Jen's Huge Secret

Discussion in 'Fictitious Stories' started by Courtney_L, Jun 30, 2009.

  1. Courtney_L

    Courtney_L Member

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    Just to warn everyone, this is a story about a transsexual woman. So if you are not into that you probably shouldn't read the story.
     
  2. Courtney_L

    Courtney_L Member

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    Jen enterred the bathroom wearing her red silk robe and closed the door behind her. She stood in front of the mirror, admiring her long auburn hair and beautiful feminine facial features. She was a beautiful girl and noone ever suspected she might have a secret. This made her life very easy, but very difficult at the same time - easy in the sense that she could live her life very easily as a woman, but difficult in that it was hard to find a man that would accept her.

    Hopefully tonight was the night that would change, she thought. Dropping her robe to the floor, she revealed a spectacular hour-glass figure, which started with her huge 38D breasts. Her figure then jutted inward to a slim 30 inch waste, before quickly expanding again to a set of 42 inch wide hips and a big fat delicious looking ass. Any woman would kill to have this body Jen thought.....with one exception, the enormous, thick circumsized piece of meat that hung limply between her thick feminine thighs.

    It was huge. When limp it was nearly 7" long and approximately 5.5" in circumference. When hard, it measured an incredible 8.5" long, and nearly 7" in circumference. This is what made things difficult for her. Not only was it difficult to find a man that would accept her, but even if she did find a man that was okay with the idea, they were often scared away or intimidated by the sheer size of it - men need to feel manly, and it is tough when your girlfriend has a penis twice as big as your own. Even worse, men that did like her size often wanted her to be the top. Jen was a woman, and had absolutely no interest in that.

    The size was a bit of a problem for Jen as well, as she never enjoyed being with someone that had a smaller penis than her own, and how many men could really compete with a piece of meat as large as Jen's long, thick whopper. On top of that, Jen was almost as big soft as she was hard, so when her cock flopped out of her jeans, or when her panties were ripped a 7" long soft cock flopped into plain view. If this didn't scare off a man, nothing would. Still, it was an amazingly spectacular cock she thought, all the way from the neatly trimmed triangular landing strip down the very fat, veiny shaft to the huge smooth mushroom head that hung only a few inches above her knees. When she tucked it between her legs in her panties, it was so thick that it filled the entire width between her butt cheeks, and so long that the head actually came to rest just above her butt hole. This made sitting down and crossing her legs like a lady to be very difficult, but Jen had become used to it.
     
  3. Courtney_L

    Courtney_L Member

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    Hopefully tonight was the night, Jen thought as she snapped out of her daydream and stepped into the shower. She had been dating Mike for a few weeks and was quite sure that he liked the type of woman Jen was - one night when he was in the bathroom she found transsexual porn on his computer. Still, this didn't guarantee anything and Jen had learned not to get her hopes up because the best guys could never since to match her in what they had between their legs. Also, Mike worked out 5 times a week and was so big and strong. His body was amazing, but Jen had heard that often big strong guys are compensating for a lack of size elsewhere. Hopefully she was wrong, but she couldn't get her hopes up.

    Jen soaped herself up, lathering her ass and very well between her cheeks...just in case Mike wanted to eat her ass out she thought. Jen loved having her ass eaten out. A lot of times she could cum from being eaten out with very little rubbing of her penis. Just the thought of it was getting her hard already. Jen rubbed the soap over her bulging ball sack, scrubbing them clean - it had been over a week since Jen had cum and her balls her huge at this point, it seemed like if any more sperm built up in them they were going to explode. It had gotten to the point where pretty much anything was making her hard as a rock. This had made for some pretty awkward situations over the last few days when Jen had to run out of a meeting in fear that someone would see the enormous bulge in her dress.

    The thought of getting her ass eaten out, combined with the scrubbing of her aching ball sack had already made Jen's huge member stand straight up in the air. Jen began to lather the length of her rock hard shaft - even though her penis had been this large since she finished puberty, she was always amazed by the size of it. She looked down to admire her aching member, now nearly completely covered in soap suds. Even all soaped up, Jen could see the large vein that ran over the entire length of the top of her cock. When soft, it was somewhat less noticeable, but when hard it stuck out, making Jen's cock look even more massive. Her hands were quite small and as she gripped the base of her shaft she noticed that she could only wrap her hand about 2/3rds of the way around the circumference of her shaft. Jen took her left hand and placed it above her right hand, on the middle of her shaft. Even with both hands gripping her cock like a baseball bat, her hands only covered just over half of the length of her massive slab of meat. She could still see the entire head of her cock, as well as about an 1.5" of her shaft above her left hand. Jen loved that, as it allowed her to easily use both hands at the same time when she wanted to get off.

    She began moving both hands up and down along her soapy, swollen shaft. She had the incredible urge to stroke herself to climax. I can't, she thought, if Mike does turn out to be right then I have to save this enormous load for later tonight. She finished soaping up the enormous head of her cock, which was now dripping with pre-cum, before turning to face the water and rinsing herself off. She stepped out of the shower, her still rock hard cock waving back and forth like a flag poll on a windy afternoon. I really need to do something about this tonight she thought, if it goes another day I'm not going to be able to leave the house since my hardon won't stay down for more than two minutes at a time. She dried herself off and headed to the bedroom to get dressed, her penis still sticking rigidly straight ahead of her.
     
  4. Courtney_L

    Courtney_L Member

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    I'll probably finish the story either way, but it would be nice to hear if people are enjoying it so far.
     
  5. bigrider

    bigrider Member

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    good start
     
  6. Courtney_L

    Courtney_L Member

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    Thanks Biglapinski, hope you continue to enjoy it!
     
  7. Courtney_L

    Courtney_L Member

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    Jen sat down on her bed, waiting for her erection to go down before she could get dressed. Finally her hardon subsided and she stood up. As she walked to her dresser, her now limp penis flopped back and forth between her large, feminine thighs. She pulled out her favourite pair of panties from the top drawer - a silky red pair that she reserved for special occasions. She tucked her soft 7" between her legs and pulled her panties on, pulling them up tight enough so they would hold everything in place. She turned and looked in the mirror. There was a definite bulge in her panties due to the massive size of her penis, but nothing you could see once she pulled on her jeans. Jen had gotten very good at tucking her penis away over the years.

    She had thought about wearing a dress tonight, but had settled upon a nice pair of snugly fitting jeans. The jeans really showed off her nice big ass, and she wanted Mike to take notice of her ass tonight - she wanted him to be so riled up by the end of the night that he would do anything to get her ass. If he was, then hopefully he would want to put something in her ass, not the other way around. So many guys upon seeing the size of her penis, wanted her to fuck them. Jen had no interest in this. Women were meant to be on the receiving end of sex, and just because Jen had a huge, veiny, circumsized hard 8.5" between her legs, it didn't mean that she didn't love to lay back and get a nice big cock fed into her ass as much, if not more, than any other girl. Sure, Jen enjoyed having a guy down on her, but she had never had any desier to use her penis for actual sex. She had a huge cock, she just didn't want to use it.

    Jen pulled on her jeans, struggling to get them over her huge bubble butt. She looked in the mirror again, admiring her gorgeous ass. Next, Jen pulled on a matching bra to keep her beautiful 38D breasts from bouncing all over the place. Finally, she pulled on one of her favourite tops, a lacey red, thin strapped top that was short enough to show off her tight stomach. She turned to give herself one last look in the mirror, and saw an extremely sexy, busty, curvy woman looking back at her. She picked up her purse and headed out the door to go over to Mike's.
     
  8. Courtney_L

    Courtney_L Member

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    The drive over to Mike's was excruciating. Jen was stuck in traffic and all she could think about was the hope that Mike had a nice, thick, juicy cock and that he would use it to pound her ass into submission. She kept picturing herself lowering her ass onto an absolutely massive prick, then riding it reverse cowgirl, with her own huge penis flopping up and down uncontrollably each time she bounched up and down on his enormous member. Mike and Jen had been dating for a few weeks, but hadn't gotten intimate. However Mike had offered to make her dinner tonight and Jen knew this was the night.

    Due to the traffic, Jen was running late. She picked up her cell and dialed Mike's number. After one ring she heard Mike's voice:

    "Hello" Mike answered.

    "Mike, it's Jen, I'm running late due to traffic. I hope this doesn't ruin your dinner plans."

    "Don't worry, I'm happy to finish up dinner whenever you can get here" Mike said kindly.

    "Well I guess we know who wears the pants in this relationship!" Jen joked.

    "We'll see about that!" Mike retorted.

    Jen laughed, "Well hopefully I'll see you soon"

    "I'll be waiting", Mike said with a laugh, before hanging up.

    When Jen finally arrived at Mike's she once again had to wait for her erection to go down. She then readjusted herself so that her bulge was not noticeable. Jen knocked on the door and within seconds Mike had answered it. He was looking very handsome and Jen could see his muscles bulging under his tight dress shirt. "Well don't you look beautiful" Mike beamed.

    "Aww, thank you" Jen replied. She brushed by him as she stepped into the house.
     
  9. Courtney_L

    Courtney_L Member

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    "Nice ass" Mike joked.

    Jen blushed, her plan was working already.

    "Why don't you come into the dining room?" Mike asked.

    Jen followed him in, but was surprised to see the table bare.

    "Where is dinner?" Jen asked curiously.

    "Well..." Mike said, "I thought we might do something special for dinner."

    "And what's that?" Jen asked.

    "I thought I might eat you for dinner." Mike said with a sly grin. And with that he picked Jen up and set her down on the table.

    "Mike, there's something I need to tell you!" Jen stammered.

    "Tell me after!" Mike said as he pulled her top off and quickly snapped off her bra.

    "Wow!!" Mike gasped as Jen's enormous breasts sprung into view.

    "NO! Mike, I really need to tell you something!" Jen said loudly.

    "No, just tell me after." Mike said quickly as he unbuttoned Jen's jeans and pulled them off.

    Well, here it goes, Jen thought. With that, Mike grabbed the waist of Jen's panties and pulled them down. Jen looked down to see her enormous, flaccid penis flop out of her panties and hang limply between her thighs.

    "Oh my god!" Mike exclaimed, "I was definitely not expecting you to have something like this between your legs."

    "I'm sorry." Jen whispered, as she attempted to use both hands to hide her massive penis.

    "No, it's fine." Mike said, pulling her hands away. "I'm actually pretty turned on by it."

    "Really?" Jen asked.

    "Why don't you see for yourself?" Mike said as he stood up and began to pull off his pants.

    Immediately, Jen saw a huge bulge in Mike's pants. That might even be bigger than mine Jen hoped. Mike pulled down his pants and the biggest penis Jen had ever seen sprang into view.

    "OH MY GOD!!" Jen screamed. It was without a doubt, much bigger than her own. It had an incredibly thick, smooth shaft and a huge purple, mushroom shaped head. Jen guessed it was well over 10" in length, most likely close to 11", and it was currently as hard as a rock. Jen reached out and put her hand around the base of the shaft. It was so incredibly thick, that she could barely get her hand more than half way around it. She reached out with her other hand, realizing it would take both her hands to go around the entire circumference of his penis. She gasped again, as she realized that must make it about 8.5" in circumference. 11" by 8.5"....unbelievable she thought. In comparison, it made her massive 8.5" by 7" penis look tiny.

    "Wow" she said, "There is absolutely no way I will be able to take that!"

    "There is nothing I want more right now than to have my massive cock in that big ass of yours, so how about we make a deal....what is it that you would love to do with me right now? More than anything else?" Mike asked.

    "It has been so long since I have cum" Jen replied, "I would love you to eat my ass out until I cum. Believe it or not, I can cum very easily this way, without much stimulation on my cock at all."

    "Okay, here is the deal" Mike said, "We'll lie down on the couch over there and we will 69. If you can make me cum before you cum, then you can lay back and I will eat your ass for the rest of the night...but...."

    "But??" Jen interupted.

    "If I can make you cum before I cum, you have to bend over this table and take this huge cock up your big ass for as long as I want to give it to you" Mike said with a grin.

    Jen was extremely confident in her oral skills, but at the same time, she had no idea how she would be able to take Mike's cock if she did happen to lose. After pondering the decision, the thought of having her ass eaten out for as long as she wanted was just too much to pass up. She looked up at Mike with a smile and said "You're on!"
     
  10. Courtney_L

    Courtney_L Member

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    "Excellent" Mike said as he bagan to walk over to the couch, his enormous unit swaying back and forth with each step.

    As Jen got up from the table she looked down and noticed that she too was now standing straight out at attention.

    "I see you liked my idea." Mike teased.

    "That's not it..." Jen blushed.

    Mike had positioned himself on his side, with his back up against the back of the couch. Jen lay down next to him, a couple of feet away, with her head near his groin area and her groin near his face. Jen looked at his cock a foot away from her face and thought she might actually be drooling. She absolutely loved to give head. On top of being the biggest penis she had ever seen, it was probably also the best looking one. The shaft was perfectly smooth and curved slightly upward, very different from Jen's cock, which had a large vein running the length of the shaft. Jen's penis also had a natural curve to the right, unlike Mike's amazingly straight member.

    Jen snapped out of her day dream when she felt Mike grip the bottom of her shaft and start tonguing the underside of her cock head. Within seconds she could feel the pre-cum starting to ooze from the tip of her swollen prick. Uh-oh, Jen thought, she hadn't considered how quickly she would cum when she made this deal....a week and a half of inactivity will do that to a girl.

    Realizing she needed to get down to business, Jen put both her hands around Mike's massive shaft and began to run her toungue around his head. Damn his cock tasted good. She opened her mouth as wide as she could and took the head of his cock in her mouth. It took every muscle in her jaw to open her mouth wide enough to get just the head in. She started to work her way down the shaft, but not even half the way down she started to gag. This thing was absolutely enormous, she thought.

    Meanwhile, Mike was making quick work of Jen's aching member. Despite its size, Mike seemed to have an incredible ability to deepthroat it. As Jen glanced down, she could see Mike bobbing his head back and forth over the entire length of her raging penis. With each upstroke, Mike came all the way back to tonguing her cock head, and with each downstroke his nose ended up about an inch away from her stomach....wow, he's good, she thought. Her cock had never been as hard as it was right now and she knew it was only a matter of time before her penis exploded. She could already feel her bursting balls beginning to tighten, in the anticipation of shooting the biggest load of her life. Jen could feel the precum continuing to ooze from her cock, as Mike continued to slurp greedily on her red, swollen penis. It had gotten to the point where her penis was so hard that it was actually hurting. However, this was overpowered by the intense pleasure she felt as Mike sucked on her cock head and slid his mouth up and down her thick shaft.

    In a last ditch effort, Jen began pumping her hands up and down on Mike huge erection, and sucking on his cock head, teasing the underside with her tongue in hopes that it would coax the cum to come flowing out of his member....but it was already too late. Mike continued to suck relentlessly on Jen's penis and within seconds she was on the verge of climaxing. Jen felt her balls tightening and she let out a long drawn out scream as her balls released, sending her first shot of cum down Mike's throat. With an even louder scream, Jen's throbbing cock shot an even more powerful stream of cum into Mike's mouth. Jen's balls contracted and released again and again, as her penis shot wave after wave of cum down Mike's throat. After the longest orgasm of her life, probably close to 15 seconds in total, Jen's penis let out one last shot of cum and Jen let out a deeply satisfied moan.

    "Judging by the size of that load, I'd say it has been a while" Mike said with a grin.

    "Mmm-hmm" Jen moaned.

    Mike stood up and reached into a nearby drawer, pulling out a magnum sized condom, "Even these ones don't fit" he said with a laugh.

    Oh no! Jen thought. In her ecstasy she had temporarily forgotten about their deal.

    "I don't know if this is a good idea" Jen whined.

    "A deal is a deal" Mike replied as he stretched the condom so it would fit over his swollen purple head. He began to unroll the condom over the length of his member, but only got half way before there was nothing left to unroll....Jen gasped as Mike looked at her with a smile.

    "It's honestly impossible to find a condom that goes more than half way down my shaft" he laughed.

    "I can see that" Jen stammered as she stared at his half condom covered cock.

    "And you'll be feeling it in a minute" Mike joked. "Now a deal is a deal, so can you please go bend over the table?" Mike asked.

    Jen sighed and began to get up from the couch, her once rock hard cock was still somewhat swollen, but was now half limp and dangling in front of her. It swayed back and forth like a pendulum as she walked over to position herself at the table. As she walked by she saw Mike squeeze some lube into his hand and use it to grease up his rock hard penis.

    Jen set her feet just wider than shoulder width apart and bent forward 90 degrees from her hips, resting her upper body on her forearms. Her large voluptuous breasts hung between her arms, resting on the table top. Her huge, meaty ass sat fully exposed, waiting for Mike's enourmous erection to take her from behind and her large fat cock hung uselessly between her legs.
     
  11. Courtney_L

    Courtney_L Member

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    Not sure if anyone is actually reading this, but I won't be able to finish the rest for a couple of days. If anyone has comments between now and then feel free to leave them!
     
  12. MrDuuude69

    MrDuuude69 Member

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    Nice, just wondering if she was born that way or was the product of surgery? Does she have a pussy, also?


    Apparently you are also transexual, is that natural or through surgery?
     
  13. Markdarcy

    Markdarcy Member

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    You are a good writer
     
  14. MuTheta9

    MuTheta9 New Member

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    if you don't continue this story i'll be VERY unhappy.
     
  15. bigrider

    bigrider Member

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    same here
     
  16. bmik

    bmik Member

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    I'm really enjoying this story and so is my rock hard cock.
     
  17. WideAndDeep

    WideAndDeep New Member

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    Please continue! I can't wait to hear how Mike manages to squeeze his huge cock into Jen's tight little hole... ;)
     
  18. chilufya

    chilufya Member

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    I hope very much that you'll continue this story.
     
  19. boatman49

    boatman49 New Member

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    oh please dont forget to finish I am in love. Keep it up!
     
  20. Courtney_L

    Courtney_L Member

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    First of all, thank you for all the kind comments! They are appreciated. I am hoping to continue the story later today.

    To the person who was asking about myself, as well as Jen....I am a CD (crossdresser). I live my life as a man (as such I have a penis, but no vagina), but love to dress as a woman and be/feel as feminine as possible whenever I have the chance. The breasts you see in my pics are silicone and I put them on similar to a bra. I am hoping to find a man who is open to this so that I can play the roll of a woman in a relationship behind closed doors. If you're interested in learning a bit more here is a link to my personal ad:

    http://www.lpsg.org/134551-looking-very-well-hung-guy.html

    Regarding Jen/transsexual woman in general, I would not call myself an expert, so if anyone knows more please feel free to comment. The majority of transsexual woman were born as men, but always felt like they were a woman trapped in a man's body. As such, they now live as a woman full time. There are many things you can do to become very feminine looking and most of them go through surgery and take many hormones in order to achieve a very feminine look. Therefore, if they are successful, they may look like a woman in terms of face, breasts, body size, but also have a penis (and no vagina). I also once talked with a woman that grew up with a penis (no vagina), but always looked very feminine. At puberty she started to develop breasts and since her interests and pretty much everything about her was similar to a girls, she decided to live her life as a woman. I suppose this is how I picture Jen. She grew up as a woman, but with only the male anatomy between her legs.

    Hope this helps, and thanks again for all the comments!
     
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