r/tsgonewildstories

I 18M have been consuming lots of TS, pegging and femdom porn, the more I told myself it was just an online kink, the more I wanted to make it real.
So I gathered courage and made an appointment with a trans escort.

As soon as I got inside her apartment, I noticed that she was about my height, 5’11 foot tall, latina, big ass, seductive eyes, medium tits, perfectly sculpted legs and was wearing a lingerie.

She guided me to her room, asked how I was and we were just making that simple small talk, then she told me to undress.
As I did she put some music on and laid in her bed watching me take out every piece of clothing I was wearing.

I walked up to her, asked for a condom which she took from her drawer and puts it on me while resting her head on my thigh. Enough to get me fully hard.

She started sucking me slowly, looking at me from time to time, touching my chest, abs and ass that triggered me to gently grab her face and slowly start thrusting my hips against her mouth.

The she told me to lay on the bed and kept sucking me, that was the moment I realised I truly was about to experience pure bliss.

Then she stops, takes off her panties and puts herself on all fours but on top of me. We start kissing, then she goes down to my neck and starts licking and kissing my body up to down.
I’m very sensitive to this type of touch so I moaned during all these tickling smooches.

She got on all fours and wanted me to fuck her.
I slid it in and started thrusting, dam she had such hot moans, my dick felt so good in her warm ass and we kept going until I leaned forward to her ear and said I wanted her to fuck me.

She just said a simple “ok babe” and then turned arround, we were both on our knees and started kissing again, she slaps both of my ass cheeks at the same time, then gives them a firm grip.
I felt like her bitch, and I loved it.
I get on doggy on the side of the bed, she was standing and started putting some lube and pressing her dick against my asshole.

“This is it”, I tought to myself, then she slid in, first it felt good wrapping her tip with my ass, but then she starts going at it. It was hurting, but felt a bit good, not on a physical way, mentally. I was her sub, her fuckdoll. But I was going limp from the pain, my ass was not prepared for that. I still took it there for a bit because I lived that sub mindset but the pain became too much and the pullout felt blissful and yet like I wanted more.

Once again, she told me to lay down, but now she wanted me to suck her. I wasn’t planning doing anything oral but now I was just blinded by the obsession of being topped by her.
I started going and for my surprise, I liked it more than actually being fucked, my fantasy was completely upside down.
So I after putting my neck on the work, I laid back on the pillow and she made the rest of the thrusting, hitting my face with her dick sometimes.
When she was getting close, she started violently jerking and I kept my mouth close, when she started cumming, every single drop was dispensed right in my mouth.

I spat it out fucked her on missionary for a bit while jerking and sucking her a bit more and for the rest of the session I jerked off trying to cum, but unfortunately with no success.
I don’t believe I lasted for that whole hour and wasn’t even able to give her my own milk😭

However I’m DEFINITELY going back, I’m not letting this job unfinished, besides I had a great time, if you’re curious about TS girls, just go ahead! It’s completely magical!

Hi. As You might read (or willing to through my profile), I'm sharing stories from my trips here. This time my Brazilian date didn't go exactly as expected, so let's call this a mixture of real time events and some extra effort to make it more pleasurable to read.

A soon as my trip get confirmed I wasn't able to sit still for couple of days. My conversation with the girl I've meet last year was going well, same about our plans while we'll meet.

When it finally get to day we agree to meet i spend while afternoon on preparations. Clean shave, cleanup here and there properly, use a butt plug to loose myself a little. I grab a cab, pay a visit to local sex shop to get more lube and I was on my way to her place.

I've arrived around 9pm, shaking from excitement. When I finally reach to her apartment. She left doors slightly open so I slip in while she was getting ready in the bathroom. Everything was ready - pipe, bed, some music in the background. I've get myself comfortable on the couch while waiting for her. After couple of minutes she came to the room and she looks even better than last last year. Oh my god. Her curves, best, bulge, butt, legs... Everything wrapped it harness a'like lingerie. She looks astonishing. After warm welcome with a lot of hugging, kissing and hands running around our bodies we start smoking together. From that moment my submissive side activates and I don't even know exactly when I fall on my knees, only in lace jockstraps and start kissing her from toes up. I was taking my time while still having couple of puffs marking my way up. I was kissing each inch of her body, moving around growing bulge in her panties. I make couple of circles around it and head up to her brest. I kissed and lick them from each side until I've reach to nipples. She was moaning slowly while I was lickingandbkiss them, gently biting from time to time.

"Down" I've heard. I start heading down while still kissing and licking each part of her body on my way. I slowly begin to massage her with my mouth through her panties, not forgetting the balls. My submissive side hits fully and the only thing I was able to think of was her pleasure. After a while she unwrapped her gift and I lick it from ball to head slowly, taking pleasure in everyfrom each moan I heard from her mouth. I put the head in my mouth, gently playing with my tongue around it. I love the feeling when cock is getting even harder in your mouth than it was before. It means I'm doing a good job. I start moving my head up and down slowly, but the longer I was doing it the more i crave to do it after a while she told me to stop as she didn't want to end up too soon. We grab couple more puffs and I told her, thst I have a surprise for her.

I jump quickly to the bathroom and I put on a pink, looking like tiny pussy, almost flat chastity cage. As I mention in my previous stories, after smoking I'm always limp and nothing can change that, that's why I thought a cage will be an amazing idea. I've added a butt plug to the set with pink gem stone to match colours. Leave the bathroom and start slowly dancing to the music on the background. She was scrolling her phone as last time and tell me, that she's looking for someone to join us especially as I look really slutty right now. What else I can say - I feel the same way at the moment.

She asked me to get on all fours in front of her to make couple of pictures. Than I realise why she want to do it - she was sharing them with guys to encourage them to come. I get back to sucking her. Slowly, passionately, playing with her sack from time to time... Than I heard a news - one guy will join us in around half an hour. He looks handsome on the photos, but when I saw his shaft I was shocked by the size. When she saw my face she laughed and say that I should start practicing if I'd want to give myself to him. My thoughts was blurry, my heart was racing but the only thing I still have on mind was to please her.

She brings pretty nice dildo and tell me to start working out. I take out the plug, lube myself up, she sticked dildo on the floor and tell me to show her how I'd like to ride her. I start the show for her. First slowly sit on it and try to get used to the feeling. While looking at her still scrolling and masturbating, while peaking on my from time to time I begin to ride the dildo to the music rhythm. I was jumping up and down, in a cock cage, just to see her smiling and taking some more photos intl the meantime (which I wasn't fully aware at the moment). When my legs get tired she handed me the pipe and tell me to not go anywhere from where I was as she's going downstairs to bring our new colleague. So it was me, sitting on the floor, with a dildo in my butt while smoking when they both enter her appartment...

Tbc

Like many people on this sub I've had a life long thing for trans women. My first experience was a tinder hookup years and years ago! One of her biggest kinks was creampies and breeding - I still can remember the first time she came in me, moaning in my ear calling me a good boy

Many years later, I was craving something similar. Most of the trans women I'd connected with on dating apps were total bottoms, so no luck there. I had a cis woman FWB with an ejaculating strap on, but that only tickled the itch. I started looking at escorts, at the very least just hoping to get railed

I was thrilled to find a hot Asian escort, advertising herself as a hormone free dom top. Her social media talked about her love of breeding men, I was super turned on by that alone. I took the leap and texted her. After some back and forth she shared that it truly was her kink - cumming raw in men was basically her number one fetish and she loved that her job was just to fuck men up the ass. She offered a VIP service for raw topping, taking all the precautions we both could getting tested on prep etc. I was shaking thinking of getting filled again

The day finally came, we shared our negative tests and I woke up rock hard thinking that today was the day. She'd asked for pictures of my ass, blowing up my phone telling me how horny she was, how I better be ready to be used. I'm a younger fit guy, I think she was thrilled to be using my white ass

She was at a touristy hotel in my area and hid the key card in a fountain - I was surrounded by families and grandparents as I found the hidden key, thinking that none of them knew the depraved things I was about to do

I entered the hotel room, and she was practically ready to go. Wearing a robe and a mask(part of her bit, the anonymous domme tgirl) we chatted for a bit, before she opened her robe. C cup tits, rock hard abs and one of the biggest cocks I've ever seen 🥴. Her panties barely contained it soft. We kissed for a bit, her hands running all up and down my body, grabbing my ass. She commanded me to strip, get on all fours and present my ass. I was half hard going into the room, now fully hard as I climbed on the bed and presented my ass for her. She'd warned me she was big, and was talking about how so many men have the fantasy of a big dick girl, but just can't actually handle a rock hard 9 inch Thai cock. As she fingered me she got more and more excited - I'd been preparing and my ass was tight but ready to take her.

As she pulled her fingers out of my ass and looked for a towel, I was struck by an impulse, got on my knees and took her fingers in my mouth, fully ass to mouth. She had a wicked grin "ohhhh you're that kind of a slut" - her cock was rock hard, the head bulbous and shiny. I sucked her a bit but she quickly told me to get back on all fours - she liked head, but she preferred to fuck an ass instead

I'd been preparing but nothing compares to getting stretched out like that. She wrapped her arms around me, feeling her toned body and tits on my back, her cock fully in me I was moaning like a bitch. She fucked me hard for a bit, the kind of slapping and grunting you see in porn. After 10/15 minutes she was moaning in my ear telling me what a tight fucking pussy I had but she wasn't going to cum yet. As she pulled out I got on my knees again, grabbing her ass and throating her cock. I have no idea how I fit it down my throat, but my nose was pressing into her abs, her cock warm from the lube and my ass. She laughed at me pushed me away and said she needed a little break. She stroked her cock a bit, then asked me to get on my back and spread my legs. We fucked again, with her spitting in my mouth, lots of dirty talk, race play, talking about dominant asian girls breeding slutty white boys, my cock was leaking everywhere. Finally, she counted down her orgasm and I jerked my cock. We didn't cum at exactly the same time but it was close, feeling her hot sperm fill my ass was incredible, I didn't realize how much I missed the feeling

She made me clean her cock off again, licking the cum and lube off her talking dirty the whole time then I used some mouthwash. we made out and cuddled and chatted for a bit, her cum leaking out of me slowly. We had one last quick fuck when she was hard again, pumping another load into my guts. We kissed and promised to meet again when she was back in my town

Walking out of the hotel, I watched the tourist families laughing with two loads of hot white ts cum in me

Hey.. everyone i like trans it’s been 3 years like first I thought it’s just fantasy then I realize i really like trans women but i can’t find one where I live i heard about Grindr app..? I really don’t know anything about it soo how can I find trans women there or any other app you recommend soo please help me guys..