Story of my life so far: 2 – My Boyfriend

Short series story:
Story of my life so far

Hi! I am Sanjana. This story I am sharing with you is the second experience I had that changed my life for good. To fully understand its significance, I recommend reading my first experience with Trisha, as it began a chain of events that changed my life forever.

Ok! So, let’s get back to the story. I was 20 years old at that time. I was in the second year of my three-year degree. Trisha and I had taken our relationship to the next level. No one knew about our secret, and we were happy to keep it that way. But things became complicated when Trisha’s brother Varun asked me to be his girlfriend. I was not surprised because he had been flirting with me for a long time. I liked him too, but I told him I’ll think about it and get back to him. He was clearly disappointed, but I felt it was important to discuss it with Trisha first.

I had a chat with Trisha about Varun. She was happy Varun wanted me to be his girlfriend. I was relieved she was happy. But I was afraid Varun would find out about our secret. Trisha told me not to worry, and she would handle it if Varun found out about us. So the next day, I met Varun and agreed to be his girlfriend. He was very happy. He took me in his arms and we kissed for the first time.

I was very happy to be Varun’s girlfriend. He was handsome, kind, and understanding. He loved me very much, and he liked to be with me most of the time. We spent a lot of time together after college and in the weekends. Varun was not too intimate with me. He only kissed me and touched me lovingly. Trisha and I didn’t get free time to be intimate, so we missed each other. I didn’t know what to do. But after two months, one day when Varun and I went out for lunch, he told me Trisha had told him about my relationship with her. I was afraid he would break up with me. But he told me he was very happy his sister liked me and he didn’t have any problems with my intimate relationship with her. I was surprised he could accept my relationship with his sister so easily, but I was also very happy Varun was very understanding. From then on, Trisha and I had sex at least once a week. Varun and I had an honest relationship. He didn’t interfere with my relationship with Trisha, but he became curious about what Trisha and I did in secret. The first time he asked me what we did when we were intimate, I was too shy to tell him. But after a few days, he told me that it was okay to share the experiences with him because he was my boyfriend. He convinced me, and I told him about my intimate experiences with Trisha. From then on, Varun became more desperate to have sexual intercourse with me. We had only been having non-penetrative sex, and I was afraid of getting pregnant, but the thought of having sexual intercourse with him was exciting. But I controlled myself. Whenever he wanted to have sexual intercourse with me, I told him we should have sex only after marriage. He was disappointed and I understood his pain but I didn’t want to get pregnant.

One day, his parents and Trisha were not at home. We were alone in his room. We were making out on his bed when he lifted my skirt and put one hand inside my panties. He played with my vulva and kissed my lips passionately. After a few minutes, he broke the kiss and told me he wanted to kiss my vulva. He had done it a few times before, so I was happy to let him do it again. I removed my panties, lifted my skirt, lay on my back, and spread my legs. He knelt between my legs, bent forward, and pushed his face between my inner thighs. He kissed my vaginal lips and my clit. His tongue penetrated my vagina and licked inside. I loved it as usual and relaxed, enjoying the moment.

When he stopped, I looked at him. He said he wanted to have sexual intercourse with me. I was in a difficult situation because at that moment I also felt a strong desire to have sexual intercourse with him. But I somehow controlled myself and told him I didn’t want to do it before marrying him. He told me he would use a condom, but I still declined, afraid of the risks. He felt let down. To compensate for his disappointment, I told him I’ll suck his penis. He was happy immediately because he had asked me to suck his penis many times, but I had refused.

So, we tried the 69 position for the first time. He lay on his back, naked. I lifted my skirt and knelt on the bed, straddling him with my back to him. My bottom was on top of his face, and his penis was close to my face. I really liked his penis. It looked healthy and strong. I resisted a strong desire to sit on him and take his penis inside my vagina. Somehow I resisted the temptation that day. I bent over and took his penis in my mouth. I sucked it with love while he lovingly rubbed his face on my buttocks and kissed every part of my bottom. I loved it every time Varun or Trisha did it. It was very pleasant and exciting at the same time. The more he kissed, licked, lapped, sucked, and penetrated my vagina and anus with his tongue, the more desperate I felt to have sexual intercourse with him. Controlling myself, I sucked his penis again and again until I was shocked by his semen spraying in my mouth. I pulled his penis out of my mouth and quickly got down from the bed. I ran to the attached bathroom and spat out as much as possible. It felt so nasty the first time. But after we tried the 69 position for a month, I got used to it.

Varun seemed happy. He didn’t bother me about sexual intercourse for a few days. But one day, he suddenly came up with the idea of having anal intercourse with me. I refused without hesitation. But he told me there was nothing wrong about it because he had been kissing my anus and penetrating my anus with his fingers. I still wasn’t sure. But he tried to convince me every day. I kept refusing, and he became a little distant from me. I felt sorry for him, and I decided to have a chat with Trisha about it.

I phoned Trisha and told her about my situation. She told me I should not worry about anal intercourse because it won’t make me pregnant. She told me she and her boyfriend also frequently had anal intercourse, and she liked it sometimes. She advised me to just be very hygienic and use enough lubrication to prevent a painful experience.

I felt better after talking with Trisha. I phoned Varun and told him I love him and I am willing to try anal intercourse. He was very happy, and we decided to meet the next day.

I researched anal sex and got a few important tips. I decided to take my own fragrant oil for lubrication and mentally prepared myself to endure the pain because I loved Varun.

The next day I was very excited to meet Varun. I took a bath and cleaned my anus with soap. I wore a simple brown midi skirt and a white top, which would be easy to remove.

I left home early and reached Varun’s house at about 5pm. Uncle and Auntie were happy to see me as usual. I chatted with them for some time before going to Trisha’s room. Trisha was happy to see me. We kissed and made out for a short time. Then I went to Varun’s room. He was very excited. He hugged me and kissed me, but he didn’t waste too much time. He lifted my skirt and removed my panties. He told me to kneel on the bed. I took the small oil bottle from my bag and gave it to him. Then I lifted my skirt and knelt on the bed. He knelt behind me. He kissed my anus and licked inside, lubricating my anus with his saliva. Then he put oil on his fingers and inserted his fingers inside my anus and lubricated more. Then, when I felt the tip of his penis on my anus, my heart started beating fast with fear and a little bit of excitement. He pushed hard. It was painful. I told him to do it slowly but he pushed harder. Feeling a little bit of his hard penis inside my anus, I instinctively wanted to push it out. But he pushed deeper. I cried, feeling a sharp pain. My eyes filled with tears, and I tried to calm down hoping Uncle and Auntie wouldn’t hear me cry in pain. I could feel the huge length and thickness of his penis stretching my anal passage painfully. He was still and relaxed. I felt his penis throbbing inside me as the pain seemed to subside. I began to feel good and united with him.

“How is it?” Varun asked.

“I feel so stuffed!” I said.

“It feels so good inside you, tight and warm,” he said and pulled his penis slowly out.

I felt relieved, but he slowly pushed his penis back into me again. This time the pain was less and it felt more smooth as he penetrated me.

“Wow! Sanjana. It feels so good inside your a**h**le,” he said.

I didn’t like how he said it but I ignored it. I was happy he felt good and I tolerated the pain. He pulled back and pushed into me again. Whimpering in pain, I quickly pulled a pillow and dug my face into it, muffling my crying sounds.

Varun suddenly became more excited. He started to penetrate me faster. I controlled my pain and tolerated the burning pain in my anus. He didn’t care. He repeatedly penetrated me, banging on my buttocks like a wild man. The slapping sounds were so loud, I was hoping Uncle and Auntie wouldn’t hear the sounds. I thought he would never stop and I began to get used to the unnatural sexual intercourse. The pain began to feel normal, and somehow it felt good. Though the feeling was nothing compared to clitoral stimulation, I felt like the inside of my anus was massaged. I relaxed enjoying the soothing sensation. But just after a few seconds he quickly pulled his penis out and moved to my front. “Open your mouth,” he said.

I opened my mouth without questioning his intention. He pushed his penis into my mouth. I was shocked by what he did, but I could only gasp as I struggled to breathe. He ejaculated. I sucked his penis till he stopped ejaculating and pulled it out of my mouth.

After that experience, we had anal sex frequently and our relationship became more stronger.

I had a wonderful relationship with Varun and Trisha. After I graduated, their parents gave me a surprise that sealed my relationship with them forever.

To be continued.