So, lately my girlfriend (who happens to be a trap) is trying to coercing me into wearing something similar to pic related, just the largest version.
Why? The thing is, even if she's a full 24/7 crossdresser (and a really beliveable one, a "true" trap), she stills likes to take the pitcher role, about 9 times out of 10 with oral (even if we do a lot of 69, usually she just jerks me off), and 100% of times with anal (we tried it various times, but she couldn't take me) ...
It was really difficult at first, both because of getting into the mind-set of receiving anal sex, while also getting less and less attention to my own penis, and also getting physically acquainted with her cock...
It was hard. Really hard. Yes, pun intended.
So...
Owen Adams
Chase Perez
But, with time I started to get more and more into it, I particularly liked the teasing of it all, she gets so much action while I only gets handjobs and rare blowjobs, and since she's way younger than me, and also my first experience in my life with a trap (actual relationship is lasting a little more than 2 years already), I was fine with trying this and letting her have her way with me...
But then, no matter how long we tried, or how many times we tried, it seems I'm unable to reach a proper orgasm while she fucks me, if I don't jerk off/she gives me a reach around.
Then, a few weeks ago, she asked an online acquaintance of hers, and this person suggested her to try and get me into chastity... Yep.
I'll be perfectly honest here: I don't want to do that. I think I went already pretty far for her, and this is pushing too much.
But she really begs me day after day, she wants to buy the largest possible version because it's not like she wants to get my cock punished or something like that, just get me desperate for an entire week, teasing me every single day, then finally at the end of the week fuck me with that on, and that way I'm supposed (or so her acquaintance said) to "surely" (that was the word) have an orgasm.
As I was saying, I don't wanna do this. I think I did plenty enough. But I also know I'll yield plenty soon. I'm totally a pushover when it comes to her, and she knows it.
I really, really hope everything will go right. I also hope that acquaintance of hers may burn in hell.
Andrew Gonzalez
post pix of her or it didn't happen
Hunter Clark
There is no trans cutie op likes cock in the ass from hairy dudes so he wont post a pic
Nathan Garcia
>she
Gavin Hill
*boyfriend
Nathaniel Evans
>she
Jayden Thompson
based
Aaron Perez
Tell your boyfriend that he's a fag
Hudson Carter
Dont do it bro. My gf(female) put me in a chasity for a week before teasing me by saying she lost the key and i will need to be locked up until she can find it. I picked that lock so fast the next day i practically raped her when she came over. Luckily she loves being dominated so it was ok.
Noah Foster
you said you have a gf but then you say it is a trap. that means you have a boyfriend and you are a homosexual.
Ian Smith
Get yourself locked in the smallest cage you can for her. Give her the key and do anything to please her.
Jordan Hernandez
Op, it's not a woman, it's a man, and you're a faggot having anal sex with another man. I mean, you do you, but it's a man. Also, it sounds like he just doesn't want to put in the work for you, and would rather just lay back and get it all to himself. Have fun being a sub, and taking dicks in every orafice, faggot.
Jack Brown
Ok faggot
Kayden Ward
>being this based
Camden Barnes
Don't do it. You're perfectly right, you've already done enough for her (him?).
I don't really think that anybody who does so little for his or her relationship (sexually, I mean) deserves to be given so much. I'd go even more far than that and tell you to break up with that person. She (he?) doesn't really deserve you, OP. Trust me, I have been in plenty terrible relationships already. With girls, but still, a toxic relationship will always be just a toxic relationship, no matter the sexes related.
Chase Kelly
'her cock'
Leo Martin
Once again, OP proudly and distinctly displays his everlasting faggotry
John Wilson
we really live in a time where you feel it appropriate to specify that your girlfriend is a girl? you're a fucking retard
Jeremiah Hill
" Yeah... post a pic or it didn't happen " is the DUMBEST THING ! I ever heard, well then, post a pic of yourself or you not real
Wyatt Ortiz
Guess what? You are the bottom in a homosexual relationship with a cross-dresser.
Adam Thompson
Don't listen to these fags, OP. At least you get laid. With a hot, passable trap no less. Keep doing your thing. Also post pics.
Bentley Price
He takes a dick in his ass. Any faggot can do that. Most faggots actually have a 1000 sexual partners in a lifetime. They don't have standards. That's why aids is such a "problem" in the faggot community, granted a lot of them either enjoy giving aids, or getting aids. One peek on Grindr and a faggot will be at his door in an hour. Don't give the poor bastard worse advice. There's no such think as a feminine penis or boy pussy, it's a cock and a shit hole.
Ayden Parker
And you call all of us fags, lmao goddamn.
Easton Cooper
Actually smaller cages are usually better. If it's too big you can actually get an erection and it can be quite painful and pull at your nutsack
Josiah Ross
REDDITOR DETECTED! LOOK EVERYONE ITS A REDDITOR! BEST PART, HES A NEWFAG!
>mfw redditor doesnt know Sup Forums memes
Dilate and go kill yourself idiot
Luis Rodriguez
Keep seething, fags.
Michael Jenkins
Dylan Cooper
Grayson Roberts
you're retarded and nobody likes you
Jordan Harris
Aaron Ramirez
So your "gf"is a trap/crossdresser.
Daniel Fisher
your boyfriend is a faggot and you both deserve to die. if you're found out in real life, expect death.
Colton Lee
are you a globalist?
Joshua Sanders
Of you don't want to do it then don't do it. If she is even just a half way decent person then she would respect your decision.
That said, Chastity play is a lot of fun. Your orgasms are definitely stronger after going a week or two of being locked up.
Cumming from anal alone is difficult to do. You really need to practice in order to orgasm. The is nothing she can do to help you get there. It's really all on you. If you really want to cum from anal then chastity would be a useful tool.
David Moore
Kill yourself for being a nasty faggot.
Chase Reed
If he was a globalist he would celebrate your sick "relationship" you dumb cunt
Xavier Cox
this is pure cancer but still funny somehow..go on
Dylan Rogers
Thanks for the advice. Really.
Thank you, too.
>You really need to practice in order to orgasm
We've been trying that since our very first days. More than 2 years already. Guess I'll just try this then, and if even this fails, then I guess it's not for me.
She's not that bad, come on. Outside of sex, she's perfect waifu material. She does all houseworks, for example. So nope, won't break up with her. I like her. She may be a little too much an S, but as I said, I don't really dislike the teasing. I'll try this shit for a week like she proposed, and if doesn't work, we'll stop.
It won't happen. She ain't like that.
Oliver James
BTW you don't just buy a cage and wear it for a week. There is and adjustment period that can take upwards of two months before you can comfortably wear one for an extended time. When you first wear it, it will horribly chafe you, and you will need to take it off within an hour or two. When you start out keep the key on you so you can take it off when you need to. Give your body a day of recovery and start again with the goal of wearing it longer each time.
Of course all of this is predicated on the fact that you are actually wearing a cage the fits you properly. It is always going to be painful if it is too big or small.
Kayden Lopez
Thanks again for this.
William Richardson
OP, are a self-loathing individual?
Because I really think you are, and your trap girlfriend/boyfriend/whatever knows, too. She/he's clearly taking advantage of you because of that.
Jeremiah Sanders
chastity cages are extremely based, get the smallest micro cage available
Lincoln Kelly
Because u are both gay faggots
Nolan Sanders
traps are not women, dont call your boyfriend a girl
Evan Price
traps aren't guys
they're traps
so its not gay
>pic related
>my trap gf
Zachary Gomez
This pic has never been more relevant.
Jaxson Long
That's just homophobic
Easton Fisher
my ex brought the idea of a cage up once and I shut that shit down
I'm pretty open to trying new things sexually and enjoy weird shit but I'm really not into being emasculated. she was a fucking freak too so I could only imagine that things would take a dark turn after that point
Jackson Gutierrez
>girlfriend (who happens to be a trap)
>trap
You have a boyfriend
OP is a faggot
Nathaniel Adams
tell me u wouldn't hit this
Austin Ortiz
sure I would but that's not a woman
Xavier Harris
Fuck no.
Even if I were a fag, that’s a hideous creature I wouldn’t want to get near to.
Leo Moore
If you really feel like going for it, OP, be sure to change your mind about how long to wear chastity: it's better to just wear it for the sex and no more.
Camden Howard
Who think was him...?