and could literally see precum oozing out. I just blew on her vagina and could hear her moans becoming hornier. I trimmed just above the vaginal opening and decided to touch the side walls of her vaginal opening. She let out a huge gasp.

With the help of my left hand, I opened up her vagina to see her clitoris. I decided to go for the kill and kissed it. She closed her legs so hard that her thighs hit my forehead once again. I looked into her eyes and asked her if she liked it. She nodded and I started licking and rubbing the clitoris. 7 minutes later, she had the first orgasm of her life. I could see the cum squirt out and I just laid next to her.

We cuddled for the next hour and then I asked her if she wanted to do it again. She said yes and I went down on her once again. But this time, after a while I slid 2 of my fingers inside to stimulate her g spot. And it worked. 10 minutes into it, I managed to give her a second orgasm. I was so turned on and I started fingering her a bit more aggressively and the blood oozed out from her hymen rupture. She cleaned herself up and came back to the bed.

I just laid next to her and my erection was still on. She looked at it, held it with her left hand and asked me whether she should do it again. I asked her whether we can have sex. She was hesitant and worried at first but agreed when I told her I have a condom. She gave me another handjob and put the condom on.

As she was thin and tired from her past orgasms, I let her lie on top of me. She guided my penis inside and my god, it was one of the best feelings ever. It was tight and I could literally feel the vaginal walls throbbing on my penis although I was wearing a condom. It was really painful for her and I stopped for a while after a few strokes with my penis still inside her. She said it was ok and asked me to continue.

We tried different positions and half an hour later, I cummed for the third time in the last 3 hours. I could literally feel the pain of maintaining the erection. She was too tired to even move. We just laid there naked on the bed the entire night.

I woke her up and she made tea for the both of us and went to the bathroom. I barged in and turned on the shower. The water was cold and we both were immediately turned on by it. We kissed each other and decided to give each other a bath. I soaped up her entire body and also managed to sneak in an oral sex session and both came out to the room. We dried ourselves up, got dressed and just stared into each other.

This was probably the best 16 hours of our lives. She asked me to not to tell anyone and I agreed. We continued to be friends and on the day of our farewell, I proposed to her and she said yes. We are still dating and hopefully, everything turns out well in the future.