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Confessions

Trans Confessions

Read the best #trans confession stories


I've always strongly considered myself a straight male, I've never been into men, and I don't find the appearance of men attractive. But in the last few months I find myself watching "shemale" or "ladyboy" porn videos. Essentially transexual porn videos.

As I said, I'm not into men at all, I love women. For some reason though, I love looking at women with cocks. It's very strange, I know. I basically only get off to videos of "women" jerking off now. I guess all those years of watching porn with real women wasn't satisfying enough any more.

In the past, me and a friend swore that if we took a trip to Thailand and ended up bringing a girl back to the hotel only to find out she had a cock, that we'd outright refuse to have sex with them. But to tell you the truth, I'd just as much have sex with her as I would a real woman. Perhaps more so, even.


#strange   #ladyboy   #transexual   #sex   #masturbation   #cock   #shemale   #porn  


I’ve always fantasized about transexuals but don’t really act on it often. The last one I met was an escort I found online. Her ad said with condom.

She was really feminine and beautiful. We talked a bit when she showed up at my place. We then moved to the bedroom and played around. She first tried to top me with a condom but I was too tight. It hurt quite a bit since I had not done this in a long time. We just laid there for me to recover and talked more. She told me she fantasized about Asian guys but never been with one before.

After some time, I went down on her for a bit. She then pulled me up and forward toward her. I thought she was going to suck me off, but she just positioned her dick and pushed in bareback. I was shocked and really turned on. I had never done that before. She then just fucked me raw in all kinds of positions and praising how tight and sweet my ass was.

I was so worried but also extremely turned on at the same time. I came riding her. After I recovered, she asked me to fuck her raw and creampie her. I hesitated but gave into my desires. It was wonderful and worrisome at the same time. She told me she was only 21 and not to worry. I hope she’s right.


#barebck   #escort   #transexual   #unplanned   #husband  


I confess that I’m a trans female exhibitionist. I love to go commando and wearing buttplugs and I love playing with my naughty bits in public. I get turned on flashing my uncut tranny cock to strangers and I especially enjoy when a stranger wants to have some naughty fun with me. My ultimate fantasy is being fucked in an adults only store.


#trans   #mtf   #exhibitionism   #public   #naughty   #fun   #playing   #commando   #sexual  


I'm a full straight dude but addicted to porn. It's too the point I now watch gay orgy and trans porn, especially trans women having sex with women.


#porn   #taboo   #gay   #trans  


six months ago, I was away from home for three days. I was attending a family funeral. usually my wife of ten years would have accompanied me, but on this ocaision, she was unwell. finding myself alone in a five star hotel room, my pinch faced shrew of a wife, three hundred miles away, I picked up my phone and browsed the local escorts. I had built in a contingency of a thousand, in my budget for this trip. that would get me a very nice escort indeed.
I browsed for a while, pausing on the 18 year old blonde who still had her actual school uniform and the two girls that offered the ultimate lesbian fantasy for men.

then, from somewhere deep in my subconcious, a long held fantasy materialised. transsexuals.
I typed transsexual escorts into my search engine and I was amazed at the number listed locally to me. I browsed through them until I found one that fitted my fantasy completely. TSNicole. she was tall, slim, blonde, pert natural breasts and a nice feminine bottom . she was perfect!
200 an hour or 1000 for a night. right on my budget. I rang the number for the agency and gave them my details. they sent me an email confirming the booking with a receipt for the payment.

when my phone vibrated again half an hour later, it was a text from the escort, saying she was in the hotel reception. I texted her back that I would see her soon then.

five minutes later, she knocked on my room door.

when I opened it I was astonished. she was absolutely stunning. you would never guess she was a once a man. I took her coat and handed her a glass of champagne. I had ordered a " james bond " as I called it, from room service. champagne, caviar and some smoked salmon nibbles in case she was hungry. we had a nice " getting to know you " chat . she was intelligent and well educated. she was studying to become a social worker.
I won't demean her, or my memory of that night by detailing our intimacy. it is enough to say that we made love several times during the time we spent together and I was left extremely satisfied.

I do not consider my liason in any way homosexual. she was a woman in every way, with the exclusion of her very small penis..


I'm hoping my work will take me near that hotel again soon.


#adultery   #hotel   #transsexual   #escort  


Later this year I am due to get married to a wonderful woman. One small problem, over the past few years I’ve been getting more and more turned on by trans women. I’ve found myself looking and trans porn, reading stories and wearing women’s underwear. The other week it got so intense I found myself a trans sex worker and had a massage… and more… while I enjoyed the experience, she is m to f, fake boobs are really weird and her cock tasted really rubbery. I like a woman with a little extra, but I’m not I’ll be doing this again.


#sex   #trans   #lust  


i find anyway to hurt my body in my power it’s not mine anyways that’s why it must suffer the way it makes me feel every day.


#trans   #selfharm   #mind   #body  


I’m a minor and I’m transgender (FtM). I’ve been “out” to my family for a year, and to friends for about three years. I’m struggling so much, my mom doesn’t support me and says shes “doing it cause she loves me.” I hate to even think about it but a lot of the time I find myself thinking of suicide, or “DIY top surgery” (pretty much stabbing myself). The thoughts haunt me at night, I can’t sleep because I can’t stop the intrusive thoughts. I’m typing this at 2:44 am. As cheesy as it sounds I always knew I wasn’t a girl, and the first time I tried to kill my self I was 12. Then again at 13. And again at 15 etc. I can’t take hormones or do anything to further my transition, the only thing I’ve been able to do is cut my hair. Clothes wise, the only masculine clothes I have are my dead dad’s, and my room still looks the same as when I was 9 years old and sitting in here makes me just want to end it because I’ll never be in the right body.

Thanks for listening I guess? Sorry for how depressing this is.


#transgender   #trans   #ftm   #transftm   #minor   #suicide   #depression   #selfharm  


I'm a 22 yo transwoman (mtf). i've never told anyone but i lost my virginity to my next-door neighbor who i knew all my life and was like a second dad. When I was little he was my baseball coach. I started transitioning when i was young, my parents were ok with it and since i hadn't really finished puberty yet it helped to make me more feminine. I used to go to his house after school since both my parents worked and i used do my homework and watch tv. One Friday my parents were going out after work so i was gonna stay by him until later that night. It was a regular day. i came over, went in the pool. came in and had dinner and we watched tv. from swimming i was kinda tired so i started leaning and snuggling with him while we watched a movie.

He said I could lay down if i wanted which i did only i rested my head in his lap. I laid there and he stared rubbing my back and then he started going further down to my butt. i liked it and just went with it and started rubbing his leg. my head was on his lap so i noticed he was started to get hard. to this day i do know where i got the guys but moved my hand up and started rubbing his dick, over his shorts. he then moved his hand from my back towards my barely existent boobs. im sure he could see and feel my nipples get hard because he was focusing on them and it felt so good. no one had ever touched me like that before and i got so horny that i lifted myself up and pulled his dick out and started sucking it. Before long he gently pushing his cock in my ass. i had been "practicing" by myself for a while but i wasn't prepared. it hurt at first but then it felt good. it wasn't too long before he came in me. when it was all done i think he was afraid but i told him i wouldn't tell anyone. this became a regular thing for a while until he had moved. I just had to get this out, i've never told anyone before.


#virginity   #neighbor   #transgender   #mtf   #sex  


I'm a 16 year old gay transman. I want to have sex badly with another guy[bottom], but I'm afraid because I'm trans, and because I'm not interested in casual sex, or a desire based on the fact that I'm trans and they've "never had sex with a transguy before."

I have the desire, I want to satisfy the desire, but I want it to be with someone who loves and accepts me for who I am. If I was gay and cis, that would be easier, but I can't make any moves because I'm afraid of being played.


#gay   #transmale   #transgender   #sex   #love  


My first day of kindergarten, my teacher Mr.Joel says "Alright we are going on a field trip to the national park ,so I need a girls to board the bus first then boys!"
I wasn't paying attention and I got on the bus first. Mr Joel approached me and sarcastically ask."Excuse me Gregory, are you a girl or boy? "I don't know I said". That moment , that question confused the fuck out of me for the rest of my life. I mean i have a penis but I don't like to look at it because it looks icky. My mom was shitting on the toilet and I was standing in the doorway naked when I was 3 years old telling her I pooped my diaper and all she said was ah fuck not again just like fucking father and she slammed the door and my penis got caught in between it. I screamed and my neighbors took me to the hospital because my mother refused to drive drunk and high. The doctors put ice on it and sent me home. But by the time we got home my mom was asleep so my neighbors made me sleep when there son picaru was two years older the me. I didn't sleep Much that night cause picaru kept sticking Lego's and a hot wheels cars up my butthole and he would tie string around my injured penis and attach to a fishing rod and he would yank hard and reel it up until the line broke. Everytime I screamed he told his parents I was having bad dreams so his dad took off my clothes and laid me on his lap in the living room while we both watched the entire Andy Griffith show season one all night. He didn't molest me or assault me but he did kiss me on the lips a lot and call me 'judy Ann' and 'honey' a lot. Judy Ann was his dead wife's name.fucked up part is the when he drove me to the hospital he hit my dog spider and he promised he would check on him once we got back. I never saw spider again :(.


#death   #assault   #abandoned   #injury   #abuse   #drugs   #trauma   #transgender  


I don't know my own gender. I tell people online that my name is Zach but it's not. I'm biologically a woman. My friends know that I'm trans. I think I'm a man. I usually tell myself I'm a man but there's this voice in the back of my head that shouts that I'm a woman. I don't know what to believe. Maybe I'm gender-fluid? I don't really feel like a woman at all but how do I know if I'm really trans. Is there a way of knowing? I know about dysphoria, and I think I have it but what if I don't? I believe I have it seeing as I hate my body. I don't like my curves, I've kinda gained some weight, and not to mention genitalia. It's odd how there's nothing there. I don't know if that's normal or not. I just think it's weird how there's nothing between my legs. My chest keeps growing. I'm 14 and almost a D cup. I'm not overweight either. I don't know if this is gender dysphoria or just normality. I don't constantly feel weird in my body though; it's very on and off. My boyfriend sees me as a woman but that's a rant for another day. What do I do? Do I ask my mother for me to see a gender therapist? What if she says no? I don't want her knowing.


#trans   #ftm   #lies   #confused   #gender  


I’m FtM trans (Post op, 5 years on T) and sometimes out of no where, I literally crave dick like crazy. I get so hungry for it like my hole and clit NEEEEEEEED it more than anything in this world. Been on a ton of dating apps, I love all my bbc out there😍they know how to lay it down and please better than anyone.


#ftm   #transman   #fatclit   #hard   #pounding  


I was born in 90s. It wasn't until 2015 when noticed a change in society. I really don't understand transgender people or kids deciding to be transgender. I honestly feel bad for them. I feel like they are misguided and have no clue what they are doing. I also feel like they are insecure in there own skin which is why they decided to do this. In my eyes when I hear a kid wants to be transgender I feel like the parents failed them. A kids mind is able to understand things and its been proven time and time again. I wouldn't have a problem with transgender people if kids weren't apart of it. I think its wrong for a society to allow a kid to get surgery. When the mind is fully developed then they can do it! I feel like the transgender community is trying to push a agenda!!

So yeah I just wanted to get this off my chest


#trans   #transgender  


If a friend or family member misgenders me i know it's just force of habit. If a stranger misgenders me they might just be an asshole. If a random toddler misgenders me then I know it's because I don't pass.


#trans  


I've been paying this transgender (mtf) girl to sleep with me. Shes fucking hot. Shes tall with Long blue hair. Just curvy enough to have a booty. We get super high and she gives me the absolute best blow jobs. No anal yet because I'm too thick. But she's been practicing.


#transgender   #prostitution   #blowjobs   #anal  


Chicks with dicks are so cute. I wish more of them wanted to keep it. Im really good at rubbing mine. I want to share my skill. And try giving a blow job.


#transgender   #blowjob   #handjob  


I have been a closet cross dresser since age 11. 30 yrs later I still love to dress up as a girl (preteen to late teen styles) As I have gotten older I have only grown to love dressing up more and more..staying fully dressed as a girl for a week which I find myself acting like a young girl. I am always buying hosiery dresses,skirts as my girl wardrobe has surpassed my male wardrobe by far.


#crossdressing   #transvestism  


I love coffee and I always use liquid creamer in my coffee. I was born male but totally female. My boyfriend and a bunch of his friends masterbated into an empty creamer bottle and of course I got it and I drank it. The problem with this is I did not know it was cum and I took a drink and it was the best coffee I ever tasted. When I pressed him hard enough he came clean about it and said great how am I going to get enough cum to use as creamer because I only want cum in my coffee now. I told a guy at work and he had as many guys as he could cum in a creamer bottle and wrote "This creamer is For Lisa only" on it. It was like half full and he put it in the refrigerator to keep it good for me. He noticed I drank a lot more when it had cum in it. He asked if I like to swallow cum and I said yes every since my 12 birthday, the first birthday I was allowed to be a girl and wear a dress and everything and my mom and sister even put some make up on me and my sister used a banana to teach me to give good blowjobs after I begged her to do it. I finally took a 9 inch banana all the way in my mouth without gagging. She was proud of her little sister. She found a 16 year old guy who wanted a blowjob. His cum was so good I loved it. I told him that I would be happy to get his cock in my mouth or my ass anytime. He took me up on the offer many times and his cock was long and thick and he had large loads of cum. I called his cock my lollypop with warm white creamy filling that shoots into my mouth. I gave him road head and public head and he always gave me cum. I had dry cum on my lips a lot just lick it and you taste cum again, so nice. My pee pee thing is more like a clitoris than a penis and I never had balls but I don't have a vagina. I have vagina envy, I want to be a real woman able to give my man a baby boy and me a baby girl to dress up pretty. I envy all women and I would do almost anything to at least get surgery to make me a woman. I am wearing a minidress and tights but even if I had no panties or tights on my clitoris or penis would not show because it is inverted so I have to sit to potty or in the woods I have to squat to pee like a girl or I pee all over my leg if I pee standing up plus I don't have anything to hold to pee like men do. I also have to wipe like a girl. Guys finger me there and it gets me so hot for cock. I do not have sex with women at all. I love being girlie and getting men. I have been on my back with 20 men jacking off in my mouth and swallowed all 20 and begged for more cum. I want to try 50 or more men, they call it bukkake I just call it awesome for me. I love cum.


#transsexual  


I came out as transgender male a while ago and most of my school just sees me as a biological guy and doesn’t question it but there’s a good portion that still know though. I like this girl who moved here recently and I’ve been talking to her nonstop and I’m falling hard for her. I just don’t know how to tell her I’m transgender


#trans   #transgender   #dating   #ftm   #lgbt   #help   #advice  



Pray and roll the dice for #trans

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