First Time With Crossdressers
- 4 years ago
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My email id is Do not forget to let me know how this sex story was. Who knows, we might get even lucky if everything goes well ;)
Clean shaved men inside female clothes (or people who are known by the name crossdressers) are my new found favorites. Believe me, I always make it a point to taste every bit of them with passion and fire. My hands and tongue never leave an inch of their body. Hairless, like women and the ‘EXTRA’ jackpot called ‘COCK’, is simply divine. This is a story of how a bottom gay became that extremely feminine crossdresser for me. I once wrote a hot sex story and got many compliments. Note: That was my fantasy encounter with a crossdresser.
Though many expressed their wish to have fun with me, I was pretty unimpressed as they were not the type of crossdresser I was looking for. No offense, but hairy crossdressers ruin the fun if they are with me. I was always fascinated with the shemale porn videos and was desperately waiting for a chance to have sex with one from India. Unfortunately, I was unable to find one. Then this idea came to me. If I could get to know a man who id clean shaved from face to toe, and if he can wear female clothes, I will show him what heaven really means. So the story I posted helped me in this quest.
One morning, I got an email. It had a girly DP. It said “Your story made me horny. I want to cuddle you badly.” I don’t know, but something aroused me. I replied “I would love to. Can I have some pics of you?” That evening, I got a set of pictures. His ass, his cock, his body, his armpits, his boobs, his face was mesmerizing. I replied him “Those are yummy.” I got a reply soon “Oh really? I thought as I was dark, you would not like me. Your reply made me happy I clean shaved for you”. I wanted to make sure he was a cross-dresser. I asked him. He said he was not. But he also said that he was willing to wear female clothes to have fun with me.
His persistence made me curious. I asked him where he lived. He replied that he was in Chennai. Here came the twist. He told that he had an apartment in Siruseri. I told him even I was in Siruseri. “Which is your place?” He replied that he lived in Arihant Frangipani. “Are you fucking kidding me? I live there too!” We immediately exchanged numbers and set up a meeting next day, which was a Sunday.
Next day morning sharp at 8:30 AM, someone knocked at my door. We had exchanged our photos and we recognized immediately. “Hi Darling!” He placed a kiss on my lips and cheeks as he entered. I was a bit taken aback. We haven’t even spoken to each other much and he already kissed me? But the kiss was so sweet and good that it overtook my anxiety. He told me that he had some women clothing with him. I did not have bed as I slept on floor. He came to my room, bend to keep the things. His pants were tight and his ass was hot. I wanted to kiss and lick it badly.
We sat facing each other. To my surprise, he did not smell like a man. I loved this thing about him. “Do you have some hot stuff to get into the mood?” I asked him. “Let’s talk for some time. I have some porn video which would just do the trick.” I lied down in the bedroll. He also lied down. We were very near that we could hear us breathing, We started talking dirty. Soon, we could not help but undress. We were now in only underwears. He was wearing a panty. Oh, he seemed so hot that I wanted to eat him at that moment. Now we were really horny. He told he was going to wear a dress. When he came back, he was wearing a really revealing one.
A skirt, and a mini top. His navel was visible. He even had wonderful boobs. He quickly became a hot and sexy chic for me. When he came to me, I could not resist any longer. I pulled him towards me. He asked me “You do not want to watch porn to get into the mood?” I could see him smiling. “Are you not in the mood?” I asked. He came close to me and whispered “You speak too much” and we started kissing our lips. It was juicy and he was really tasty. His perfume was also enhancing my horny level. I pulled him on top of me. I was running my hands through his back. I was hugging him tightly and we were still smooching. We made our tongues touch. I sucked his tongue and he sucked mine.
We played with our lips for a long time. I now squeezed his ass. Oh!! It was heavenly. He had a perfect set of ass cheeks. I could feel that both of our cocks were getting harder. I ran one hand over his ass side panty and checked out his front side with other. “Please be careful. I cum fast” He told. “Not today babe,” I told and continued our act. Now we got up. I leaned over the wall of the room and got into a sitting position. He sat on my lap with his backside. He then spread and rolled his arms around me. We were in a perfect position for my hands to play with his armpit, boobs, and his sexy stomach. I blew gently on his shoulder and kissed him.
I kissed him on the cheek, in his lips. My hands were caressing his armpits, which were shaved too. Slowly, squeezed his boobs; slow first and then hard. I then rubbed my fingers on his stomach and tickled around his navel.
I removed his tops and he was bare body. I continued rubbing and caressing his armpits, boobs and stomach. We now lied down with me on his top. I was kissing his neck, slowly moved to his boobs. I sucked his nipples. I blew on his stomach, then kissed and licked them. I squeezed his stomach and he was moaning “Aaaaahhhh!!!”
I could now visibly see that his cock was so hard. But I was not finished above. I went near his armpit. I smelled it deeply. I started licking it like a hungry man who has not eaten for many days. Oh! It tasted wonderful. The smell of his armpits were irresistible. While we are under lust, all these dirty things seems horny and kinky to us. His armpits along with a bit of sweat tasted awesome.
He asked me “Honey, do you mind if I tell you something? Can we play dirty? You know with piss, spit and all?” His feminine expressions made me forget that he was a man. “Oh sure dear.” Saying this, I went near his thighs and started kissing and licking there too. Now I came to his penis area. His panty has smells of urine and it was tempting. I loved it and I started my wild licking and sucking there too. Just then, he told, he wanted to piss. We went together to the bathroom. “See when you are about to finish, tell me.” I could see his surprise. Just when he was about to finish he told me.
I asked him to put his underwear on. I told “See now you have some urine sticking to your panty. Now I can taste it.” “Oh yeah!!!” It made him horny. We came to our place and I started licking and tasting his panty which had traces of urine like a hunter. I turned him to the other side and did the same to his ass too. He suddenly got over me and started to kiss and lick my chest, armpits, and stomach too. “Well, I am in love with what you did and I am extremely enjoying doing it to you too.”
We hugged tightly and smooched.
Now we were rubbing our legs in passion. I removed his underwear. I caressed his cock. I lifted his legs and started licking and kissing his ass. Now I slowly went to his asshole. It was somewhat wet. I licked it like an animal. Just then, he placed a small fart. I made sure I did not leave even a small amount of it and smell it tightly putting my face in his ass. I started licking the space between the thighs and his penis. It was a bit sweaty but tasty.
Now I told him. “Let me now taste your little toy.” I started sucking his cock. It has a bit of urine and precum in it. I gladly ate it. “Now bitch, I am going to rub my ass and front side against your face. Lie down now.” I commanded. He somehow liked this domination. He obeyed me. I sat on his face and started rubbing my ass. I placed a long fart and told him “I have paid the debt with interest.” He told I had the best smelling fart. The height of perverseness!!
Now he removed my underwear and started licking my asshole. It felt heavenly. Oh one should experience to know the feeling. Now he began jerking my cock and sucking it. To be frank, it was paining. But somehow, it was giving me pleasure too. I was really hard. “Well, your cock maybe only 5 inch thick, but look at the hardness. It is a tiger.” He told. I replied “Well, this tiger had been a pet to many women since last two years. Now it wants to play with you.” Saying so, I Raised his legs, inserted my cock into his ass. I started with slow thrusts. I increased the speed. Now I turned him sideways and fucked him in that position. We then tried missionary and other positions too.
Not that I feel gay, but it was the feminine side of him that made me a complete pervert that day. We did not want the fun to last so soon. So we removed the bedrolls. We made sure the floor is empty. We both wanted to have piss play. “My turn first.” He said. I agreed. I was on my knees and he inserted his cock inside my mouth. After few blows, he took his cock out and turned back. He rubbed his ass on my face too. Now it was his turn to pour the golden shower on me. He nicely pissed on my face and body.
We were now lying and he now took the piss on the floor as if it was some oil and rubbed it on my body. Now it was my turn. I made him taste his own urine. I got him to kneel down. I spit on his face and then rubbed it all over his face with my ass. I peed on him too. We then rolled over our urines as if we were in a pool. I was so horny and kinky that at one point, I said “Honey, I could even eat your shit!” He giggled for that.
We continued sucking our cocks and when we were about to cum, he told me. “I want our cum to be mixed and I want to eat it all.” I was not so used to eating cum, but I nodded in agreement. We cummed in a plate and as he told, he ate it all.
We then went to bathroom, had a shower, we gave a mutual blowjob under shower too. We went to the other room, lied down hugged tightly. I ran my fingers through the line between the ass cheeks and his back. We kept our legs above one another and had a good nap.
It was a wonderful time. Now although I would prefer all of these to happen with a women, crossdressers and shemales will always remain my fantasy and ecstasy.
Thanks for reading my sex story. So dear crossies, if you think you are one such feminine men who love to wear female clothes and have fun, reach out me quickly ;)
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Sick of writing cute intros. Here's the next part: My lust had finally faded to a dull ache, and a little energy had returned. I flipped the butt away, grabbed one of the unopened bottles of soda, the pack of smokes and my stash box and headed back into the unknown, for more of the mind-twisting pleasures these two girls were bringing to me. They were locked in a sixty-nine on the bed when I came back in, and it looked like they were on the road to a big finish. Each was kind of on her side...
Apologies. Dear Readers, I would like to profoundly apologize for not having come back and produce another story or the continuation. But I am back with the hunt for the woman of my dreams. Disclaimer: The stories that I write here and which I might continue to write are mostly first-hand experiences of real-life stories of my close circle. Some learned ones may speculate that these may not really happen in India. Well, it does and mostly in urban areas. Now to the story. The next day...
LesbianMy name is Swetha. I am a 33-year-old woman working professional in the city of Bangalore. I am an independent woman working as Business Analyst in one of the most reputed Global Organizations situated in Bangalore. This series will be a saga and hence please do not expect “Wam! Bam! Thank you Ma’am” kind of stuff. This will be a typical erotica slow paced with great details. If you are interested sit back and enjoy. Get hard! Get Wet! and Get lost in the world of Orgasms. This is a true story...
LesbianThis series is a figment of my imaginations. All characters mentioned story are fictional. Any suggestions and comments are appreciated. This is a completely new series and none of the characters has any kind of association with the old stories submitted by me. Alex woke up at 10. He fucked Amy and left at 12 noon. He went to the brothel which was located in the middle of town. Prostitution was legal in the town so everyone was aware of the brothel. The manager of the brothel was a friend of...
We were spending the night with my good friend Jay. My wife, Mellonee,and I decided to sleep in his room with him. Actually my wife just kind of blurted out, "Hey why don't we just all sleep in the same room?" Jay and I just both looked at each other and said, "OK." Jay and I didn't think anything of it and when we got into his bedroom, he started to make a pallet on the floor and he said "You guys can have my bed. I'll take the floor."Immediately Mellonee said "No way Jay! This is your house...
Wife LoversAmy is a part time transvestite who enjoys to dress very sexy and go out and have some fun. So a few years ago, on a Thursday evening, she was sitting in her favourite cafe, looking at the poeple passing by, flirting with some attractive males, who were charmed by her appearance. She was wearing black fishnet stockings, 4 inch black leather high heels, a miniskirt that was barely covering her perfect ass and a white, very tight top. The cafe was quite full and so basically the only free seat...
Bill had been gone for three days of a 10 day business trip. He works for his Dad and travels most of the time. He calls nightly, usually for phone sex. I didn't always enjoy that at first, but soon started getting off on it too. I usually cum two or three times while we play around on speaker phone for an hour, sometimes longer. Most of the time he ask me to video what I am wearing, and what I do when we talk. I don't know if it is to prove I am doing what I'm describing or if he likes to...
Wife LoversA 19-year-old enjoys the talents of her new Android.All characters are over the age of 19.Thanks to Darksage for editing, once again. -- The cool, plastic countertop did little to cool Sophie's flushed body as she cried out in ecstasy. Her red flushed bosom pushed onto the cold surface along with the side of her face, her arms haphazardly strewn across it in disregard. Her left leg was kicked up, the sole of her foot pressed against the surface of the countertop, opening her pussy lips wide...
SupernaturalA 19-year-old enjoys the talents of her new Android.This is one of my pre-existing characters, Sophie, a nineteen year old. I had this idea for her, so I thought I would cross her over into a Sci-Fi for a short interludeMy Thanks go out to Darksage, my excellent editor for this story.--The year, 2100, was a beautiful place and time to exist. Pollution was non existent, the threat of Global Warming turned out to be a myth, violence and crime were both nearly extinct. Fossil fuel was obsolete,...
SupernaturalWelcome dear readers to JJ’s world of matured women & my sexual encounters with them. It always seems inevitable that a man’s mind wanders back to one of the finest things in the universe – a woman. If a guy is lucky, he will find a woman with whom to spend his life who can endlessly occupy his mind, spirit, and body. If the woman is lucky, her man will do the same for her this can end up in getting married, we can call them “made for each other” But, while searching for the ‘one’, there can be...
IncestFeeling the warmth of the sun on my face I woke. I smiled a child like smileto the world. A world being seen for the first time. How did the same worldsee me? I don't know, I do know its perception of me will be totally differentby tonight. Given what was to come, I felt strangely calm as I leaned against the windowsill.The sun mirrored my mood as it dragged itself off the purple hued mountainsto the East. Would that be his direction, East? Where do the internationalflights come from? I smiled,...
1:25. 4th period. Tom sat behind his desk in the corner as he waited for his next group of students to start filing in for their first class after lunch. They were never very focused this time of day, and on more than one occasion he'd caught a student nodding off during class.At least this group was his senior class. The freshmen he taught during the other four periods were a lot more rowdy. Such a weird mixture of childish pranks and teen drama to contend with, always some new issue he didn't...
Teen