Trip down memory lane:

[Hara_Juku Tgirl]

Do you still recall your first time with a tgirl (for Tgirls: Your first time with a man)?

How long ago was it?
How old were you back then (and your partner)?
What did you guys do (kiss, oral/anal,mutual masturbation etc.)?
How was it (your first time) over all?
How did it happen?
Where did you do it?
Do you still think of your first time (the person you did it with)?

~Kisses.

HTG

[whatsupwithat]

How long ago was it?

20 years ago

How old were you back then (and your partner)?

she was a big porn star back then. not sure how old she was.

What did you guys do (kiss, oral/anal,mutual masturbation etc.)?

all of that

How was it (your first time) over all?

fun. awesome. fulfilling. it was like...finally!

How did it happen?

i went searching for it because I knew it was what i liked. edelweiss in it's first incarnation on 26th street. it was wild. her roommate was the bartender...she brought me home as a 'gift' to her. ha! i was so naive.


Where did you do it?

bedroom.

Do you still think of your first time (the person you did it with)?

in a fond "i was so naive" kind of way

[BeardedOne]

Ooh! Ooh! Lemme be first (Or close to it)! :shock:


How long ago was it?

<Thinking> April 15, 2004 (Yes, my records are =THAT= good!).


How old were you back then (and your partner)?

I was 46, and she was (Estimated) about 26.


What did you guys do (kiss, oral/anal,mutual masturbation etc.)?

There was no kissing, but this was a pro/client relationship and I was never sure if kissing was OK (I got the impression, on a later date, that I might have partaken of the "GFE"). There was definitely oral (On my part) and mutual masturbation.


How was it (your first time) over all?

I was happy. :) It was a new experience, and the gurl was clear that she was good with 'first-timers' and, in my opinion, she was. Though her personality/attitude was a little bit coarse, it was due to the fact that she was pretty sharp/intelligent and not willing to put up with the basic bullshit that such encounters tend to breed. She was friendly, witty, smart, and attentive.


How did it happen?

I stumbled on her in an AOL chatroom and the rest is history. :)


Where did you do it?

At the Red Roof, of course. Pittsburgh. Later partied down at the Embassy Suites, because she is worth the upgrade. :)


Do you still think of your first time (the person you did it with)?

How could I not? She was sweet, sharp, hot, patient, fun...The list goes on.

Would I see her again? You betcher bippee I would (And will, if the planets align favorably).

Next question. :D

[zookeeper]

How long ago was it?
Almost 20 years
How old were you back then (and your partner)?
I was 19 - I have no idea how old she was (but she seemed old, iirc)
What did you guys do (kiss, oral/anal,mutual masturbation etc.)?
Played with her tits and clit and she blew me
How was it (your first time) over all?
Fast
How did it happen?
There was a sex-paper in San Diego (Swing) and I found her through an ad
Where did you do it?
Her bedroom
Do you still think of your first time (the person you did it with)?
Occasionally - don't remember her name, though.

[Jericho]

How long ago was it?
20 odd years ago.

How old were you back then (and your partner)?
I was 20/21
Her. I don't know, i never asked

What did you guys do (kiss, oral/anal,mutual masturbation etc.)?
Kissed, sucked and fucked.

How was it (your first time) over all?
I thought it was great [it was probably clumsy]

How did it happen?
We met at a club. She wasn't really passable, but...I was drawn to her.

Where did you do it?
Back at her place.

Do you still think of your first time (the person you did it with)?
Every time i hear the song "Regal Zone"

[whatsupwithat]

Do you still think of your first time (the person you did it with)?
Every time i hear the song "Regal Zone"

Oh, wow, thanks for reminding me, I forgot all about the "song".

Whenever I hear "Been Around The World" by Lisa Stansfield, all the memories come rushing back.

"Been around the world tonigh-igh-igh-ight...and I can't find my baby..."

[tslvr]

Jan. 2, 1981. I was 21, she about 25. We gave each other head and then she fuck me and came all over my back. We had an absolute blast. We met when I wrote to her from an ad in a magazine(no internet back then). It took place when I drove to her apartment on W 48th St in NYC. And yes, I think about her often.

[Irisheyes]

How long ago was it?

two summers ago in Barcelona

How old were you back then (and your partner)?

i was 23 she was roughly the same

What did you guys do (kiss, oral/anal,mutual masturbation etc.)?

sucked and fucked

How was it (your first time) over all?

first time id sucked cock ever... i think i got a little sick in my mouth as i was gaggin so much, she was kinda rough wit me. she was a street walker with more facial hair than i had and she was rough like i said, left feeling very confuzed about my life!

How did it happen?

walking up La Rambla, covered in Red Mist, initially looking for gg's then i saw her.
'r u a man?' ...... 'thought so, lets roll'


Where did you do it?

in a broken down un used lift shaft....going down?? ;)


Do you still think of your first time

i do. as iv become more familiar with my sexuality, remembering the feeling of a cock in my mouth for the first time is a massive turn on for me. i think about here too, she kinda looked like billy idol.

[scorpion]

How long ago was it?
I think it was 1982

How old were you back then (and your partner)?
To young Im born 1968 and wee ws the same age

What did you guys do (kiss, oral/anal,mutual masturbation etc.)?
masturbation and some oral

How was it (your first time) over all?
Exciting

How did it happen?
It just happend..

:roll:

Where did you do it?
In a tent

Do you still think of your first time (the person you did it with)?
No...But your question remind mee

[Dengoza]

How long ago was it?
over ten years now!!!

How old were you back then (and your partner)?
24, and my partner maybe older...

What did you guys do (kiss, oral/anal,mutual masturbation etc.)?
Just kissed!!! Sorry, didnt do much!!!

How was it (your first time) over all?
It was really amazing until I found out she was a tgirl, then I said no thanks!!! But that was the beggining.

How did it happen?
We met at a straight bar in San Diego

Where did you do it?
We danced and hung out in the bar then went outside and started kissing. We went to my car and were making out...

Do you still think of your first time (the person you did it with)?
Yes, and I think, what if I never went with her????????

[Beagle]

How long ago was it?

1976


How old were you back then (and your partner)?

I was 21-22. She was about 27-30

What did you guys do (kiss, oral/anal,mutual masturbation etc.)?

Oral, JO

How was it (your first time) over all?

I enjoyed it. I remember she wasn't able to get hard, but really thanked me for making the effort.

How did it happen?

Met her through an ad in Screw magazine (of Al Goldstein fame). She had an apartment in NYC on the east side.

[Hara_Juku Tgirl]

Great! Now any others? Or are the bigger percentage of guys here at HA inexperienced TG virgins? LOL :lol:

;)

~Kisses.

HTG

[blckhaze]

How long ago was it?
August of 2004
How old were you back then (and your partner)?
20
What did you guys do (kiss, oral/anal,mutual masturbation etc.)?
Everything execpt kissing.
How was it (your first time) over all?
Great. It made me addicted TS
How did it happen?
Was an escort. She was one of my all time favorite girls and i caught her when she was in the city.
Where did you do it?
At her place on a bed
Do you still think of your first time (the person you did it with)?
From time to time, but its got me fully addicted.

[Alison Faraday]

Summer 2002. His name was Paul. I was looking for somewhere new to live in Cambridge and went to look at his house from an ad in the local newspaper. I arrived at about 6pm after work.

He was fit, well fit. He had a little gym in his spare room and a climbing wall in his garage. He worked as a buyer for one of the medical companies in Cambridge. He was aged about 30-years old and separated.

We sat down in the living room and talked, and we were talking about my being a transsexual. I was so nervous. It started with us holding hands. He was very good at it. He did everything so right. I'd never done anything like this before. Wow. He had a gorgeous hairy chest that I ended up obsessed with clambering at while I lay there. He smelt so adult and fresh. God he was just so fucking gorgeous.

As time went by I gave my first blow job. It was actually the first cock I had ever touched. I deep throated him. I swallowed his cum. Everything about him was so male and clean. He was my first.

And at 1am I left the house. Such a vivid memory. I could drive there right now. Would you like to come too?

[Hara_Juku Tgirl]

First girl 1st time experience posted. Wow, Alison. You sounded like you had a great 1st time with a nice and understanding guy! Kudos for your post. ;)

~Kisses.

HTG

[whatsupwithat]

First girl 1st time experience posted. Wow, Alison. You sounded like you had a great 1st time with a nice and understanding guy! Kudos for your post. ;)

~Kisses.

HTG

And Hara? :)

[vanished]

I can't even remember. There have been so many over the years until I slowed down a while back that it's a blur. I would like to think it was my lover Diva from Speed Limit 55 but I think I was already sleeping with TG loves by that time....God I miss her - I think she's dead. She was an angel and turned me out

[Hara_Juku Tgirl]

First girl 1st time experience posted. Wow, Alison. You sounded like you had a great 1st time with a nice and understanding guy! Kudos for your post. ;)

~Kisses.

HTG

And Hara? :)

Haha..I knew it! This will eventually come up. LOL My first oral (giving) was back in hs. I was 14 and he was the same age. We did it in the bathroom at the back of the library. I was a nervous wreck. I could hear my heart pounding..I even thought people could hear it! LOL Haha..But it wasnt as bad. Just hurried cos we were being sneaky. Besides, cant get caught and be expelled. That would have given my Dad a heart attack. My first anal was when I was 18/19. To a guy 2 years younger (cant recall exactly now). Sadly, I didnt enjoyed it cos he was too hung for his age that I ended up fainting! :evil: My first oral (recieving) was around the same age. I came to watch this cute hot guy play basketball. It happened that same night after the ball game on the same court when everyone left (and by force lol)! :P

Oh well..LOL that's way pass behind me now! Thankgoodness I've gotten better. Haha..:lol:

:P

~Kisses.

HTG

[Quinn]

Do you still recall your first time with a tgirl (for Tgirls: Your first time with a man)?

How long ago was it?
How old were you back then (and your partner)?
What did you guys do (kiss, oral/anal,mutual masturbation etc.)?
How was it (your first time) over all?
How did it happen?
Where did you do it?
Do you still think of your first time (the person you did it with)?

~Kisses.

HTG

How long ago was it?

About ten years ago at the annual Delaware Water Gap Jazz Festival.

How old were you back then (and your partner)?

25.

What did you guys do (kiss, oral/anal,mutual masturbation etc.)?

There was an insane connection right off the bat. We went fell into things in fairly short order. There was lots of Champagne, lots of kissing, and lots of sex. At one point, we definitely made a scene hanging all over each other at the festival. People were staring and all that, but we just didn’t care.

How was it (your first time) over all?

One of my best experiences, by far. We dated seriously for some time.

How did it happen?

It happened at her place after we went swimming in a pond/moat that wrapped around her house.

Where did you do it?

On her lawn, after the swan she kept as a pet in that pond/moat chased us out.

Do you still think of your first time (the person you did it with)?

Frequently. She is the standard against which I measure all other transsexual women. I consider myself lucky to have known her.

-Quinn

[smoothwetkisses]

First time was 2 years ago. 3 days before my 43rd birthday. After about 5 years of thinking about, I decided to give myself a present. She was a traveling escort. Met her in her hotel room.Very pretty latina about 28 years old. Kissed,mutual oral,she got very hard and seemed truly aroused at the Idea that she was taking me for my first time.In the heat of the moment she convinced me to let her top me. Sexual flood gates were open after that(rimming,sucking fucking). Most intense experience ever. In the last two years I've celebrated my birthday about 8 or nine times and just love eating that cake. I've thought it the last couple of times she's trveled to town.

[Fox]

You know, sometimes at 22 even I feel old...


...this ain't one of those times. >.>

[whatsupwithat]

You know, sometimes at 22 even I feel old...


...this ain't one of those times. >.>

hey...young'un...no old in this thread.

[sucka4chix]

My first time was my freshman year in college, a billion years ago. It was my first time picking up a hooker and I didn't know she was a T/S!
A year later I stumbled upon a little place called Manhattan and experienced a cock in various orifices for the first time.

[djbj_2_2_69]

How long ago was it?
3 years ago

How old were you back then (and your partner)?
I was 20 and she was 25

What did you guys do (kiss, oral/anal,mutual masturbation etc.)?
Kiss, Cuddle, she would give me oral, and I would top her.

How was it (your first time) over all?
It was pretty good actually

How did it happen?
I put an ad on Craigslist and she emailed me back. Pretty much I struck gold.

Where did you do it?
At her apartment

Do you still think of your first time (the person you did it with)?
Yes. We still talk every once and awhile but we are both in commited relationships right now. If we were both single again I'd be more serious with her for sure.

[vanished]

My first time was my freshman year in college, a billion years ago. It was my first time picking up a hooker and I didn't know she was a T/S!
A year later I stumbled upon a little place called Manhattan and experienced a cock in various orifices for the first time.


I remember in Harrisburg I was high one wonderful evening and picked up what I swore was a gg hooker. She was walking the stroll and she had a big booty. I picked her up for a "change of pace" and we got back to her place. Now mind you at the time I was into tgirls but I was in the mood for clam that night. She comes up in front of me, inches her panties down as I'm sitting with my face crotch level and this great big cock falls out!! I was like "fuck it! I'm HOME!" and went down on that. She was unfortunately the first girl I saw loving the rock - I was fascinated by her obsession...watching the flames dance off the mirror on the floor. But that cock was incredible and she made me breakfast. Bangers and ass!!

[fugaziosbourne]

How long ago was it?
2 years or so

How old were you then?
34...she was 24 I think...

What did you guys do?
All of the above....

How was your first time overall?
100% awesome...absolutely loved it.

How did it happen?
Personal ad....and I think the stars just lined up
absolutely perfectly to bring her into my life....(at the time)

Where did you do it?
Her apartment after a movie...had spoken
for a week or two via phone first....

Do you still think of your first time?
Absolutely....she was amazing...think of her daily...

[Hara_Juku Tgirl]

Awesome. Thanks for sharing. You guys certainly still recall and had fond memories of your first time with a transexual.

:P

Any others?

~Kisses.

HTG

[tsntx]

How long ago was it?
2 years or so

How old were you then?
34...she was 24 I think...

What did you guys do?
All of the above....

How was your first time overall?
100% awesome...absolutely loved it.

How did it happen?
Personal ad....and I think the stars just lined up
absolutely perfectly to bring her into my life....(at the time)

Where did you do it?
Her apartment after a movie...had spoken
for a week or two via phone first....

Do you still think of your first time?
Absolutely....she was amazing...think of her daily...


i think its safe to say she enjoyed it and thinks about you as well.

and she was 23 and yall talked for about a month or so b4 you moved from AZ.

not just a week lol

[alpha2117]

Do you still recall your first time with a tgirl (for Tgirls: Your first time with a man)?

How long ago was it? 20 years I guess

How old were you back then (and your partner)? about 17 she was maybe a year or so older

What did you guys do (kiss, oral/anal,mutual masturbation etc.)? Pretty much everything and when we woke up the next day we did it again

How was it (your first time) over all? Awesome

How did it happen? We used to hang out at the same club, one night we got pretty happy and I crashed at her and her roomies place and about 1/2 an hour after we got their we were watching tv music videos at about 5am winding down and she just kissed me.

Where did you do it? Living room then the bedroom, then later on in the shower

Do you still think of your first time (the person you did it with)? God yeah, hell somebody here has her on their profile.

[fugaziosbourne]

How long ago was it?
2 years or so

How old were you then?
34...she was 24 I think...

What did you guys do?
All of the above....

How was your first time overall?
100% awesome...absolutely loved it.

How did it happen?
Personal ad....and I think the stars just lined up
absolutely perfectly to bring her into my life....(at the time)

Where did you do it?
Her apartment after a movie...had spoken
for a week or two via phone first....

Do you still think of your first time?
Absolutely....she was amazing...think of her daily...


i think its safe to say she enjoyed it and thinks about you as well.

and she was 23 and yall talked for about a month or so b4 you moved from AZ.

not just a week lol
Time flies when you're having fun?????LOL!!!
Giant hug and a big kiss to you babe....

[mbf]

I am a friggin bump-hog...I know......


Do you still recall your first time with a tgirl (for Tgirls: Your first time with a man)?

How long ago was it?

summer 2004



How old were you back then (and your partner)?

26

she was the same, prolly a bit younger



What did you guys do (kiss, oral/anal,mutual masturbation etc.)?

we kissed, i licked her ass, she gave me head, I fucked her ass



How was it (your first time) over all?


great



How did it happen?


met her at a bar



Where did you do it?


the bedroom of the flat I used to live back then



Do you still think of your first time (the person you did it with)?


occasionally

[BlackAdder]

How long ago was it?



Hm....must be about 8 years ago now


How old were you back then (and your partner)?



26 and i think she was 32


What did you guys do (kiss, oral/anal,mutual masturbation etc.)?



Pretty much everything


How was it (your first time) over all?



Wow....she was way to big for a 1st time....she was definetly a top and IIR she was in me for about 15 seconds before i asked her nicely to take it out before she tore something badly enough for a hospital trip:) lol...We switched positions even though she wasnt a bottom...very gracious of her.


How did it happen?



I met her online...she was going through a breakup at the time....right time and place sort of thing.


Where did you do it?



She used to hostess shows around the tristate area. She just took me along to one of her shows and we wound up staying back at her hotel room the rest of the next day:)>


Do you still think of your first time (the person you did it with)?



Yep, all the time.....We dated over that summer. Incompatible lifestyles though, and eventually she moved to california to do modelling full time.
Ive heard from her sporadically since then but not in the last 2 years.../shrug..I hope shes found someone to settle down with)

[Hara_Juku Tgirl]

Awesome additional responses! :P Any others? Or are the rest still TG virgins? LOL :lol:

;)

~Kisses.

HTG

[iebwnj]

How long ago was it?
2002

How old were you back then (and your partner)?
I was 20, she was 23

What did you guys do (kiss, oral/anal,mutual masturbation etc.)?
All, gave and received oral, i topped (she would top me a couple weeks later)

How was it (your first time) over all?
Nervous as hell before it, but it was amazing

How did it happen?
Met her on yahoo

Where did you do it?
Her apartment

Do you still think of your first time (the person you did it with)?
Every now and then

[onthefence]

How long ago was it?

3-4 weeks ago

How old were you back then (and your partner)?

I am 40ish. She was 30ish

What did you guys do (kiss, oral/anal,mutual masturbation etc.)?

Played with each other, I topped her, we jerked off, I played with her dick (wow, I sucked it), we cuddled, showered and slept together.

How was it (your first time) over all?

She was smart, sexy, confident and very talented. Much more than I expected, I had the best orgasm I've had in years when I topped her (first time for me).

How did it happen?

I went to one of the New York parties. This was my third party. I was interested - but reluctant to buy into the escort thing. The party was ending and we started talkiing outside. I asked if I could tag along and I went out with her and her friend to an afterhours club, Bought her breakfast and enjoyed hanging out with her so much that I went for it.

Where did you do it?

My apartment - we fell asleep and she spent the night. I drove her home the next day. It felt like a date.

Do you still think of your first time (the person you did it with)?

Yes

[mbf]

[quote=Hara_Juku Tgirl]
What did you guys do (kiss, oral/anal,mutual masturbation etc.)?

we kissed, i licked her ass, she gave me head, I fucked her ass



addendum:

this "first encounter of a t-kind" was also my first time rimming an ass. ohmyfekkingod, it was SO damn hot I am, as I write down this reply, I am gettin an I-HO (instant hard on) :twisted: I sealed that anus with my lips and swirled my tongue deep into that backdoor

YEEEEE-HAAAAAAAAAAAAAAAAAA

[Tomfurbs]

How long ago was it?

2 years ago

How old were you?

19... she was 22

What did you guys do (kiss, oral/anal,mutual masturbation etc.)

Totally not gonna say...

How was it (your first time) over all?

well, I'd only been with three girls (genetic? girls) before that, so I was just hitting my stride, it was very good... afterwards I felt a lot more involved, if that makes sense

How did it happen?

University...alcohol...feeling much cooler than I really was


Where did you do it?

My pokey room in halls, but she put 'Third Eye Blind' on the musak system, which was good

Do you still think of your first time (the person you did it with)

I would never say this to her face, but I think of her an awful lot. We still talk on the phone... she updates me on her T, and whines about what a big mistake it was that she moved away from London

she's well cute, and although quite early in her transition, a stunner, so whoever gets her is a lucky bloke