Gay/Tranny stories - /gif/ (#29180060) [Archived: 44 hours ago]

Anonymous
7/23/2025, 4:31:34 AM No.29180060
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md5: 9b18d1c557a9d494ea92edc2b0a376a4๐Ÿ”
Posting my first time being fucked. Post anything that makes you know you are not heterosexual
Anonymous
7/23/2025, 4:44:28 AM No.29180132
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md5: 3d64ea338ebcf421ca0b4304f1c0feac๐Ÿ”
After more than 10 years visiting /gif/ to jerk off, I'm actively contributing for the first time.
I don't care what you think, if I'm a sinner, a faggot, if I'm using my body in unnatural ways, I don't give a damn about what you're thinking, the title of the post makes it very clear what will be discussed here, if you didn't like it, you wouldn't have come in or read this far, right?
Anonymous
7/23/2025, 4:46:24 AM No.29180141
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md5: c8a8d9771fe19bab34a9eac8b515c3fd๐Ÿ”
Im a 38 years old guy from Belo Horizonte-Brazil. My only gay experience before was when I was a teenager and sucked a friend cock, we agreed do suck and fuck each other, i sucked him and he sucked me, then something very odd happened, his phimosis ruptured while he was trying to penetrate me, so we stoped there and never talked about that again, I liked it but it was confusing at the time, after that i fell in love with a girl in high school, we got married and my gay side was left buried deep inside me, i used to visit /gif/ a lot to jerk off, mostly to tranny treads.
Until 2018, that was all I allowed myself, even though I felt a strong lust for cocks, I left it as a forbidden fantasy, fuel for jerking off. untilโ€ฆ
Anonymous
7/23/2025, 4:47:40 AM No.29180148
idk I've dated all around, cis/trans men/women/theys.

dating a tgirl isnt all that different from dating women (and is definitely not much like dating men) i just have a lot more anal sex than the cis women ive been with
Anonymous
7/23/2025, 4:51:09 AM No.29180160
Be me. 31 years old, married for 8 years. With a secret desire to grab, suck and have a dick in my ass. I was on a business trip in Sรฃo Paulo. I don't remember exactly how mature this idea was before that moment, I had already fantasized about it countless times, but on this trip I think all the factors were favorable and I ended up having the courage to go after a real cock.
I searched on a website that advertised expensive prostitutes and went to the trans section. Immediately found a gorgeous brunette. Couldn't believe she would be as hot as she looked in the photos, but I still plucked up the courage and sent her a message. She answered right away and I arranged to meet her at her apartment a few hours later. I called a taxi and went to the address, nervous as fuck. I canโ€™t describe how I felt, half horny and half with a feeling that I was doing something wrong (both were true, i was married). Got to the place and knocked on the door. She opened it and she really was as beautiful as she looked in the photos.
I asked if I could kiss her, she said yes, and then we ended up in her bed.
If I was nervous, I dont recall anymore.
We made out for a few minutes, "This is what I'm curious about", grabbing her small, flaccid cock in my hands.
Anonymous
7/23/2025, 4:51:47 AM No.29180162
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md5: 3e096173a8064721594e3cc2d3344932๐Ÿ”
Anonymous
7/23/2025, 4:53:30 AM No.29180170
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md5: 9ee8c2f082c091ca30d160c98eede3c1๐Ÿ”
She soon understood what I wanted and made me suck it. It was very different from what I expected, the sensation of having a cock in my mouth. I gave the best blowjob I could give. Can't explain exactly the reason, but sucking the cock was kind of a disappointment, it wasn't very hard, she had been taking female hormones for too long, and even her cock was delicate and feminine. It wasn't so exciting as I expected, but i was more curious and excited for the next thing.
Soon she was putting on a condom and lubricant in my ass. I just lied face down on the bed and she put it on me. Her cock wasn't the biggest, but I expected to feel pain. I don't remember if I did. In fact, I only remember the wonderful sensation that I felt. Then everything passed really fast, and when i realized I was CUMMING while a tranny was fucking me doggystyle, and it was VERY GOOD, (it was the another thing I didnt expected, I learned on 4chan that it was rare and demanded training, in fact, i was fucked 6 or 7 times after this day and never happened again.).
I was expecting to also fuck her, but after that orgasm I lost interest, kind of regret that, shes really gorgeous.
I loved the experience, jerked off to that for years before trying a cock again. With time i realized that beyond a tranny cock, I wanted to be fucked by a male manly man, and it took 4 years to be fucked again, this time by a man.
Anonymous
7/23/2025, 5:04:45 AM No.29180207
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md5: f216125ad1d88ece60bf28e07e5c3af2๐Ÿ”
The tranny was actually her.
sage
7/23/2025, 6:12:35 AM No.29180501
not reading your blog post faggot