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View Full Version : My first transexual expeirence



thickjimmy
01-26-2009, 12:14 AM
hey yall i dont know if theres a thread for this but i decided to start one of my own. Im still new here but ive never told anyone about my first expeirence. I tried on here once but the server wnt down and i was pissed where here goes again hope yall enjoy. This is 100%true.

I was about 19 years old and i had stumbled onto some transexual videos and i was amazed at how much of a sexual rush i had gotton from watching those vids. It was like i discovered orn all over again. After a few months of watching vids and clips i wanted to be with a real transexual but had no idea how to find one. I was a member on collegeclub at the time (for those who remember that site) and i searched for transexual groups so i can actuall talk to some. When i signed up for one of the groups i noticed that the moderator of the group was living in my city.
I sent her a message explaning to her about the vids i had saw and how i would like to get to know her a little better :lol: . She replies and after a few more messages we exchange numbers and start talking by phone. She wasnt shy at all and the sex talk started almost immediteally. We had phone sex a few times then she asked me one day "when are we gonna fuck :shock: " I was shocked and i told her i didnt know right then she offered to come to my job and suck me off but i declined cause i didnt want to get caught. I told her i really didnt know how tht was gonna happen cause i still lived at home with my parents. She was cool and said she would get a hotel for us and we can spend the night together i was like hell ya lets do this.
When the day comes i tell my parents im going to spend the night by my homeboys house and everything was all good. When she comes to get me and i saw her for the first time she was really passable. she had long hair huge tits nice lips and a very femmine face. the only thing that gave her away was that she was like 6'2 i was 5'8 at the time so she was a giant to me lol.
We stop at the gas station and she goes in and buys some liquor and the whole time im sitting in the car nervous as hell like im really doing this it is really gonna happen. she gets back in the car and we make small talk on the way to the hotel. She checks in we go to the room and i start drinking as soon as the door closes cause im nervous as hell. She cuts on the tv goes to her purse and pulls out her dildo and tells me that we are gonna it at some piont throught the night.
Fifteen minutes passes buy and she comes over lays next to me takes a swig of my drink and then ask "so how are you gonna fuck me baby" i say i dont know ive never done this before so she smiles a little and says relax and she begins to unzup my pants and pulls out my dick and begins to suck on it. She looks up at me and asks if i like it i took a swig and nodded yes keep going. She licks my shaft up and sown sucks the head a little then takes my balls in her mouth and sucks them like nobodys business im horny as hell now so i tell her to stop take another swig of the bottle and lift her up layed her down on the bed and ripped her shirt off and took out those big doubble D breast of hers and began sucking on them and kissing her. She moans in light pleasure then i finally get up enouth nerve to go for what i came here for some shemale dick.
I unzip her jeans pull them down slightly and slide my hand in her silk black panties and i pull out this really fat dick. Man she had a chubby one i souldnt wait to get it hard and it didnt take long after a few strokes of her fat dick with my hands it was erect like steel i grab another swig out my botle and i got for it i begn sucking her fat juick dick like ive been doing it for years. Ive gotton plenty of head from females in te past so i just mimmiced what the did to me and she loved every minute of it. I tried to take it deep in the back of my throat but that dick was just to dam fat. so i stick her balls in my mouth and she gasped and grabbed my head and said thats it my turn.
she gets up tells me to lay down and she begins to raise my legs in the air and i get defensive and tell her "i dont wanna get fucked that was part of the deal" she laughed and said "im not gonna fuck you im gonna lick your big ass like chicken". Ive never had my ass licked so i said ok its new ill try it and man when she went down and started licking i was like :shock: :lol: :o it felt so good i could barely scream. My eyes rolled to back of my head and my dick had never been so hard before. I thought this must be what women feel when the are orgasming. She would not stop she just kept on tounging me deeper and deeper til out of nowhere i yelled "Fuck me baby fuck me" she got up and grabbed a rubber eased it around that juicy settl dick of hers lubes up my ass wich also felt good as fuck then she tried to enter and that shit hurt like hell. Ive never felt pain that bad before so i tell her to stop and she says "oohh baby you have a tight ass this is some good dhit right here" i told her it hurt too much so she tells me to bend over and stroke my dick i do but after her trying to stick that big fuck tool in me it was no luck. i was to afraid i was gonna end up in the hospital with a bloddy ass how was i gonn explain that to my parents.
she was cool she just said you fuck me then and proceeds to get a rubber and strap it around my throbbing dick. i bend her over and try to ram it in and she screams "DAAAAMM this is not pussy you have to ease it in you trying to kill me" I was like im sorry i didnt know. I ease it in her well lubed ass and it felt so tight i just wanted to cum right there so after a few pumps i turn her ovre and start to fuck her missionary. She grabs her fat tool and begins strioking it faster and faster saying in a sex operater voice "fuck me fuck this pussy harder" im so turned on by her jerking off its almost too much to take plus i was working my ass off cause she was such a big girl. she tells me to lay down on the edge of the bed and she hops on top and begins to ride me reverse cowgire style whle jerking extreamly fast im almost at the piont where im about to cum so i tell her to bendover again and she quickly hops off ant toots that fat ass up in the air for me to enter. When i went in for the final position i fuck her so hard i felt like my dick was gonna explode. im grabbing her wasit and stroking like this is my last fuck ever the urge finally hits me and i tell her im cumming she says "cum baby cum hard in my ass" as soon as she said that i let one off in the tight throbbing ass. i came so hard she felt ti ozzing out of my dick into the condom. i pull out and im amazed at how much nut i just let off and i plop down in the bed exhausted. then she startes jerking off and says "ohhhh baby here it is" and lets one off right tere on my stomach. man that was a good night.
we slept the night after that and when i got up the next morning i couldnt believe what i had did i had gotton sceared again and just for the hell of it i got some head and asked her to bring me home. On the way out she aske me "so how was your first expeirence with a transexual" I replied "it was ok" she hunched her shoulders and look a little offended and said so you didnt like it. I just said it wasnt what i expected and i dont think i would do it again. she said "you'll be back youre just sceared right now but youll be back." i got home and threw away all my shemale porn and deleated it off my computer and i was good for about 9 months then the feeling hit again :twisted: . THE END

kellyshore.net
01-26-2009, 12:24 AM
I would love to read all this but I'm lazy but glad you had your first time.

Jericho
01-26-2009, 12:33 AM
I would love to read all this but I'm lazy but glad you had your first time.

Lazy witch....You're in paragraph four! :lol:

thickjimmy
01-26-2009, 12:33 AM
ya sorry for the novel 8) but i feel much better that i just got it out there the weight has been lifted

thickjimmy
01-26-2009, 12:39 AM
for those that are curious im 25 now this happend a long time ago and i wish i had never lost contact with her. Tyler if ya on here hit me up lol. she lives in houston now last time i talked to her i dont know if she went back home to new orleans or not.

kellyshore.net
01-26-2009, 01:05 AM
I would love to read all this but I'm lazy but glad you had your first time.

Lazy witch....You're in paragraph four! :lol:shame on you lol for trying to make me read it. But I've learned to read less about what people say about me. 8)

Jericho
01-26-2009, 01:19 AM
shame on you lol for trying to make me read it. But I've learned to read less about what people say about me. 8)

There isn't enough time in the day, babe. :shrug :wink:

samstl99
01-26-2009, 01:52 AM
I would love to read all this but I'm lazy but glad you had your first time.

Lazy witch....You're in paragraph four! :lol:shame on you lol for trying to make me read it. But I've learned to read less about what people say about me. 8)

Ohh Kelly you should read what people have to say about you. 99% of it is going to be good. What fool would ever say anything bad about such a Gorgeous, sexy girl like you...

thickjimmy
01-26-2009, 02:45 AM
guess nobody read it yet

2009AD
01-26-2009, 03:12 AM
I would love to read all this but I'm lazy but glad you had your first time.

It's only nine paragraphs, takes 4 minutes to read. :roll:


guess nobody read it yet

I'm sure many people read it. Good story for the most part. Sorry to hear you lost touch with her.

thickjimmy
01-26-2009, 05:13 PM
ya it does suck i lost touch with her but thats life. i have a family now anyway so having frequint sex with a transexual would complicated.

sammy2
01-26-2009, 11:51 PM
Wow, kool story.

thickjimmy
01-27-2009, 07:35 PM
thanx glad you like it

baileyandkc
01-27-2009, 08:13 PM
so it really hurt, did it? Probably never go beyond fantasy but I've often thought how you could enjoy time with someone like Nef, Red Ivy, etc when you're getting topped..I mean, 10-11 inches gotta hurt lol..

Nice description though of getting rimmed...sounded like a blast, well that part of it at least!

thickjimmy
01-27-2009, 09:01 PM
the rimming was the best part i guess cause it was somethin new. ive gotton rimmed again since n it just wasnt the same. it still felt good but not like the first time. i think her dick was too fat for me to take but i had fun sucking n jerking it though.

thickjimmy
01-27-2009, 09:17 PM
the rimming was the best part i guess cause it was somethin new. ive gotton rimmed again since n it just wasnt the same. it still felt good but not like the first time. i think her dick was too fat for me to take but i had fun sucking n jerking it though.

LG
01-27-2009, 09:42 PM
I would love to read all this but I'm lazy but glad you had your first time.

It's only nine paragraphs, takes 4 minutes to read. :roll:


No, Kelly's right. If a person can't be bothered to type something that looks readable, why should anyone bother reading it?

And someone point out the paragraphs to me then, because my eyes are going funny. Judging from the way it's laid out it probably even took him less than four minutes to write it.


And to thickjimmy, here's some basic info from Wikipedia:

The general American practice is to indicate new paragraphs by indenting the first line (three to five spaces), with blank lines between paragraphs, while business writing uses blank lines and no indent (these are sometimes known as "block paragraphs").


Punctuation is your friend, thickjimmy...

thickjimmy
01-27-2009, 10:18 PM
i did space and indent (jackass) but when i hit enter it came out looking like that crap. ill take blame for the typos but as far as the formatting that wasnt my fault.

SLANTEDSTYLE
01-27-2009, 10:24 PM
Nice story, I'm stilling waiting for my first time!
Hope its as good as yours!

thickjimmy
01-27-2009, 10:30 PM
thanks n good luck it is what you make it. my suggestion if its ur first time dont get a ts hooker. because they will always tell you what they dont do n that shit is annoying.

LG
01-27-2009, 11:14 PM
i did space and indent (jackass) but when i hit enter it came out looking like that crap. ill take blame for the typos but as far as the formatting that wasnt my fault.
:shock:
You might want to rephrase your reply thickjimmy...or at least explain who you're calling a jackass...

thickjimmy
01-27-2009, 11:45 PM
LG i was calling u a jackass there u go.

LG
01-28-2009, 12:03 AM
LG i was calling u a jackass there u go.

How civilised, thickjimmy. I try to constructively comment on your jibberish (and, in truth, I was commenting on the result, not knowing how you typed it in) and you called me a jackass. Very nice.

Firstly, I didn't know that the formatting was not your fault, hence my comments, jackass. But, regarding your reply, I must tell you that you can still preview and edit your posts, jackass. As for the typos, I didn't even get to them jackass, but there are many of them and they are in every post you've made. And your punctuation still sucks, rendering most of your imbecilic posts unreadable. It's as if you were taught English by numbers by a dyslexic retarded jackass, jackass.

And if you think you have any right to call me a jackass for being constructively critical regarding the unreadable drivel you posted, you're more of a jackass than I'll ever be, jackass. Which gives me the right to call you a jackass, jackass.

Please note the use of commas as opposed to brackets (also known as parentheses) when calling you a jackass, jackass. This is the proper way of actually doing it. It's not important, but I'm suggesting you bear it in mind for future reference the next time you want to call someone a jackass, jackass.

Anyway, rant over...nothing personal, really. Have a nice day and get over it. I'm actually a real nice guy most of the time. I just bite back, that's all. You'll get used to me, as long as you're not a jackass. :D

thickjimmy
01-28-2009, 01:09 AM
thanks for the lesson professor lg but its a message board not a term paper :lol: i get where u comming from but i just didnt apprechiate how u came at me over something that wasnt my fault. i aint a bad guy either its behind us so fuck it lets look at some shemales :cool:

LG
01-28-2009, 01:20 AM
thanks for the lesson professor lg but its a message board not a term paper :lol: i get where u comming from but i just didnt apprechiate how u came at me over something that wasnt my fault. i aint a bad guy either its behind us so fuck it lets look at some shemales :cool:

I didn't know it wasn't your fault. You didn't know I didn't know it wasn't your fault. Hence...

Oh fuck it, enough with the theories. We're cool. I'm a pacifist, anyway :)

explicit
01-28-2009, 02:29 AM
great thread.. I would post my first but it will take more than 9 paragraphs.

thickjimmy
01-28-2009, 04:02 AM
go head we would like to hear or read another first

loveburst
02-12-2009, 09:38 PM
THE END

Heey man!! This is one of the best stories I've ever heard!!

Glad for your experience, wish I had one too..! Guess it might take a little adjusting, after crossing the line, but heck ya, that would be so worth it..!!

With someone like Khloe Hart! Aww..! <3

thickjimmy
02-12-2009, 11:56 PM
just look around wherever you live any you will find one. hopefully you live somewhere where theres a ts bar. if not just search the internet. i advise not to pay on your first time cause its gonna suck. just try to meet a really cool one thats down to earth.

Schimmel
02-13-2009, 12:23 AM
tl/dri

thickjimmy
02-13-2009, 06:06 PM
whats that???