Should i or shouldn't i

Although I don't think this is really a topic for general conversation, my first reaction would be NO! Fantasies rarely are fulfilled.

There is a very real personal safety risk in what you contemplate.

Sometimes fantasies are better off left where they germinate - in the mind.

I don't know what to say but it was a fantasy I had for long time. About a year ago I started texting a man and after couple of weeks we meant had coffee and chatted everything went very well decided to go and see show following Saturday afternoon .
The show we saw was rather boring so decided to leave and go for walk in park. We started Talkilg and the conversation got around to sex I told him about my fantasy befriend knew we were back at his place and my fantasy was fabluos.
So dear do what you think is right for you
Good Luck Dianne

Vicki, Fantasies are one thing, reality is another. As I started dressing at and early age
and wondered down this trail and fulfilled a one time fantasy and well it was not what I expected as being so young but always had this in mind . As I grew in both body and mind
I have been dressing and get married and divorced and remarried and divorced and finally found
who I was and accepted myself and have continued my dressing even though mostly part time to say the lease never leave my home without my stockings, girdle and panties and I have had several affairs. So my dear this is up to you and you alone. Good Luck.
Hugs,
Stacey S

Dianne, Loved your input into this subject Thanks.
Stacey S

Hi Vickie,

For a long time I've experimenting with crossdressing... Mostly because my education and environment at home, since I noticed that I liked wearing women's clothing I also started to wonder if I would be attracted to men, even when I already had a couple of girlfriends at that time...

Years later, I started to have fantasies about encounters with men, both as Mia and as in my male persona.

Confusion led me one day to flirt around with a guy, couple of drinks and a minute of make out... You hear the cliche'd "bi-curious" phase of college girls on movies? Well, that was mine... The result, no attraction...

In the end, the experience helped me to feel more in touch with my femininity... I enjoyed flirting and dressing, but my attraction is still towards women...

To answer your topic: Probably you shouldn't, it's risky... But I would say to seek for an answer to your question another way, take it easy... You want to discover your sexuality and preferences at some point, but no reason to do a giant leap in the beginning...

2016_personal stories: vickiecd original post: 

I love and adore women but for some time now i’ve been having fantasies lately of being penetrated by a man. The other night i was broadcasting on chaturbate and chatted to a guy anyway he says that he wants to suck me and penetrate me dressed as a woman. I am curious about this and part of me would like to take him up on his offer, however i think he would want me to do the same to him which i don’t know whether i could do. I told him i would need to know what he looked like so he gave me his mobile number so i could text him. I think if i do, i would meet him at a pub somewhere and see how it goes. Has anyone else been in the same position in having the same fantasies and meeting a guy for the first time. How did it go? So should i text him and arrange a meeting. What do you think i should do?