Cross dressing fun with senior in a hotel – Part 1

Hi, I am Karan (name changed), a first-year B. Tech student. I’m 18 years old, 5’5″, slim, and not very hairy. I have always had a longing for girly clothes – short dresses, high boots, crop tops, swimsuits, and more, thanks to my slim and toned body.

I met Vishal, my senior, on the second day of college when our faculty introduced us to our seniors for assistance during the course. When I first saw Vishal, my jaw dropped, and I was undressing him in my mind already. He’s 6 ft tall, with an athletic body, broad shoulders popping out of his T-shirt, a manly stubble, and an intimidating but hot, manly voice.

We shook hands, and I could already feel my heart throbbing like crazy. I got his number from the WhatsApp group and initially, we talked only about college policies, the location of various blocks, and exam-related stuff. To my luck, I was allotted the same hostel where Vishal resided.

Every evening, I would see Vishal playing basketball with his friends from the balcony. Every time his vest would go up after jumping, my heartbeat would increase. One could easily see his abs, with the most seductive body hair ever, his slightly hairy armpits, and sweaty body. It used to be my favorite pastime. I couldn’t control myself and eventually downloaded Grindr to seek some hot males to get around with.

My Grindr profile has some of my hottest cross-dressing pictures, which ultimately receive a lot of likes and attention, but I’m always afraid to answer unknown men, so I’ve kept it anonymous. However, the instance I logged in to Grindr, I saw Vishal’s account at the top. Oh my god! Is he really him? Am I dreaming? It all felt unreal at that time. Vishal had posted his shirtless pictures on it, and I was drooling. I immediately closed the app and went away as my heart was beating abnormally fast.

I couldn’t sleep that night. How do I approach him now? Will he show interest in me? What if he blocks me and everything becomes awkward? All these questions wouldn’t let me sleep. But I wanted to see him once again, as I couldn’t resist myself. I opened the app, and no way could this have happened – Vishal had tapped my profile! It was all going like a movie plot. I was screaming in my head. Quickly, I went straight to his inbox.

I texted, “Hey!” He was online at that moment. He responded with the same text. Of course, I wouldn’t let this opportunity go. I replied, “Your body looks like it’s straight from an erotic movie. Wish I could touch it.” Vishal replied, “Oh, thanks a lot, you hottie. You can always have me.” I was very nervous. How do I tell him it’s me? How will he react? Moreover, I couldn’t let this opportunity go.

I decided to reveal my identity to him. I replied, “I’m very near to you, by the way. I’ve met you before.” Vishal was amazed. He asked, “Really? I’m not sure who you are.” I replied, “Think about it, Vishal, we’ve met before.” After a while, he replied, “Karan, is that you?” My whole body went cold. How did he guess it was me? I felt so nervous that I was staring at the screen with absolutely no movement. He texted, “Are you there?” I had no clue what to reply.

I took a deep breath, leaving all questions behind. I replied, “Yes, it’s me!” (with some emojis to pretend I was not nervous). To my surprise, Vishal replied, “Karan, tu to chhupa rustom nikla re!” (transl. Karan, I didn’t know you were like this). I was very nervous, but there’s this thing that I really liked about Vishal – he was very respectful. He immediately texted, “Dar mat. I’ll not tell anyone.” I was slightly relieved.

From that day, I felt a new energy within me. It was simply because I was not afraid now, and I was literally engaged the whole day with my crush. We generally texted on WhatsApp and met outside in the play area. Initially, being an introvert, I was very shy and hesitant to talk freely like I would on text, but Vishal consoled me very warmly, and soon we had a bonding between us.

I told him about my liking for cross-dressing, and I felt that he would feel awkward, but he didn’t. Instead, he told me that I look really seductive and beautiful in all the photos I showed him. We started talking about sex, our likings, our fantasies, and kinks, and we even had a sex chat once, which was really awkward but funny as well. Soon, we started sending pictures to each other regularly – not nudes, but rather thirst traps. Sometimes, I would get his shirtless pictures of him covering his dick with a towel in between classes!

We would have had sex if our roommates weren’t around us. They were the only ones stopping us from literally having sex in a hostel room. On a Sunday, we both saw each other on the stairs, and by that time, we had become really good friends. We went upstairs to the terrace, and there was not a single person there. We both knew this was the moment. He leaned towards me, pushing me against a wall. Why would I refuse? I gave in too, and we both kissed for 2-3 minutes. We didn’t care if anyone saw us.

As we kissed, I could feel his hard cock against mine, and I knew I wanted more. We broke apart for a moment, and I looked into his eyes, which were filled with desire. He took my hand and led me to a more secluded spot on the terrace, where we couldn’t be seen. We started making out again, and this time, it was more passionate. He unbuttoned my shirt and started sucking my nipples, which sent shivers down my spine.

I unbuttoned his pants and took out his cock, which was hard and thick. I started sucking it, and he moaned with pleasure. We kept switching positions, sucking each other’s cocks, and kissing. I could feel the heat between us, and I knew we were both ready to take it to the next level.

Vishal took out a condom from his pocket and put it on. He turned me around and bent me over, and I could feel his cock against my ass. He started pushing it in, and I felt a mix of pain and pleasure. As he started fucking me, I couldn’t help but moan with pleasure. We both came together, and it was the most intense orgasm I had ever experienced.

After that, we became inseparable. We would meet every day, and our sex life became more adventurous. We tried different positions, and our chemistry became stronger. I had never felt this way about anyone before, and I knew I was falling in love with him.

As the days went by, our relationship became more open, and we started going on dates. We would go to the movies, have dinner together, and explore the city. Our friends started noticing our closeness, but we didn’t care. We were happy, and that’s all that mattered.

One day, Vishal took me to his home, and I met his family. They were really nice, and they welcomed me with open arms. We had dinner together, and it felt like I was part of the family. After dinner, we went to his room, and we had sex again. This time, it was more emotional, and we both knew that our relationship was getting serious.

The story will continue in the second part. Keep reading!