Life is not the same for everyone! I want to share a side of my life with you all.
I am a 31-year-old M from Chennai. A very simple guy, 5’7’, brown skinned, just a regular body, and most of all, a shy ambivert, with a more introverted behaviour. In a room full of people, you will barely recognise my presence. I think it was why my love life never happened!
I understand that women admire outspoken, bold, charming, and confident guys. But, due to my inferiority complex, I never had the above traits. On top of that, I am a nerd, and that did not help me out through college and the workplace. I was always neglected, taken advantage of, and left out of any gatherings.
My social life was not great, and I have a very limited number of friends. To overcome all of this, I started to travel solo and slowly started opening up. I met some great people and started making amazing friends. On one such trip, I met a girl with whom I felt an instant connection.
We started talking and had some really good conversations. She had a similar educational background, and we had a lot in common to talk about. I started to dream of finally having a life partner! I have never dated, because throughout my academic years, I was focused on my education.
When I started to work, I never felt a genuine connection with anyone. I had some close calls where sex was easily available, but I chose not to go down that path. I did not want to sleep with someone I did not have an emotional connection with. So, the idea of finally having a partner was making me happy.
But one day, it all came crashing down. She told me that she was talking to me out of peer pressure, and she was not ready to take me as a boyfriend or think about getting married anytime soon. I was a part of her social experiment, and the very thought made me sick.
I was sad, but later on, I started to feel angry. More than being angry with the girl, I was angry with myself. I was angry with myself because I never did anything to hurt someone. I never crossed a line, was always respectful to the opposite gender, and never used someone emotionally or physically.
I was 30 (at that time), had never kissed a girl, was a virgin, and more importantly, unhappy with my life. After some introspection, I felt it was time to explore the other side of the world. I wanted to do something out of my comfort zone and feel good about doing it.
I decided to go down the path that I once hesitated. Exploring Sex!
A little background: Anu (her short name). She is from North India and works in Bangalore. We met on Bumble a few months prior, and we used to talk on and off. We used to flirt, and had some pretty intense conversations too! We have already met twice, and she is a nice person.
Cute, sweet, funny, and a little innocent. When I previously asked if she’d date me, she said she is not looking for anything serious. Moreover, with us living in different cities, it was not practical. So, we decided to stay friends and still kept in touch.
After the failed social experiment and after my introspection, I texted Anu and asked what her plans were for the weekend. She said she is free and has nothing on her plate, maybe watch a movie or take evening walks. I asked if she’d like to sleep with me. She was taken aback and asked what had happened.
I told her that I feel it’s time to have some fun in life and asked if she would like to be a part of it. She said she needed some time to think. She texted me later that evening and asked if I really wanted to do it. I said yes. She asked if there was something she should worry about.
I reassured her that there was nothing to worry about and explained to her what happened with the social experiment. She seemed to understand and asked if it’s just casual sex, or if I am still thinking about dating her. I told her that all I want right now is to feel good about myself, and I genuinely am not thinking beyond that. I told her that I want to experience having sex.
She said YES, and I was really happy. I booked a bus ticket the next morning to Bangalore and also booked a really nice hotel room close to where she lives. I couldn’t sleep well that night, because I was excited, nervous, and a little scared too!
I am a virgin; she has a body count of 6. What if I don’t satisfy her? What if I can’t perform well? What if that embarrasses me? What if I chicken out of that situation? Lots of thoughts in mind. But I decided to face my fears, because you never know until you give it a shot.
The next morning, I took the bus and reached the hotel room by afternoon. She was waiting outside the hotel room for me, and we walked in together. We checked in, got the room keys, and took the lift to reach our room. It was a huge room with a balcony.
Even though I have stayed in hotel rooms before, I have never entered a room in this situation. So, it was a little awkward for me, and she was also a little shy.
I asked her to take a shower and went to the balcony to smoke. I ordered two packets of condoms from Zepto.
My mind was all over the place again, but I somehow suppressed all my thoughts. I collected the delivery and came back to the room. She had already come out of the shower and was just on her phone. I went in to take a shower as well.
After cleaning myself properly and wearing some comfortable clothes, I stepped out. The AC was on full speed, and we started to have a conversation. We talked about work, movies, family, friends, and the usual chit-chat. I wanted to make the first move, but I was still a little shy.
Finally, I asked her if I could hug her tightly. And so, we did. We both stood up, and I took her in my arms. Even though I have hugged my female friends before, it was always friendly. But there was something different about this hug. I am 5’7’ and she is 5’3’, so it was a pretty comfortable hug.
I felt warm and started to feel her up slowly. She smelled like vanilla from her body lotion, and I slowly started kissing her neck. She was giggling, and that relaxed my nerves. Slowly, I started kissing her lips. She was reciprocating equally with enthusiasm and passion.
I ran my fingers over her back while she was leaving soft moans. I slowly took her to the bed and we again started kissing, and this time it was more intense. I ran my tongue inside her mouth, and our tongues were fighting with each other. I then removed my t-shirt and helped remove hers.
She was wearing a red bra and had huge boobs. She is a little plump, but I never thought her boobs would be so huge. We were still making out, and I moved towards her belly. I started to lick her navel and was playing with her boobies with my hands.
I was gentle with her, but I slowly started picking up the pace. I squeezed her boobs and reached her nipples. I was feeling them over her bra and asked her to unhook it. She asked if I wanted to try. So, I helped her unhook, and her melons were now out in the open.
I started pinching her nipples while moving back to kissing her. I don’t know what took over, but I started pinching them really hard, and she started to scream. I asked her if I was being too rough. She told me to continue. I was worried someone might hear us.
So I closed her mouth with mine and kept pinching them hard. After a few minutes, I asked her if she liked it. She said she is loving it, and told me she wanted to go down on me. I was very hesitant, because I did not want to finish off too soon.
She said she would be slow and just asked me not to come in her mouth. I told her I could not guarantee that. She just laughed and said, “No problem, we can get back there later.” I told her I wanted to enter her, and she happily removed her pants and took off her panties.
That was the first time I was looking at a pussy, and she was well-groomed down there. I stripped naked too and put on a condom. I got on top of her in missionary and slowly started to enter her. She held my dick and guided me to enter properly. I slowly entered her room and asked how she was feeling.
She was enjoying the moment and told me to continue. I started giving her strokes while still kissing her. She was indeed enjoying it and was moaning slowly. In a few minutes, I gained control and felt confident. I increased my pace and started pinching a nipple with one hand.
I was trying to close her mouth from screaming with the other hand. It was an amazing feeling! Having sex with a girl who wanted nothing but casual sex, and who was also really enjoying herself while giving me pleasure. I kept stroking her and started to rub it up.
She was also trying to support me by raising her hips in perfect sync with my strokes and letting me go deep. I was entering her deeper and deeper while alternating between her nipples. She was genuinely surprised and told me that I am lasting really long for my first time.
So, we decided to spice it up a little and told her if she wanted to ride me. She was readily accepted! I lay down, and she climbed on top of me. She was riding me, and I was admiring her boobs dancing in front of my eyes. It was a sight to watch, and she played with her boobs while she was busy riding me.
This went on for a few more minutes, and she had already orgasmed once by then. I started to feel like I was climaxing and told her to hug me. Her melons were on my face, and I took one of them in my mouth and started to bite it. She was screaming really crazily.
I started to moan harder as I reached my climax. I hugged her tightly as I groaned and finished inside the condom. She looked very happy, and I asked her how it was. She said it was amazing, and I was really good. She was still on top of me, and I was hugging her.
I gave her a few kisses and thanked her a lot for agreeing to sleep with me. She was smiling. We rested in each other’s arms for a few more minutes. I was still inside her. When she started to stand up, the condom was stuck inside her pussy.
It so happened that my dick went limp, and because of that, it got stuck to her pussy. We both freaked out, and I asked her to relax and slowly helped her take it out. She ran to the bathroom to check if something had gone inside while I threw away the condom.
She came back telling us that it looked fine, yet we didn’t want to risk it. So, I told her that I would order some pills and she could take them. I apologised, but she comforted me with a kiss, saying that it’s alright and it was all worth it. She complimented me, saying that it was the best sex of her life.
We put on our pants and yet stayed in each other’s arms, occasionally kissing and talking, while still being naked on top. After a few minutes, I stepped onto the balcony for a smoke. My mind was fresh, and the cold Bangalore breeze was hitting my face.
It felt good. Really good! I was no longer a virgin, and I was able to satisfy a woman the way she wanted. I enjoyed the time we spent. It was only 5:30 PM, and we still had until 11 AM the next morning before we checked out.
I went back in and kissed her on her lips, hugged her from behind, and lay down while she was on her phone. I slowly slipped into a nap, due to fatigue from the bus journey and the adventure we just had!
Guys, this was my first adventure, the first of many! Thank you for reading all the way until here. Please provide your feedback on my email [email protected]. I would love to share more of my experiences, based on your responses.