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Bf dressing as a woman

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My boyfriend and I got in to a conversation while being sexual and he said about him dressing up as a female, makeup, wig and even suggested going out and buying an outfit for him. We even looked at wigs online. He said he once when about the age of 13 wore his sisters skirt a few times. Ever since this I have just been feeling a little unsettled about it and I have asked him if there is more to it etc, but he says there is not and that he thought it might be sexy for him to eat my pussy and see lipstick marks on my lips which I admit did sound kinda sexy but now I just feel weird about it and he feels embarrassed now I think. We even looked online at wigs and he chose one but on further discussion we stopped doing that and I did say to him I felt weird about it and was not sure I wanted to do that. I asked him if he has ever bought anything girly to wear by himself and he was annoyed at that and said no. I feel like I keep wanting to ask him questions, my question to you guys - Am I over reacting or should this be a concern ?
>>
if you feminize him, he will be less manly. if you be more manly, you will be less feminine
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you should write tg captions, op.
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>>7230776
Sorry, I'm new to 4chan.
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>>7230749
he is agp trans as fuck lol
probably got with you so he could repress and live vicariously through you, let me guess, he likes to help you pick out your outfits?
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Just to add he told me recently that about 3 years ago he wanked off to transgender women and had a file of pics on his pc of them. I just feel I;ve been told a lot of new things in these past few weeks and I'm not sure how to normalize them.
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>>7230788
He has said to me before about outfits, not really just normal day wear but things to wear that are sexy etc and yes he has said about dressing me up with stockings and looking more slutty.
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>>7230805
agp means he gets off to the thought of being a woman but probably is transgender. talk more about it or my guess is this will destroy him eventually from the inside anyway. How old are you two?
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>>7230816
Lul. This is textbook AGP. In about a year or two your boyfriend will be taking female hormones.
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>>7230816
pieces are falling into place... has he ever picked out a color or kind of makeup for you?
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>>7230818
I was just googling what agp meant as ive never heard of it, we are both 23+
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>>7230831
Mainly lipstick shades, but surely a totally straight guy has a preference on his girls lips looking nice ?
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>>7230788
he doesn't seem trans to me, you really should stop projecting your experiences onto other people, Kayla.

>>7230749
>>7230805
It just sounds like he gets off to crossdressing, you can either support it or not I guess. Not too much to be concerned about. If it makes you uncomfortable then tell him.
That person named Kayla is a troll btw
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>>7230848
I think from what he has said that it is just for fun and a bit of a kinky fetish just something a bit naughty. Which all sounds fine but I just feel as he has said about his sisters skirt, wanking to trans women and now dressing up as one all in the space of 2 weeks, it has kinda had me thinking - is it more or is it just simply a fetish.
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>>7230816
>>7230830

Its because you are EXPLORING and ENCOURAGING it... sex is always pleasurable pretty much unless its very repressed, and stuff you DO stuff sexually with will become pleasurable by proxy

If you were to have sex with him wearing nothing but a starbucks appron, I gaurentee over time, he would have a fetish for that apron. Infact,go ahead n try this, bring it into the act of sex... it will work.

Stop doing it, stop looking it up, stop talking about it, and this will reduce... ..or you know, be a bitch wife, keep encouraging it, then wonder why he leaves you to be a transsexual. You wouldn't be the first wife this happened to. DISCOURAGE it if you want to save your marriage, many other wives "just ignored it" and it got worse. You need to ENCOURAGE masculinity and DISCOURAGE femininity, and he needs to do the same of you.

Your move OP.
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>>7230848
>That person named Kayla is a troll btw
>goes against sjw bullshit
>labeled a troll
suck my girl dick
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>>7230869
I do feel I have encouraged. I sent him my thongs in the early days for him to use to wank in to, which for me i find totally sexy. I've recently said to him i want him to wear my panties when he goes to work and have watched him wank off while wearing them. I was thinking he is doing this for me but is it more for him. I'd like to think that sexually I'll try most things but I'm scared of trying this incase it is more than he is saying it is. I will now find it hard to discuss it with him as I know he will be annoyed but now i'm left with all these unsettled feelings.
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>>7230885
Ignoring your bf, how would YOU feel/react if he did have transgender feels? Would it be relationship ending?
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>>7230890
How am I ignoring him ? I have spoken to him about this and he has told me it is more in my mind than his and it was just a fantasy that he thought we would both like. I can't keep asking him as like I said I did ask him if he had ever bought anything girly to use alone and he was annoyed at that.
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>>7230890
Sorry I misread. I don't think I'd be okay as it would concern me where it would lead. Maybe I don't have enough information about it. I just know it is something I don't think I'd be comfortable with and I just hope if it is more for him he can be 100% honest and allow me the chance to make a decision based on the facts but at this stage there are no facts it is just me worrying there is more.
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>>7230885
Asking him to WEAR panties is NOT masculizing hun, its VERY feminizing....

Try this instead :
-arrange some sort of heavy, manual labor job on the weekend....could be digging to plant something, lifting some stuff, going camping and wanting him to be the big man exploring the woods. But ideally something manually laborous, manual labor increases testosterone, and it has MAN in it... Even splitting firewood is amazing for T. Just make sure its a job which will make him SWEAT.
-be PASSIVE and let HIM feel in control of the situation. do not control him, less to redirect him towards the task. compliment him on his work, bring refreshments while wearing something skimpy. Complimenting him on the manly way he handles it helps, and don't complain about sweat, mans natural state is as a BEAST, do not shame him for it
-Be seductive and flirty...if it goes well, you should naturally both want to fuck after, and have a good time, and you might notice hes a bit more aggressive. Be very submissive to it, to encourage it. Maybe even suggest fun new ways to dominate you
-DO NOT tell him to wear panties...panties simply are not, and will never be masculine...sure it might arouse him, but its very confusing, and will effeminize him. Panty sniffing is ok, but perhaps treating panties as contraband for a while would help cull those thoughts.
-remember that men THRIVE in masculinity, and effeminite things, especially in sex life can compromise this. Always work to be an effeminate, submissive wife (unless theres a very important issue to speak up with) and encourage him to be masculine... both genders thrive on this, and you will find that he should WANT to please you, being masculine. Just dont FORCE him, as forcing is masculine itself, and fucks up the healthy dynamic.
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I sent him my bra once for him to use to cum in to and now I want to ask if he has ever worn it but he will get mad at me for asking. Should I just ask ? Is he just going to lie about it, ffs this is hard.
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>>7230939
I've not sent them to him to make him dress up to feel like a girl, ive sent them so when we are not together he can sniff my panties and cum in to them. When I asked him to wear them it is NOT to make him feel girly it is the fact I like the idea of his cock where my pussy has been. We have a LDR so we need to do more things like that as we can't always have the real thing. I do worry though about what you said as he said he doesnt feel very masculine or strong or manly.
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>>7230867
It could be more than just a fetish, but from what you've posted he doesn't show any of the predominant symptoms of gender dysphoria. Does he suffer from severe depression? Is he uncomfortable taking a male role during sex?

I don't think you have anything to worry about in regards to this being anything more than a fetish
Don't be afraid to ask him about this stuff and talk through it, communication about this stuff is important to a relationship, especially where it concerns what you're comfortable with and if there really is more to this than just a sex thing..
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I had around this same situation with my gf a couple months after we started dating. She is bi, and the one night we were talking about different things we'd maybe like to do to spice up our sex life, I mentioned I would like to crossdress... as I had done before meeting her (and had explored heavily).

She didn't know how to react. At first she was like "OK" lets try, then like "I'm not sure I'm ok with that" back and forth... Anytime we tried to talk about it again, it always lead to either me not being able to explain myself very well (as I am not fully sure what this is about right now for me), or her feeling as though I was getting annoyed from her questions.

There is more to it than that, but to keep it short... present day (about a year and a half into our relationship) we are looking to get a house together in the near future (five months). Though, before we do that, this has all hit a boiling point for me and I felt it was best to say something.

I have written a letter for her (knowing the words would be harder to find if I spoke them), informing her I feel it is best that I see a therapist to get some support. Also, in the letter I let her know I don't know what this all means for me and that I love her and don't want to lose her, BUT I would understand if this was going too far for her.

I hope this is a good approach, as I am completely scared that its going to drive our relationship into the dirt, for understandable reasons
<3.
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>>7230954
I don't think he is depressed but he is kinda a loner and gets lonely and doesn't have any real friends to hang with. He is shy and introverted really. He isnt at all with me and he feels he can be himself with me. He has no problem being the dominant one in the bedroom but he has asked if i can be more at times. I agree that we need to talk about this more but he has kinda put a lid on it and has said im reading too much in to it so I feel if i say more it will just bother him.
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>>7230940
I can't say, but it depends HOW you bring it up.

I would start off with a bit of a BACKGROUND on the conversation such as

"hey, honey?...I know we were fooling around with xyz before but I'm worried it might end up effecting us, and I think maybe we should stop."

Honestly, if he WORE it doesn't matter so much as discouraging future behavior, remember, talking about something ALONE can encourage something, if you talk about the bra, and he gets excited thinking about it, you are BUILDING the fantasy up...so I recommend NOT bringing it up at all...

Honestly, I would think of new fantasies to try. Ever tried rape play? Assuming you were never hurt, its quite good for both sexes. Just make a safe word, pretend its forced upon you. Almost all men I know love it, and surely all women I know love rape play (that I've had a chance to try), and frankly, the chance to exert CONTROL and FORCE upon you will help out tremendously in boosting T.

If not rape play, just something which encourages sub / dom roles. Whatever that is.

gender roles are actually kinda healthy.
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>>7230972
I think you have done the right thing to tell her all you feel about it and it sounds like you are not even sure yourself. I wish you luck and I hope you don't lose your girl. I just hope my guy is being as honest as you are.
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>>7230979
Thank you so much, I hope so too. I am glad to hear that this may be the right approach after all.
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>>7230951
> I like the idea of his cock where my pussy has been

This is what YOU think..what HE probably thinks is

>I'm wearing panties, this is weird, and...so girly....I feel girly...

and he slowly fetishizes it.

I can sympathize with an LDR (didnt know that in my last post sorry!) but you MUST be aware of what your requests seem like on HIS end. As they have mental effects.

Do you have webcam? If so how about this.
YOU: Be a good little camwhore for him, and do whatever he says. let him feel in control of you. Even if not, ERP will help, if you can get into that.

Just try to keep sub / dom roles, and be careful about things which are feminizing dear.

I seriously would try ERP if nothing else works, even though its odd to get into, it improves your reading comprehension and can really help feeling lonely.
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>>7230977
What you've said made a lot of sense as we have both spoken about many fantasies and engaged in a few so maybe this is just another one that I also indulged in with a conversation but that coupled with him is his sisters skirt and wanking to trans porn has me a little spooked that there could be more.
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>>7230995
It really is. Can I ask what you meant when you said you have explored heavily ?
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>>7231002
To be fair, I think trans porn is a pretty popular category among straight guys in general

And crossdressing is a pretty common kink, not all crossdressers are trans
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>>7231000
I am that cam whore for him, I dress up for him and also send lots of pics etc. He has said he thinks I am the more dominant one generally even though I do not feel like this. I feel even more confused now.
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>>7230974
Just let him know that he can open up to you. if he's comfortable enough to tell you how he feels then he will, and if there really is nothing more to this then he won't.

If he really does have gender dysphoria, it would be very prevalent at your age, it might be harder to tell if you're far apart but you should watch for symptoms outside of sex stuff. The main ones being a strong dislike of his body and the lack of ability to connect with his gender.
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>>7231002
I would talk to him about the trans porn, if anything....if you want, I can arrange to be a moderator on this front for you.

If that is indeed the issue, I would recommend

-Tell him you would really appreciate (dont be too overbearing) him not watching tranny porn specifically, because it makes you feel less loved
-do what YOU can to be sexually available...nudes, flirty texts, ect....feeling wanted to a man is huge, and a girl letting us know that we are desired can change our mood entirely. More importantly, do what you can to make YOURSELF his wank material...hard with a LDR, but important, as deep emotions go with sex. Emotionless sex is not a thing.
-If you haven't already, talk about past events he went through.... there might be a reason behind it, or it could just been porn browsing gone awry
>>7231031
I personally blame the industry, and other shit. Its not hard to find pictures, or videos with a HOT "girl" who is otherwise fapworthy, who turns out to be a man with a very, VERY feminine body, and this TRICKS the mind, getting 1 of 2 reactions : 1 : utter disgust, and ruining the moment 2: accepting it, and continuing to fap, fetishizing it partially. As if you accept the whole, you accept all parts....at least partially.
>>7231039
Talk to him then...make him understand your limits, and tell him not to feel bad about it...I find a lot of men feel very guilty for masculine thoughts, I myself felt this..

Stress to him that he can do whatever he wants (just say this, it REALLYH helps) to you, and you REALLY want him to own you and make you his bitch...things to incite domination by him.

Really, I feel bad for you dear, sounds like a bad situation. Tell me, did the tranny porn start before or AFTER the panties?
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>>7230788
Fuck off back to 42ochan, Kayla. Not everyone that wants to crossdress is trans, stop trying to trans them!
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>>7230869
This desu.
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>>7230875
Try to trans people that simply want to crossdress is literally SJW bullshit.
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>>7231121
ops love interest isn't doing this, don't be a fucking jackass. Op is confused, and wants help.
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>>7231079
I really appreciate your offer and wish we could speak more one on one now as you certainly seem very knowledgeable regarding what I am saying and feeling. He does use 4chan, he is at work at the moment and I feel by time he may look this thread will be long gone. Part of me wants to tell him I made it so he can see what is being said so that if he is feeling it may be more. He said the Tranny porn was about 3-4 years ago and he hasn't done that since then but ofc he could be lying and I have no way of knowing this. We do on the whole have a very honest relationship so I am hoping he is being honest. But if he himself is feeling confused and scared of losing me he may not want to say more. I do feel like you said about the browsing gone awry as he is very much at home on his pc when not at work. How can you arrange to moderate for us ?
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>>7231079
you have one of the most obnoxious writing styles I've ever seen
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>>7231172
It is actually very clear and easy to read you total twat,
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>>7231138
Fuck it, for YOU, I will risk an email address being posted miss. Email [email protected] about this, with a small summary of this...I know my email WILL be nuked, but I will do it, for you, you deserve this ok?

Besides that, if the tranny porn is that long ago, dont sweat it.... I'm a devout christian and I myself fapped to tranny porn back in the day. I know its unhealthy now though

Anyway, just email me, and Ill sort through them.... its a dump account anyway

Actually have you heard of the site "chatango"? I can organize a room on there, then use that, once email connection is established...
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>>7231138
hey, to help out with the email, send a screen cap of the thread with a reference to your own post so it says for instance
>>7231138 (you) in red. This will help me identify you immediately.
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>>7231209
Thank you and yes you are bound to get so much shit now. You will know it is me though. I've not heard of that so I will have a look and see what it is. I probably won't message tonight now though. I hope you don't get too many fake posters pretending to be me.
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>>7231233
If only my pc skills were that good ! I will make sure you know it is me. Thank you.
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>>7231283
ctrl + prt sc

Then paste into ms paint....then save, attatch
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>>7231137
I was referring to Kayla. Get some fucking reading comprehension, faggot.
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>>7231138
This board goes very slowly, such that the thread will still be around. After it drops off of the board index (which will likely take at least a day, likely more), it will be in the 4chan temporary archive for a week, and in loveisover archive indefinitely.
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>>7231138
I would take >>7231209 with a grain of salt, sounds like a weird christian conversion therapist to me
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>>7231372
>Says most likely an indignant transgender

Op will make whatever decision she makes. Plus, I wasn't seeing you guys provide much hope for her.

On a side note, I really should research how to get a name on here.
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>>7231432
or you could just go back to r eddit where you belong
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>>7231482
Reddit uses censorship, fuck that noise.

I like 4 chan because I wont get banned for having my opinions.
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>>7231007
- I had bought my own things to wear from online
- I chatted online while being dressed (not cam or sex stuff, just chatting) and presented as female
- I always thought of ways of how I could dress before I moved, but had to many people around me
- I have done my own make up and practiced a couple times
- Joined fetlife to try and find others to chat with/make friends
- Looked for validation by posting myself dressed on threads

Then, that all stopped, once I met my gf, because in the end I felt it was just a fetish of mine, and one that didn't mean as much to me as her (she wasn't totally turned off by it, but after mentioning it to her, I ran and hide it from her, fearing unwanted outcomes). Today, the feelings come and go, though they are usually there.

I am not super fem (the stereotypical stuff) in the way I think/act now. But deep down, I believe I always wished I could just be a cis girl and live just like any other.
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>>7231432
Telling someone what they want to hear isn't best practices, anon
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>>7231079
I just wanted to say thanks for your help. I've just text my boyfriend and told him and he has got very angry at me and asked me not to message you etc so i won't. I'm sad that he doesn't understand why I want to ask more. I now have a phone full of nasty messages with him saying lets just end and that he is clearly not what i want.
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>>7231524
At least you can be proud that you have been honest with her and I hope she can come to understand it but I feel if it were me I would struggle but that is my own weak nature.
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>>7231571
>I'm sad that he doesn't understand why I want to ask more.
perhaps he does understand how much you'll dislike it if you learn how feminine he'd like to be. you shouldn't try to control or limit his exploration of that side of himself.
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>>7231601
Where have I said dislike ? I am just more confused and wanting to know more that is all. At the end of the day if it is anything more to him then ofc i feel I have a right to know so I can then make a decision as to what I am actually liking or disliking,
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>>7231618
>Ever since this I have just been feeling a little unsettled about it
>but now I just feel weird about it
>and I did say to him I felt weird about it and was not sure I wanted to do that.
>Am I over reacting or should this be a concern ?
just from op, let alone the rest of the thread.
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>>7231639
The only thing I dislike is if I do not know if there is more. Saying I am confused or finding something weird is not saying dislike.
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>>7231583
She is still trying to work through it, and decide how she feels, but since I got scared by her initial reaction, I've hid it a way for awhile. I am just now, starting to realize its for the best to nail this down once and for all.

And you are so not weak. It's perfectly acceptable to not want to be in a full on relationship with someone that is trans or crossdresses. Everyone has their likes and dislikes in a partner. You seem to respect/love him enough to try and find answers, and that to me says a lot within itself.
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>>7231646
why are you so obsessed with what more there could be if you don't dislike anything?
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>>7231665
That is exactly it. I do love him and am trying to understand it more and he has now just got so angry with me for asking him more about it.
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>>7231671
I just like honesty that is all. The fact is I may dislike it if it is more but that is what I am asking and why I am saying what I so far know to get advice. Is that so bad ?
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>>7231646
>The only thing I dislike is if I do not know if there is more.
>>7231685
>The fact is I may dislike it if it is more but that is what I am asking
which one is it?
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>>7231700
I have not given that any thought as I don't know if I need to and I'm certainly not going to say here what I feel when I don't even know.
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>>7231715
maybe accept that people have a right to keep things private? with good reason considering the kind of stigma they might be given.
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So.... I have only seen first post on this and don't want to see others responses because they will/have been
>u'r bf is trans
>don't do anything

I think you just go whit it. If u love each other u figure out the problem and/or it turns out weirdest and kinda super awesome experience for both of u.
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>>7231678
Despite what you decide in the end, you seem genuine about wanting to make things work out. He should try to be more responsive to that. It's not easy for you, and not for him either.

For me, and I know this is near impossible (for people not in the community), I wish my gf would have talked to me like it didn't matter. That it was no big deal, then I would have been able to open up so much more. Then whatever she felt, I would have learned to respect. But, with that initial moment of uncertainty (first telling her) came my recent repressed feeling, and unwillingness to openly share.
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>>7231601
i say this is a flawwed arguement. If you want a SERIOUS relationship, there must be SOME limits for BOTH parties.

Sorry OP. I hope this blows over. Give him time, he will mull it over, and perhaps he will let it go.

Regardless, you tried, and it comes from a place of caring. Do not fault yourself if he becomes jaded, but do not fault him either.

Just be there for him, talk to him, appologize (you dont need to BE regretful, so much as say it) and just tell him that you care for him

Feel free to email me anyway if you like.. I'm always happy to talk on these issues

Oh also, details are extremely important.. little things about when, how long ago, how much make a big difference... when discussing sensitive matters like this, never forget them.

>>7231734
Idk, privacy has its place, but privacy in a relation is something you want very sparse...it can breed problems.
>>7231745
I disagree, simply because "figure it out" is simply not valid..what are they meant to figure out? can they change it? what can they change? These must be asked, and if someone cannot figure these out for themselves, helping is worth it.

Anyway OP....I hope things simmer down between you two.... you seem to care for each other.

Also, and this might of been my fault but you should of waited to contact him...I was hoping to discuss it a bit more, find a better plan than just "yo I need you to talk with this guy", but this was my fault for not being clear...sorry.
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>>7231880
>Idk, privacy has its place, but privacy in a relation is something you want very sparse...it can breed problems.
problems like demanding your partner tell you his personal feelings when he's made it very clear he isn't ready to? probably because of your reaction when he started to?
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>>7231880
No need to say sorry at all. I suddenly got scared that I have typed all this and felt I needed to tell him. You really have been so nice and I didn't know it could even be this way on 4chan as I've never used it until these last few weeks. I don't think he understands how much I love him and he feels attacked by me now and that is not my intention. He will read this now and I hope he can see that I am not attacking and that I am simply trying to figure it all out in my mind. He has said it is nothing and that I am reading to much in to it and maybe I am but I cannot help that the thoughts of what he has said in the last few weeks have stayed in my head and that I felt the need to just throw it out there.
>>
> Cross dresses.
I see nothing wrong here. It's a good hobby. My boyfriend used to do the same.
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>>7231904
Demanding ? Who is being demanding. ? who has made it clear they are not ready to ? You are making shit up. What reaction ? TWAT
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>>7232042
>Demanding ? Who is being demanding. ?
you've basically been talking none stop about forcing him to reveal his feelings and personal experiences to you...

>who has made it clear they are not ready to ?
...despite him obviously not wanting to.

>You are making shit up.
yeah all those weren't your posts just some imposter. you argue like a girl btw.

>What reaction ? TWAT
that one. ps, be less butthurt.
>>
>>7232072
OP doesn't seem to be demanding to me. If you're in a relationship with someone, you have a right to ask them (nicely) about things as they effect you both. It's their choice to be open to that or not. It doesn't sound like OP is not giving her bf some space to think about it, before talking.....
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>>7232072
Asking is not forcing
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>>7232161
Thank you. This is exactly how it is.
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>>7232161
>If you're in a relationship with someone, you have a right to ask them (nicely) about things as they effect you both.
op's done that and this whole thread is basically her talking about forcing the issue again when she got the wrong answer to her nice ask.
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>>7232272
Wrong answer?
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>>7232346
not wanting to open up (because of your reaction).
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>>7232442
So how can I settle knowing there could be more. Guess I just have to.
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>>7230749
future tranny
if you make her repress more she's just going to end up uglier when she finally cracks
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>>7234676
A huge thing is to be very, very delicate about it, and consider FACTS and not subjective thoughts.

The facts are, last I checked

-he viewed tranny porn years ago
-you made him wear panties, and mutually talk about cross dressing

desu, encouraging it is the BIGGEST thing to fix if you want to change it....its highly hypocritical to encourage it, then ask why hes that way.

Change should come from you first before him.

also, you never will KNOW if theres more, thats part of a relationship...he doesn't know for a fact if you are sucking 1 million dicks when hes not around (not saying you are, but making a point) but he tries to have faith.

But seriously, dont encourage that shit.
>>
My cis female friend once told me she had a thing for men in drag but drew the line at transwomen because she didn't want to be a lesbian.

My moral of this story? Don't be a faggot and don't let your boyfriend become a faggot either. Either he stays a man or you go out and find an actual man.
>>
keep supporting your bf and let him make the next move

feel free to talk to him about it or bring up concerns you have, but don't worry too much. he might be a woman, might not; decide what you want from the relationship.

nothing wrong with your bf in any case
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