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My first tgirl

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By (user no longer on site) OP   
over a year ago

Posted this in another part of the forum but thought I'd put it here too. True story of the beginning of my tgirl journey.

A long time ago, more than thirty-five years, I was a young man working in Amsterdam. As I only got to fly home once a month to see my girlfriend and had needs so I'd go to the red light district and get myself a blow job, as I thought this wasn't being completely unfaithful lol.

I had a regular girl who I'd visit approximately the same time each Friday until one week she wasn't there. I went for a wander and came upon a vision of beauty down one of the side alleys and thought this young lady from somewhere in SE Asia is the one. As I entered her room she asked if I knew what she was, I assumed she meant a prostitute for some reason and just nodded.

I explained that I was just there for oral sex and she begun with great skill but half way through she stopped and offered me her cock to suck. Although I was shocked I was so horny and it was such a pretty little cock I took it in my mouth and much pleasure was had by both of us. I visited her twice more that weekend and had my first experiences of anal sex, both ways. Although it was so exciting I was also racked with guilt/shame/confusion. Was I gay? Well I didn't fancy men men and preferred fucking but being fucked was quite nice too. Who on earth could I even talk to this about?

I waited until the next Friday and saw my usual girl again. She laughed at my story and took down the tight shorts she wore to show me her wonderful specimen of a cock and taught me to deep throat.

That summer I spent quite a bit of each weekend in those windows of Amsterdam but slowly found the bars and clubs where you could meet tgirls without paying and life was never the same again.

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By (user no longer on site)
over a year ago

Anymore stories please

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By (user no longer on site) OP   
over a year ago

During that summer I kept returning to that side alley where my cherry had been popped by my Indonesian princess. Unfortunately she wasn't there long but was replaced by another vision of beauty from the same islands and probably even more exciting to me sexually.

I'd quickly learned that if you put as much effort into pleasing the girl you were going to get a lot more bang for your buck, literally, than if you let them do all the work which would end up in a fifteen minute suck and fuck for your thirty Dutch Guilden. Sometimes I really seemed to connect and could be in the window for an hour with no extra charge. On other occasions it would be good but not quite there so I'd just try harder, lol.

Until one day at the end my girl said that she was going back to Indonesia for a few months but would like me to come to her apartment and have fun with her and her friend. So I'm super excited and asking about her friend. She's really confused and just keeps saying "my friend, you know my friend?" Turns out these two girls had been sharing the window and the clothes they wore there. They were almost twins but that afternoon in their apartment I definitely learned which one liked what sexually.

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By *inkykatyTV/TS
over a year ago

thetford

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By *oodymonsterMan
over a year ago

Near Shrewsbury

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By *j and c 2Couple
over a year ago

mullingar

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By (user no longer on site)
over a year ago

More ??

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By *ndrea54TV/TS
over a year ago

cambridge

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By *icurious69jockMan
over a year ago

north east lincs

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By *elfastpantyguyMan
over a year ago

Belfast

Sounds like the best fun to be had

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By (user no longer on site) OP   
over a year ago

So after the original story where I lose my cherry in ever sense I've been paying visits to lots of windows and while I've become an excellent cock sucker and am earning my stripes at the very new to me art of rimming basically I've been 100% top.

I've become very adept at spotting the tgirls. Some obviously are in what I now know are pretty much 100% trans areas but there are lots hiding amongst the girls. Trapping tourists and giving them a wonderful blow job and back out of the door before the poor guy knows what has happened. Occasionally I mess up and end up with a cis girl but hey they are girls too and deserve my attention, lol.

One day I spot a Brazilian TS with a beautiful Amazonian body and tits to die for. She's also scaring the tourists off by flashing her huge cock off. I'm not bad in that department girth wise but this girl is thicker and much longer. I laugh at the stunned stag party who are looking opened mouthed and waltz right in with the intention of giving this girl a good time.

She has me stripped off and is an absolute master at the art of deep throat but give her her due she's going to show me a good time too because she recognises the signs of my near orgasm and stops.

She begins to climb on that small single bed and I know she's going to mount my cock and ride it. I'm so looking forward to watching her tits bounce as she does. I'll play that monster cock but it is early in the day and I know she won't want to cum as it will make the rest of her shift not so easy.

Oh, she's giving my ass a tickle, that's kind of nice. Gosh a finger too, giggle. FUCK ME, literally, she's now got my legs over her shoulders and is definitely trying to get that huge cock inside me. I'm frozen in fear and the joy she is experiencing as she watches my face. She's gentle but firm. I feel the head pop in. Oh my god, slowly she goes deeper. I'm laid there thinking I didn't sign up for this. Plus she's definitely going to split me and it will be so embarrassing at the hospital.

She's all the way in and it hurts but it feels so good. I'm seeing her tits as she rides me but from a very different angle. Just as I think the shock can't get any greater I have the biggest orgasm I ever believed possible without anyone touching my cock. I cum in my mouth, over my chest, face and hair. It's on the wall behind me. I'm guessing this is a spectacular sight because my Amazonian goddess shudders with orgasm.

All too quickly I find myself dressed and back out on the street. Shell shocked, wondering what the hell happened there.

And then I feel something dribble out of my ass. I'm panicking thinking she's split me but then I realise she didn't use a condom and it's her cum. Man I feel so abused/shamed. But as I go into a bar to get myself cleaned up I remember that orgasm and only hope I did get it all out of my hair.

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By *j and c 2Couple
over a year ago

mullingar

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By (user no longer on site) OP   
over a year ago

Was reminded of another story today, not tgirl related but definitely swinging.

A friend of ours had got a new job in Gouda and invited some of us to visit for a flat warming party. There's about six of us going, two couples and me and a mate as single guys. Some how there's a bit of a misunderstanding and me and my pal both turn up in Elvis costumes believing that it is fancy dress.

In the planning someone pics a hotel and when I'm booking I see that for €8 extra you can have a water bed. I'm all for the extras in life and get it booked with a request for another double room for my mate which ends up next door.

Party is great but ends reasonably early so we end up back at the hotel. Quick drink and off to bed with a quip from our bartender about me, the water bed and a sex club that I laugh at but don't understand.

At this time I'm a smoker so cig on the balcony and back in the room when there's a knock on the door. A very pretty girl looks at me and says "hey Elvis do you fancy fucking me?"

I've worked around the world and on occasions like this you just say yes and try to work out what's going on later.

She insists I keep the fancy dress on and we get at it. Ten minutes later there's a knock at the door which isn't going away and putting me off my stroke. So I open the door and a guy tries to just walk in. I fuck him off and get back to my gal. She says this isn't normal and I'm agreeing. It is then she explains that this room and the ones either side are always booked by people who attend the local sex club once a month.

Fortunately she's having fun with her Elvis and stays a while before going to find her mates.

Five minutes after she's back with a friend and we have more fun.

Next morning over breakfast my mate is telling me of the terrible nights sleep he had with people knocking on his bedroom door.

One of the weird but wonderful nights of my life.

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By *j and c 2Couple
over a year ago

mullingar

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