Sissy thread! Post traps, anal, deepthroat, stories, etc.
What sissy stuff have you done irl?

extreme racism edition (competitive)

I've been so addicted to sissy porn and shit forever. I always tell myself I'm done, then it never ever stops. I love showing off for men and getting their attention, i like women too, but men are always so horny and I love when they talk to me like a little feminine bitch. I used to not even like the sensation of anal, it always hurt, but I can't stop being obsessed with taking the biggest, longest dicks now. sounds like larp but it's my real life. Now im married and i've stopped, but I genuinely can't get it out of my mind. I love it, it's so exciting to talk to strange men and hear them demean me and my tiny penis, and my feminine body. I'd love to answer any questions about the many many sissy things i've done, i've done it all!!

PS can I ever stop this? I want to, but I feel like I can't. Love hate relationship with it.

>>936504007 (OP)
>What sissy stuff have you done irl?
Nothing. Im homophobic as hell

>>936504430
Cute! I bet he has a stubby little cock

>>936504007 (OP)
I have done what you’d expect. Fully crossdresssed. Met up with strangers to swallow their cum. Even got bent over and fucked a few times. Even had an insta account with over 40k followers at one point.

>>936504007 (OP)
Yo bros is my butthole too dark?

Sissy slave, playing with fire

I take requests ^^

>>936504675
No your skin is too white. Go tan

>>936504819
Ok . Thanks for the tip

>>936504725

>>936504111
Does your wife know you're in to this stuff

>>936504430
That's a boy?
Close enough - I say.

>>936504007 (OP)
My gf dresses me up fully every day. Thankfully, she's letting me get away without the wig because it's so hot. But she said I can't get my hair cut until I can wear the wigs again.

>>936506065
where did you find such a perfect wife?

>>936506065
Pics?

>>936506369
At a Halloween party.
>>936506429
I think this is the only one I have. She's mostly in charge of that. She would probably get mad if she knew I was posting it.

>>936506694
Properly trained sissy.

>>936507082
I'm lucky if I get to be a girl... being a puppy is hard.

>>936504111
How would you feel about getting dolled up and treated like a whore while your wife watches, imagine the look on her face when she sees you on all fours, begging for another man to cum inside you while that pathetic thing between your legs dribbles uncontrollably

>>936504111
Have you tried having your wife feminize you?
Does she know about this stuff either in your past or as an interest?

>>936508851
Ive been wearing female lingerie under my work clothes at work

When I was 18 a much older woman on discord slowly feminized me and made me her sissy for a few years. I don't really do that kind of thing anymore but I admit it was pretty fun in the moment

>>936511620
So no?
Seems like a missed opportunity

>>936512339
Lucky bastard, she

>>936504007 (OP)
On the receiving end, I dressed up for a hookup when desperate but didn't enjoy the experience much.
I was more into the giving end and got addicted to it for a while, like the other end of >>936504111. One of my exes was into voyeur stuff and she enabled me.

>>936504430
Would nut inside and on her clit

Need to be horribly used

>>936514935
Post ass

Met an older man online, hooked up, blew him while he finger blasted me. He blows all over my chest and cock. Used his cum as lube to finish me off. Later find out it's my best friends grandpa, who's still married to his grandma. I really wish he fucked me.

Just this

>>936515371
Use his cheating against him and fuck his wife

Hello b/ ^^
is this thread already dead?

>>936504007 (OP)
Why do sissies always have assholes?

>>936514935
Yeah you do, you're just a sex object and piece of fuckmeat for real men to dump their loads in to. I want to hear you choking on my dick until you can't bet the taste of it out of your mouth. The only way you should cum is from having it beaten or fucked out of you, not that that thing between your legs is good for anything besides looking cute and submissive next to a real cock. It's just a decoration and reminder of your shattered masculinity at this point.

sissy dc

discord gg/P8bWvfHM8z

Hello

>>936518755
Nice ass

>>936504725
Spread your hole

I haven't done much yet because I don't want my gf to find out. I tried mentioning it once and she said she's not comfortable with me being sub.

So now I explore slowly on my own, wearing her panties, using her toys when I have some time home alone.

But later this summer she will leave on vacation and I will have 3 weeks on my own. Can't wait to use this opportunity to fully explore and push my boundaries. I plan on buying my own lingerie, shoes , outfits and toys. Just a few more weeks to wait!

>>936517683
What??

>>936504430
I'd love to fuck her and cuddle all night long

>>936504007 (OP)
I been stealing my moms panties and dresses when I was young then got a job and bought my own panties and outfits never really done anything irl

I’m a sissy whiteboi that relapses often to bnwo porn and wishes thuggish black men would bully me into being their bitch.

BBC can K\K @weekwilled

Yo

>>936504430
I usually don't save softcore like this but I love his legs...

god damn it just when i was getting all comfy and accepting that i was jerking it to dudes and sissies and shit i accidentally saw an apple get shoved up a vagina in the middle of my cheeky depth play binges and instead of being horrified (well i still was), it kinda turned me on.

god fucking DAMN it. am i gay, bisexual, or just straight internet prison gay? the fuck. i thought i hated vaginas outright. that was like the only fucking thing i thought i was 100% sure about

I got fucked by some old guy...I regret not calling him back

been doing it off and on since I was young, don’t even know how it started but been at least 10 years, always using and borrowing girlfriends stuff. One time used her moms dildo while I was house sitting, now I just post off and on twitter for attention (notnewherelol for anyone interested). Current girlfriend is the most likely to be into it but we’ll see, she peed in my mouth recently so that’s a good sign??

>>936527280
Hot

>>936504007 (OP)
Got into mild femdom with my wife, and eventually got a strapon and she fucked me with it once in a while, but she was mostly indifferent to it.

Then we got a bunch of acid and started tripping regularly while doing degenerate stuff. Started with me giving her blowjobs while she's wearing it and escalated to me wearing her clothes.

>>936528055
Thanks

used to dress like picrel, do 150mg of 3mmc get high af and edge for hours on hypnotube and chaturbate

>>936529563
I always wanted to buy dresses like these they always look so cute.

Older guys, you always know how to make me smile.

Hiii :3
Do I fit in this thread?

>>936526979
very eatable butt. show hole?

>>936504007 (OP)
>>936504007 (OP)
As a curious person I went on grinder when I found out about it, looked at a really hot tranny and told her I was a virgin, and wanna try out many things to see what I like or if I’m just curious.

Invited her home after exchanging pics and some chatting. When she arrived she had a bag and backpack with her. Showed me cages, toys and outfits that she could wear and let me wear.

Saw her sniff some meth and since I was gonna be alone for 1 month I tried a little bit. And I got to try everything with her. Eventually after 5 hours of fun I finally managed to cum and it was like a dream. When I went to clean up and piss she wanted to fuck me and put a cage on my cock, I let her do what she wanted. And I enjoyed it so much I came another time after 10-15 min and didn’t look back after that. I can go on and on about that 2 week period with her

>>936530131
expensive but worth it, got about $1000 in my cart rn

>>936514935
I gagged

>>936530944
>>936531039
cute outfit

My favorite thing I’ve done is get feminized by a BWC, made me feel like a woman and made me dress up however he wanted, took me out in public and to his friends. And paraded me around his other hookups that had their way with me

>>936531389
Thank you!! <3

>meet up with a guy
>treat me like a princess the entire meet
>loving it due to daddy kink
>say me he would like to see me wearing a white thong
Any recommendation on what I should buy to make look better the thong?

Reposting some pics i took a few days ago

>>936504007 (OP)
Got dressed up and slutted myself out on /soc/ last weekend. So much fun!

>>936532125

>>936532079
I recommend wearing a little chastity cage. It will make you look so much more feminine + submissive
Reminding you both that he’s in charge.
It’s always worked for me :3

>>936532181
Actually I've tried a small one, but my dick too big for a flat/small cage, so I'm waiting for a bigger one with his belt for this friday or next monday for it. It's sad that my guy wants me on white lingerie, could have ordered the new cage with a pink color instead of black.
>Reminding you both that he’s in charge.
Always, I must encourage him to control his sissy :3

I first discovered tranny porn at 13 and have been watching it since, after highschool it's been pretty much a daily habit. Around college I started crossdressing on and off and have been doing it well for about 5 years. I take a lot of photos because I just love indulging in feminization moreso than the perversion of it, but slowly I'm more interested in men sexually because of it. Definitely not a trans person, no dysphoria, but my excuse is that gender norms out and artificial limit on the human experience.

I don't know if I should feel good or bad that I still live with family, because i'd have fallen off the deep end long ago. I've experimented, but always with my head on a swivel ready to bail if anyone got home. I have all the characteristics to have fun dressing up like a larger than normal ass, dick sucking lips, dull bedroom eyes and clean face but I simply could not get away with it right now. Maybe it's for the best.

>>936533085
>I take a lot of photos
Let's see them!

Online and open to... let's call it possibilities.

Hey thread

Ready to be abused

>>936504007 (OP)
Oldfag here been crossdressing since the 90s. Total milf vibe now.. Absolutely love to dress up and get railed! We have an ABS about 20 miles from home- I get dressed and go here- suck random cocks for hours. Occasionally if I get a massive one thru the hole I will let him fick me.

>>936536547
I'm not a sissy, but I do have a thing for being tied up

>>936536745
Yes I love that too!

i wanna be a cock slobbering slut but i have a loving, monogamous gf that seems to only want to ride my cock until i feel numb

>>936536745
i've had my cock sucked multiple times.

I love dressing up and being used I met a guy on Grindr and sucked him off and let him fuck Mme in the back seat of my car that was the best feeling in the world especially when he had his hands on my waist

>>936537423
ur gonna have to cheat sorry :/

>>936539124
Did you swallow a load when you sucked him off?

>>936539305
No he blasted it all over my ass

Where are the guys who know how to treat a woman right?

Love sucking older men off. All started because I was home alone tried on mom's stuff

>>936540182
Anymore pics

>>936540362

>>936540182
Any stories to share?

>>936540490
A few. One quick one I once met a married guy at a park to blow him. He had me wear leggings and tight shirt with my brunette wig. We found a quiet spot and immediately put me on my knees

I think my sissy has bpd or some shit
He's really nice and all but recently he's been sleeping over now and then, he's great when he's here, he cooks cleans wears little dresses plays pokemon and just kinda acts like a housewife, I like it he likes it so it's all good.
But i've heard him crying in the toilet in the morning twice now, first time I was like oh I probably went a bit far in our rp
This time though we didn't do anything he just went in there came out dressed like normal said bye hugged me, but he 100% was crying.
Really not sure what I'm doing wrong

>>936540787
Kek.