I would love to share my joy of Crossdressing with my Sisters But !

I have always wanted to share my crossdressing with my sisters. I was the only boy between my sister's and we were all very close and still are.

The obvious question is how will they react ?

In my fantasy world they would be shocked but knowing me as there life long class clown they would roll with it and enjoy some of the stories of how it happened and progressed. Again I would enjoy telling them the various outfits I had danced around in and times when they almost caught me. Again the question is would they be curious about our experiences growing up or not ? Luckily I can honestly tell them I never tried on their underwear, but tried on just about everything else from party dresses, to tutus, to Girlscout uniforms. I would hope they would want to see me dolled up and maybe even have them give me some of their old dresses to model and keep.

In the real world what will their reaction be ? They are pretty liberal, but the subject has never been discussed .

What do you all think ? Has anyone told their sisters ? Ladies if your brother told you how would you react and do you think you would be curious ?

Any thoughts or experiences would be great !

I told my sister who doesn't live close about 15 years ago. At first she was thrilled to suddenly have a sister!:hugs:
Thinking we'd start doing more things together!:)

But, she's not very fem. No interest in dressing pretty or sexy. Doesn't drink, go to bars or clubs, and is in bed by 9 PM when she visits me.:sad:

So, other than helping me shoot a few Sherry story chapters, it hasn't changing our relationship at all!:straightface:

I don't have any siblings.
I've wanted to come out to my gay cousin for quite a few years now but the situation hasn't presented itself. I hope that he would be accepting.

I would love to have a sister and tell her about me, but remember, you can't put the toothpaste back in the tube.

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Originally Posted by Cheryl T

I don't have any siblings.
I've wanted to come out to my gay cousin for quite a few years now but the situation hasn't presented itself. I hope that he would be accepting.

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I have a step nephew (52 & I'm 79) who came out to me as bi about 4 years ago. He was concerned I might have nothing to do with him any longer. I felt it necessary to tell him I CD so he would understand we all have different likes/dislikes and his being bi, which I'm not, would not change our friendship. BTW, we don't live near each other and have seen each other only twice in the past 20 years. However, we keep in contact via email and I also tell him about Heather's latest adventures and sign my email "Aunt Heather." Those, like your gay cousin, who are living an alternative lifestyle are generally much more likely to be accepting. The only question is whether or not you can trust your cousin to keep your secret if, in fact, that's what you would want. Trust me, odds are strong he would be accepting.

I have no sisters, but I do have an older and a younger brother. At our ages (81, 79, & 74, respectively), I've no idea what their reactions would be. I don't plan to find out. I would like to tell my daughter (54) as I believe she would be accepting; however, knowing her as I do I know there is no way she would/could keep the info confidential. My son (51)? I've no idea his reaction other than a, "Tell me you're kidding me pop." Again, I don't plan to find out.

Hi Robbi :hugs:, First See line #4 in my Signature, >Orchid**O:daydreaming:O**

A very difficult decision. But none of us know you or your sisters so we can only offer out suggestions. I come down on the side of telling. Yes, it's going to be stressful. Hopefully it will be a really good experience.

I really believe my sister wouldn't be surprised at all. We shared room for many years and as much as she was a slub I believe she knew when her stuff was out of place. We were very close at one time and even then I really seen no reason to tell her but then we had a argument and we haven't talked for a few years now. I would think that we were so upset with each other after our argument and knowing her so well she would have for sure had some fun telling everyone.
It seems like you want that bond with your sisters and for you to want them part of the his it must be very important to include them. That's how I'm reading it and for myself I seen no reason to tell my sister but it seams like you would love to share this with them

Family members can be tough and unforgiving. Tread carefully and trust your gut.

I had similar thoughts about telling my sisters but in the end I was prepared to be rejected by them.
I am super close to one of them and her reaction when I told her was this.
" At last I can have a sister that I like"
The youngest sister was supportive; probably because her daughter is non binary.
Just like the other members have said once you open pandoras box you cannot go back.
Are you prepared for that?

My sister replied " that's what make you, the you we love"
While not physically close to my sister, we will always have each others back and be there when we're needed.

I have a very supportive sister. A few years ago I decided to tell her I was interested in lingerie of the fifties and sixties. In the middle of it all she exclaimed" oh you wear them". I had not intended to reveal all to her but I went with the flow and she has been brilliant. We are now a lot closer and I get to be fully en femme in her presence. We discuss clothes as if we were two sisters and I am so much happier that I told her.

Though I look a lot like my sisters when dressed, I have no desire to out my self to them. They live 500 miles away and I keep my crossdressing to myself.

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Originally Posted by Robbiegirl

What do you all think ? Has anyone told their sisters ?

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Some time ago, I was transition bound and felt the need to tell those closest to me. This included my sister and I was expecting that it wouldn't go too well.
To my surprise, her reaction boiled down to "Well, I always wanted a sister..."

But life got in the way, and neither of us got that wish. <sigh>

Only YOU can guess what your sister's reaction will be. I just don't think that you should expect it to be like the story books.
I've always held to the motto of "hope for the best, but be prepared for the worst." Are you prepared to pay the price if it all goes wrong? If not, I'd advise you to keep it private.

I came out to my sister a few years ago and its brought us closer. Although we don't see each other often, we've been out together a few times with me dressed and she's fine with it; its become kind of a non-event for her.

I have told my sisters, My youngest sister was married to a crossdresser.
So her reply is in my signature. My other sister is a seamstress and has made
costumes for a group of gay men to go to a party as women.
I have not personally had the discussion with her. But I am pretty sure my
youngest sister told the older one.
I have 2 brothers that I have not told. But I doubt they would be an issue as well.

Everyone I have told really didn't care that much. The acceptance level has been very high for me.

Your mileage may vary......l.

I don't have any sisters to tell, just brothers. I've no idea how one of my brothers would respond, but the other? He thinks that trans people are disgusting, mentally ill people who are going to burn in hell. So, yeah, I won't be discussing it with him unless I finally get fed up with him and blast him with it. Might be the last time I see him.

I agree with others above; be careful. Consider the impact if it doesn't go well, and be prepared for those consequences. It could go very well, but who knows.

I have thought about telling one of my two older sisters. Actually I don?t think either of them would be totally surprised based on a few situations that came up during our childhood. I?m sure she would be fine with it but really don?t see her that much so not a lot of opportunity. Believe that ship has sailed.

I would think you would have a good sense of how it will go for you - best wishes if you move forward.

I have two sister. One is pretty free-wheeling. She might accept me. The other regularly post or shares transphobic or extremely fundamentalist posts on Facebook. Pretty sure there won't be any acceptance there. She had a complete meltdown during COVID when I sported a ponytail because the barber shops were closed!!

Raychel - Your younger sister is wise. I love her reply!

If you're as close as you've suggested then I think they'll react just fine. I came out to my younger sister very recently and I couldn't have wanted a more positive response. But because we're so close I was 99.9% sure that'd be the case.

I don't have any sisters, but the 2nd person I came out to was a cousin who has always been close. She is super supportive (I knew she would be!) and we have gone out together many times. My brothers and dad have seen pictures of me dressed too, but haven't had a "gender-y" talk with them. I've chosen carefully but I would say coming out to people has only brought us closer. I consider myself super lucky and know that's not everyone's experience.

That?s really great to hear! It?s awesome when you have family members who are supportive and it brings you closer. I had a similar experience with some of my close friends, where coming out just made our bond stronger. I can totally relate to the careful approach you?ve taken, choosing when and how to talk to people. It?s not always that smooth for everyone, so it?s nice to hear that it?s worked out so well for you.

Years ago, when I still lived with my parents, I told my sister that I sometimes wore pantyhose. (That's all that I could hide, living with mom and dad.) I told her that I had tried on a lot of her clothes. I did this in the context of, "I have a problem that I am trying to stop. Would you help me?" So, I was disapproving of my behavior. I was trying to stop. She agreed to help me. I guess I purged at that point. Afterward, she would check with me by saying, "How are you doing?" and I would say "OK" to communicate that I had not crossdressed since her last question. I stopped for six months, I believe.

I met a woman that I eventually married. That was part of my motivation to quit dressing. When I decided that I wanted to marry her, I told her about my crossdressing. Again, it was mostly about small garments that I could hide easily. Also, I had stopped. I told my sister that I told my girlfriend. That's when she stopped keeping me accountable and my girlfriend started keeping me accountable. My sister has never talked to me again about it. As I said, six months was how long I had stopped, if I recall correctly.

These days, 25 years later, I think my sister's opinion of crossdressing has softened. She might be willing to eat lunch with me while I am dressed. I have considered bringing up crossdressing in coversation.

I have 5 sisters. I told one and shared a photo. She told me not to send her any photos. But we are still super close. I did not tell any of the others.

As an aside, they all think I am crazy anyway. I do a lot of wild stuff that is not CDing also. Like the money I spend on my sound system.

I won't tell my siblings even if we're close. My sister caught her son CDing and made a big thing (negative) about it to the family.
So do they need to know who I really am? No....but I think they might suspect something with my natural waist length long hair and pierced ears....
I'll tell them if they ask!

Only you can determine whether you should tell them, you know them best. Are you particularly close to one sister, if you told her do you think she would keep it to herself. If you think one sister is likely to accept and keep your secret, then start with her and gauge her reaction, but, also know that she might tell your other sisters too. It's difficult to know how someone is going to react to this news, for me personally I won't be telling my siblings. Do you think they would be surprised or is it possible they might have some idea, women in general are very perceptive and they might have picked up on something.

have 2 older sisters, shared a room with them growing up. Was very close to one sister and even considered telling her at one point, but, decided against it. As we've grown up we've drifted apart and I'm happy now that I didn't tell her, as she has since expressed negative comments on transpeople and crossdressers. Never considered telling my other sister as even though she might accept it, she'd hold it over me and definitely have never considered telling my older brothers!
As others have said thread carefully as you can't unring a bell! Good luck in whatever you decide.