Crossdressing on Chatroulette/Omegle

[jessica_brink]

Have you ever crossdressed on sites like Chatroulette and Omegle? For the record, these are sites where you cam to cam with random strangers (all kinds, not strictly crossdressers), and you can start conversations. Personally, I love doing it! Yes, you do have to go through a lot of junk (men's junk if you know what I mean), but when you find the right person it was all worth it. There are two types of pleasant cam partners for me:

- women who are intrigued and interested in your crossdressing. I always ask if I can show off my outfit and they definitely like to give you compliments. Sometimes I even ask them to pick out on of their dresses for me.

- groups of multiple people who will start laughing at you. I tell them to give me tasks. These normally include dancing, posing, twerking, and saying phrases that they typed out loud ("I'm a pretty princess" etc.). I know some of you will find this ridiculous and/or degrading but I personally love the submission and the slight but pleasant humiliation. To see them having fun enjoys me as well.

Any thoughts on this? Have you ever tried something similar?

[Fiona123]

Not me. No interest.

[BrendaPDX]

Not yet, but it sounds intriguing... And I will definitely check out these sites, exploration is good for the sole. Thanks for sharing.

[Jaylyn]

Is it like one on one type or group. You mentioned a group tells you what to do? Also can just any one come and chat or do you have to join a site. Like the old yahoo IM you had to have a password and then you'd get tons of guys looking for the GG showing her boobies and other things. Just wondering. How secure is it because in that old IM you could back trace them to their IP address and find out who they are, usually where they live and who they are friends with. I can't remember the name of it

[Ressie]

Not those sites but I use to C2C on similar sites. I learned something from it and enjoyed the attention.

[Robertacd]

You like to humiliate yourself on camera for people but haven't posted a profile picture on a supportive site like this?

Things that make you go Hmmm....

[jessica_brink]

Is it like one on one type or group. You mentioned a group tells you what to do? Also can just any one come and chat or do you have to join a site. Like the old yahoo IM you had to have a password and then you'd get tons of guys looking for the GG showing her boobies and other things. Just wondering. How secure is it because in that old IM you could back trace them to their IP address and find out who they are, usually where they live and who they are friends with. I can't remember the name of it

One on one, but sometimes of course there's a group of people sitting behind the camera. You dont have to join, just start camming. Check it out and you'll understand

You like to humiliate yourself on camera for people but haven't posted a profile picture on a supportive site like this?

Things that make you go Hmmm....

They're just strangers all around the world who you'll never see again, and pics last longer, I don't like that. It's just what I prefer.

[jennifer0918]

Not for me this forum works well for me

[Karen's Secret]

I have never done anything like that online. I would assume that all of that video could potentially be posted online by whoever you are chatting with?

[Micki_Finn]

I have never done anything like that online. I would assume that all of that video could potentially be posted online by whoever you are chatting with?

It absolutely could! Something you should be prepared for should you decide to do this sort of thing.

[Bobbi46]

Not for me, not ever, ok if you are young and want kinky stuff up to you in my opinion what you are doing and this forum do not go together, this forum is all I need I do not need to bare my body for others sexual gratification. After all you do not know what they are actually doing whilst you are displaying your self.
All sounds a bit sordid if truth be known.

[Stephanie47]

It took me a very long time to get over self loathing and hatred for wearing women's clothing. It was years and years of lack of knowledge. I still don't know what led me down this road, but, I would not ever put myself in a position to be ridiculed. I think to seek out humiliation projects an uneasiness with cross dressing. It projects an image to me of a young boy forced to wear his sister's dresses as punishment. I would just want to be accepted as a man who enjoys appearing as a woman on occasion.

That being said, each to his or her own. Just keep in mind what Karen posted.

[LeannS]

Jessica have fun with what you do but be very careful as some people out there are really nuts

Leann

[Tracii G]

Back years ago and I can't remember the site name but it was a cam 2 cam and old style chat room online I think it was on aol.
It was great fun at first then I ended up dealing with a stalker couple and that was why I left and had to get the state police involved.
I never understood humiliation or BDSM and if thats your thing then fine its just not interesting to me.

[Aemilie]

A big NO well for me anyway, if it works for you go at it I say it's very brave of you.

[Kayliedaskope]

Thanks, no, I'll pass ...

[Jaymees22]

Sounds like fun for you but not for me.

[docrobbysherry]

Sounds like fun. Except I'd worry about getting hit on a lot by guys like I do on FB, Jessica.

[Robertacd]

They're just strangers all around the world who you'll never see again, and pics last longer, I don't like that. It's just what I prefer.

LOL you really think nobody can save your cam session and upload it for all to see?

We are not supposed to link to porn here so you go to xvideos.com and search for Chatroulette or Omegle and you will see

[jessica_brink]

Not for me, not ever, ok if you are young and want kinky stuff up to you in my opinion what you are doing and this forum do not go together, this forum is all I need I do not need to bare my body for others sexual gratification. After all you do not know what they are actually doing whilst you are displaying your self.
All sounds a bit sordid if truth be known.

Just for the record, I don't get naked, at most I lift my dress up when asked, and it's not to turn anyone on. The people I choose to cam with are groups of friends mostly, who have a good laugh at me and didn't come there to get turned on. People who are there with that reason, I simply skip, not interesting to me. And yes I do know what they're doing, as I can see them too. I really don't mind having to twerk or saying things and hearing them laugh at me, I like that.

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Sounds like fun. Except I'd worry about getting hit on a lot by guys like I do on FB, Jessica.

I instantly skip those. 99% of men alone on there are there for one thing... . I go for the nice women and especially the groups of people.

[Tracii G]

Have fun and I hope nothing bad happens.

[Janet77]

I hate camming, it makes my big nose look gigantic. I also don't like to provide free adult entertainment to strangers, but that's every individual's choice.

[alesha]

I got on Chatroulette on occasion, especially when I’m out on business and I’m super bored. That’s where I like to practice my voice. I would say the men on there generally know that there are cd’ers on there as they’ll ask you to do things to prove that it is your real hair. About half of the time, I run into naked men and just skip them. None of the conversations I’ve been in are particularly interesting and no conversation has lasted more than 10 minutes. If I had to guess at the numbers, I would say that 25% I’ve run into are women (most are there to meet men, so they skip me), another 25% are couples or groups that are just looking for conversation, and 25% are naked men, and the remaining 25% are men looking to meet women.

[Diane Smith]

Absolutely, positively, definitely not my thing, but if you enjoy it, feel safe, and nobody gets hurt, feel free to please yourself.

- Diane

[jessica_brink]

Have fun and I hope nothing bad happens.

I've sure had fun so far and no bad experiences either