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Trans Obscurity

942 Uploads · 159 Members · 3 Forum Posts · 35,048 Visitors
A place for closeted trans girls, sissies in the process of being feminized, sissies who may have sex related mental instability, anyone interested a daddy trans daughter fetish, all in all the ones most likely to make everyone uncomfortable by bringing kinky shit to a Pride Parade. Whatever trans content you upload, just make sure it isn't violent, CNC, scat, obviously nothing...
A place for closeted trans girls, sissies in the process of being feminized, sissies who may have sex related mental instability, anyone interested a daddy trans daughter fetish, all in all the ones most likely to make everyone uncomfortable by bringing kinky shit to a Pride Parade. Whatever trans content you upload, just make sure it isn't violent, CNC, scat, obviously nothing illegal. And preferably nothing way too short, animated or confusing potato footage. It can probably stay up but this I'm gonna check the anime images that've been posted on here.If it isn't legal in real life I don't want it on here in anime format.Sorry while I'm a Vaush viewer that thinks he got misconstrued; I will NOT encourage the validation of the type of hentai he got in trouble for. If you know you know. Age play is fine, in fact my minimum age preference for daddy doms on grindr is 45+(if that applies to you lmk). Animated age play is not recommended, do you see what I mean about not advising you share hentai here?I personally wanna see more feminization content, so preferably not more than one sissy unless they're both subs. I won't show much interest in multiple subs but some ppl fuck with those harem vibes, I find them less realistic. Something about one feminine sissy sub getting passed around and gangbanged by 3 or more men feels way sluttier. And plz don't show me guys getting topped by shemales, I wanna feel like a slut not a silver lining....

Board Posts

-3
Blackdaddy8888
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@hookups
31 Jan 2025 1:51PM
• 245 views • 1 attachment
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I’m a clean, straight, dominant handsome black daddy dom, sexual therapist, throat trainer, 50 years young from western Massachusetts USA 🇺🇸 area.

This black daddy is looking to chat 💬, vibe and possibly meet a very open minded, new to the BDSM lifestyle + the BNWO movement Pawg/Bimbo type female (20-35) who is interested in being black owned and heavily into long term throat training and face fuck therapy sessions.

dm me if you are a 420 friendly, oral fixated, hyper sexual, country girl /trailer park mom /emo/goth female who is looking for a local black daddy to learn from in real life in Palmer Massachusetts USA 🇺🇸 

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Blackdaddy8888
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@hookups
23 Jan 2025 6:28PM
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Black daddy looking for a shy but adorable adventurous Female (22-65)
new to the bdsm lifestyle and very curious/eager/ interested in becoming a Deep Throat slave /throat toy/throat pig 🐷 in western Massachusetts USA 🇺🇸 areas.

I’m looking for a throat virgin. Someone who wants to let me take her throat virginity someone who wants to lose her gag reflex, a female, who is addicted to dick sucking.

I’m looking for that very special hypersexual always horny loves to masturbate loves watching interracial porn type of female pussy gets wet when thinking about being fucked in the throat and is very interested a throat, slave or throat pig for black master.

Are you at female who is very interested in being a throat slave think you can be dedicated to the intense throat training?

Are you a hobby who wants to loan a black man, his wife for long-term throat training?  

Do you want to watch the progress of the throat training or do you want to see a video of it or hear it over the phone?

In the Warren Belchertown Palmer, Massachusetts areas let’s chat and see if we can vibe together.

put Throat Slave or Throat Pig in the subject line 

peace ✌🏿 and love ❤️ 


DM me if local , or able to host 

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Blackdaddy8888
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@hookups
15 Mar 2025 11:10AM
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I’m a Black Daddy dom 55 years young who is looking for inexperienced but adventurous wives, Pawgs living in,near Worcester & Westminster Massachusetts who are interested in losing their gag reflex and losing her throat virginity to a black man 👨🏾 

A female who is interested in long term anal & face fuck therapy sessions with husbands, boyfriends and master’s permission.

im hoping to chat 💬 vibe and possibly meet a woman who wants to have her face, mouth and throat degraded, humiliated and punished 

DM me if you are interested, near Worcester able to travel or host.

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Anonymous
@chicks
21 Feb 2012 2:32AM
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http://mlps.pika777.eu.org/GI36EDFC0
I fucking love this whole series, but I especially love the girl on the far left in this photo:

upload deleted
. For starters, she's clearly not experienced at being naughty. She's got one look, kind of a "what, me sexy?" kind of vibe. Plus she keeps flashing peace signs, and she had "love" tramp-stamped in when her friend was writing "skank."
But it's more than that: When you look at her hair in the other pics, it's pretty obvious that's rich girl hair. Dad's probably an accountant or lawyer or something. Probably brags around the office about what a "remarkable young woman" his little girl is becoming. Except now he's totally helpless to stop everybody in the world from seeing her delicious little tits and jacking off to her and cumming all over her pretty little face and all in that rich girl hair. Are you ready sweetie? Is your daddy watching? Here comes another load all over that pretty little rich girl face of yours...
Okay, who's next?

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Anonymous
@confessions
08 Jan 2025 1:59PM
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I sat at the bar on New Years eve, pondering life. There has been so many ups and downs, especially the downer of how my wife decided to leave me for a married couple. The funny thing was, we never had any issues – it was just out of the blue. When she came to me about it all, she said it wasn’t me, that she just wanted to explore her sexuality and that she was being selfish. She said she didn’t mean to hurt me, and even let me keep the car, the house – hell I got to keep everything. We had no kids as she was infertile, which was fine. Me being 46, no kids, no wife – I was just kind of done with everything.
So there I was, drowning my sorrows and in my own thoughts, and this girl sits down next to me. I thought nothing of it, I was too invested in self-pity. Fuck I didn’t even notice her sit down until she ordered a beer.
“What would you like miss?” The bartender asked as he wiped the counter down.
“I don’t like domestic, gives me a headache, do you have Newcastle or Guinness?” she asked with a soft voice. Good choice, I thought – and I was pulled to pay for her drink but decided self-pity was the theme of the evening.
“We’ve got both”
“I’ll get a Guinness then!”
“Hey, you need a refill?” I heard her ask. I didn’t think she was talking to me, but I noticed my glass was almost empty, I turned to see who she was talking to. I almost fell out of my chair, she was drop dead gorgeous. Her bobbed black hair framed her face perfectly, her luscious lips sparkled and her eyes seemingly looked right into my soul.
“Oh um, me? I might call it a night,” I said to her as I shyly looked away.
“That sucks, I’ll tell you what, and it sure looks like you could use someone to talk to – so stick around. I’ve got this round, you get the next?” She smiled and checked her phone.
I looked at the bartender, “I’ll have what she’s having,” and I looked at her, “thank you for your kindness.”
I don’t know why I said that, it just came out of me – “thank you for your kindness??” are you fucking kidding me? Yet, it seemed to work.
“I’m Cindy, happy New Year to you…”
I smiled, “I’m Mike, happy New Year to you too, pleasure to meet you.”
The bartender came with our drinks and we clinked them together, “to better days, yeah Mike?”
“To better days, Cindy, I sure need them!” I laughed.
“Why, what’s up? Tell me about yourself, Michael!” She said, using my full name – which was shocking, no one ever did that, so it was strange to hear.
“Oh boy, my tragic life, it’s pretty uninteresting. Where do I start? My wife left me a year ago to live with a married couple she’s been screwing around with behind my back, but at least she left me with everything – we got divorced, and well, I haven’t heard from her since. Which is fine I guess. I can’t complain about my job, I love my job. I work with labor unions, organizing non-union workers and helping people get a decent wage…”
Cindy took a sip of her Guinness, “how crazy is that, what your wife did? If you really love someone you wouldn’t do that – I’m so sorry that happened to you. Hell, she could have at least asked you to join them! If it’s any consolation, I got dumped by my fiancé 2 years ago and haven’t looked back. I figure once someone breaks trust like that, there’s no going back. I don’t even really think about him anymore at all.”
“Yeah, I thought she was the one, ya know? And I’m sure you thought your ex was the one too – otherwise you wouldn’t have been engaged, right?”
“It always amazes me how people lack compassion and empathy these days. We’re a rare breed you and I…” she took another sip of her drink, “People who actually give a fuck… who care, it’s so damn rare. She hurt you out of her selfish needs, as did my ex. The hell with both of them!”
I laughed, “agreed, the hell with them,” I raised my glass and we clanked them together and laughed.
We talked for hours, it was almost 10:30 PM, and Cindy showed me the time on her phone “the end of 2024 is almost here.”
“Hopefully that’s a good thing, Cindy.”
“Hey, you want to bring in the New Year with me? My place or yours? Why stick around in a bar when we both can talk and chill together?”
I was a bit shocked, “Are you sure you want to bring in the New Year with a 46 year old guy who’s probably going through a midlife crisis?”
She smirked, “Dude, you’re hot. I like older men. You got that salt and pepper hair, tall dark and handsome, with those dark brown eyes I could lose myself in… I’ll cure that midlife crisis of yours,” she laughed and nudged my shoulder.
“I’m not far away, my house is just down the road a bit…” I told her, and then asked, “How old are you?”
She bit her lip, “Don’t freak out, I know I’m a bit young – I’m 24. And I trust you, I know people pretty good, I’ve got a good sense about people – you give me a good vibe, so yeah, let’s head to your place.”
She followed me to my house, we both parked in my driveway and went inside. I took her jacket and hung it up, then showed her to the living room. She sat down on the couch and giggled.
“What kind of movies do you like? I’m going to guess science fiction and fantasy from the figurines on the TV cabinet,” she said pointing to a dragon figurine.
“You would be correct! I love sci-fi and fantasy, a lot!”
“Oh we’re going to get along just fine, Mike – just to let you know I’m not into sports… at all.”
My heart skipped, “Neither am I – I find them boring! Oh shit, let me get you a drink. How’s rum and Coke?”
“Perfect! Oh shit we forgot to get Champaign!”
“I actually got some from Costco the other day, it was a $50 bottle and I planned staying here for New Years and not going out but… well luckily I did!”
I chilled the Champaign on ice as we drank our rum and Cokes and got to know each other even more.
As midnight approached I got the Champaign ready and got a couple of Champaign glasses – we counted down together, “3, 2, 1! Happy New Year!!!”
I found myself in her arms, our lips were touching, our tongues were exploring. Her arms wrapped around me, holding me against her body. I could feel her soft breasts pushing into my chest as my hand gently caressed her face.
We must have kissed for 20 minutes straight, and our hands began to wander. She pulled back, again biting her lower lip.
“I don’t fuck on the first date,” she said with a sly smile, “but we’re not on a date!”
She unbuttoned my pants, pulled them down and started sucking my cock. I leaned back on the couch and let her go to town. Her sexy black bobbed hair swayed and caressed her face as she swallowed the whole of my cock. She quickened the pace, jerking me off and sucking as my cock got harder and harder – I didn’t want to cum just yet so I stopped her, and pushed her down on the couch. I pulled her shirt up, undid her bra and pulled her pants and panties off. I started licking her lovely soft breasts, teasing her hard nipples and worked my way down to her completely shaved (waxed) pussy. My face dove right in. Her juices were sweet, succulent, she tasted like no other women I’ve ever been with. She moaned and cried out in pleasure, her body shaking and quivering with each lick. I pushed a finger inside her, she was tight as hell. I started working my finger as my tongue lapped at her dripping cunt. She exploded in pleasure, literally. I’ve never been with a woman who can squirt, but she did – the warm fluid gushed on to my chin, on to my chest as she writhed in orgasmic delight. She let out a guttural scream, “FUCKKKK!! OH MY FUCKING GOD MIKE!!” Cindy nearly passed out.
I cuddled into her as she was recovering, she started stroking my hair, “holy fuck – who the fuck are you and how the fuck did you learn how to do that??”
“What?” I asked.
“No one has ever made me squirt, I’m the only person that can do it – you’re the first person to ever get it right!” she was panting.
“Oh you’re in a lot of trouble mister,” she said as she pushed me back, and started sucking my cock to get it rock hard again. When she got it hard enough she mounted it, taking it all inside of her. She started riding me, her breasts bouncing on my chest as her lips met mine. Her pussy was way too tight, I wasn’t going to last long at all.
“Holy fuck you’re so god damned tight Cindy… I’m not going to last long…”
“GOOD!” She pushed me deeper into her tight hot hole, looking into my eyes – she was mesmerized, as was I.
“Such a beautiful cock Mike, oh so good….” She said as her cunt stroked me deep inside her.
“Cindy….” I murmmered as my hands gently clenched her cloudy soft breasts.
“Give me all of your cum Mike, fill me up…” Cindy whispered.
I did. I erupted deep inside her, my cock jumped and pulsed as cum sprayed inside of her. She moaned and began grinding my dick in her pussy. I could feel every detail of the inside of her tight pussy, she was milking my cock dry. There was so much cum her tight little cunt couldn’t hold it all, so it started dripping out and down my balls. She got off me, and I felt her mouth licking the cum off my cock and balls. After she was done she cuddled into me.
“That was perfect,” Cindy sighed.
“Can I get your number?” I asked jokingly.
“Ya think??” she laughed.
We both got serious for a second, “would you be opposed for me taking you out on a date?”
She kissed my lips, “I’d love that. But remember, I don’t fuck on the first date!”
We both laughed.
“Cindy, seriously, I’ve never met anyone like you and honestly dating you wouldn’t really be about the sex, it’s about getting to know you – because it just seems like you were put in my life for a reason.”
“Mike, everything happens for a reason. I’m a big believer in that. Bad things happen and we learn lessons from them. Good things happen and fill us with joy and happiness. So, let me be clear – I won’t ever cheat on you Mike, I know that I’m just saying words to you – but I know how it feels. And I know you’ll never cheat on me either, because you’re a 46 year old guy banging a 26 year old.”
We laughed.
“Cindy, you’re way mature for your age – I don’t even see your age.”
“Oh, I see your age – that’s a kink of mine,” she smiled, “don’t get offended if I start calling you daddy, and beg you to spank me for being a bad girl.”
“Oh you’re a bad girl, huh?” I said as my hand smacked her ass.
“Oh daddy, I’ve been so bad…”
We ended up fucking again, this time doggy style. I was trying to go soft on her with the spanking but she kept telling me to smack her ass harder. I did.
“I’m so fucking bad daddy, spank me!!! HARDER!! HARDER DADDY!”
She has so much energy, and she got off from me spanking her while fucking her from behind. She came, her ass jiggled and I couldn’t hold off, and came inside her again.
We both collapsed – we were exhausted.
“We forgot to drink the Champaign.”
I showed her were my bedroom was, and she stayed the night. We both fell asleep in each other’s arms and when I woke up, she was still there. I made her breakfast and we spent the day together. We fucked a few times more on New Years Day too. I got her number, and we’ve been seeing each other every day. I took her out to eat on Saturday – it was a good date. At the end of the date I drove her home and walked her up to her apartment.
We kissed and she asked if I wanted to come in for a cup of coffee. I smirked and pinned her up against her apartment door, “I’m going to break you of that fucking on a first date rule,” my hands groped her breasts.
She opened the door to her apartment, shut it and we fucked right there on the floor. I ended up staying the night. I’m seeing her again tonight, she’s coming over to my house.
Yesterday I actually asked her if she is on birth control, her only response was “nope.”
My response, “good.”
She responded back with the smiley face emojie with hearts for eyes.
“Breed me daddy.”
Sure, we’re moving way too fucking fast – but life is life. I don’t give a fuck. I think I’ll eventually ask her to move in, and perhaps if all goes well – perhaps to spend her life with me. I know there is a massive age difference. I’ll be 62 and she’ll be 44, I’ll be 72 and she’ll be 54. But at least we would be happy in knowing we were in good company. Shit, I sound like I’m falling in love… I probably am in love.
I confess I’m in love with a girl I met 8 days ago.

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johnm19882012
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@random
27 Jul 2013 10:31PM
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DOMINATED

She walked in with her head down, as she knew she had been naughty. "Are you ready for your punishment, you dirty little slut?" As I grabed her my her hair. "Yes daddy, I am yours and you can do with me what you wish." She replied. A quick slap to the cheek lit her skin to a light crimson color as I spit on her face and watched it run down her face and drip onto her already naked body. I forced her to her knees as I pulled my hard cock from the zipper of my pants. "you are to reach back and grab your ankles, if you let go you get 5 slaps. Do you understand?" "Yes dadd..." Was all that made Ot out before I shoved my hard cock down the back of her wet throat, and started to pump it hard. My cock went all the way in from tip to balls as she struggled to hold her heels while she gagged hard on the big cock wedged down her throat. After a few minutes her spit and drool was running down her chin and tears streamed down her face from gagging. She pulled back to gasp for air as my cock came out of her mouth my hand was there to place 5 hard smacks on her cheeks, back and forth without hesitation before shoving my cock back in. "Do not let go again!" I demanded. "Yes daddy." As she tried to get a few breaths of air while grabbing her heels again. I put my hard cock back in her mouth and this time it only took seconds before she gagged and the cock came out of her mouth and she let her heels go....5 more slaps this time harder than before. I grabbed some rope and tied her up so that her hands stayed on her ankles, I also tied another rope to a dildo that I put in her pussy and tied the other end to her hair so of she tried to put her head down it pulls the dildo deeper inside her. With her unable to move I went back to fucking her face, she gagged hard and I cld hear her moan with the tip still in her mouth as her head went down and the dildo went deeper. A quick slap was all that was needed to get her to move and shove it in. As I fucked her face more and more spit and As I fucked her face more and more spit and drool ran down her chin and down her sexy naked tied up body. I reached down and rubbed some of the drool onto her now swollen and sensitive clit. She squirmed trying to get free but was unable to move, her let's spread wider as I felt the toy getting more and more slick. "Are you ready for daddy's big cock to be deep in your pussy?" "Yes daddy, I am yours." I repositioned the ropes so that she was on her back with her arms and legs tied straight up into the air giving me a clear view of her tender little pussy. A few hard smacks to her ass and inner thighs left red hand prints on her skin as they started to raise and welt, one final slap lands right on her pussy. She screams out in pain as I spit on her pussy and rub her lips and clit I hold your legs still as I slip in 2 fingers into her now dripping wet pussy. She tried to wiggle away as I rubbed right on her g spot and sent waves of pleasure through her entire body, I held her tight only letting go to give her hard slaps on her ass. I worked get g spot until she was screaming at the top of her lungs and her tight wet pussy started gushing its wonderful and delicious juices, I kept fingering her hard all the way through her orgasm until her breathing slowed, then I took my fingers out and got the big wand vibrator, "don't cum without permission!" I said as I turned the vibrator on low and rested it right on her clit and slid my dick into her juicy pussy right to the balls. After a few pumps with the vibrator and my hard cock pumping she was begging her daddy to let her cum. "Daddy please, it feels too good, I can't take it, please...please let me cum!!!" "Not yet, you don't get to cum yet." "Oh daddy I can't hold back anymore!!!...." As her pussy juices started squirting all over my chest and down my legs I took my dick out. "Did daddy tell you that you could cum." "No daddy." she replied as I slapped her ass to leave a new welt. I then untied and retied her so that her arms are above her head and her legs are wide open. "Now beg daddy to fuck you." As o gave her another smack in the face. "Please daddy, use your little slut, put it anywhere you want." I smeared on some lube before burying my cock deep in her ass. After a few good hard pumps I put the vibrator back on her swollen clit. My balls slap hard against her ass cheeks as it slams in deep, the vibe still going on her ultra sensitive clit almost instantly makes her ready to cum again. "Please daddy that feels so good, please let me cum." She screamed and whined as I kept punping her deeper. "No baby, not yet only good girls get to cum, first you have to make daddy cum. Her pussy got wetter and wetter as I hard fucked her asshole with the vibrating wand right on her clit."please no more!! Daddy I'm going to cum!" She screamed as she attempted to thrash around against the restraints, I slipped 2 fingers into her gooey dripping pussy and rubbed her g spot. "Hold it back baby, dont you fucking cum yet!" I yelled as I slapped her across the face as I watched her eyes roll back into her head as she struggled barely able to hold back the intense orgasm building deep within her loins. "I'm trying daddy, your big cock just feels too good." she managed to let out between moans. This put me over the edge I pulled my dick out of her ass fast and slammed it into her spastic pussy. "Yes baby, you can cum now." As I filled her already overflowing pussy with my hot thick cum. After making sure she took every last drop I pulled it out and replaced it with my fingers, that I put deep in her cum filled pussy going right for her g spot.I rocked my fingers in deep as she started thrashing around again bucking her pussy onto my hand, she let out a very loud and pleasurable scream as she started gushing cum everywhere, hers mixed with mine as it squirted out of her puffy pink pussy, I had already gotten hard again and this turned me on so much that I jizzed again, this time all over her face. I gave her a few good slaps with the hand she had just soaked with her cum and rubbed my second cumshot into her face. She smiled looking at me, covered in her and my cum, tits, face and ass, bright red from being slapped. As she caught her breath she managed to get out, "thank you daddy, ill be a good girl for you." I smiled and said "good girl and we will see." As I waked out of the room leaving her there tied up for when I was ready to use my good little slut again. :)

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blondegirrrl
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@confessions
09 Apr 2012 1:30AM
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I confess I am a 24 female dating a divorced 48 year old. It's not even the money or taking care of me and taking me out that keeps me around. I sincerely enjoy his company and could easily date someone my own age. Yeah it's nice being asked to go out to dinner and all that, but in reality it really turns me on to date him.

His daughters aren't too much younger than me, they are 14 and 16. His ex-wife is a cunt, and never put out for him, so he is dandy as heck when we fuck. I get the vibe he likes the taboo idea of me being younger, but he won't tell me and I don't know how to bring it up to him that a daddy daughter role play idea turns me on.

Besides that I was texting him tonight and his ex-wife will be out of town for 3 days starting tomorrow and I joked and said let's fuck on her bed. He agreed so the plan is to fuck on her bed tomorrow.

Any comments to this? And no I am not spamming or bullshitting.

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