Transsexual

The Very First Time..............
trimmedone 56 Reviews 9796 reads
posted

Ok, with all this talk about going to Peanuts, observing the talent there, Piqued NOT taking the plunge into our world "officially" yet ;-), and other things, I am curious to hear abouyt everyone's "first time" with a TS and how they felt, who it was with, where it was, etc.  I rememberway back in 1996 when I was a high school senior.  I went to Hollywood often with my buddies and girlfriends to clubs in Hollywood.  Club Ozone, Florentine Gardens, etc.  I remmeber going to Club Arena on SMB for the first time and cruised the streets after.  I was shocked by the subculture of the crowd at Arena.  Lesbians, transvestites, gays, and my new found phenomena, Transsexuals.  I rember how appauled I was to see to guys kiss and all the transvestites (I rather enjoyed the lesbians!).  THe transsexuals really caught my interest.  They were in fact women with breasts, gorgeous faces, bodies, everything.  I still didn't have any thought of ever fantasizing about being with one.

I remeber that when I first watched porno movies I was intrigued with women using strap-ons to have sex with other women.  I remeber a latina porn star named Felicia who never had sex with women and I finally saw her in a movie with another girl who pounded her out with a strap-on.  I was hooked!  I then would continue to go out with my buddies to Hollywood and I would see prostitutes all over the streets that were transsexuals.  I always wondered about them, wishing I was alone and not a car full of friends.  One night I ventured out alone for the first time and cruised SMB on a a early sunday morning and I saw dozens of transsexuals out on the street.  I remember having that feeling, the nervous feeling you get inside.....I did this for a whole month before actually picking a Transsexual up off the streets.  I chose one that was alone on the corner of Fermosa and SMB and pulled over.  She got in and we drove a few blocks away.  I gave her the $20.00 for a bj and she went down on me and I was in heaven.  As I was feeling her body, I felt the slight bulge growing under her mini skirt.  I started playing with it, feeling nervous and confused.  It got so hard and was big!  About an inche longer and fatter than mine!  I was in awe.....I then just took the plunge and went forit, sucking away not knowing what was going on in my mind.  She kept fucking my face until she pulled out released all over the place.  It was so surreal, but after that I was hooked for life.  Oh, by the way, her name turned out to be the one and only, Sylvia Boots, who I hear may get out of her predicament...

Anyways, I am now 26 and I have been with numerous transsexuals, from Frisco to San Diego and I am planning on a trip to Rio and THailand to see the beauties of the world.  As far as Peanuts, I never have been inside, just cruised around after the club closed and then headed over to the Yukon, sometimes seeing 2 different girls in the course of the night.  Piqued, LA, all of you who are going to go to Peanuts, let me know, I may join you guys.  I have yet to disclose personally my infatuation with transsexuals to anyone in person besides a TS, I may be ready.  The posts are like therapy for me.  I read how everyone met and had a good time.  LA, wouldn't it be crazy if we met at Peanuts and Sappi was there??  We can only imagine.  And Piqued, when are you going to get your cherry popped for lack of a better word?  

Everuyone out there, post your first times and who it was with.  Share your stories with us...........

through an ad in the paper (BEFORE the internet!!) i had booked a three-way with a hot asian girl and her tall thin blonde girlfriend. we met at their place - a hip little apartment above  the sunset strip. i was still young and good-looking at the time and these girls got off on me as much as i got off on them. only catch was, the blonde said it was her time of month and wouldn't take her panties off!! we were getting pretty nasty otherwise and i was teasing the asian girl about how i didn't care if the blonde reddened the sheets. i'd even pay for the dry-cleaning. that got nervous laughter from both of them, but the panties stayed in. lots of oral all around and i fiinished in the blonde's mouth and then deep in the asian beauty. as we lay there afterwards, sweating and seeiing if i had time for thirds, my hand grazed the blonde's panties and damn if they weren't swollen!!! i mean, like she'd stuffed a half dozen tampax in there. i started to squeeze it and she got up and left. i called after her, "i don't mind if you're like Sulka"...i mean i was REALLY curious now!!! but the asian girl said my time was up and i had to go. so, reluctantly, i dressed and as i was leaving i popped my head in the other room to say goodbye to the blonde and clearly saw her re-adjusting her package. wow. she smiled and said "next time, maybe"....and shut the door. so...does that count as a first time? hey, hangman, dude! pm me with some news! maybe see y'all next month...

Was back in 97 right after moving out here. I picked up a copy of the LAXpress and to my surprise there was a whole section filled with ads from TS's. I couldn't believe my eyes...they actually advertised out here! I read maybe 6 issues before I got up the nerve to call one of them. The ad said "the ultimate transexual experience."
She sounded real sweet and feminine and we talked awhile before I made an appointment with her. I drove to the location and chickened out. I did this several more times before I got up the nerve to make the second call. She must have recognized my voice because she asked if I was finally going to see her. I got to her apartment and when she opened the door my jaw dropped. She was stunning. She said come in and I almost did right in my pants.
My heart was racing and I told her this was my first time and she smiled and tried to calm my nerves. We made out for awhile and I kissed her all over. She pushed me lower till I was on my knees with the big buldge in her panties right in front of my face. I lowered her panties and found the prize still tucked up underneath. She guided my head forward and instructed me on how to do it. I gave her a bbbj till it stood at attention. It got big and fat. I would say 8 inches long and a good 6 around. She slowly started to pump my face and I gagged a few times before I got her rythym down. Then she said it was my turn and put a cover on me. I was still pretty nervous and was finished in a minute. I have seen her maybe a dozen times since then and she seems to remember me each time asking why it's been so long since the last time.
I have enclosed a link to my review and she still advertises in the LAXpress.

Nice of you to admit to having chickened out.  Makes the whole "two call" and "you don't have an appointment until you show up" concepts the girls employ make alot more sense.

-- Modified on 5/11/2004 5:03:45 PM

hangman, what an amazing coincidence...my first clue that I might be into something like this was seeing a girl-girl porno with a strap on - although I think it was Jilly Kelly and somebody.  Years later, I started seeing Eros ads for TGs and they were HOT.  So, I figured, WTF, Ynot?

Funny thing is, my first actual experience was TERRIBLE.  I had no idea what I was doing and the girl was as rushed and impersonal as i've ever had, gg or tg.  i've had more intimacy with DC street girls, Thai blowjob bars, RLD cabines, and by-the-minute Rio termas (well, maybe not the Thai blowjob bars as I've actually been served from a girl i never saw below the chest!)

Thankfully, I returned and met Alexa from Chicago.  Every girl I've seen probably owes a little somthin' to her for keeping me in the game.  And, I just saw her again last week.

I was always curious about tgirls after seeing a porn video when I was younger. There was something about her femininity that really caught my attention and aroused me. I have been seeing genetic girl escorts for a number of years but didnt find TER until a yr or so ago and started reading reviews and clicking the web links. I was looking through EROS and clicked on the tgirl section and was amazed at how many beautiful girls were available. One in particular really caught my eye and she was going to be in my area. I usually book 2 hrs with the genetic girls and as its my preference I booked 2 with her. I am so glad I did. When I arrived at her hotel I was incredibly nervous but excited at the same time. She welcomed me in with a hug and looked even better in person. I was amazed. We sat and talked for a little while. I told her I was new at this and she really was so sweet and put me at ease effortlessly. She asked if I wanted to grab a bite to eat in the hotel restaurant. I quickly agreed. I was both nervous and excited as we walked to have lunch. She reached over and took my hand as we stood in a crowded elevator. Honestly, I was feeling like a stud but at the same time I was paranoid. Its hard to describe that feeling, but it was exhilerating to say the least(i.e., it felt great). Throughout lunch we held hands, I leaned over to kiss her serveral times and just felt so at ease as time went by. When we arrived back at the room our time together was so sensual. I consider myself masculine and love to be with feminine women and she was that and more. I love to 69 with genetic girls and I was so into being with her it just felt natural to assume that position(CBJ). It was erotic and very pleasing(it was a first for me and she said I did great lol). She wasnt any different as far as sexuality goes than any genetic escorts Ive been with aside from the obvious. We did what I do with escorts period. It was just a pure sexual adventure of erotic sensuality. Her name is TSRUBY and I would see her in a heartbeat. I have not seen anyone else to date but plan to. I do not partake often so the opportunity hasnt surfaced.

A side note, I was originally going to post under an alias, but as I was going to hit "post message" it all of a sudden felt hypocritcal.

LOL, another side note, I went to hit post and paused, waited, tried again paused....ok ok, Im hitting "post message" NOW!!!

i guess i'm the old timer of this group.  my first sexual experience with a transexual was 1983 in new orleans. i was 22 at the time and there were plenty tranvestites/transexuals crusing the french quarter in the 80's.  one night i saw a thin, tall brunette in a short red dress on decatur street.  i picked her up in my chevy impala and gave her twenty dollars.

we parked on a deserted street in the quarter. she was white, pretty and had sexy red lips.  i didn't know what i was doing and decided to kiss her on the lips.  she told me to slow down that i was smearing her lipstick.  she pulled off her panties and told me to suck her dick.  She had about a 6 inch cock and i proceeded to kiss and suck her dick.  i was really enjoying sucking her dick and she got very hard.  then she did something i was not expecting.   she told me to pull down my pants and assume doggy position.  she slipped her dick into my virgin ass and proceeded to fuck me.  this felt so good and she exploded in my ass.  i came all over the seat as well.

she told me she wanted to take me back to her place and show me a few more things.  i think she really enjoyed popping my cherry.  she wanted to freshen up first so i dropped her off at a corner bar.  she told me to wait for her and we would go back to her place.  i chickened out and drove off.  i don't remember her name, but i will never forget her or this night.  she turned me on to this wonderful hobby.

M34TS9887 reads

My first experience was entirely by accident.  As a yong man I loved cruzing Sunset, Hollywood and Santa Monica enjoying the raw sex appeal on display.

One night after a very heated session with my girlfriend which left me frustrated and in need when I left her house, I headed out before heading home.  After about an hour or more of just tlooking which until this point is all I ever done, I was stopped at a light when a very attrative red head approached the car and knocked on the window.  I was stunned and immediately very hard.  I lowered the window and she said, "Are you just going to drive around or do you want to really have some fun?"

I told her that I did have much money, and she told me that didn't matter as she opened the door and got in.  I followed her instruction to her apartment and as we climbed the stairs I stared at her rvery sexy rear.  She was wearing a very short skirt, and fishnet stockings.  As I learned later, she had a pair of pantyhose under her stocking.  To this day I am still excited by a woman in stocking and pantyhose, but this is a different story.

Once, in she took over her top, bar and skirt, but left on her stockings.  She undressed me, while kissing my entire body.  Once I was naked, she grab and stroked my now very hard member while we kissed.  She then dropped down and start giving me a BBBJ.  Being young, I started to explore her body, her neck, shoulders, breasts, and roaming down to her stomach.  I then tried to insert my hand into her pantyhose, when she stopped me.  I told her that I wanted to touch and lick her pussy, and with a smile she told me that she didn't have one but she had what I had.

I was so hot, and she was so sexy I said I didn't care and that I wanted to touch.  She undressed and we played with each other and eventually I got up the neerve and took her into my mouth.  I was in heaven and came immediately.  

After, we continued to kiss and then took care of business.  I gave her all I had.

To this day, when the urge strikes there is nothing more satisfying that sex with a beautiful TS.

M34TS, great story!  All you guys, Answer, Wantats, La, etc.  Readers, post more stories!!!!!

I love this board. I was first aroused by an article in La magazine maybe five years ago that was listing the best places in La to go and one of them was the Queen Mary.The article had a couple of pictures of the girls and I just couldn't get it out of my head, they were so beautiful. My first encounter was with Kirsta, a swedish blonde bombshell that lived in Studio City.(Later I saw that she was regular at the Queen Mary) I had begun the day at around nine am calling all the girls that appealed to me from the La express, getting only recordings. I was so nervous, but really excited too.Kirsta called me back around two and said come on over. She was really nice, although I was not really prepared for my first experiance with a cock.I mean I was digging it but that in itself was freaking me out at the  time. I had told Kirsta that it was my first time and I don't think she gave it a thought. She was into what we were doing and God did she love getting fucked. I've been a steady client to the ts provider industry since that day. If I had known of my intrest two years earlier I probably would have remained single and pursued a relationship with a ts. Some of the girls I've been with have more heart than most people I know. Love to you all..

I was in Dallas on business for a few weeks.  I was staying at the Anatole, which is a large hotel with several restaurants and a bar called the Ratskellar (kind of a german beer bar with sports and some food).

Every nite I would head down there after working out...and every nite I would see the same latin woman...always well dressed (usually suits), long hair and made up....a looker but subtle and elegant.

after a few days of seeing her, I wandered up and struck up a conversation...we hit it off and met there for the next few nites.  

We were both coming back the next week, so made a date for the following Monday.  She was funny, very sexy, intelligent (attorney there on a case from DC) and very feminine.  I have always loved latin women, and she had the pouty lips, curves (ass and breasts) and skin color that drive me wild.  But, she didn't flaunt it.

That monday, I wined and dined her and dreamed of eating her pussy...she was dressed a bit more provocatively (but not over the top)...shorter skirt and slightly more spare top...we flirted and got a little drunk...and I got her up to my room despite her protests..

As things were beginning to heat up...she really pulled away...and said she had to go...that she had never done this before...I worked my mojo as best I could to keep her there, not knowing what was freaking her out...the situation, me, something back home or...something else.  The whole vibe had changed, and I was in recovery mode.  Finally, I said.."no matter what it is that is worrying you, I want you here because I really like you and find you incredibly sexy.  No matter what it is that you are afraid of, I accept you as you are..."

For some reason, that did the trick, and we dove back on the bed, making out like teenagers...the clothes came off, and I felt down to her panties (her tits were perfect!), and she got shy again...I moved her hand and repeated my previous line...expecting that she was just ashamed or shy of her pussy...but....you know the rest.  A 7" cock...thick...she looked at me, and I was pretty shocked inside...but honestly, I somehow must have known this intuitively..or suspected, because I didn't even miss a beat...and went down on her...she finally relaxed, and we spent that nite in bed just taking each other in every conceivable position...I came at least 4 times, and she came hard twice...we spent the next day in bed...

We still stay in touch, though she is in DC and I am here.  She was by far the best lover I have ever had, GG or otherwise.  I have always been turned on by a pretty TS after that...just remembering that story brings back the rush!

luvhetaerae7974 reads

My first time happened a few months ago. I was always curious about the third sex. But I never acted out on it. I decided to give myself a treat for losing 80 pounds over the last year (Atkins is a GOD). So I joined this site and SER to find out who to see and who not to, which seems to be a real concern in NYC. I finally decided to see April. She has gotten good reviews and is good with beginners, link on the bottom to her eros page.

I decided do it when I got an unexpected bonus from work that would cover the cost of the session. Standard two call system, located in a nice section of Mahattan that I knew well. She made me feel comfortable and everything done was done covered; the way I prefer. She couldn't get it up, but we still managed to have a good time. After really, really wonderful orgasm for me we sat and talked for awhile. I found out she likes to go to the Copacabana, which I have been to a few times. I felt really tall and really white there, but I digress. And we talked about her dating life as well. It was a nice way to end the session. Talk is a four letter word for intercourse as well.

Will I go again? Probably. It is not that I don't have to money. I am married and with the RNC coming this summer LE is starting to crack down on things a little and I don't want to take that risk. But there are certain itches that do need to be scratched maybe after everything has relaxed maybe book another session. I let you guys know how it went of course. :-)

As a teenager I stumbled across the adult section of the Pheonix, a local rag that some (now I know usually bad) providers advertise in.  There was an entire section devoted to TS/TV's and I thought it was bullshit...how could this happen?  I sort of tucked the information into the back of my head...fast forward 10 or so years and I saw some pics on a website that really piqued my interest...I started crusing for pics online and checked out the eros ads, etc...kept thinking that this would be fun...One night after being out with my buddies I turned to that local rag and started calling through the TS section...I would hear non feminine names or get addresses that were in really bad sections of Boston until I finally came across someone that sounded good and was in a decent section...made the appointment, and headed over.  I remember actually feeling scared...she opened the door and I was shocked by her beauty...not the friendliest girl in the world but a total looker...I remember being really confused b/c she would only give me cbj and wanted bbbj from me...I wouldn't do what she wouldn't do!  All in all had about a 20 minute session that I couldn't forget about for weeks...saw her two more times before I got up the courage to actually try others...Now I'm hooked...see GG's and TS's but there is still something more erotic about a hot, feminine TS...Still haven't bottomed and won't but love everything else.

My story is not as good as others but it is mine!

will_able10130 reads

EDITED to add the links...

Hangman here are some Brazil links for planning your trip...

Here are links for a Brazil terma/massage parlor and an internet resource for escorts in Brazil.  May be helpful if you are planning a trip to rio/brazil.

http://www.spearsclub.com.br/index2.htm

http://www.meutravesti.com.br/acompanhantes.php



-- Modified on 5/18/2004 4:06:39 PM

Brazilian travestis. I thought I'd died and gone to heaven. The meutravesti.com.br web site has so many incredible shemales. I'll have to buy a Portuguese/English dictionary to get around the site. I may never get down to Brazil, which must be tranny lovers heaven, but what a great site to look at all those beautiful bonecas. I don't know how you found this site, but thank you. If I ever win the lottery, Rio and Sao Paolo here I come. A lot of the girls I checked on the site I've seen in various tgirl porn films like the Joey Silvera Rogue Adventure series. Thanks again.

Thank you!  There are many internet stars on there, the only one I can't find is Victoria Ribeiro.

Jhenifer is there, Lisa Lawer, wow!

- LAA

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