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!  

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.

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.

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.

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.

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

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.  

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.

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

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.

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.  

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

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.  

Love the story!  

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.

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.

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

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

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.  

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

A couple of reviews for her here ...

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.

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.

I was with Barbie a couple of times but as a top, that was her interest but she did like me sucking her.  I would have loved her to top me, though.

Well, since I am older i was with Kimberly Divine (was so sorry to hear of her passing) she was so nice and accommodating but highly skilled at topping and I was fortunate enough to see Vo D'Balm as well, probably the biggest i ever took again very skilled in topping,

It was Dana Douglas who got me hopelessly hooked on trans women.  

Mine has to be Emma Rose and Chanel Santini, although I wonder what happen to Chanel.  YUM!

I first saw trans porn about 5 years ago.  It was Venus Lux.  I didn't even know it was trans porn.  The video was in the straight Asian section.  Anyway about 5 minutes into the porn Venus pulls out her gorgeous cock and the guy goes to town on her.  She was so hot that I kept jerking off and then couldn't get that image out of my mind.  I had only dated CIS girls in the wild and had never been to a provider.  I had always considered myself straight and wondered if I might be gay.  I'm not attracted to anything masculine, but a feminine girl with a hard cock made me go absolutely wild.  I guess after a while I didn't care about labels and just decided to have fun.  Since males do not interest me, I wouldn't consider myself gay, but I definitely don't think I'm straight anymore.  Fuck labels anyway, I really don't care.  Anyway, 5 years jerking off to trans porn and I really wanted the real thing.  It was only this year that I decided to take the plunge, and I couldn't be happier or more excited for what future encounters I might have.  Getting into trans women feels like a sexual re-birth for me.  The first time I was with a trans provider (Bella) it felt like my first time all over again.  She absolutely got me hooked!

Chanel got her breast removed a few years ago. Has a male chest with tattoos all over it. She’ll wear a top with fake tits when she’s making content but just isn’t the same.

Yea basically this. Chanel decided to detransition and started going by Cameron or Kameron.

I was in SF on business 25 30years ago on business.  Went  to a club called Diva's not knowing it was a trans club.  Good vibe and smoking hot woman everywhere.  Hit it off with a really hot Asian gal.  Invited me back to her place 4 a night cap.  Got there pored us some wins said get comfortable I'm going to change into something more comfortable.  Off to her bedroom to change.  Emerged from her bedroom in nothing but a garter stocking, heels and a huge hard on.  Walked up to me said open your mouth and suck it bitch.  I was so shocked and turned on I did as told.  Spent the night and she took my virgin hole that night too.  Saw he every time I was back there on business.  Smoking hot girl Trina

TS Daisy. My God was she beautiful. I saved her several times including at her place in Vegas. Thank God she retired or I would be broke.

Bella has a twin sister who has gone by a few different names.  

Yep, Bella told me about her.  I'd love to meet her sometime, but I'm rarely in Colorado.  I'll bet she is just as sweet as her sister.