Losing my [M] virginity to flatmate [F]

I am in my early 30s and I am from India. I wanna tell you the story of losing my virginity at 23.

I was dating this girl (lets call her Shalini) from Chennai during my bachelors and we were in love. I dated Shalini for more than 5 years but we never had sex (we both were virgins). There was all this cultural barriers like “we should respect each other” and “we should only have sex after marriage”, etc. and I was naive to believe/follow all this.

After graduating and working for few months in India for an IT company, I moved to a European country for my masters. She moved to US as she decided to do her masters there. After she moved to US, we both became really jealous and we started making each other’s life miserable. Ultimately, we broke up when she told me that she had slept with a guy (a senior from our college). I was broken and I was in depression for 6 months. 

I was dying to lose my virginity as I wanted to get it over with. That was the same time a new girl from a central European country (lets call her Maria) moved into our student apartment. There was another Indian guy who I was sharing the apartment with. We both were excited to welcome Maria and wanted to take her out. Unfortunately, none of us had the guts to ask her out since we thought it would be creepy to ask out a fellow flatmate.  

She was super nice but she was a bit distant towards us. She would come out of the bathroom with her towel wrapped around her sexy body and we both would be looking at each other like “oh my god”. It was time for her to leave after the semester and she was going back to her home country in another week. We decided to cook some Indian food for her as she was leaving. After having dinner, she just announced like “Hey, I am heading to the city and maybe grab a drink, would you guys like to join?”. My flatmate somehow had other plans and I gladly accepted her offer. 

We both went to the city and I was thinking how can I make move towards her. Since I have no experience in dating European women, I did not know whether it would be creepy or be appropriate to hold her hand (Just like in Bollywood movies). I gathered my courage and held her hand while we were walking together ( I will never do such a thing today cos it is so fucking creepy :D). She somehow reciprocated by holding my hand tight and I was like in cloud nine. We got drunk in many bars and ended up in a shady bar, kissing each other like teenagers. 

It was getting late and we got into the last bus back to our student apartment. Once we entered the apartment she excused herself to the toilet. I was pretty drunk and I was lying on the couch in the living room. I kinda dozed off and I woke up when someone was actually pressing on my toes and it was her. 

She asked me: “Do you wanna sleep?”. 

I was like “No, I don’t wanna sleep” 

I got up from the couch. I was kissing her and we moved to her room kissing passionately. 

Our clothes started coming off one by one, and that was the first time I really saw her completely naked. She did not have big boobs but her nipples were really pink and sexy. She had a really big ass and long legs. I could see her pussy was not shaved but neatly trimmed. We got into the bed naked and I was on top of her in no time. I could feel her hands running all over my body. My dick was getting super hard and I was surprised by the amount of pre-cum oozing from my dick. 

I did not wanna let her know that I was a virgin so I acted like an expert. I was on top of her kissing her neck and running my fingers all over her smooth body and aligned my dick on top of her pussy and pushed. She asked me if I had any condoms while I was trying hard to penetrate her. I said “No” and she did not say anything more. I took that as a “Yes” and continued my efforts.

I was trying to hard penetrate and guess what? my dick was not going inside the pussy. I was getting nervous, and she was looking at me in a weird way. After what it seemed like the longest 2 minutes of my life…

She asked me “Is this your first time”? 

I had already lost my confidence so I nodded “Yes”. 

She asked me one important question which I still remember very well “Would you like to wait for the right girl?”. 

I was like “No, I wanna do this with you”. 

She then said “Alright, let me do this”

I rolled over to my back like an enthusiastic kid learning from a teacher. She sat near my legs and touched my dick really gently, her soft hands wrapped around the base of the dick. She started stroking my black cock so slowly that I thought I would cum in her hands. She kept on stroking and she came on top of me. She was in squatting position and she positioned herself on top of my throbbing cock. She slowly lowered herself on my black cock, looking into my eyes. I could feel every inch of her as her wetness and warmth engulfed my cock. I was slowly feeling how hot and wet the pussy can feel. Her pussy was welcoming me like a king. 

As soon as I was completely inside her, I was ready to cum. I am not joking, I was almost there and I was praying to my dick “Don’t betray me now ! I want this to last and not end like an America Pie movie.”. She started moving up and down slowly and if I remember correctly, on the 3rd or 4th stroke I lost control and I popped. I just shot the biggest load I ever inside her. She knew what happened and she just got up and pulled my dick out and said “its okay,” with a smile. I got on top of her for the second round and it took me couple of more tries until I was enjoying the whole new world of sex.

If you liked my story, please comment :)

Source: reddit.com/r/gonewildstories/comments/mxe93b/losing_my_m_virginity_to_flatmate_f