Has anyone ever had tranny hole? - /b/ (#938309195) [Archived: 12 hours ago]

Anonymous
8/11/2025, 3:39:19 PM No.938309195
Trannyhole
Trannyhole
md5: 951c9810451d7c9bcaeca5456c5ff6b8🔍
Has anybody had tranny hole before. Tell me about your experience while im at work.i'll share first.

During covid I found this slut on a backpage for $150. My first trans hole. She sucked me off to completion on her fake big tits and kept sucking it until I got hard again. She was begging for it in her little white mexican hole, and I would have gone in raw had she not already gave me some post nut clarity.

Begin donkey fucking her while calling her a "faggot" repeatedly and telling her hole feels amazing. Bust again

Relax for 15 minutes while we lay in bed until she begins to jerk my cock off for a third round.
Ill type more of my story if this gets any fags on it
Replies: >>938309385 >>938310225 >>938310642 >>938311069 >>938311183 >>938311248 >>938311416 >>938313568 >>938313821 >>938313843 >>938315884 >>938319737 >>938328894
Anonymous
8/11/2025, 3:46:46 PM No.938309385
>>938309195 (OP)
Did you have to lube her up/prep her at all, or was that troon poosay good to go?
Replies: >>938309549
Anonymous
8/11/2025, 3:54:10 PM No.938309549
Erin
Erin
md5: c1a3f209db18bb8aa1017e47e3478e03🔍
>>938309385
Oh mannn I was about to fuck raw after throat fucking her for 5 minutes. The back of her throat spit coated my cock and i wanted to use it as lube. But I asked her "uh you want my bare cock bitch?" And she said "if youre clean go ahead papi" .
I second guessed myself and asked for a condom that kept slipping off from her throat spit on my dick. So we used a lubed condom
Anonymous
8/11/2025, 4:17:23 PM No.938310225
>>938309195 (OP)
Spoiler you fag: the tits are not real and the hole she's offering is the same as the one you can have with any woman of any persuasion, so no, you did not get the opium in an actual girl
Anonymous
8/11/2025, 4:20:37 PM No.938310302
got any pics or more details?
Replies: >>938310797
Anonymous
8/11/2025, 4:32:49 PM No.938310612
I hooked up with a trans once where I was top and it was my first time. I tried fucking her but, I just couldn't get hard. I just wasn't really into it. She gave a blowjob and I came twice. We talked afterwards and we ended up talking about my future desires and we gave me a pep talk about bottoming. I've bottomed for 4 trans women since and loved it
Anonymous
8/11/2025, 4:33:38 PM No.938310634
Screenshot_20250811_073102_Photos
Screenshot_20250811_073102_Photos
md5: ad37e12d2e520e21427d4adbec7ad4d7🔍
I was going fucking crazy over covid. Matched with this granny on a dating app. Proceed to talk to them. They are the most self absorbed little piece of ahit, always talking about how hot they are. Constantly lying to themselves theat they are called beautiful and is very much acting like hot shit about everything. I get the idea that I want to break this tranny fleshlight out of spit...I arrange a meet up...I absolutely hate fuck them and they tell me to chill out...I don't. I cum..I laugh and leave
Anonymous
8/11/2025, 4:33:52 PM No.938310642
>>938309195 (OP)
One time 3 years ago, it was so loose and started bleeding so I had to stop after like 2 or 3 minutes cause I didn't want blood on my dick. I have a pretty big penis so I was too rough. Haven't tried since. Recently got sucked and rimmed by a tranny but that was it
Replies: >>938310950
Anonymous
8/11/2025, 4:39:26 PM No.938310797
Erin-Alexiss-Feet-4801773
Erin-Alexiss-Feet-4801773
md5: c3785c7a0027a797097da9356aa7c877🔍
>>938310302
I'm showing her rn, did i mention she was a pornstar? She was on a escort site and I was genuinly curious of tranny hole.

I didnt take any pictures per say even tho she she said I could if I wanted. But tbh i was so fucking horny after being dumped by my GF of 3 years all I wanted was a hole to use like a piece of meat.

She got me hard after my second nut and 15 minute break of cuddling. And my cock was still covered in my last two nuts I let her ride it for my third erection
Anonymous
8/11/2025, 4:45:22 PM No.938310950
>>938310642
Basically how it goes, get your nut and post nut clarity creates this sense of rage for them
Anonymous
8/11/2025, 4:50:09 PM No.938311069
>>938309195 (OP)
I dated a tranny long before the tranny thing became normal, like mid 2000s; it was fine. Although he/she/it had Klinefelter's so it was never a real human being to begin with, just one of God's mistakes. Eh, I wouldn't do it again.
Replies: >>938311962
Anonymous
8/11/2025, 4:54:16 PM No.938311183
>>938309195 (OP)
the fuck is donkey fucking?
Replies: >>938312238
Anonymous
8/11/2025, 4:56:52 PM No.938311248
>>938309195 (OP)
Technically yes.
I had a side boy who decided to transition in high school. 10 years later she still goes by she.
Replies: >>938317525 >>938317775
Anonymous
8/11/2025, 5:03:33 PM No.938311416
>>938309195 (OP)

This thread is fucking gay.
Replies: >>938311733
Anonymous
8/11/2025, 5:14:11 PM No.938311733
>>938311416
Make your own fucking threat retard. Let me read tranny fucking stories on my work computer while I ask chat GPT to fix my lines of code
Anonymous
8/11/2025, 5:16:40 PM No.938311962
>>938311069
They are all mentally ill fucks. All hyper sexual fuck holes with mental problems worse than retards
Replies: >>938313469
Anonymous
8/11/2025, 5:25:53 PM No.938312238
>>938311183
Doggy style but every time my cock reached her boy hole I squeel like a donky
Anonymous
8/11/2025, 6:05:17 PM No.938313469
>>938311962
theres a reason you constantly have to be reminded to never stick your dick in crazy.
Replies: >>938313667
Anonymous
8/11/2025, 6:08:15 PM No.938313568
>>938309195 (OP)
i was very lucky
Replies: >>938313684
Anonymous
8/11/2025, 6:11:09 PM No.938313667
>>938313469
But thats the best kind of hole, ive had sane normal broads and they are dry and boring. Crazy mentally ill hole makes me cum like a horse
Replies: >>938313780
Anonymous
8/11/2025, 6:11:39 PM No.938313684
>>938313568
Explain??
Anonymous
8/11/2025, 6:14:13 PM No.938313780
>>938313667
exactly. crazy is the best, but the aftermath is so bad you have to be reminded to never do it in the first place.


i also always fail, I dont care if its a bipolar methhead or a tranny that works in a daycare.. i love the challenge
(both of those are recent, the tranny is 100% diddling )
Replies: >>938313961 >>938314978
Anonymous
8/11/2025, 6:15:17 PM No.938313821
>>938309195 (OP)
I took a mtf girl to prom when I was in hs, it was a lot of fun actually
Replies: >>938313985
Anonymous
8/11/2025, 6:15:56 PM No.938313843
1753822890769934
1753822890769934
md5: ef838af654973af09bddff3a72d56fa3🔍
>>938309195 (OP)
Andy has had a few throte holes if you know what I mean
Anonymous
8/11/2025, 6:16:20 PM No.938313862
I had some sessions with a tranny domme. As part of the concept, I originally wasn't going to fuck her at all, but in one of the sessions she had me tied down on the bed and rode me until I was ready to cum (not more than a minute) and immediately took it out to make me edge. She kept doing this for what seemed like an hour and her hole felt amazing around my cock, both right and loose in a way and very slick and hot. I didn't fuck her again but she did many times.
Anonymous
8/11/2025, 6:19:04 PM No.938313961
>>938313780
Yeah the fall out of having my cock posted to my family on facebook or almost stabbed by her. Makes me swear off psychos but then I find perfectly normal women who cant get wet, suck dick, or take it like a a crazy bitch could.

Ive pissed om my ex and have her swallow it and came buckets into her womb . Its an experience like no other
Replies: >>938314887
Anonymous
8/11/2025, 6:19:48 PM No.938313985
>>938313821
Soo did you get any hole?
Replies: >>938314280
Anonymous
8/11/2025, 6:27:20 PM No.938314280
>>938313985
I got a lot of hole
Anonymous
8/11/2025, 6:28:32 PM No.938314326
Anyway after getting my cock hard for my third erection she rode me. Fuck these trannies know how to use their assholes to empty out your balls.

She rode my cock until i came in her ass and she came on my stomach. Which pissed me off that she did.
After making me cum 3 times all wanted after feeling this fags nut on my stomach was anger . I almost was gonna choke her out thst hotel and add her to the list of dead trannys sluts when she apologized and liked her own nut off my stomach

She was quite fond of me but I wouldnt do it again
Replies: >>938314405 >>938315388
Anonymous
8/11/2025, 6:30:28 PM No.938314405
Erin-Alexiss-Feet-4801775
Erin-Alexiss-Feet-4801775
md5: 08949c37ac8e6dc73d52e133a400543b🔍
>>938314326
Anonymous
8/11/2025, 6:44:15 PM No.938314887
>>938313961
Random dude here.
I got stabbed by one nutzo..
Still stayed with her for a year after because of the sex.

All my tranny encounters have been fine.
Replies: >>938315893
Anonymous
8/11/2025, 6:46:36 PM No.938314978
>>938313780
>(both of those are recent, the tranny is 100% diddling )
Based on...?
Replies: >>938315051
Anonymous
8/11/2025, 6:48:41 PM No.938315051
>>938314978
just my feeling a bit exaugurated something is off. no evidence so cant report
Replies: >>938315364
Anonymous
8/11/2025, 6:57:02 PM No.938315364
Screenshot_20250811_125645_DuckDuckGo
Screenshot_20250811_125645_DuckDuckGo
md5: 36c7acb08d2e70b2d7acd435d9283c7e🔍
>>938315051
>exaugurated
???
Replies: >>938315723
Anonymous
8/11/2025, 6:57:47 PM No.938315388
>>938314326
She seems like a really nice girl for a hooker and you seem pretty unstable, dude. Holy shit.
Replies: >>938316204
Anonymous
8/11/2025, 7:08:45 PM No.938315723
>>938315364
its a fucking typo you autistic Morlock
Replies: >>938315788
Anonymous
8/11/2025, 7:10:59 PM No.938315788
>>938315723
Of what? I literally have no fucking clue what word you were trying to type.
Replies: >>938315816
Anonymous
8/11/2025, 7:11:47 PM No.938315816
>>938315788
exaggerated.. are you actually a moron?
Replies: >>938315986
Anonymous
8/11/2025, 7:13:43 PM No.938315884
>>938309195 (OP)
I've done it with a few tranny escorts.
They were born men and honestly, nothing compares to an actual woman with a vagina that isn't fat or ghetto. A woman that is in shape, isn't ghetto and isn't trying to be a man is better than any tranny
Replies: >>938316307
Anonymous
8/11/2025, 7:13:56 PM No.938315893
>>938314887
Damn the make up sex must have been amazing. That nut in their womb or ass makes you want to commit until its over

My ex chased me around my apartment with my $200 chef knife for looking at porn. But would choke on my cock until she puked and piss in her asshole I couldnt leave
Anonymous
8/11/2025, 7:16:57 PM No.938315986
>>938315816
>just my feeling a bit exaggerated something is off.
That's barely English.
Anonymous
8/11/2025, 7:17:31 PM No.938316001
IMG_5162
IMG_5162
md5: 135d5530fb177671673ea9a32446afee🔍
had my first the other day with a local content creator looking for big white dicks. best i ever had. over 2 hours of the sloppiest head of my life
Replies: >>938316066 >>938326343
Anonymous
8/11/2025, 7:19:10 PM No.938316066
IMG_5191
IMG_5191
md5: dcf6efebd355aa801f307d3e77341a60🔍
>>938316001
Replies: >>938316300 >>938316348
Anonymous
8/11/2025, 7:23:46 PM No.938316204
54508543_063_d581
54508543_063_d581
md5: 3607e81127c56f002e89fe699cb8945e🔍
>>938315388
Oh she was very nice, for $150 to cum 3 times for longer then an hour session. She was sweet and genuinely liked me and understood my heartbreak . She said "papi just call me and ill come and make that hoe jelous and fuck you so hard she will hear it from the next room over" .which i didnt doubt it was just the suprise of having another persons semen on me. I'd consider myself straight all around but did not expect someone else nut on me. It was confused misplaced anger .
I called her a year later because I came across her old ad on my screen shots. And she said and I quote
"Nigga pay me, im not into all that lovey dovey faggot shit. If you want ass pre booking fee is $150. You think i remember some fag from last year??? Haha"
She couldnt have been that nice.... sent her a fake adress to meet at and blocked her
Replies: >>938319760
Anonymous
8/11/2025, 7:26:29 PM No.938316300
IMG_5085-1754804875497_thumb.jpg
IMG_5085-1754804875497_thumb.jpg
md5: af3f01a3c85527e8623d336669204b58🔍
>>938316066
Replies: >>938316381
Anonymous
8/11/2025, 7:26:40 PM No.938316307
>>938315884
True but these sluts dont practice kegles enough to grip my cock like that tranny did.
Anonymous
8/11/2025, 7:27:45 PM No.938316348
>>938316066
Tranny or man??? I' m into women and men that pretend to he women .
Anonymous
8/11/2025, 7:27:51 PM No.938316351
I fucked one for the first time 5 or 6 years ago, she had blue eyes,blonde,tall and skinny. She sucked me off gave a foot job and the I pounded her tight ass until cummed. I was wearing a condom, had a cigarette and then proceeded to wail on that ass 2 more times. I went over a few more times over the next couple weeks doing the same thing until it kinda fizzled out.
Replies: >>938316515 >>938316526
Anonymous
8/11/2025, 7:29:14 PM No.938316381
>>938316300
Tell her to buy some fake botched tits. Jelous of the head tho that looks amazing
Anonymous
8/11/2025, 7:30:14 PM No.938316422
7RX GT_1_Zoom
7RX GT_1_Zoom
md5: feee870d30ac2197aa0d2129972e7c20🔍
Anonymous
8/11/2025, 7:32:51 PM No.938316515
>>938316351
The second I fucked lasted for bit longer a was sort of a relationship. We were kinda of like bros outside the bedroom, playing video games, smoking weed and just talking about cool stuff. When we fucked it almost like a dream, I would fill her ass with cum and go for another round. One time I came so much on her stomach after fucking for hours i just collapsed into her arms we fell asleep. She also was tall and skinny but she was Jewish, pale and had the most adorable face with perky tits.
Replies: >>938316616
Anonymous
8/11/2025, 7:33:02 PM No.938316526
>>938316351
Why is that? She want more than dick?

Nothing beats the real thing but sometimes you need a slam pig. And with their low self esteem its easy to use one like an actual toilet
Replies: >>938316845
Anonymous
8/11/2025, 7:35:31 PM No.938316616
>>938316515
Fuckk nothing beats goblina asshole. Pics?

I miss when they werent in such high demand. A tranny 10 would fuck me without question
Replies: >>938316948
Anonymous
8/11/2025, 7:42:27 PM No.938316845
>>938316526
I honestly don't know, maybe she lost interest but it didn't effect me luckily.
Anonymous
8/11/2025, 7:45:06 PM No.938316948
>>938316616
Honestly it was pretty fucking awesome, her ass felt so tight and she would power fuck me when I was giving to her or it would be passionate lovemaking. I fucked up by not taking pictures, that is my biggest regret and I don't even social media pics because I didn't think to add her. She probably is under her deadname.
Replies: >>938318076
Anonymous
8/11/2025, 8:00:26 PM No.938317525
>>938311248
fucked him before he transitioned then i assume?
Replies: >>938319011
Anonymous
8/11/2025, 8:06:23 PM No.938317775
>>938311248
Nah bruh, you had gay sex
Replies: >>938318076 >>938319011
Anonymous
8/11/2025, 8:13:53 PM No.938318076
>>938317775
>>938316948
Yeah buddy thats just gay sex. You might be a genuine fag

At least with tranny hole my cock got hard at the idea of a female.
Replies: >>938318932
Anonymous
8/11/2025, 8:33:21 PM No.938318932
>>938318076
Im a pansexual so I don't care, I'm just sharing my experience and I'll say to anyone thinking about it wear a condom unless you know they have been tested. Those experiences along with one time I fucked this ginger milf will be fondly remembered by me for the rest of my life.
Replies: >>938319122
Anonymous
8/11/2025, 8:34:47 PM No.938319011
>>938317525
yes i did. a lot. some after but mostly before.
>>938317775
yeah, I'm fully aware of that.
I fucked him so good he wanted to become a girl.
Replies: >>938319195
Anonymous
8/11/2025, 8:37:17 PM No.938319122
>>938318932
Tranny hole is safe, they might let any white cock cum in them but they are sefer than gay men thats for sure
Replies: >>938319281 >>938319874
Anonymous
8/11/2025, 8:38:49 PM No.938319195
>>938319011
Reminds me of my 6th grade gf who became a lesbian after taking my virginity . And then in HS became a man

Not sure if it makes me gay now
Anonymous
8/11/2025, 8:40:19 PM No.938319281
>>938319122
>A gay man's feminine asshole is safe
This is your brain on gay. Trannies are possibly even bigger whores than women. Seriously.
Replies: >>938319480
Anonymous
8/11/2025, 8:44:33 PM No.938319480
>>938319281
You clearly havent met your mother, I've had my fair share of holes . And nothing comes close to mexican women .

Easiest fucking sluts I've never fucked raw out of the fear of getting one pregnant.
Also philipeans women dont know shit about hygine
Replies: >>938319664 >>938325534
Anonymous
8/11/2025, 8:48:58 PM No.938319664
>>938319480
I fucked this one Mexican chick in the ass without lube and she come over to my place and without saying anything just start sucking me off. They are definitely sluts, I probably would have to stayed with her but she looked like every Mexican/native looking chick. Like should have living in the desert in a adobe.
Replies: >>938319822
Anonymous
8/11/2025, 8:50:23 PM No.938319737
>>938309195 (OP)
No matter how you want to spin it, you're a faggot!
Replies: >>938320836
Anonymous
8/11/2025, 8:51:04 PM No.938319760
>>938316204
>"Nigga pay me, im not into all that lovey dovey faggot shit. If you want ass pre booking fee is $150. You think i remember some fag from last year??? Haha"
lmao get rekt
Replies: >>938321080
Anonymous
8/11/2025, 8:52:31 PM No.938319822
>>938319664
Sorry I just remembered I had slept with another Mexican chick, it was one night stand after drinking at the bar. Got dropped off at her place and started fucking in her room. We fucked for about an hour, it was also late and I knew she had roommates. She was the loudest chick I have been with lol I felt bad for the roommates but they probably fucked her as well.
Replies: >>938320777
Anonymous
8/11/2025, 8:53:40 PM No.938319874
>>938319122
I love tranny hole!
Anonymous
8/11/2025, 9:13:42 PM No.938320777
>>938319822
Love those beaners women, fat tits and easy lay. But wont ruin my gene pool with those native looking features.
Not only are they easy like that tranny white slut i posted but make good food
Anonymous
8/11/2025, 9:15:06 PM No.938320836
>>938319737
A faggot that gets more hole than you do queer bait. Hows it feel to be a nigger living basement dweller watching BBC porn
Replies: >>938322384
Anonymous
8/11/2025, 9:21:55 PM No.938321080
>>938319760
I mean i fucked a pornstar tranny , and have our entire fuck sesh in my spank bank so
Replies: >>938322399
Anonymous
8/11/2025, 9:50:46 PM No.938322384
>>938320836
I have a wife I fuck daily, and fucking YOUR OWN HOLE like you do, does not count!
Replies: >>938323930
Anonymous
8/11/2025, 9:51:17 PM No.938322399
>>938321080
That makes you a faggot! Subhuman!
Anonymous
8/11/2025, 10:33:56 PM No.938323930
>>938322384
Larping , no faggot on here has a wife. Let alone the stamina for fucking daily . Nice try nigger
Anonymous
8/11/2025, 11:18:07 PM No.938325534
>>938319480
Your liking for trannies is clouding your vision. If you think they're all "clean", bruh, trannies can be some major WHORES. Because they're not women. Women can be degenerate whores but trannies can go overboard.
Anonymous
8/11/2025, 11:40:03 PM No.938326343
>>938316001
this dude is a fucking faggot zoophile.
Anonymous
8/12/2025, 12:33:27 AM No.938328894
>>938309195 (OP)
hmm i fucking love how trashy and slutty this tranny looks i love grooby, i wanna lick those feet hot story op