Transsexual

It was actually a GG with a strap-on
DutchRutter88 2 Reviews 2841 reads
posted
1 / 23

There was a post on here about old stories and who their first trans girl was. That got me wondering how everyone go started?  
When you ask a former vegetarian or vegan why they stopped, they'll usually say because it was bacon. Bacon was their gateway into eating meat again. Who was your gateway ts pornstar that got you watching trans porn, and who was the girl that you had your first experience with? Pictures if you got them!  

For me, it was Kimber James that got me watching trans girls. Blonde, skinny, and big boobs, right before she went too much with the surgeries.  

First time experience was with Marissa Madison, beautiful little filipino girl. She was obsessed with working out, so super fit and nice boobs. Sadly she isn't in the business anymore but glad I pulled the trigger before she retired.

Readytorock1 22 Reviews 39 reads
posted
2 / 23

Giselle Electra is who got me into ts porn and sucking dick. Saw her ad in the back of an la express back in 2000, drove to newport beach to see her. Freaked out after because i was sucking her raw and eating her ass, but all wound up being ok.

And here we are....

luvtsdick 43 reads
posted
3 / 23

River Stark. I don't remember how I stumbled on her profile. I googled her and loved her topping videos and her body. Pretty face, great tits, washboard abs and a beautiful cock. She topped me. You know what they say. You never forget your first.

420Smoka4Eva 32 reads
posted
4 / 23

I'm experiencing some FOMO with River Stark. I came across her videos and found out she was providing and almost dropped everything. I decided to be patient, only to see her retire shortly after. Good luck to her, I wish her well.
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My porn gateway was Vaniity, she was a beauty for sure. I don't remember my first provider, it was way back in the backpage days. I was mostly a top those days. It wasn't until recently that I started bottoming.

realboston99 487 Reviews 58 reads
posted
5 / 23

Kimber James pre op was my first experience online stroking to her. It’s when I crossed the threshold into Tran porn.  
My first was a ladyboy Thai massage place. Went there for the massage and happy ending with a female. Turns out she were a ladyboy. When she pulled out her cock I just wanted to suck it.  Went back 4 more times!  
My first porn star was Savannah Thorne.

iemurtoy 54 reads
posted
6 / 23

Stopped into a book store found myself in the private viewer watching Lisa Lawrence in that pink outfit just tooling everyone.   Soon I was dressing underneath sweats and going in buying toys and fucking myself in the booth until one day cute clean black guy nods at me flash forward to hi. Pulling my pants open to find me in garter Beltane stocking he was so excited like me he asked me to signal before I came  and I got lost and he loved that surprised.    Then I was invited to Saigon lees place in Hollywood where she went crazy fucking .e for the first time I was in bliss next milestone was Venus lux oh my God we must fucked ten times one night what a provider top notxh

redbird824 57 Reviews 52 reads
posted
7 / 23

For me it was Barbie Woods. Don't remember where I saw videos of her but I was smitten. I was living in AZ at the time and she was visiting. Being my first time with a TS, I was nervous and very skeptical that it was really her but luckily it was the pornstar I fantasized about and she took my virginity. She was a little heavier than her videos but still sexy as hell.  

lustafire 46 Reviews 39 reads
posted
8 / 23

I mean I hadn't really been attracted to or thought about cock lustfully before.  I was just a GG hobbyist back to last century.  (Had some GREAT times with a couple of porn stars.)
And then I hooked up with a gal who went by "Erotic Ericka" and  I went in asking for a GFE/PSE type date, thinking I *might* try a little taste of the fetish, ...but somehow, that little taste evolved into hardcore, fullblown BDSM, rather at my request.
Later on down the road I went for more with one "Mistress Kalliope" - she was even more hardcore than Ericka, and somewhere during the date (I had gone for 2 hours of intense kink with *some* gfe) she said something like, "I'm getting my cock now ..." and I guess she got a strapon and started slowly doing me (I say "guess" because I was blindfolded for that part of the session.)
I found the strap-on treatment kind of uncomfortable, kind of weird, kind of intriguing.
And it preyed upon my mind!  I started to drift into the trans sections of whatever porn sites I was doing in those days.  I kind of vividly recall the first trans porn video I really, really stared at was just a gorgeous, voluptuous girl stroking her big dick.  I probably watched that one video dozens of times!  So it preyed on my mind more and more.

I forget how long it took before I actually hooked up with a trans woman and got myself fucked.  My first reaction to that was kind of "OMG ... what the fuck did I just DO???"  But I was hooked.
The rest is history.  For the past many years at least 90% of the dates I do are with trans women, and I'm the bottom for at least 90% of those.
Long, Strange Trip!

Oh, and a BTW, the only TS "porn star" I ever hooked up with was one "TS Mia Fever" - I think she was a relatively minor figure in the TS Porn World, but she was absolutely Porn Star hot.  Aha!  Found one of her old vids on XHamster ... linking.

bfde666 5 Reviews 34 reads
posted
9 / 23

It was one of the girls at the place on Melrose, was it Bailian?

Gateway girl was Summer, CoCo was a close second.

Summer opened the gate, CoCo led me thru

timotl 233 Reviews 48 reads
posted
10 / 23

I picked up a girl in a club in NYC  and took her home. Cutest little petite Puerto Rican girl ever.  Introduced herself as Ashley. Lol. My lucky night. Got home and “surprise”! I was much younger and somewhat conflicted about it. I stroked her and she sucked me. I remember her hard uncut member and her full 90’s bush like it was yesterday. I had a lot of sex with women and men throughout the 90’s but somehow never deliberately sought out another TS until 2001. Haven’t looked back since. I love TS ladies. God bless ‘em.

Whoamel 34 reads
posted
11 / 23

I seen a few TS ladies, and it was fine.  There was a cute filipina gal here in SoCal nemed Eva Taylor, I went to see her, and as soon as the festivities started, she stated that there was no chance of me getting out of there until she topped me.  I actually resisted, and she relented.  When my release came, I'm pretty sure some of hit the wall behind the bed.  That was really the turning point for me.  Hooked ever since.  

wydgd 39 Reviews 31 reads
posted
12 / 23

Glad I got to see River before she made the change.....Great girl and amazing experience!

peetee31 57 Reviews 35 reads
posted
13 / 23

Happened slowly over time. Started with futa hentai porn, then to live futa where the girls have fake cocks. I held that line for a while, but I think I saw an ad thumbnail of Jane Marie and she was my first rabbit hole of trans porn.  

Then over time, I got more and more curious, I decided to try out a girl around LA named Princess. I was seeing only her for some time until she played aggressively  with me; she usually always bottomed but she didn't fully commit to topping me. So I got more curious, then Nadia sent me down that rabbit hole. It's been a long journey since then.

Readytorock1 22 Reviews 34 reads
posted
14 / 23

Love the story!  

Mia Fever was great. She hooked me on big cocks and taught me how to deep throat. When i would see her i was still very hesitant to bottom.

John_Jed 26 reads
posted
15 / 23

I remember that vid!  So bummed I never saw Mia.  She was so sexy, but IIRC I hadn't yet decided to take the TS plunge during the time she was available.  When I finally decided to just go for it, she had already had SRS then stopped providing altogether.

vinny630 12 Reviews 28 reads
posted
16 / 23

First video was definitely Venus Lux.Lately been Annalise Rose.As for CD love me some Sashimi Shush and BestGirlBess.One of my very first interactions was with Carmen Moore when she had an apartment on Durango in Vegas.Also interacted with her sister.Not sure what happened to her sister maybe someone on here knows.Anyway that’s my two cents.

Helj 24 Reviews 17 reads
posted
17 / 23

My gateway was Sabrina Hemolly. And in fact I believe it was the video below.

My particular interest in trans women is as a top. I am not interested in being bottomed, but a oral from or sex with a beautiful TS is a turn on, especially if she has that look in her eye. I came across a video long ago of Sabrina Hemolly, and that was a turning point for me.

I like to be seduced, and am attracted to women who have that look in their eye. Sensual more so than aggressive.

Video link below to actual gateway video

redbull1 19 Reviews 15 reads
posted
18 / 23

Mia was my first TS and the only one to ever top me.  What a great experience.  

Jmaps 144 Reviews 15 reads
posted
19 / 23

It was a combination of things for me. I was a bartender during my college years early 90s; straight bars, a couple strip clubs and a gay bar. A waitress and one of the strippers I dated introduced me to strap on play. They were both so into anal themselves and total freaks into guys and girls. The gay club had a female impersonator night where I made huge tips since it was so crowded. I'd get hit on by some of the guys which I played off, but the girls in drag or in transition always caught my attention. They flirted with me, I flirted back one thing led to another and I was hooked lol.  

There was a club called Peanuts in LA , a huge trans hangout and Allanah Starrs parties in NY. Both in the late 90s before the trans scene and trans porn blew up socially. My fav porn-stars of the late 90s were; Kimberly Divine (RIP), Vo D'Balm, Gia Darling, and Vanity. In the early 00's these 2 girls further blew my mind; Jessica Host, and the girl in the link named Samarna, Samara or Beatrice.

KDJFMM 91 Reviews 23 reads
posted
20 / 23

Never reviewed her but I met her in a bar. We had a torrid weekend, trying to hook up with her again. Mmmmmm

https://www.models-world.com/profile/ts-michelle-kunis/

lustafire 46 Reviews 27 reads
posted
21 / 23
zenshouse 54 Reviews 13 reads
posted
22 / 23

I was in college. I was decent looking and young. Honestly, I didn't think I would be attracted a trans woman. And, for me, she was more of the CD type. We met at a job, where she wasn't dolled up. She invited me to hang out. I said sure.

 
I showed up to hang out, and holly shit she was drop dead gorgeous. We're talking model type. And by model type, I'm talking she actually did modeling for print ads, including Clinque. Needless to say, I had trouble not staring at her. And, that's exactly what she wanted.

 
After a night out at a club, she took me back to her place. She put on some seduction music. She sat on my lap and went in for a kiss. I enjoyed every minute of that night. We dated for awhile. And, she would hide her junk and always keep some of her clothes on. And, I felt like I was with a woman, and made it okay for that reason.

 
It wasn't until years later, after we broke up, and I mostly dated and slept with cis women, that I realized I missed being with a CD/trans woman. And, it wasn't until sometime later that I really started appreciating and showing interest in their shecocks.

pp12499 17 reads
posted
23 / 23

For porn it was probably Mariana Cordoba. I had come across some trans porn periodically throughout my younger days but never really got into it. Mariana though was a specimen. I was hooked.

Finally decided to take the plunge with a trans escort with Katherine Belle in SD. I was pretty excited during the session but felt a little weird afterwards. Nonetheless, I got over it and and have been seeing trans escorts ever since. I only wish there were more good and reliable options in my area though.

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