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Sissy thread

The stories and information posted here are artistic works of fiction and falsehood.
Only a fool would take anything posted here as fact.

Thread replies: 298
Thread images: 142
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Sissy thread
>>
What does it feel like when your penis is trying to be erect in a cage? I'm thinking about buying one so I masturbate less often.
>>
>>700728770
Idk, thats not me
>>
>>700728770
Feels tight, cage pulls away from body, ring tugs on balls, erection usually subsides. It doesn't hurt but it can be uncomfortable.

After a while erections don't happen often and they don't last long.
>>
>>700730631
Ever been forced to cum in chastity? Do you like being caged in general?
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>>700730631
ooo now i really want one
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>>700731242
that's a woman, faggot
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Can I play?
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>>700731969
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>>700731035
I do like being locked in chastity! I haven't had an orgasm while locked up but occasionally cum will leak out.

>>700731373
Give it a shot!
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>>700732225
how long have you been locked up?
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>>700732225
Ass shot?
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>>700731699
MOAR
>>
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A little of me x
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>>700732171
nice

>>700732690
double nice
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>>700732760
>nice
Thanks, I'm new to this. Be gentle.
>>
Got a kik?
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>>700732887
Don't worry, it's some good stuff for first time.
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>>700732225
which u use for shaving legs/butt ?
have u ever tried blowjob to a guy can u give tips?
>>
we need more ass pics on this thread
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>>700733033
Cool.
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>>700733166
And might I add, you look pretty fuckable.
>>
>>700733166
any interaction with whoever took these? you make a pretty cute cumslut.
>>
>>700732225
I want a cock cage so bad. It looks like it would hurt so good
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>>700732887
Eric?
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>>700733166
Got something like that but with you spreading those lovely cheeks?
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>>700731969
>>700732171
What a pretty dress. I wish I had some pretty clothes like that to wear.
Have any of you getting fucked?
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>>700733272
Although I have been with guys, this dressup is new and I would love to get fucked while wearing

>>700733299
Heh, I took them. The camera is wifi and I'm triggering it with my phone. would love a photog...and more.

>>700733489
Not sure I have spreading. I do have this:

Pic related - It's this.
>>
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>>700732407
I've been in my holy trainer since Friday evening. Longest time was about 20 days without orgasm.

>>700732446
Not much of a butt but here you go!

>>700732690
lacey!

>>700733047
I just shave with a normal razor and then wash and lotion.

>>700733047
I haven't ever been with another guy ):

>>700733403
It doesn't, and shouldn't, hurt. But it is really frustrating!
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>>700733627
None getting fucked unfortunately. See:
>>700733677
>>
>>700733677
I'd love to fuck you while you're wearing it.
I'm hard just thinking about it
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>>700733803
And I'd like to let you.

Slide it right in here.....
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>>700733745
It's a nice looking butt. Wouldn't mind seeing more.
>>700733677
Shame I love me some cute pink assholes
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Another of me x
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>>700728390
Unghhhh stahp, I can only get so erect.

God I would worship and pound that smooth boipussy for hours every damn day.
>>
>>700733882
FUCK YES. It looks so inviting
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>>700733967
diamonds.jpg
>>
>>700733882
I want to bury my tongue in your shithole.
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>>700733967
go on
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>>700733789
>>700733882
I'd fuck your butt, slut. But only if after you'd give me pretty girly clothes for me to wear and then fuck me.
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>>700733745
I'm really interested in chastity, but like the other poster in this thread I'm just afraid it will hurt quite a bit. I get hard fairly often, especially if I let my mind wander or I'm dressed up. (I actually go out in public dressed up a fair amount and I usually turn myself on. -_-)
>>
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>>700734048
>>700734170
Welcome.

>>700734195
That might be nice....
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>>700734244
N-nice!
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>>700728390
>>700731699
>>700731969
>>700732225
>>700732407
>>700732446
>>700732505
https://discord.gg/012OE9ge1GbmdqbZD

come viti boypusy general.
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>>700734281
You're just too perfect
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>>700734490
Nah it's good photography. I can certainly spoil it for you. Some pics are better than others.
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>>700734578
Hah, I see. But still, it's really good stuff. Photography and all
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>>700733789
>>700733882
DO NOT trust that which reveals no face. Let see if you look like a sissy, or Machete.
>>
anymore of OP?
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>>700734244
>I'm just afraid it will hurt quite a bit
Don't be afraid of the pain. It's good. You're cock is bad, that's why it needs to be caged and deserves to hurt.
>>700734281
Oh, man, I wish I could get pretty clothes and take pictures like you. The only girly clothes I have are leggings like these.
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>>700734342
Oh i really appreciate the assumption that's me, but that is not me. Was just contribootin'. Much hotter than me. lol I haven't posted a pic of myself in years.
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>>700734578
Thanks. I actually didn't get into it until I met a girl on omegle who became my skype fap buddy. She wanted me in lingerie and it was a slipper slope to this.

>>700734771
True. I do not look like a girl in body or face. I have a goatee for example.

>>700734868
Everything I have is off Amazon.
>>
>>700734880
I should've known! But the stuff you're postin is pretty good. (And cute. my dick likes)
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>>700734968
Example. Pretty close to spoiling it.

I would like to find a chill dude who could accept the normal straight acting me and the butt slut me too. It's been a long time since I've been fucked proper and it was a girl that did it.
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>>700734868
I guess I should clarify, I am not so much afraid of the pain, but rather lasting damage resulting in my cock not being able to being used for fucking anymore. I have read some things that say it's not that much of an issue, I'm just apprehensive about it.
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>>700734968
>I do not look like a girl in body or face. I have a goatee for example
Doesn't matter. I'm a manly hairy guy and I want to crossdress because it's fun to feel like a pretty girl.
>Everything I have is off Amazon.
But I can't order stuff online, I don't have credit cards.
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>>700735176
I'm your guy.
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More of OP
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>>700735153
Much appreciated.
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>>700735176
Pretty sure you just described me. Have actually already had a couple sissy friends like this.
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>>700735564
hot
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>>700735564
lol that plug is about to disappear
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>>700733967
Cute, you look like fun!

>>700734244
There's some cheap options to play around with, cb6000 knock offs are on amazon.

>>700735288
Long term isn't an issue at all. I've been playing with chastity for years and don't have any issues.
>>
>>700735600
very nice got any more
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>>700735474
yeah man? Chill, play some rocket league, drink some bourbon, talk shit, then go up to the bedroom, turn down the light get some music going while I get dressed. Come out of the bathroom dolled up, smelling nice, your hands all over my ass, running up and down my stocking legs.

I suck you till your hard, you bend me over, fucking my ass in long slow strokes.

then I get on my back, a pillow under my ass, you slide in a gain while I pump my cock and rake my hands down your back and arms....

unf
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>>700735867
Well that's extremely reassuring! Thanks for the info and recommendations! Here is another trap for your efforts!
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>>700735600
SWEEEET. And anytime
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>>700736080
..I cum all over my stomach and you take that as a cue and pump he harder and faster till you bust in side me, my hands girpping your ass pulling you deeper as you do.

Then we clean up in the shower and I tell you how amazing your cock is as I sopa you up from head to toe.

Then we dry off and go back to the living room for drinks and games. Maybe suck you off one more time just before you go so you can cum in my mouth.
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>>700736001
A fair amount, but I have to go log off. Here is my fav. Dat angle tho
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>>700736080
What's your bourbon of choice? You would have to put up with my shit aerial skills, but we could tag team some pubbies.
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>>700736593
That sounds amazing. You have a snap?
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i think i need a bigger cage..
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>>700736754
My everyday go to is 4 Roses single barrel but I've been crushing hard on Booker's lately. I found it at a good price.

My aerials also suck. :-P

>>700736793
heh, nope. I have kik but I am never on.
>>
>>700736927
Or use something like a strap on harness to hold the cage to your body
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>>700735474
>>700736793
That was me lol. Late reply
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>>700737021
Same, tbh. Can I have your kik then?
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>>700737021
You just keep getting better and better. Never had Bookers but Four Roses is my favorite as well.

Maybe we can practice our aerials and then practice our strokes.
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>>700737234
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Anyone have the picture or gif that used to circulate of that one trap wearing black and white leggings with a butt plug while fucking a fleshlight? Been looking for it for ages now
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Woah new faces!
By that I mean asses. But as they say, the ass is just the face from behind.


....no one says that? Oh.
>>
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>>700728390
Bisexual here, anyone like my underwear? I dont wear them often so i want to know what yall think
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>>700737610
Beautiful
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>>700737156
>>700737281
Cool.

It's biandnerdy

I'm in the ATL area in case you ask.

>>700737400
I wish man.

My ideal would be a couple, girl and guy who both like the dressup and would want to fuck me and I could service them both.

But baring that having a chill guy who I could hang out with and no one know that I was your little faggot in the bedroom would be fucking amazing.

To have that kind of normal guy stuff and someone to fuck me proper and appreciate my asshole as much as I do would be the dream.

As long as it didn't get too weird.....
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>>700737692
Hold up I might have that
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>>700737734
My butt
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>>700737725
What a cute little cocklet.
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>>700737786
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>>700737610
>>
>>700737610
mmm keep postin
>>
>>700731407
Underrated post
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>>700737725
I do now
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>>700737913
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hiiiiiiiiii! <3 <3 i'm back :3
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>>700731407
>Not occasionally posting real girl to make new comers question themselves
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>>700738187
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how bad does it hurt to get hard in a cage?
Ive never had one so i have no clue what its like, but i know love getting hard in tight boxers like right now
>>
>>700737824
Lol I'm sure there are a lot of sissies that would love that scenario too.

Unfortunately, things will get a little weird...kind of par for the course with something like this. It's totally doable though (just like that sexy asshole of yours).
>>
>>700737734
>>700737871
Not bad. What do you normally wear?
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>>700737896
lets get that kik slut
>>
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>>700737890
In the spirit of the thread I will choose to take that as a compliment!
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>>700738367
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>>700738669
Baggy boxers but every now and again i'll put on some briefs
I only like them cause they feel real tight around my butt and dick
>>
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Alrighty, I think I am out for the night. Later fellas. It's been fun.

>>700738495
Yeah it does seem to. Ex. I'm not into kissing or making out at all with guys. But things seem to want to go that way when you are fucking.

The dichotomy. The two sides of me and you are what really turns me on. I tend to be confident and somewhat forceful in my regular life, you would really know that, but I do like to be submissive in the bedroom. But by the same token, I do NOT like to be told what to do or talked down to so I'm not a true sub. Chastity is crazy to me. Humil is crazy yet I have a small cock.

I wish I could find a hot trap who wants to top almost exclusively. OMFG I would marry her.

Anyway...later.
>>
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>>700737692
yo. I'll try to find the reddit account they post on.
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>>700738742
nah im good :p
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>>700737859
Pls anon
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>>700739162
They do show off your butt and cock pretty well. you should wear them more often.
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>>700739162
Care to lower them and showing your butt and cock?
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>>700739276
You're a fucking hero anon
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>>700738908
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>>700739390
Thank you, i will :)

nnng now im getting hard and i really need someone to help me out
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>>700738244
:3
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>>700739450
Maybe if someone showed me their buldge first i'll be willing to pull my cock out..
And do a lot more dirty stuff eventually
>>
Anyone screenshot the story about the kid getting fucked by the owner of some cafe after school. He intro'd the story with him watching his mom blow a dad and get rammed
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>>700739803
that is a nice bulge you have there.
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>>700739921
Hey there sexy
Have any cumshot pics?
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>>700739297
welcome to early retirement, idiot
>>
>>700739613
You ever thought about getting contacts?
>>
>>700737734
uhmm, you are in a sissy thread in boxer briefs. bit odd.
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>>700740115
Thanks hun, i wish i had some panties or a chasity but this is all i got :/
>>
>>700740067
Think a lot of people are having fun showing off their lovely piece. Come on be the sweety you are.
>>
>>700737824
I kikd you if you want to chat sometime
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>>700740418
not retirement, just a vacation from trapping. i'll be back eventually
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>>700740549
You'd look great in those.
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>>700740279
sorry I have not :c
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>>700740714
I'm not good at the sexy chat really. Not sure what I would say and Because of my setup and the way I take pics I don't do live pics or video really. If your were in my area and wanted to fuck that might be possible but meh.
>>
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>>700740542
I dont own any panties sorry lol

>>700740564
Im taking these off soon and i'll show you all my goods

>>700740787
Damn it, you should turn around then, im sure your butt will look cute in that outfit :)
>>
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>>700740279
it's you in that picture ?
>>
>>700740542
And youre in a sissy thread and lurking instead of posting OC and actually contributing. Bit odd.
>>
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>>700741056
I might be more responsive at [email protected] actually.

Alright good night for real.
>>
>>700741084
Got any fun toys?
>>
>>700739921
Nice outfit! I'm jealous
>>
>>700737234
>>700737610
>tfw you'll never push as deep into that yummy ass as you can as you unload a month's worth of saved up seed
>>
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>>700741262
Nope, this is me; i was busy taking more pictures so i posted that instead :p
Hope you dont mind
>>
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>>700740969
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>>700741389
Sadly no :((
Although i got a big sharpie i like to use because i can hit my prostate with it
It makes orgasming feel so much better

>>700741262
I forgot to ask, is that you in the picture? Cause if so you look very very cute
>>
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>>700741451
thank <3 <3
>>700741599
no problem (:
>>
>>700742045
Mind stepping back a little bending over and spreading your lovely butt? Just want to take in that lovely ass and hole of yours. No Sharpie please even if seeing that is hawt as fuck
>>
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>>700742045

I do this in secret e.e >.<
>>
>>700741599
>>700742045
Very hot. It must be nice to hit your prostate like that.
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>>700742361
>Butt9
Oh?
>>
>>700739276
anyone know what fleshlight this is?
>>
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>>700742590
>not having an assbro collection
>>
>>700742551
God, I wish I could find heels 2 sizes too large.
>>
>>700742881
Link to collection?
>>
>>700741056
Hhnnnggg
>>
>>700742361
hahah... aww.
Cute lil hips and stuff now, still shakes like a man ass :(
>>
>>700742551
I'm not usually a fan of traps in jeans but damn, this might change mind.
>>
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lots of new people, guess ill join
>>
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everyone in here is cute as fuck.
>>
Anyone got any gigs or webms of traps inserting buttplugs, preferrably cute ones and chastity is optional
>>
>>700743403
>Tail plug
I really need to get one of them. Are they easy to clean?
>>
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>>700742970
I was going to say "Don't you remember wearing your moms?" But then I thought about it and yeah guys have bigger fee and it's hard to find stuff.
I usually check www.shoepleaser.com first if I'm in the mood for something new.

>>700742979
Sorry I don't save mega links I use because I'm bad person.

>>700743149
He tried.
>>
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so am i good enough to trap?
>>
>>700739613
I need you on my cock as of right now.
>>
where is the best place to webcam with sissies?
>>
>>700743684
i wish those socks were off
>>
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>>700743241
>>
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>>700742192
Im sorry this isnt a great picture i know ive taken much better ones in the past
It would be a lot easier for someone to do it themselves, and maybe finger me while theyre at it

>>700742341
Its great, ive never had a pure prostate though because i always start dripping cum and get so tempted to touch my dick. It feels so fucking good i love it
>>
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>>700743241
>>700743403
I know it's so exciting~!

>>700743691
I know you're cute enough to sissy.
>Sissy is a verb now.
>>
Has anyone judged you anons for liking sissy stuff? :(
>>
>>700743962
Thats as far as I've gotten. Precum is nice but I want to full thing someday.
>>
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>>700743962
Heres a better picture

>>700743691
Yess youre great post more please
>>
>>700743964
where do you get those kind of arm warmers? i bought most of my stuff through amazon but couldnt find any nice ones. also seems most of the pictures i have are over the size limit so :/ http://i.imgur.com/undefined.jpg
>>
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Butt
>>
>>700744606
woops. fixed link http://i.imgur.com/xDyLx0I.jpg
>>
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>>700744609
Hello cutie ;) wanna sit in my lap? Im a little soft but i think you could change that pretty easily
>>
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20 / m / bi
ask for kik
>>
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>>700743964
nice <3 you are cute
>>
>>700745063
*¬* <333333333
>>
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>>700745069
thats a bit blurry
mind taking another one?
>>
What do sissi's and traps think of a guy with just an average dick size? Ive always wanted to fuck but im always worried about my size
>>
>>700745457
that computer is gay and so are you
>>
>>700744915
You got a comfy set up there.
>>
>>700745063
>>700745241
Kik: PunkGirlyBoy
>>
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>>700744606
I thiiiink I got them at Spencers. Maybe Amazon. Maybe eBay.

>>700745063
Me likey.
>>
>>700743652
no. Mine was a tail i purchased separately and attached to the plug.

It's got a decent amount of watermelon flavored lube on it. Among other things. Highly doubt it's machine washable. Not sure if i should have it dry cleaned or take it to a taxidermist.
>>
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>>700745604
how big is it exactly?
i personally prefer small cocks as i find them to be really cute and more fun to play with, i know a lot of guys will agree on that. but a big dick can always be sexy af too
post it and let us be the judge
>>
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>>700745457
>.>
>>
>>700745604
I would actually prefer an average sized guy, much easier to fuck imo.
>>
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>>700746337
fffuck thats a sexy hole
How many fingers can you fit in there?
>>
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post butt next to favorite vidya
>>
>>700746881
that is one sexy butt.
>>
>>700746881
https://www.youtube.com/watch?v=nBPK_oXeJgA
>>
>>700745975
Thank you ^-^
>>
Best part of being a sissy in my life. My girlfriend buys me my clothes and she calls me her little slut.
>>
>>700746604
Why easier?
>>
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>>700747170
>>
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>>700746753
:P
>>
>>700736080
this was literally the same routine my ex-girlfriend and I had for most weekends last fall/winter. One time we had a 1-on-1 match to see who was getting fucked.
>>
>>700747247
Do you mind sharing your gf :x?
>>
>>700747343
I just want to pull them down
>>
>>700747422
Sorry, she's mine. Well I should say I'm hers.
>>
>>700747247
U lucky fagget ಥ⌣ಥ
>>
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>>700747213
You're welcome!
>>
>>700746881
great taste, also do you have any pics with you on your back and legs in the air?
>>
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>>700747371
thats hot, i can normally fit 3 before it starts hurting
>>
>>700747868

I really would come two penises without problem haha :3 >.>
>>
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Hai
>>
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hey boys
>>
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Sissy feet?
>>
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>>700748317
>>700748351
Hey you two!
>>
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>>700747868

my girlfriend got me his arm o.o
>>
>>700748441
Mmmm sexy af
>>
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>>700748317

>>700748441
Hey. I think all my images are gonna come put sodeaays so ic this one does then im not bothering to post more lmao
>>
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>>700748317
hiiiii <3
>>
>>700732225
cute af
>>
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>>700748790
Just crop a sliver off of them. Works for me.

>>700748646
>>
>>700731407
>that's a woman, faggot
kek'd
>>
>>700748790
Take them off
>>
>>700748438
sure please more
>>
>>700747260
just easier to handle and more comfortable
>>
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>>700746319
This is all i got maybe not the best angle because im in the bathroom at work
>>
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>>
>>700749197
Im on my phone
>>700749255
Nah images are fucky so im not gonna post n e more
Have a goodn fags~
>>
>>700749197
Oh god the things I would do to you.
>>
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>>700750182
>Im on my phone
Exactly. Crop on your phone post the edited image.

>>700750463
Go on~
>>
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>>
>>700750716
I'd tease you and play with that gorgeous body until your locked up cock was leaking so much precum onto your hole that we wouldn't need lube, and that's just the start.
>>
>>700750816
Did you have to jack yourself off to get to the edge, or did you do that purely from anal?
>>
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>>700749607
Looks cute enough to wrap my tongue around. Got any more?
>>
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Oc
>>
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>>700750716
>>700751327
By the sounds of that I won't be able to wear white to my wedding...
>>
>>700751899
more? kik?
>>
>>700752059
You might not be able to wear white, but it will definitely be leaking out of you during the ceremony.
>>
>tfw 1 reply
>>
>>700749279
Maybe (;
>>
>>700750816
this is one of my favorite webms
>>
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>>700752451
Oh my!
>>
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>>
OP here, i didnt thinked this thread gotted so far
>>
>>700751839
Not right now im still at work
>>
>>700753552
Yes, that's what I want to see you wearing. You would look so sexy with those heels up in the air while I bury my cock deep in your smooth, tight fuckhole.
>>
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>>
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I wabt to know, will any sissy suck it?
>>
>>700755055
Yummy. I'd love to!
>>
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>>700752179
>>
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>>
>>700755141
I want to see wich nice hole will take care of my cock
>>
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>>
>>700755055
I'd like to munch on that :3
>>
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>>700728390
You can always try to contact with me
>>
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>>700749197
>>700736927
>>700736840
>>700735867
>>700735564
>>700732225

i can't get enough sissies in chastity !

i wana convince my gf to to a 3 way with me her and locked sissy so bad
>>
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>>700757648
>>
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As a bedroom CD, honest opinions?
>>
>>700757897
Passable and totally fuckable.
>>
>>700757897
Im in love
>>
>>700757107
>>700755141
You can try to cobtact with me too. Kik or “something" ?
>>
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>>700757840

painted toes and pink chastity cages drive me insane with the need to fap, but ive been doing NOFAP for a week because on wednesday my gf and i both have the same day off and I want the load i pump into her to gush out of her the point where if we need new sheets i'll be proud.
>>
>>700758484
I know what you mean anon. I'm trying to nofap and this thread (especially the pics you're posting) is making it increasingly difficult.
>>
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>>700758484
My bad.
>>
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Hello thread c:
>>
>>700759182
Mmmm
>>
Any big cocks around that I could gag on in RL?
>>
>>700757897
I'd stuff. The fuck out of you
>>
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>>700759528
Hmmm?
>>
any cute fembois near 701? Usually not... :(
>>
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>>700758788

NOFAP is gay if you're doing it for "righteous" reasons. Awesome if you're doing it to make youself crave sex more or want to put a nice big loving load into your gf/bf.
>>
>>700738306
hhrrrnnnngggg!
>>
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>>
>>700760272
Would love to pull those leggings down and give that nice ass a couple of good slaps followed up with some soothing rubs and gropes.
>>
>>700760333
Doing it for a couple reasons...mostly because ive been mapping 3+ times a day for the past 2 years.
>>
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>>700760616
>>
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Someone talk dirty to me
>>
>>700757897
show butt
>>
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>>700758011
I am flattered but i really am not passable at all!

>>700758176
I..I love you too senpai

>>700759778
I would like that very much! hopefully one day i'll will find somebody who will do that too me
>>
>>700760852
I'd love to tease and play with your bulge until it's dripping and then stop until you beg me to fuck you.
>>
>>700761015
I'd cum in you daily.
>>
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>>700760852
I wabt to see your spreaded ass
>>
GAAAY
>>
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>>700760886
>>700761015
>>
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>>700760816
>>
you boys like ;)
using a old toothbrush i don't own a dildo yet. :(
>>
>>700761215
That's right show daddy what he'll be fucking
>>
>>700761437
Same, I don't own anything and I live with other people so I'm to scared to buy some.
>>
>>700761215
I could tonguefuck you for hours
>>
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>>700761215
*¬* <3
>>
>>700761215
hmmmmmm, now be a good bitch and show your little dick ;)
>>
>>700757897
>>700761215
You're gorgeous
>>
>>700757897
>>700761015
would marry
>>
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OC i see
>>
>>700761753
I will fuck you until let your ass red, you have kik?
>>
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Any love for brown girls on here?
>>
>>700762124
yes!~ <3
>>
>>700761987

I think i do somewhere, but i rarely take pics...need to buy some new clothes then get wasted and get crazy
>>
>>700762124
Your body looks so cute, i will fuck you for shure babe
>>
moar chastity pls
>>
>>700761987

I do not have kik
sorry :c
>>
>>700760852
A horse fell in the mud!

That's pretty dirty, right?
Thread replies: 298
Thread images: 142


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