His first anal!

April 15th, 2008

A guy who longs for his ass to be fucked is afraid of realizing that he is gay, he goes to the transsexual bar and meets a girl who later turns into a shemale, this is when his dream is coming true…

We extend our thanks to the author OSCAR.

Andrew was a very simple guy. He was not aggressive, very quiet and nice. Actually he was not quarrelsome, just a man of peace. But we all know that still waters run deep. Over the past few years, Andrew had longed for being penetrated. Vehemently. He needed to be bent over something and fucked thoroughly. He didn’t consider himself a gay, but anyway he felt the hard need for some anal penetration. He first discovered his longings when he was masturbating. One day, while jerking off he placed a finger in his arse. The orgasm was terrific, it was like heaven swim. This orgasm turned to be far more intense than usual. From this day onward, Andrew had entered the world of anal pleasure.

After many months of experimenting, sometimes with dildos or vibrators, Andrew decided that he really needed a real cock inside. As he wasn’t a gay, he would not certainly dare ask any man’s cock penetrate him. But then he realized that a shemale would be the best solution! From time to time Andrew watched some shemale porn and enjoyed greatly seeing a chick with a dick taking a large member inside her rectum.

One Friday, he planned a trip to the nearest city in order to visit a transsexual bar or night-club. It was Friday evening, the club located in the southern hoods. As he arrived at the club, he was mesmerized by the loud music playing. Then he noticed a tall, blonde shemale, standing innocently at the bar. He rather guessed than recognized a shemale in this cute nice babe. She looked very feminine, in appearance and in terms of her manners. She had a well shaped figure, which turned Andrew on. He thought he had to approach her.

“Hi! Can I buy you a drink?” Andrew felt quite confident in approaching the shemale. She looked at Andrew and smiled. She thought Andrew was quite attractive and decided to accept his offer:

“Yes. I’ll have a Smirnoff”

Andrew offered her drink, and then began to test this shemale. The she said her name was Silvia. Soon after a short talk Silvia started getting excited by a cute guy talking to her, she could feel her shaft becoming harder and harder. She felt she had to fuck him:

“Would you like to come back to my place? It’s only around the corner.”

Andrew couldn’t believe it. He couldn’t believe such luck! That was success; he would own a shemale without any endeavors as she wanted him herself.

“Sure, I’d love to!” he said, and they left the club.

Once they arrived at Silvia’s apartment, Andrew was startled by the size of it. It was full of modern appliances and had a very stylish ambience. This chick appeared to live an affluent life, being not in want of something. Silvia approached Andrew and started giving him a French kiss. When their bodies touched, both could feel each others’ cocks fully erect. They both undressed slowly so that Andrew could appreciate Silvia’s body. She had medium sized breasts and wide hips.

Silvia took Andrew’s hand and led him to the bed. She started sucking on Andrew’s penis. After about five minutes, Silvia placed a condom on her prick and spread some lub on her cock liberally.

“Get on dog style,” she commanded.

Andrew obeyed taking this position, on hands and knees, while Silvia put some lube around his arse hole. Then very slowly she placed her cock into his anus. Andrew felt pain while being penetrated, though it was not his first experience with anal fun, but anyway real cock felt very sensitively. Then Silvia started thrusting her shaft in his ass in a slow rhythm. After a few strokes, Andrew felt a storm of pleasure inside his arse. He yelled out in ecstasy.

As Silvia kept on fucking his ass, the pleasure kept on getting greater and greater. Andrew was moaning like a whore and groaning with delight! He never realized ass fucking would be such a great pleasure session!

“Oh, fuck me! Girl, fuck me! Oh yes. hoooooo!” Andrew was moaning.

Silvia must have been all the way inside of him. Her 10 length rod was filling his virgin arse and he enjoyed every inch of it. It was so good and feelings were so heavenly that he wouldn’t comprehend the level of pleasure he was experiencing. After ten minutes of paradise delight Silvia came inside Andrew arse.

“Did you enjoy, honey?” she said.

“Oh, yeahh, girl!” Andrew was ecstatic that his fantasy had been realized.

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8 Responses to “His first anal!”

  1. 1sttimer77 Says:

    i loved that story it tured me on alot!

  2. it Says:

    good story

  3. death of rats Says:

    great srory, would love to have watched you both. . . x

  4. boy who wants cock Says:

    Nice story!

  5. death Says:

    greatly detailed i love it and so did my cock

  6. Thomas Says:

    I like to a she male cock in my ass.contact me i am from Kerala India. thomaskala77@yahoo.co.in

  7. ss245 Says:

    nice story

  8. mousey Says:

    that was awesome,i had some shemales in the past ,but never did anal with them always was wondering how it would feel,e mail me if you have had it ,or shemales too.ty


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