Shemale girlfriend

[bigbell609]

I've been married for a few years now. My wife is a lovely girl (real girl). No complains. However, once in a while, the picture of my previous girlfriend came into mind. Well, sometimes I just wish my wife has a dick. I don't consider myself gay at all, because I've attracted to girls my entire life. However, the short few months I was with Kristin was just something would have to kept in the back of my mind for the rest of my life.

Here is the story.

When I was in my 20's, I was living in a beach community. Lots of young people around with parties all over. Sometimes my buddy and I just show up at the neighbor's parties without knowing any of them. One Saturday evening, we went out to buy some beer. While walking by this house, there was a big party going there. Girls were in bikinis jumping on a trampoline in the yard. So we went in too. Hey there were free beers. That alone is worth the party.

My friend was talking to a couple of hot girls on the sofa. I was standing next and listening. These two girls were smoking hot. Big boobs, thin body, flat abs, blond hair, nicely painted nails... basically those girls you like to get close but just don't have a chance. My friend seemed to really into one of the girls called Sarah. While they were talking, naturally my attention went to her friend. I sat down next to her nervously and started to get a conversation going. She told me her name is Kristin. She was a student in the near by Fashion College. She was originally from Florida, has been living in the city for less than two years. While talking to her, I couldn't stop staring at her. She was in her early 20's, with a beautiful face and a great body. She was wearing this silking see through red top and a miniskirt below. Although the conversation went really well, I didn't really remember what we have talked about, because while my big brain was saying something, my little brain below was suffocating. Anyway, I manage to get her phone number at the end of the party, and I was in heaven. One thing I did notice though was that she has a somewhat lower voice than most girls. I thought it was all the beer she was drinking and didn't pay much further attention.

So we went out more. I called her up and we started dating. She was a fun girl, lots of energy. We went to eat, went to comedy clubs, went hiking, etc. A few evening I went to her place, and we did some kissing, but that was all for the first three weeks.

Then came the Vegas trip. We were talking about this before, but finally we made the hotel reservation and we went. When I was making the reservation, I asked her how many rooms we should get. She winked at me and said, "One kind size bed is enough!" Boy, no guy would ever so no to that. I made sure to pack some rubbles in my bag.

The trip was fun. We were up and down the Vegas Strip, danced at Luxor. Partied till 2 in the morning before we went back to our hotel at Tropicana. She jumped in shower first. When she came out, she was changed into this really sexy lingerie with black stockings on.

"Why don't you go take a shower and I will wait for you."

I took a fastest shower in my life. when I came out, she was laying on bed, still with the same lingerie. I turned down the light, and just right on the bed. She was just beautiful. Her skin was milky white under the light. The touch of her stocking leg was heart pounding. We started to kiss deeply. I moved my hand to touch her breast. She started to moan. She had breast implant, but not those huge ones. Suddenly, she stopped and pushed me aside.

"I have something to tell you.... or, maybe you already know."

"Know what?", I asked.

"I am not the same kind of girl like Sarah."

I was kind of confused. "Sarah is Sarah. I am not interested in her." I declared. "I like you."

"No, I don't think you know what I mean." She paused, " I want to tell you something, but promise you will not be upset."

"OK." I was really confused.

Then came her confession.

"Have you ever heard or met girls that were born a boy?" A long pause.... "I am one of them."

My jaw was almost dropped to the floor. Literally for five minutes I didn't say a word. I was so shocked.

"Say what? No! You must be joking!" "Come on. It's Vegas. Don't scare me like that!"

Then I realized she was serious. She was very calm, looking at me straight in the eyes. Out of nowhere, I can see her tears circling in the eyes. She grabbed a pillowed in her arms and buried her face in it.

I just couldn't believe that this beautiful girl in front of me was a boy. I didn't really know what to do. Give her a hug or just storm out of the door. But when I looked at her, I just couldn't go anywhere. She was so vulnerable looking, and most of all, after the few weeks been with her. I had really fallen in love with her. I grabbed her in my arms and we just sat on bed holding each other for a long time. At that moment, I knew I would not leave her.

She looked up at me and said, "Do you still want to be with me?" I didn't say a thing but started to kiss her. Her lips were soft and wet. I could still taste the salty tear running down her cheek.

That night we made love. Out of my curiousity, I asked her to show me her "equipment". She was very shy at first, but finally agreed if I could lower the light even further. She had a small cock, totally shaved. No wonder I couldn't notice much because she usually stuff her cock backwards in her panties. She said that's why she liked to were skirts because it was a lot easier to hide her little cock. She said she would consider to do sex transformation surgery one day, but not yet.

I never had sex with a shemale before, even though I had anal sex with other girls. Well, it should be pretty similar, I thought. Anyway, she pushed me down on the pillow, started to suck my cock, without cover on. Her tongue was like a stirring and vacuum machine. I got very hard quickly. She moved up and started to suck my ears, which made my big toes tingle. I don't know where else to touch, so I grabbed her breasts. Her nipples were hard. Then she said, "Do you want to fuck me?" I nodded. She laid down. Her little cock was a little bigger now. "Could I touch it?" I asked. She turned her face to the side, and smiled with a big blush. So I gentle touched her cock. It was soft, just like the rest of her soft body. Just three weeks ago, I would never even think about that three weeks later I would be grabbing a cock in my hand. I started to stroke her cock. It grew some. She said again. "Enter me." By then my cock was so hard, I quickly put on a rubber. It's pre-lubricated. I lifted her round ass, and tried to stick my dick in it. Her ass was tight, and I didn't want to break the rubber either. So I was taking it slowly. Then she said, "wait a second". She went to the restroom for a short while and came back. Apparently she put some wet soap in and around her butthole. I smiled. With everything wet, the next push I made, my dick was in her ass. It was warm and tight. I could feel her sphincter wrapping around my dick. While I was pumping her. She was moving her ass in respond. Her little dick was dancing in the front. I don't whether any of you guys have been to Tropicana. The room we have has three mirrors on the wall. One behind the bed, one on the celling and one on the side wall. Looking in the mirror while I was fucking her. The view was just incredible. Her beautiful legs were up in the air. Her silky blond her spread on the pillow. Every stroke I push into her, she gave me a louder and louder moan. Since the TV was on, I didn't really care if anyone could hear. I just know that this night I was fucking a hot girl, or a hot shemale. We changed into many different positions. Sometimes she would just on my belly. We even open up the curtained and fucked right in front of the windowing facing the strip. I wondered whether anyone saw us. Finally, I put her face down at the edge of the bed, and stick my dick deep into her one more time. She was half standing. I grabbed her leg and pounded her ass like no tomorrow. Her ass was red and sweaty. It was round and firm. Her perfume was driving me crazy. Finally, before I could say anything. I explored, shooting the entire load in her ass, well, really inside of the rubber. I have not had better sex than this. Afterwards, we went to shower together again.

We talked for a long time. And from then on, she was my official girlfriend. We went out for the next three month. During that time, I also experienced the first penetration by her into my ass. I found out that her dick could actually get hard if one played with it for a while. We had the best sex I have ever dreamed of.

Later on, something else came up and we didn't stay together any longer, but in my mind I would alway remember her.

[ila]

That's a nice story.

SSL I hope you post this in your blog.

[SSL]

Originally Posted by ila

That's a nice story.

SSL I hope you post this in your blog.

Rest assured i will!

[SSL]

Originally Posted by bigbell609

Here is the story.

Welcome to the forum mate! Excellent work!!!

[Arato]

That was a great story, to bad it did not work out for you two.

[cocklover]

What a lovely and very exciting story. I feel badly that this relationship did not work out. But, you are happy, so everything turned out well.

[loura_00]

Even though, things didnot turn out to be right with you but you were happy.

Thanx for sharing the stroy of yours with us.

[R2000]

if only i could meet a girl like this....well, it was so tender dude, thanx

[warblade]

I would not leave her eather, I like shemales but I never had the chance and I don't think I will because I am will be married soon. don't get me wrong I love my fiance to death she is very gorges Japanese woman but some time I wish she was a ladyboy. I don't know I think I am loosing it .

[chelsea]

Good story

[tylergib]

Jesus.

Lucky you guy! What I would give to be in that position, well any posittion you mentioned. Shame it did not work out, but I like to think that I would follow my heart if I got into that situation. After all, you fell in love with the person, and well you would have only been kidding yourself if you broke her heart. But ya didnt, good on you!!

Could you not incorperate the thoughts into love-making with ya wife now??

[stargazer58]

I could only hope to ever be so lucky!!.. The T- girls here in the Denver, Co area aren't really very attractive.. at least not the ones that i have seen.. Not very many fem boys either which is my other passion.. If I could ever find one here and be able to experience what you did.. I would be in sexual heavenly bliss and I think that I just might never let go of such a lovely lady!!!

[O'Sully TS Hopeful]

The story was amazing. I just wish all guys were as accepting and comforting as you.

[liteblacklite]

Dude if that story is real, what the??? You Lucky Bastard!!!

The T-girls by me mostly look like line-backers wearing dresses. You can spot them from a mile away... And I am definitely not attracted to line-backers wearing dresses. Come to think of it I,ve never seen a line-backer wearing a dress... And besides there just isn't enough good looking t-ladies out in the real world... There all on the internet, just pics and vids...

Can't a guy just go somewhere normal, like the bookstore or coffeehouse and hang out with some nice t-girls, nope, they're all in like L.A. or NYC, or Thailand,
Dammit, pisses me right off... I want someone else to stroke my cock, ya know, but like a nice tgirl, not some NYC Tranny call-girl, that's so fake, gnarly but fake, ya know... Ramblin' ramblin'

The one part of the story I just can't believe is, you went hiking with a t-girl. I just went hiking recently, that would be great with a sexy t-lady, dammit, you lucky bastard... Watching her ascend the mountain, walking through the forest, and over streams, sitting on the summit... You are the luckiest guy on the planet...

They should have an E-harmony for T-girl lovers... Sign me up!!!

[newdude]

well, my gf doesn't look like a linebacker, doesn't work as an escort, she wouldn't be one to go hiking I don't think tho...

Thing is, pretty tgirls exist. Why would you think they are only on the Internet? Maybe you notice the ones you do because they are the noticeable ones.

[aries]

Wonderful story!

[liteblacklite]

Your probably right, guess it's just hard to meet nice ladies...

[hankhavelock]

That was a very well-written story and it makes me wonder what went wrong between you two. Did it have anything to do with her transsexuality?

Do you still have contact with her?

I have myself been married (and divorced) twice with cisgender women, and for the last four years I've steadily and increasingly only had relationships and affairs with trans*women. I am now where I truly belong.

H

[Kimmy_t]

Awh that was touching... you're really a gentleman for not dismissing her too!

Goes to show once again, if you get to know someone well, you fall in love with the person who they are, not their body.

Thanks for the story, gives me hope!(it wasn't fictional yes?)

Kimmy

[Tommy3069]

I thought that I wanted a tgirl as a girlfriend but then I changed my mind, cause of all the bad expereince that I had with them. The bad expereince are still happening even now when I am trying to get one to come over here and see me for two weeks in Canada, but she is playing games with me and running up my phone bill.

I did manage to finally find a tgirl things where so so, we had arguments there where bad comunications and bad understandings. She did not understand what I wanted all I wanted is a tgirl to be friends with benefits I dont think that is much to ask for. I ask myself a question a tgirl having a hard time trusting people? It is not a perfect world we all been there I am not giving up I am looking for a tgirl with a big cock who wants to be friends with benefits

[firsttimecurious]

What a great story.. im new to all this, my facination with shemales began about 2 years ago, but the more i see the more id like to meet one. im happily married, and straight. men dont do anything for me, and really only shemales that look like girls get my interest. I see from here im not the only one