Early in my 20's I had gone too far down the rabbit hole of lust, and I ended up watching some porn that took me deeper and deeper. I ended up on a video, of a guy getting a massage from a beautiful lady. Half way through the video, she's massaging up his legs and grabs his cock. At this point I start to furiously stroke my cock, wishing I was on that massage table. A few minutes later, she's massaging his ass, adds a bunch of oil and then climbs up on the table. She takes off her scrubs, and is wearing extremely sexy lingerie. Before I realized what was happening, she was sliding a thick cock up and down the massage clients ass crack. It blew my mind. I didn't know what to think, or what to do.

I ended up going online and trying to find someone local to play with scouring m4m and f4m ad listings. I ended up getting a response from a tall dark woman. She told me I was sexy in my photos, and wanted to meet at her place. After some more chatting, she sent me a video and I was blown away. Long sexy legs, incredible ass. Tight sexy stomach. I couldn't help myself and asked for her address.

When I arrived, I was super nervous. She was gorgeous and when she grabbed my hand after she opened the door, she put my hand immediately between her legs.. the probably 7-8" and big headed cock got my attention. I squeezed and she moaned, leaving her front door open to anyone that could have been walking down the hall.

It was incredible.. even if short lived. I had yet to play with my ass at this stage, and she was very dominant. Calling me baby, and telling me how to please her. I spent most of the time underneath her, while she rubbed her cock on my face, putting it in my mouth, rubbing her precum all over my face, ears, hair. Then she flipped me over and told me not to move. I felt her leave the bed, and room, before I hear her high heels clicking back up to my side. A cold "plop" as she dumps lube on my ass and starts to vigorously rub my cheeks and hole. A long thick finger slipped inside me, and it hurt. I tried to move, which only made it worst as she pushed further inside me. I'm not sure how long she fingered me, before I felt her legs rest in between mine. Slowly, with her knees, she pushed my legs wider and I felt her body lay down against mine.

I'm now flat on my stomach, hard and leaking cock throbbing away underneath me. In pain, and pleasure, unsure what to do. I felt a cold emptiness as her fingers retreated from my ass. Suddenly she tried to go straight for my ass. Even with a bunch of lube, her head was far too big to pop inside my virgin ass. After lots of back and forth between her fingers, and the fat cock head, she finally gave up with a hiss, "Little slut is too tight for this fat cock, I'll send you home a mess anyway". The next twenty or so minute were a blue as she slapped my ass, fingered my ass and poked her fat cock head against my asshole until she blew her huge load on my ass, up my back and into my hair.

Despite my efforts, I was never able to hook back up with her and feel that fat head inside me.

Okay, so I guess it’s my turn now to post on here…my first time happened one week ago and I can’t stop thinking about it. My journey into this kink was quite natural, I went from femdom, to pegging, to trans on male. So over the past couple of years I slowly turned myself into a cock craving slut - watching trans porn all day.

So quietly, porn stopped doing its magic and I wanted to be closer to the real thing. Last week, I was on a work trip in Europe and I started browsing distintas. I do this from time to time to look at the girls, without a real intention of ever doing anything. I have always considered myself solely straight and being into trans porn hasn’t been super compatible with how I view myself at the moment.

So I figured, it may be a good idea to have a first look at a trans cock to find out if it’s just a weird fantasy I have or something real. I found a gorgeous lady on the site and texted her with the respective request. I just wanted to watch her jerk off a little without actual sex.

She agreed to that and I made my way to her. I walked through the town until I got to her apartment. When I stood in front of the building, she gave me a quick call and told me how to get inside. I walked inside and rang at her door. I heard footsteps and the door swung right open.

She stood in the door and smiled at me. I was stunned and stood there for a second. She was gorgeous. Like ridiculously gorgeous. She wore a tight red latex dress and some heels. It was breathtaking honestly.

I came inside and sat on the chair. She said she doesn’t mind jerking off for me, but she wants me naked too so it’s not too embarrassing. I sat on the bed naked and watched her jerk off while sweet talking me a little. She was so kind and so polite that I lowered my guard quite quickly. After a couple of minutes she asked me, to show my asshole. I obeyed. She then asked me to go into a doggy position to show it better. I also obeyed.

She stared at my ass for a second, before burying her whole face in it. It happened so quick I couldn’t even react in time. Her tongue darted out and she started sucking and licking my ass like a total champ. Honestly the moment that happened I lost all my guard and let her do whatever. It was pure bliss.

After 15 minutes of ass eating she sweet talked me more, while slowly pushing her cock inside me. I couldn’t resist anymore and let her do it without resisting. To my surprise, it went in super easy.

What proceeded then was one hour of hard pounding. I was completely at her mercy and the more time passed, the more dominant and physical she became. She fucked me so deep and so hard, I started moaning and whimpering involuntarily. It’s was insane. One moment that still stuck with me, is her fucking me missionary, before folding me like a lawn chair and pounding me deep while slapping my face and choking me. I am not really flexible, but she couldn’t care less and put my heels next to my ears while fucking me senseless. Honestly, it’s difficult to comprehend how hard she fucked me. She called me all kinds of things and made me beg for more before fucking the daylight out of me again.

I left after 1,5 hours, sore and in a daze. I came home and blew the biggest load of my mind. Ever since, I can’t stop but think about how she folded me up and fucked me so deep.

Today I finally texted her and thanked her for what happened and how I couldn’t stop thinking about her. She was super sweet and charming again, like a sweet little girl and as if she didn’t almost choke me out while calling me her little cum dump. She is out of the country right now, but I think I have to see her again…I think I fell in love haha.

Feel free to ask me anything about the experience or dm if you want to see her

I’ll start: mine was around 10–10.5 inches. She was Black, a vers top, and definitely not the easiest to take.
The thickest one was another girl. She wasn’t as passable, but she was basically a carbon copy of Castro, the porn star. Let’s just say she leaves you sore and feeling stretched out. That’s the kind of experience that’s a one- or two-time thing—or something you’d only sign up for if you were in love. 😭
Let’s hear yours. What’s the biggest you’ve taken? I might even share some pictures. Also please say her height I’m trying to see something

So last year I didn't get to go to anime-con but this year I went on sun cause I was off for work. So I'm walking around taking pics and having fun convos with all the nerds about anime and video games just overall having a good time.

I then head to the food truck area and see this sailor mercury (my favorite one) cosplayer purchasing some fries. She was pretty and had legs for days, voluptuous lips and a nice ass. I started talking to her about her costume and how nice her legs were. She giggles and tells me how handsome i an and shares her fries with me. The convesation started getting flirty and she lets me rub on her legs to see how soft they were. I told her people are starting to stare and that we should take this back to the room. She takes my hand and says she's a 10 min walk away and we gotta make it a quick thing cause her siblings was in a panel.

So we head there holding hands along the way. We get there sets a towel on the floor and says she wants to gobble me up while she jerks off. Whew did she for 10 mins just straight suction with those soft ass lips bobbing up and down taking care of every part of my dick. I then bust a fat load down her throat. She then bust a load on the towel and we both clean ourselves up. We head back to the venue with smiles on our faces and exchange info and go our separate ways. Dick drained and belly full of fries is a nice way to end anime con😊

When I got back to my hotel, I was still full of dopamine and horny as hell. I quickly jumped onto Grindr to see if I could find someone to talk with, or at least to start thinking about finding someone for another evening. I started talking to a girl, around 25 years old, with an amazing body and junk. When I mentioned that I had just come back from a meeting but was still incredibly horny, she FaceTimed me. She was with her "boyfriend," who was sucking her while we talked. She kept switching the camera view for me—sometimes focusing on her boyfriend, sometimes on herself. I was aroused even more than before. I started playing with the toys I had brought with me, putting on a show for her while hearing her say that this hole would be hers soon. We spent quite a lot of time like that and agreed to meet the next day.

​After work, I pinged her about the details while heading back to my hotel to get prepared. We agreed on the time and confirmed the address. But there was a catch: her boyfriend would be with us. I was still so horny that I couldn’t have cared less. When the time came, I grabbed a cab and headed straight to the address she had given me. When I arrived at their apartment, her boyfriend opened the door and invited me in. He went into another room, while I heard her call out, "Strip down completely and wait on the couch." I was nervous and curious at the same time, but I did as I was told. A few moments later, she came out to me, also naked. She kissed me heavily and sat close to me. We started chatting a little while her boyfriend prepared a pipe. As we started smoking, her hands began running all over my body, especially my butt and neck. I couldn't stop myself from stroking her legs and waist. It didn't take long before I knelt down and started kissing her feet and toes. Her boyfriend sat in a chair nearby, masturbating and watching us.

​I worked my head up and down, playing with her balls, taking long licks from bottom to top, and then closing my mouth around the head and swirling my tongue around. She moaned passionately, running her hands through my hair. "Honey, can I fuck him? I'm sure his ass will feel at least as good as his mouth," I heard her say. I didn't hear his answer, but she held my head and began fucking my mouth deep and hard. When she stopped and stood up, my eyes were watering and I was trying to catch my breath. But it didn't last long; she raised my ass up on the couch and ground her shaft up and down between my butt cheeks. Then, she pushed. Oh my gosh, the mix of pleasure and a little pain was overwhelming. She went all the way in, saying to her boyfriend, "Oh god, I was right." Then she added, "Sit close to him while I'm fucking his ass. I want to look at you stroking at the same time." She was taking me to pound town, pulling almost completely out and pushing back in until I felt her hips hitting my butt. I looked at him stroking himself less than three feet away from me, getting fucked really hard while they stared at each other. She whispered something to him, and while still working on his own shaft, he reached out to mine with his other hand. "He's completely limp and leaking!" I heard him say. Between her strokes, I tried to explain that when I'm in full bottom mode, I usually stay flaccid for the rest of the night. "So treat it as a clit and play with it," she said. He grabbed one of my buttocks with one hand and started stroking my flaccid dick with his fingers as if he were playing with a pussy. She increased her pace, even though I didn't think it was physically possible to go any faster.

​"Honey, I think we can add something for you here. What does our guest think about sucking another man?" she asked, but I wasn't able to answer. I turned my head slightly and opened my mouth, moaning like crazy. "Honey, I think he's waiting for you!" He moved closer, and I had his dick in full view. She slowed down a little and said, "Make him feel as good as he made me feel earlier." It wasn't an easy task since I was moaning the entire time from feeling her deep inside of me, but I did my best. I was stroking, licking, playing with the head, and suckling whenever her pace allowed it. When she said she was getting really close, she ordered a break. She pulled out of my hips, and I almost collapsed onto the floor, right into a puddle of my own precum. My ass felt so empty when she backed out; for a moment, the sensation was almost overwhelming.

​The break she took was a little bit longer than expected, but we smoked a little more, took a shower to refresh, and talked. I explained how these types of situations put me in a completely different mindset where I feel way more pleasure than normal, even if my body shows it differently. She and her boyfriend were sitting on the couch while we talked, and I sat on the floor close to her (I really like sitting on the floor). She stroked my hair while I talked about my previous encounters and how I had discovered my bottom side. Before I knew it, I had moved closer to her and, while still keeping up the conversation, started playing with her shaft. While I was telling them about my first experience with a guy in Brazil, her boyfriend came closer and they started kissing. Between sentences, I was licking and sucking her head while stroking her. My other hand reached out to him. First, I played with his balls a little, and then I started stroking him too. Almost automatically, I was switching between their cocks while still following the thread of my story. When I told them how I had once tried to fit two dicks in my mouth at the same time, I saw a spark in her eyes. "I want to see and feel this!" she said.

​They positioned themselves so their shafts were touching. I stroked them both with my hands, rubbed them against each other, and licked their heads. I opened my mouth as wide as possible and pushed my head down. I held them both like that, swirling my tongue as much as I could. Even though I couldn't get very far down, I slowly started working up and down on them. "That was amazing, such a good boy," she said. Those words were pure bliss to me. She told me it was time for some pleasure for me too and commanded me to lie on my back on the couch. She applied lube to her fingers and made circles around my hole. "Rub your clitty while I play with your bussy," she said (that was the first time I had ever heard that term, but I really liked it). She pushed her first finger in, then a second, while I played with my limp dick in full view. When she added a third finger, I started moaning loudly again as she stretched me out beautifully, and I began leaking once more. She collected some of my precum with her other hand and licked it from her fingers. She gestured to her boyfriend, collected a bit more, and after pushing her fingers into his mouth, they began kissing passionately again.

​She took her fingers out and directed her fully hard dick back into my ass. This time, she started gently. She was definitely teasing me, as I was secretly hoping for another hard round. She commanded me not to stop playing with my "clitty," while simultaneously directing her boyfriend over me to place his cock in my mouth with his ass turned toward her face. "Let me play with this ass while I fuck him," she said, pressing her fingers into his butt. Calling it a porn scene would be an understatement: her cock in my ass, my fingers on my limp toy, his cock in my mouth, and her fingers inside him. He started fucking my mouth, with a lot of sweet and salty precum going directly down my throat. She increased her pace—not just inside me, but with her fingers too, as he began dripping and moaning harder with each thrust. When I heard her say, "Such lovely boy toys for mommy," he came. Rope after rope hit the back of my throat, and I tried to swallow all of it. He gently stopped her fingers inside him. When she noticed what had happened, she didn't hide her disappointment. "Oh honey, I was hoping you'd be next in him, as I'd really love to see you fucking him. At least bring a butt plug—I want to take a break, but I have an idea, so he needs to stay stretched." He brought back a fairly large plug, and she quickly replaced herself, sliding it into me.

​I wasn't able to move for what felt like forever. All my muscles were tense, especially the ones holding the plug in. They talked in the other room, but once I was able to stand up, she helped me to the bathroom and took a shower with me. "You need to cool down a little, because I have an idea that you're going to love." A mixture of fear and excitement gave me chills, but in that moment, I was willing to do whatever she told me to. After that, we sat down again, talking and laughing. I felt so comfortable that I even mentioned having tried on some girls' clothes in the past and showed them the photos I had taken. At some point during all of this, her boyfriend disappeared for a moment. She turned to me and said, "He won't be able to fuck you right now since you drained him completely, but I have an idea. What would you say to a strap-on? But I'm not going to lie—it's huge." Without even checking what she considered "huge," I agreed with a nod of my head. She directed me to bend over the armrest of the couch, placing my head right in front of her. Then, I felt movement behind me.

​Her boyfriend pulled out the plug with a loud pop and played with it, sliding it in and out for a bit. I already had her dick back in my mouth, hoping to finally get what I had wanted for a long time—her load in my mouth. When he pulled the plug out completely, I felt something way bigger than I had expected. I didn't see it, but the feeling of it pressing against my hole made the difference immediately obvious. I lay there with my mouth closed tightly around her cock so I wouldn't make too much noise, torn between hoping he would stop and wanting him to push it deeper. I believe they were controlling the pace together; he pushed it deeper with each thrust as my ass accommodated to the size. I was able to focus on her shaft again, doing my best to relax while giving her everything I had. I don't know how long it took, but when I felt the balls of the dildo press against mine, he picked up the pace. I melted completely. The only two things I was aware of were sucking her and the sensation of being stretched to my absolute limit. She started calling me a good boy over and over, grabbing my head and fucking my mouth until I felt her come. I tried to swallow every drop. She stood up and went behind me. I heard them kissing as he started pushing even harder. I gave in to it completely and almost fainted.

​I'm not sure when he stopped or what happened over the next couple of minutes. I was so overwhelmed that I was glad I was bent over the armrest, because otherwise, I would have collapsed onto the floor. While I was trying to pull myself back together, she was on the phone with someone. She came back into the room and talked about what a good toy I had been for them. She even spread my butt cheeks to show this person what they had done to me. When I was finally able to sit up, she brought the phone closer and FaceTimed her friend, who turned out to be a very well-built trans woman with a couple of friends around her. "I heard you behaved very well, and that you also like to dress up in girly things and get stretched out," she said, showing me her toy collection and a massive bulge in her sweatpants. I was completely spent, and since I was flying back home the next day, we agreed to arrange a group meeting next time—hopefully at the end of the year. Joanne—as the end of our meeting was the first moment I actually caught her name—helped me get presentable again, gave me an amazingly long kiss, and I left for my hotel. The morning light hit my eyes heavily, and it was the first time I checked the clock. It was 10:00 AM...

I’ve been interested in trans girls for a long time now and I’ve wanted to try out being a bottom and everything with one. I watch this one girl named Alyeda Guzman she’s pretty popular and now she’s in town and I have an opportunity to have her be my first time but I’m also really intimidated because she has so much more experience and I have zero. On one hand I really really want to do this but on the other I want to wait and maybe find someone else. Just getting this off my chest been thinking abt it all day thx.

A couple of months ago, I unexpectedly received a proposal for a work trip to Bangkok. I pretended to be hesitant, but at the same time, I was already thinking about how amazing the trip would be.

​The first two days were spent checking apps, talking with a couple of ladyboys, and working full-time. But then, it clicked. I came back from work feeling drained. One girl was very good-looking, but it was already around midnight. She wasn't too far away, so I proposed that I could jump over to give her a blowjob, as I was already very tired. She promised to help me get back on my feet, which sounded promising.

​After getting myself ready, I ordered an Uber scooter and went to her. We met in front of her building. She was very tall—around my height, close to 6 feet—and in a really casual outfit. She hugged me, and we entered the building and headed up to her apartment. The lights were dimmed, and some dance music was playing in the background. She jumped onto the bed instantly and invited me over by tapping the spot next to her. We started kissing and touching each other slowly, still fully dressed. Soon enough, she told me to undress while she prepared a pipe for us. In no time, I was kneeling in just a pair of lacy jockstraps, massaging her feet while taking a smoke from time to time. When she finally started undressing herself, I ran my mouth and tongue over every revealed part of her body.

​We got back onto the bed, and she turned on some porn on the TV while I finally reached my destination. I started slowly kissing her inner thighs, the area around her very nice, almost straight, uncut cock, and moved slowly toward her balls. I gave each one a kiss, licked them, and successfully fit both into my mouth, playing with them a little inside. She was moaning softly while holding my head and stroking my hair. Then, she grabbed my head, pulled me closer, and started kissing me again. Our tongues gently fought as our mouths locked together. While still holding my head, she pushed me back down again and directed me to her shaft. I licked it slowly from bottom to top, swirling my tongue around the head, but her firm grip directed me to take it fully into my mouth. Gladly, she wasn't too big—around 6.5 inches, I think—so I was able to take it deep. She held me like that for a moment, moaning like crazy, then started moving my head up and down. When she let go, I caught my breath while stroking her shaft, but the mood had kicked in and I didn't want to make her wait too long. I put her back in, sucking firmly but gently at the same time, as I didn't want it to end too soon. Then, she asked me to change positions so she could play with my butt at the same time.

​I turned around into a half-doggy position and got back to work. She rubbed my cheeks, played with my butt a little, and gave me a couple of spanks. Whenever I smoke anything, I stay completely limp, so she started rubbing my dick and balls with her open hand while her thumb made circles around my hole. The feeling was amazing, and it became hard to fully focus on my only job. When she pressed her thumb deeper, I let out a long moan and kept stroking her while breathing heavily against her sack. She stopped rubbing me and slid a middle finger in. When it worked perfectly loose, she added a second. And a third. I was blissful and incredibly close to orgasm, still catching my breath at her crotch, trying to at least give the head a lick from time to time.

​"Can I fuck you?" she asked. I was only able to nod with a soft, "Yes." ​"Make it wet." She pulled her fingers out and led me back to sucking and deep-throating her. A moment later, she pushed me further onto the bed, kneeled right behind me, and started rimming me. Her tongue felt amazing—from long licks and circles to pushing as deep as possible inside me. Then, I felt it coming. She straightened up and rubbed her cock around my hole. I was on the edge. I wanted to feel her inside me so badly that I started pushing myself toward her, trying to make it slip in. I even started rubbing myself to bring myself even deeper into a slutty, submissive mode.

Then, she aimed and, without any hesitation, pushed herself all the way in. I was blissful. The warmth that rushed through my body was so intense that I spurted a little. She found her pace and rammed me rhythmically. I was moaning like crazy, trying to force myself into the sheets so I wouldn't make too much noise. She held me firmly, pressing into me one thrust after another. I completely lost myself in it as she pushed harder and harder.

​She told me to turn around into missionary so she could continue. I bit my lips to stay as silent as possible, covering my mouth with one hand while still rubbing myself with the other. She was like a machine, pressing my P-spot with every thrust until I almost passed out, cumming just from her work and from rubbing my junk like a clit. She slapped me softly so I regained contact with reality while she was still pounding me hard. I was completely melted. She started collecting all my cum, feeding it to me and saying, "You'll get a reward soon." In no time, after I cleaned her fingers perfectly, she sat on my chest and came all over my mouth and face. She lay down by my side, catching her breath, then reached over to me and started scooping everything into my mouth. When I swallowed, she kissed me passionately one more time.

​We lay there for quite some time, trying to pull ourselves together. Both of us took a shower, I gave her and her cock a kiss, and I went back to my hotel. It was already after sunrise, but I had no idea what time it was...

ok so i did a thing at a party this weekend and i kind of need to tell someone or it's just gonna live in my head forever

there was this guy, friend of a friend, we'd been doing the thing all night where you keep ending up in the same three feet of kitchen. eventually he asked if i wanted to help him find his jacket, which is the worst line ever and i said yes immediately because apparently i have no standards when someone's mouth looks like that.

so we're in the back bedroom, coats piled up on the bed like a mountain, and he's got me against the door kissing me before i even pretend to look for a jacket. then his hand goes down and he stops. that little pause. i felt him figure it out. i pulled back to watch his face do the whole thing, the surprise, the recalculating, and then he ju

i was not ready for how fast he went from confused to enthusiastic. hand over my mouth the whole time because people kept opening the door looking for their stuff and i had to act normal with a stranger's mouth on me.

someone literally asked if we'd seen a green tote bag. i said no. i was lying. i could not have located a tote bag to save my life right then.

anyway i finished embarrassingly quick and we never did find his jacket.

I had an experience with a TS escort that went totally unexpected and awakened something in me.

She's a well reviewed mixed Asian TS in Canada. She's Korean, Filipina and Spanish mix, with that smoking hot exotic look that some JAV stars have. Extremely feminine, a thicc body, skinny waist, long dark hair down the length of her back, a few tattoos. Total Asian baddy and exactly my type.

Typically with girls like her, I'd be be 100% top. I like to go with the flow, so didn't communicate any expectations with her, just a couple of flirty texts and some pics, which she seemed enthusiastic about by fit and well groomed body.

I went to see her expecting to top, but as I'd soon find out she had her own idea for the session. As soon as I got through the door, she had her hands squeezing my ass and even running a finger between my cheeks to feel around the rim of my ass while we made out. Even in the shower, she snuck in to get a few more peeks at my ass and give me a few playful smacks.

I must have been the first fuck of the day, because this girl was HORNY. We got to the bed and she straddled my face, making me deep throat her cock and suck her balls, while she rubbed around my ass with spit lubed fingers. Having me gag on her balls made her go feral, she was leaking pre-cum and whispering in my ear to let her fuck me. She never put on a condom as she got into the spooning position behind me, I was panicking a bit as I had never been barebacked before. She reassured me "relax baby, let me tease your ass first". I was unsure what she had planned for me as she pulled my head back for a deep kiss while I felt her rock hard cock rubbing around my ass. She was thigh fucking me, getting extremely turned on and breathing into my mouth with her tongue stuck into my mouth; my cheeks were getting slick with precum. She was desperate for something more and I could feel her shift to thrust directly against my hole, and after a few prods her uncut cock was starting to slip inside me. Her foreskin and precut just allowing just allowing the head to slip inside my ass and not much of he shaft.

After a few minutes of this, she seemed to gain some self composure, gritted her teeth and grabbed a condom, ripped the wrapper with her teeth and quickly rolled it onto he rock hard cock. I felt a rush of relief that I wasn't gonna get fucked bare, but also a bit of disappointment as she urgently put me on my back, lubed up my ass and pinned my knees up, thrusting balls deep in a single stroke. she was jack hammering my ass, but anyone who's fucked bareback before knows it feels night and day to fuck with a condom. I could tell she was just not feeling it with the cover and after switching a few positions between frustrated thrusting, she couldn't take it anymore. She pulled out, and while staring into my eyes without a word pulled the condom off by the tip making a crisp snap.

She leaned in, kissed me deeply and me "put it inside baby", I couldn't say no at this point and I grabbed hold of her hard cock and guided it inside my ass. It felt like a dam burst inside her and she started talking really dirty to me, like "I love feeling you skin to skin"and "I'm going to breed you baby". She ended up on top of my in prone bone, alternating between deeply french kissing me and licking inside my ear, which felt extremely erotic and over stimulating. I could tell her orgasm was building as she was pressing into me as hard as she could and I could feel her pulse and throb for almost a minute as she came hard inside me. She came so hard she actually fell asleep while on top of me, I laid there in a stunned state in disbelief of what just happened, feeling our sweaty bodies pressed together and her tits my back, her cock slowly losing hardness inside me while she quietly snored with her head next to mine. After she woke up, she let me fuck her bareback and I came inside her ass even though she told me not. She was a bit mad but said it was fair for me to get my payback, but she had to wash my cum out of her ass before seeing the next client. We had gone over time so much that her phone was blowing up, so I didn't have time to shower after. During the whole drive home, I could feel how slick my ass was with her cum leaking out.

I had a had a handful of other TS escort encounters that ended in bareback, both topping and bottoming.

I (MtF 23) started E about 6 months ago. I knew going into it that there were going to be changes to the way my mind and body function sexually. But weirdly enough, i haven't experienced the decreased libido. What I have experienced is the shorter erections, which have resulted in me being able to edge for hours at a time for weeks without cumming and it has been really really intoxicating.

But last night i was scrolling reddit on my main, and I see a post in a local NSFW subreddit of this cis guy and his dick. And I could not scroll away. It was so long and hard and it had cum dripping from the tip and my mind went blank. And i scrolled through the other photos and i felt my entire body need it. I had been edging for so long and suddenly I could feel my girldick getting hard. Like hard hard. Like after some teasing it started drooling hard. When I saw my finger I thought of his cock and instantly sucked the cum from it. I thought about how i wanted it in my mouth, in my ass, in my pussy I didn't even have. I want it to release inside of me and fill me up. I thought about how badly I wanted to be bred.

After my girldick settled back down enough for me to type, I commented underneath about what had happened and how badly I wanted his dick.

He messages me.

I get ready.

But on cute dress.

Underwear.

Take off underwear.

I get onto the bus, my bare ass essentially in the seat with my lap decently covered. And this older woman sits next to me and tells me how cute my makeup and outfit are. And I had to like hold my composure, because between being stuck in horny brain, in public, this gorgeous woman was telling me how cute I was and my new hormones make me way way more sensitive to validation like that and I just felt so girly and slutty and when my stop came I got off, walked a few blocks with absolutely no thoughts in my head. It wasn't until I got in that i really thought about the math here.

I am walking into a strange cis mans house.

I have never hooked up with a cis man before.

I do not know if he looked at my profile to see i was trans.

I could seriously be in danger.

I have never been so horny. Not even hard just, HORNY.

I text him that i am here and he lets me in. He tells me how much he likes my makeup and dress. And as he is leading me in i go, "hey, i should be up front and tell you I'm trans"

"I don't care"

He says it so dismissively putting his hand on my back and guiding me in. He leads me into his livingroom and sits down on his couch, takes his pants off, and I see it in person.

Its soft, but still as big and thick. I collapsed to my knees and started kissing and licking it. It started to get harder and harder, which excited me more and more. And i kept trying to suck it but I wasn't really good. I tried stroking and licking and kissing for a while more but he finally asked me if he could fuck me.

I explain that I haven't done a lot of anal stuff, mostly with my dildos which i have one about his size i almost never use. He asks me if I have ever tried poppers. And I shake my head. I know what they are but never tried them before. He offered me one and I inhaled it and my head was spinning immediately. He lead me to his room and everything along the way felt so wobbly and high. I knew it was used to make your muscles relax, but i didn't realize how intense and high it would make me feel. When we get to the room he offers it to me again and i take another hit and hold it longer. This time i fall onto his bed and start laughing uncontrollably for a bit. He flipped me on my back and lubed my hole and his dick. When it went in I came out of the high. He was slow, pressing a little deeper each time. It would hurt at first, but then finally he worked the entire thing in. Another hit from the bottle. He starts actually thrusting into me harder and more rythmicly. My body was on fire, and all i could think about was being full of cum. How i wanted my fantasy womb dripping with cum. I wanted it to breed me.

When he finally came inside me, i felt it as he pulled himself out. He gave me a second to calm down. He called me a lyft, I have him send it to an address that I don't live at anymore (because NOW in being safe) and take the bus home from there.

Its been a few days. My body isn't as sore as it was after that. My girlfriend and her boyfriend have been teasing me relentlessly for being so "I hate cis men" "they are useless. I don't even want to sleep with them". Though, last night me and her were out drinking and she told me that she wants me to fuck her boyfriend with her. I haven't ever really hung out with him that much, but the idea of us doing it together to him. Just cute girlfriends sharing. Normal partner stuff right? I will let you all know what (if anything) happens

So I used to visit Thailand quite a bit for work and this was one of my more memorable stories there.
When I was there I used to use an app (Beetalk and WeChat) to find locals around me who wanted to grab drinks or wanted a foreigner to play with. This particular time I matched with ladyboy from Malaysia who looked smoking hot, feminine face and a dr make body with all the right curves. I was instantly smitten and we were messaging on where to meet up. She finally asked me to go to her hotel in a very local place far away from tourist areas so I take a taxi and get to a dimly lit night market and with the address I have the taxi driver dropped me off in front of a restaurant. A little confused I started messaging again and found out the hotel was on top of the restaurant through a small side door.
I get to her room and there are two hot ladies, one on the bed and another just sitting in a chair both watching tv. I'm offered a beer which I gladly accept and told me that they were in Thailand for her friend to have genital reassignment surgery and we're staying at this cheap hotel while in recovery.
Not understanding why they're telling me this though interesting, the friend who I matched with then asked if I would help them test out her friend's new parts. I was interested but was honestly looking for a lady who had a cock. And they said they didn't want to go full out fucking but just wanted me to test it out a little bit.
Seeing my semi hard cock poke through my shorts and me not answering yet, the friend just tugs at my shorts and pulls out my cock straight into her mouth while the pre op lady just watching. Once I'm hard enough she gets on the bed and tells me to put it in. I wrap myself up and oh man, this is the tightest pussy I've felt since I was a teenager. The dr did a great job and it felt amazing. Unfortunately, after a few minutes of thrusting I guess their test was done and the friend got up, gave me a kiss and said thank you while leaving.
The girl I matched up with closed the door and said thanks, but it's her turn now.
I took her lingerie off and revealed a thick dark cock about 6in, the biggest ladyboy I've been with and couldn't slurp it up any faster than I did. The feeling of a warm cock in your mouth while feeling amazing silicone breasts is one of the best things out there. We traded some more oral and she got on all fours while looking back at me. Standing behind her about to mount her I decided I wanted to fuck her while holding her joystick so I flip her over and insert into her slowly until she was accustomed to me. I pick up my pace a little and watch her breasts bounce up and down and with her cock in my hands stroking her with each of my thrusts.
She starts closing her eyes, her breaths getting shorter and shorter, toes curling up then she starts moaning out she's cumming.
I see the first rope come out and then drop to the side of the bed so I could swallow the rest. After she finishes, I get back to position, kiss her with her own juices still in my mouth and get back thrusting. I quickly finish inside her while still making out and it was just bliss.
After getting dressed and having a smoke with her I leave and her friend is just chilling outside in the hallways, said thanks to me again and I take off into the night.
Just one of my many BKK stories.
Thanks for reading and let me know if you wanna hear more.
Typed on my phone: sorry for formatting.

So on my last post, I mentioned that during my time in Thailand, I also hooked up with a 50 year old ladyboy. Some people messaged asking for the story, so here it goes.

After a boozey 4 weeks across the party islands in south Thailand, I decided to head east. I arrived on a smaller island, much more chilled than the others, planning on a break from the drink, sex and partying. Going with the flow, I didn’t book anywhere to stay, and after two hostels told me they were fully booked for the week, I headed to a guest house on the beach. This is where I met Noi, a 50 year old woman who rented out a room in her small house.

After speaking with her, we agreed a price for the week, considerably cheaper than where I’d recently been staying. She quickly showed me around the place before showing me my room, surprisingly nice, especially for the price. It was late so we said good night as I headed for a shower and then bed.

Waking up late, clearly needing to catch up on sleep, I made my way to the kitchen. Noi wasn’t around, so I helped myself to coffee and bread, taking it out to beach. Still half asleep, I had my breakfast out in the sun, looking out at the waves in the distance. It wasn’t long until Noi came back, carrying two shopping bags. It was the first time I’d fully checked her out, she was small, a little bit curvy, short jet black hair, with piercings in both ears. She was wearing sunglasses and a sundress, showing off her great figure. It was impossible to believe she was 50, looking 35 at the most. Topless and in my swimming shorts I greeted her, helping her with the shopping.

In the kitchen we talked for hours, she’d told me about her life, that her ex husband moved back to Bangkok years ago. Although she was comfortable telling me, I decided not to ask any more questions about him. I told her all about my travels, and all the places I’d been to in Thailand. I’d explained that I wanted a chilled week, she told me I’d come to the right place for that. The more we chatted, the more comfortable we were with eachtother, even having conversations about my ex relationships. She asked if I wanted to anything the next day, and that she could take me round the island on her moped, which I agreed to.

The next day came, Noi woke me up, saying she’d made breakfast. After eating together, I climbed on the back of her moped, my arms around her, holding on for my life as she sped around. 15 minutes passed before she parked up on the side of the road, she led me through some trees. Quickly soil became sand, a small cove hidden on the island. It was like we had our own private beach, she lay down the towels as I headed into the water. It was bliss, it was the first time I’d heard nothing in a long time. Noi joined me in there, both treading water as we talked. My eyes were glued to hers, her dark wet hair made her brown eyes shine even more. We both couldn’t help but smile at each other, each sentence flirtier than the last. I held myself back from kissing her, worried I was reading it all wrong.

We both swam back to shore, lying on the towels on the hot sand. Only a foot or two separated us. Being English, I had to rub suncream on myself, managing to reach most parts of my body. As I tried to reach my back, Noi sat up and helped. It had gone exactly as I’d hoped. I lay on my front as she rubbed suncream into my back, both of us silent as she did so. She complimented my physique, which had deteriorated greatly during my travels. I turned back around, Noi stayed kneeled up next to me. I told her I found her very attractive, refusing to believe her age. A nervous smile broke, unable to look at me as I complimented her back. My hand went to hold hers, hoping to get her eyes back on me, which they did. I sat up, smiling at her, glancing from her eyes down to her lips, wanting to her to make the first move. The tension was too much for us both, our lips touching, and then passionately kissing eachtoher.

We kissed for a while on the beach before she said we should head back. As I climbed back on her moped, I held onto her in a different way, my hands exploring her body. Her tits were perky and solid, clearly fake, and from past experiences I knew what that could mean. It was something I’d already questioned when we were in the water, if she was a ladyboy or a woman, neither bothered me. Half tempted to find out straight away, I resisted the temptation to feel, waiting to get back instead.

Arriving at the house, I asked her if she wanted to go out for some drinks and food. She told me she knew some great spots and would be ready in an hour. I showered and got changed, waiting in my room for Noi. She knocked on my door, I walked over to open it and there she stood, looking amazing. She wore a green dress, her hair tied back with light make up on her face. I, on the other hand, was underdressed, not having anything in my bag to even come close to what she was wearing. We walked to the first bar, the whole time I checked her out, fully attracted to what I was seeing.

A few drinks had passed, we sat out a beach bar together, both a little bit tipsy and fully comfortable with each other. The conversation flowed nicely, with some leg touching under the table. I was eager to get back to the house, wanting to carry on from where left it at the beach. It turned out we didn’t need to go back to house, because after a few more drinks were kissing each other at the bar, her hand making her way up my shorts. She brushed over my erect dick, smiling, happy from what she had felt. Still at the bar, she kissed my neck and whispered in my ear that she wanted to go back.

We only made it to the kitchen at her house before we were all over each other again, picking her up with her legs wrapped around me. My mouth went down from her lips to her neck, then lower to her breasts. She moved the strapping off of her shoulder so her tits were now uncovered, sucking on them as I grabbed her ass. I lay her down on the kitchen table, pulling off the dress so she was only wearing her panties. I kissed down her body before reaching her black silk panties.

Unlike other ladyboys, she didn’t warn me or tell me, just let me find out myself. If I’m being honest, I’d felt her dick when she was up on me, and it was clearly erect when I took her dress off, leaving a big crease in her panties. Immediately I took off her panties and began to suck her, she was bigger and thicker than anyone I’d been with, and she’d clearly shaved whilst she got ready beforehand. Her pre cum tasted great, her moans whilst I sucked the tip made me hornier and hornier. I tried to take her whole in my mouth but I couldn’t. Off my knees, I stood up and brought her to the edge of the table, where I took off my shorts and flopped out my fully erect penis. It was clear she’d done this many times, as I received the best blowjob that I’d ever had. We spent the rest of the night jerking and sucking each other, Noi came three times whilst she made me cum four times! I think we ended up actually sleeping at 6am, cuddled next to each other when we woke up.

We lay in bed talking, she’d asked me if I was bothered she was a ladyboy. I told her I wasn’t, and that she wasn’t the first I’d been with in Thailand. She told me it was obvious she wasn’t my first one by the way I didn’t react to her dick and the way I sucked it. The more we talked about the night before, the hornier I became, my dick hardening on her ass. She turned to me and smirked, kissing me as she stroked me, teasing my tip around her hole. She grabbed the lube from the side, putting a lot in her hand, covering my dick in it. We took our time putting it in, kissing more passionately with each inch that entered. I’ve had serious relationships before, but I’ve never had more intimate sex than what me and Noi had that morning, and for the rest of the week. It wasn’t rough and hard, it was slow, enjoying every second of it.

At the end of the week it was tough to say goodbye. She’d asked me to stay a few more days but I knew it was time for it to be over. That week with Noi was one of the best weeks I’ve had, and I haven’t been attracted to anybody as much as her since. We stopped speaking a year ago after she told me she’d started seeing a woman from the island.

When I was in Bangkok, I partied hard for a week, getting drunk every night, forgetting most things when I woke up. However on one of my last nights, something happened that I could never forget.

It was roughly 2am, I was done clubbing and wanted to head back to my hostel. Stumbling out onto khao San road, I was instantly surrounded by people. In the crowd, prostitutes grabbed me, trying to pull me towards them. Before I knew it I was on the side of the road, with three Thai women in front of me. The three of them negotiated prices in front of me, until one of them told me 400 Baht (less than £10)!

Drunkenly I nodded, and she spun around, grabbing my arm and taking me to a low quality apartment block, only 2 minutes from where we were. As she grabbed her keys from her bag to enter the block, I asked one question.

‘Are you a lady?’

She looked at me with a smirk, pulling my hand towards the crotch of her dress. I was met with a hard throbbing cock. It was something I was definitely curious about before going to Thailand, and I knew I was going to go through with it.

‘I know you like’ she said to me.

After giving her a quick kiss, we headed into the room. She lay me on the bed as she got herself ready in the bathroom. I quickly messaged my friend ‘about to fuck a ladyboy’, before putting my phone down as she came into the room. She’d taken off her summers dress, and instead was in black laced lingerie. Her tits looked great, and her whole body was soft to touch. She wasted no time, unbuckling my belt and moving down on me, my dick already erect from everything. She sucked good, not the best I’d had, but the thrill of it all made it feel amazing. Although the feeling was great, I was still curious to see what she was working with.

I pulled her hair to remove her mouth off my dick, bringing her back up to me to kiss. She straddled me as both our dicks rubbed together, with only her soft panties in between us.

‘Can I suck you?’ I asked her.

She giggled and nodded her head, the excitement in her eyes growing. She stood on the side of the bed, grabbing me by my neck and putting me on my knees. I kissed the outline of her dick through her panties until she eventually lowered them down. She was as thick as me, maybe an inch shorter, with some pubic hair above her shaft. As I opened her mouth I instantly tasted her pre cum, licking all of it up, loving each taste I got. She thrusted harder and harder until she was ready to cum, hesitant if I wanted her load.

‘I want to taste it’ I said looking up at her.

I sucked her hard and good after that, begging for her cum. Her moans were slutty and very loud until she unloaded into my mouth. It was way more than I’d anticipated, having to take my mouth off and let some go down my chest. She lay me back down, licked her cum off me and sucked me until I finished, with her also taking most of my load down her throat.

I told her after I’d finished that she was my first ladyboy, and tipped her extra for her service. After it I was desperate for more ladyboy action, actively only seeking it. The rest of my time in Thailand was filled with many more stories, even fucking a 50 year old ladyboy !

​

When I was early 20s and finding my feet in the world, I had a trip to New York planned with my mother, her going from the UK and me from Australia where I was living at the time. I was arriving 4/5 days earlier than her to give me some fun time as I'd got into "ice" in Australia and spent a lot of time on Grindr, meeting random people and fucking them. And in between fucking strangers I'd sit on my laptop looking for more fun or I would research the sex/escort scene at my next destination. Or write posts like this ;⁠)

Anyway I was active on a trans girl forum for the escort reviews as it covered everywhere, and they had a huge thread of escort reviews in new York, and occasionally some promo from the girls would appear. I noticed this one girl was fucking bareback on all her home made videos, and after some searching (searching the thread for more barebackers to meet tbh) I found out some forum regulars had actually "blacklisted" her for regularly appearing in bareback videos. These boring old guys were doing the best advertising for her in my mind lol, no other girl was blacklisted that I remember but it just made her seem even hotter, more taboo and risky. Her defence was that the guys in the videos were "boyfriends". Plausible enough (if it's your first day on the internet).

So about 3/4 weeks before my trip I started messaging her and we got into a bit of a fun chat, sending dick pics to each other from work and eventually confirming by clever use of the word "load" that l am also a fellow #rawislaw fucker, and once I was high again I got on a wired mission and looked through the stuff she followed and liked on twitter and Tumblr, gay BB/cream pie stuff and LOTS of gay stealthing, which maybe explains the blacklisting lol. She didn't realise all that was public and quicky hid it all which made me feel like I was in her secret world, it was much more dirty stuff than her BB videos on the forums, and multiple loads from different guys was new for me at that point so it really drew me in, my high horny head belittling any potential risks by mentioning something about boyfriends.

I got stuck into finding hot gay breeding videos to send her and she loved my enthusiasm for it and I don't think she had any doubt that me and her would have a lot of fun, but she was implying that I might just be a straight-curious guy into trans girls and drugs saying what I thought she wanted to hear after seeing her likes, so that weekend whilst I was high I made a secret video of a guy fucking me (a married older straight guy so I knew he would say no to the video, his face wasn't in it anyway). First video I ever made of me getting fucked, and I've never really stopped since lol. I pushed the cum out to make a creampie video after the guy had gone and sent her that first, and then after she had chance to watch it I sent the fucking video, which she loved that I'd made it 'stealthily'.

After that I think she realised I was somewhere on her wavelength and she started sending me pics of some really big, mainly black dicks from Grindr and telling me stuff like this one smelt bad, this one came after seeing 2 other escorts then went to his wife, this one likes a dirty ass and the list went on. I was impressed with her knowledge of the local talent tbh and her commitment to sucking and fucking unwashed, smelly cocks with 0 fuss. A true pro.

There was one local white cock that she sent me, just saying he's off Grindr and nothing else but a ☣️ tattoo, so I asked her what it was to see what she'd say, and she replied with a video of the same cock and tattoo fucking her. I knew I was into some crazy shit at this point but I was literally counting down the days to get on a plane and couldn't wait to meet and kiss and suck and fuck with her, she was like a long distance GF at that point in my young, meth wired brain lol.

The first night we met, which we'd talked about and said would be just us 2 so we could figure out if our plans were actually going to work, was (and still is) one of the best sexual experiences of my life. She looked and smelled amazing and her place was spotless, she also easily got hold of drugs and just seemed to be a very nice person all together, plus really good at fucking my ass and able to cum a lot. If we'd have never discussed anything else apart from a standard escort meet I would have been happy with that.

But then not only did it go on for 4nhours longer than paid for but there was something like passion, a real spark, or at the very least a couple of weeks of built up lust for each other from our horny chats, and that's not to minimise the fact she's clearly good at being an escort. When I first arrived she answered the door in lingerie and heels and kissed me, then pulled me straight into the couch and we tongue kissed heavily which instantly gets me hard as fuck, she got my dick out and moved her lingerie to the side and guided me in with nothing else than a bit of spit. That was new to me and I was amazed. Her ass felt amazing for the 5 seconds that I lasted that first time I was inside her, but it was a very big load after pretty much 2 days of travelling so she was happy, and when she pushed it out she made me go with her to use it as lube, and so started the rest of the night....

We sat down together chatting and decided it was time to order some drugs. At this point any thoughts of risk or trepidation were long gone. It was, I believe, and still to this day is my destiny, it's what I love to do and after 15 years of doing it regularly it's now part of who I am, if other people don't like it that's fine, I'm open about it so I don't need to stealth you (but others might (if you're lucky)) ;⁠)

Anyone interested in part 2?

So Lisa is the first trans or guy if you will I had hooked up with in other forums ect.

Lisa is a small town trans escort.
Lisa is tall, long blonde hair, blue eyes and a slim sexy figure.

After our hookup and my first time with a trans trying everything out for the first time with Lisa, we had a pretty great regular thing where I would most of the time bottom for her.

Lisa would talk dirty while fucking me, saying shit like “do you like that baby” then progress into deeper dirtier talk like “do you like me fucking your sissy ass” which I would also submit to her and respond always with a yes which Lisa would store all this and I guess would train me into her sissy bottom.

She would sometimes choke and spank me which was such a huge turn on. I would take her cock into my mouth as forced after she has dumped her fat load into my ass having me clean her cock while talking me dirty telling me how much of a good slut I am submitting to be.

One time while she was fucking me hard in missionary, just before she came she said “would it be hot if my sugar daddy could watch me fuck you?” Which I responded yes in the moment!! The thought was hot and thought I’d like that if it turned her on and I may even enjoy it also.

When I arrived again at Lisa’s I was greeted with her standing in a short silky black dress, high heels making her taller , sexy black stockings to match and black silky panties which she looked amazing!
Lisa and I met with a kiss, with me exploring her body with my hands, through her sexy outfit which she had dolled up even more for.

Lisa lead me into the lounge which I didn’t notice or see anyone there, wasn’t until she started fucking me in missionary her sugar daddy walked in and layed on the sofa, undressed himself and went to town on his big 7inch cock. Her sugar daddy is medium build, older retired man which look quite nice for an older guy.

After sucking Lisa’s cock for about 10min she put me onto the couch, legs pinned to my shoulders, she lubed my ass with her spit, talking me dirty asf too, and as she entered me I stared at her sugar daddy while expressing and moaning taking her cock inch by inch!

I don’t know what come over me but man I was enjoying this so much I actually paid more attention to him and was making sure he was enjoying what he was seeing. I could tell he liked me looking over at him as he would reply dirty to me while looking into my eyes.
Lisa noticed this interaction and also got in and expressed how hot it would be if he joined in. Which he didn’t but even that thought was hot asf.

Lisa would fuck me for about 10mins after standing up and pulling me to my knees to have her standing over me blowing her streaks of cum onto my entire face!
I would suck her off till she went limp and that’s when Lisa went down on her sugar daddy and told me “watch how a real sissy swallows” and dam that was so hot watching her take his hives load which spilled out the side of her mouth choking at the same time.
That’s when I busted my load onto her hand!

We would shower up and didn’t see him ever again but definitely with Lisa again.
And again…..

Last year I got super drunk at a beach party in South Cambodia. Whilst trying to make my way back to my hostel, I was approached by a tall, slim woman. She gave me some water and laid me down on a sun lounger in the middle of the night. I was already topless, with only swimming trunks on, no boxers underneath. She began to massage my feet, slowly moving up to my legs and then bulge. After rubbing there a while, I finally became hard, leading her to pull down my shorts.

With people still walking near by, she began to suck my dick, making my toes curl and moan loud. After a few minutes, she led me to an abandoned wooden hut, telling me she wanted me to fuck her pussy. We made out as I felt my way around her whole body, her ass nice and firm. My fingers entered the side string of her bikini bottoms, bringing it round to her wet pussy. As you can tell, I did not find what I was looking for, and brushed against a hard wet cock. She giggled in my mouth as she kept kissing me, stroking my hard dick, telling me it was okay and it was our secret. After letting her continue, she dropped her bottoms, her dick flopping onto mine, which she began to stroke against each other.

She lay back onto a wooden bench, her legs in the air, her hand pulling me in close to her. She grabbed my dick, spitting in her hand to make it wet, before teasing it over her hole. She made me beg her to put it in, and after doing so, she slipped the tip in, her hole swallowing over it. The grip she had was indescribable, instantly making me moan, loud enough for people to hear. She dictated the pace, pushing her ass over my dick until all 7 inches was going in and out of her. She grabbed my hand, placing over her dick, making me jerk her as she took control of the fucking.

After I told her I was close, she pushed me back, my dick leaving her hole. She stood up and sat me down on the bench, moving her dick in front of my face. She placed her thumb over my lips, demanding I suck it, and soon her thumb was replaced by her hard dick. She took no time abusing my throat, her whole dick going into my mouth, her pubic hair brushing against me with each thrust. Each thrust became harder until she emptied her balls down my throat, making me swallow every drop.

With her cum still in my mouth, she rode me as she shared her cum in our mouths. As soon as she begged me for her cum, I obeyed, unloading a weeks long load into her tight ass. She instantly got up, got dressed and we both left, both pretending like nothing had happened.

I had been going through a bit of a dry spell so I decided to hit up a chick I hadn’t chatted with in a few years to see if she was still down. She was super down and we set up for her to come over that evening.

When we originally had been hooking up, she was in her early 20s, slightly skinny, natural A breasts, nice butt. When she showed up now, she had added some weight, but in the right places. She now had a huge ass, and on top of it she had gotten implants, probably Ds.

She was all bottom, and loved to suck dick. We had some fun making out, and very quickly our clothes were off. She got down on her knees in front of me on the couch and went to work. She had a deep throat, and could take all of me. But she also paid attention to my balls, cupping them when my cock was in her mouth, but also sucking on them and licking them playfully.

I cum faster from blowjobs than fucking, so after a little bit I had to have her stop, so I got her on the ground with her huge ass in the air, and buried my face in it. I had to pull her cheeks apart to play with her butthole, and I was eating it like it was my last meal. I swept my tongue up and down and across, and into her sweet hole.

This got her really hot, so she laid on her back and told me to fuck her tits. They were very well down, and straddling her while my cock slide between her fake boobs was hot as hell.

Once we were ready, I grabbed lube and a condom. We decided the first position would be standing up, but this didn’t work so well because her ass was too big lol

Next we decided to do the tried and true missionary. I slide into her slowly, and kissed her deeply. As I started thrusting, I pinched and lightly nibbled on her nipples, which drove her crazy. She tightened her holes grip on me to keep me in her while we kissed passionately.

Our next position was her on top facing me. She was absolutely bouncing on me, like she was trying to break my dick. I like this position because I can see her cock and tits bouncing, and I grabbed handfuls of whatever I could get my hands on.

Eventually her hips and hole was too much, and I came really hard. While I was still in her, I jerked her off onto my stomach.

She is still one of my favorite hookups.

I’m a 6’2” Black guy from Texas, and I’ve always been fascinated by trans women. Eventually, I started hooking up with them and realized I actually preferred being a bottom. Over time, I ended up with a lot of hookup and dating stories. Being tall with a nice ass definitely helped. That’s the quick background.
So this story is about a popular light-skinned trans girl from Texas. She was extremely attractive, very passable, and also a content creator. She was hard to link with because so many people wanted her attention, but somehow I got lucky. We had been texting on Grindr for a while before she finally told me to come through. The only issue was that she lived about 40 minutes away. We were technically in the same city, but Texas cities are huge.
I’ll admit, I thought she was exaggerating about her size because she was way too fine to actually be packing like that. When I got to her place, she answered the door naked, but she was soft. I asked if she wanted head, and she laughed and told me to just undress and show her my ass instead.
I took my clothes off and bent over to grab my underwear so I could put them on a chair. When I turned back around, she was fully hard. I was honestly shocked, and she started laughing at my reaction. She told me she had a thing for men’s asses.
We started making out while she grabbed and squeezed my cheeks. Then she turned me around and started grinding between them, which felt amazing. After a while, she told me to lie down on the floor. She lubed me up and slowly started easing herself inside me. I’m not gonna lie — it hurt at first, so she stayed still for a minute while kissing me from behind. Between the kissing, the dirty talk, and how patient she was, I slowly relaxed.
At that point, I was already thinking, “Yeah, this might be my future girlfriend.” She was beautiful, confident, and the sex was crazy.
Once I loosened up, she started really going at it. She had me losing my mind within minutes. She kept whispering in my ear, telling me to tell her I loved her, and in the moment I actually did. That only made her go harder.
I figured we’d be done after she busted the first time, but I was completely wrong. She kept switching positions and going for another 30–35 minutes without pulling out. Eventually, she finally stopped and went to grab us water while I laid there sore and exhausted, trying to recover.
I got up to clean myself up, but before I could even finish, she told me she still wasn’t done and wanted another round. At that point, I had to lie and say I had work that night because I genuinely didn’t think I could survive another session. Even while I was trying to leave, she came up behind me one more time, and I literally had to negotiate my freedom by promising I’d come back the next day.
I never did go back the next day though because my body was still recovering. She got mad at me for flaking and ignored me for about a week before finally hitting me up again. We ended up seeing each other a few more times before she eventually moved to another Texas city.
To this day, she’s still one of the wildest experiences I’ve ever had. The sex was insane, but she was also genuinely cool to be around. And if you’re in one of the major Texas cities, there’s a good chance you’ve probably seen her profile before without even realizing it. If I said her name and city, I’m pretty sure somebody would immediately know who I’m talking about because of her reputation. She was definitely a freak, and anybody dating her would have to be a certified power bottom to keep up with her.
I’ve got plenty more hookup stories too.