Had Amazing Sex with My Crush Who Turned Out to Be a Shemale

My name is Nick. I am Software Engineer residing in Las Vegas- the perfect place to be working by the day and partying by the night. I absolutely loved the night life of Las Vegas. Occasionally on weekends, I went out partying at a nearby nightclub and casino. That is where I met Cassandra. She was a regular visitor too just like me. I often noticed her and sometimes even stared. It did not go unnoticed by her and she made the first move to get introduced. Soon after, we were making plans together to hang out. Cassandra had the prettiest face and eyes I had ever come across. Her body was gorgeous too but it was hard to take off your eyes from her face and I wanted to have sex with my crush. Little did I know much of it was plastic back then.

We had been hanging out for quite some time and I finally gathered courage to tell her about a date at my place. She looked at me intensely and quietly for some time. I almost started thinking how to keep a brave face if she refused. That’s when she nodded slightly. I was overjoyed. She smiled shyly at me but something told me she was a bit hesitant too.

The plan was on the next weekend. Through the week, I cleaned up my condo and made sure it was perfectly presentable to a lady. I made arrangement for our dinner date at home. I was hoping it would be more than just a dinner and hence kept condoms and lubes at hand. On Friday night, I patiently waited for the most anticipated knock on my door. At eight in the evening, it happened. I literally jumped off my couch to get the door. There she stood- a vision is a tight bottle green bandage dress. She smiled and walked in to my house.

We chatted for a while and dined together. We opened a bottle of champagne, and in the next few hours, we both were rather drunk. I hinted that she should stay over and much to my happiness, she complied. We started with a good old classic movie. But soon we got bored when she suggested watching porn. I let her select from my collection. She rummaged through and then pulled out a tranny porn much to my surprise. She was surely kinky and so was I to have sex with my crush.

As we watched, it was turning us on immensely. I looked at her to find she was staring at me. I moved forward to kiss her and she kissed me back. As I casually slid my hand down to her breast though, she stopped me. She whispered, “wait- there is something I want you to know first.”

I looked in her eyes and asked what. Instead of saying anything, she started undressing slowly and in a teasing way. She revealed a perfect pair of globes and the most tight-abed torso. She removed the dress entirely to reveal only her panties.

I was already hard and wanted to hold her when she started pulling down the panties. Then I was in shock to discover she was actually a shemale. I didn’t know how to react and was feeling turned on and shocked at the same time. Her angelic face was hesitant and she looked at me questioningly. I didn’t know what came over me as I started removing my shirt and walked towards her to kiss and hug her again. I nipped at her neck and hugged her tightly.

I was excited and I lifted her off her feet and she wrapped her legs around my waist. I carried her to the bedroom and when I laid her down on the bed, she sat up and started pulling down my pants. She kissed my chest and slowly went down. She pulled out my dick and then kissed its tip. Slowly she took it all in her mouth and started sucking on it. As she sucked and choked on my length, I almost forgot she was a shemale and I wanted to have sex with my crush irrespective of who she is.

I looked down to find her dick was hard too. It made me curious and she caught me looking at it. She smiled and asked me to go down on her if I want. I did want and I kneeled between her legs. It was the first time ever I was going to suck a dick. I hesitantly put my mouth on it. It smelled pleasant enough. I slowly put the entire length in my mouth. As I sucked on it, she moaned out loud. I was probably doing it right as I slowly started to increase the speed. She pulled me up and, on her body, and started kissing my lips again. I sucked her tits hard and bit on them. It looked pretty. I flipped her over and positioned my dick at her ass. I took some lubes from the side table and massaged it on my dick and her ass hole. I slowly put one finger in at a time and started massaging the lube deep inside her.

Then I position the dick and pushed it hard inside. She gave out a gasp and moaned loudly. I started banging her hard. I grabbed her boobs and felt them jiggle in my fingers. She was moaning very loudly and I felt her balls slapping on mine. It kept sending a jolt through my body. I did not realize I would enjoy this sensation so much. After almost half an hour of relentless fucking, I was orgasming finally. I came hard inside her ass and slumped on top of her.

I slowly took out my dick and went down on her again. As I started sucking on her dick, it felt so good. I could feel she was close to orgasming. She orgasmed hard in my mouth and her juices dribbled down my chin. Once we both had our fill, we laid down beside each other giggling and hold hands. I enjoyed having sex with my crush which turned out differently, but I don’t regret it.