Gay dating a crossdresser


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Hide Ad. Support Lush Stories. Sex for Money Porn. A first date that I hoped might lead to a first steady boyfriend. I was so excited to sign online and see a message from my sexy college boy. We hadn't spoken in a while and I guessed that we would never get the chance to finally meet. Many a night had I masturbated thinking about his lovely cock, though I had only pictures to please me. It turned out that he had been thinking about me too. Let's go on a date sometime. Of course he also knew that I wanted to be seduced at the end of the night.

We texted back and forth a few times to try to nail down a day and time. There was some playful flirting too, but I didn't want to overdo it. We had been talking to each other for months off and on, and he was one of the few men that I had met online that actually made me think that maybe I could get serious with a man. My few encounters were brief, but the idea of becoming someone's girlfriend was one that always intrigued me.

It made me wonder even further, could I maybe someday become someone's wife? On the night of our date, I made sure to go all out. I took a nice hot shower, and shaved everywhere, making my skin nice and smooth. I put on some lotion, and then got dressed. I wore a sexy pink and black lace thong, with a matching bra, and garter. I slid on my lace stockings always my favorite part , then got up and slipped on my sexy blue dress. My shoes, were black four inch heels, which I knew he would love. I did my makeup like a girl going for a night on the town should.

Smokey eyes, sexy lips, and my favorite Victoria's Secret perfume. My wig was a sexy, wavy, long brown wig, which perfectly framed my face. I slid on a pretty silver bracelet, and my little heart pendant, and I was ready to go. I was so nervous walking to my car, but I gathered up my courage, got in, and was on my way. The drive there was a mix of nervousness and excitement. We had exchanged enough pictures that I wasn't worried about him not being attracted to me, but I was still worried about what to expect.

As I pulled into the lot, I got a text telling me that he was waiting in front. I parked, turned off the car, and took a deep breath. It was time to finally go on my first real date as Vanessa, and I was loving it. I met him at the entrance, and he greeted me with a kiss on the cheek. I was so nervous as we were seated. Were people looking at me? Could they tell? What would they think.

Greg made me so comfortable though, I didn't even care. We had such a lovely dinner, and he was a gentleman the whole time even after all that wine. I wasn't sure I wanted him to be, but it was a nice gesture. We skipped coffee and dessert, and decided to go for a walk after dinner. We walked by the river, and he took my hand as we just talked. After a few minutes, he stopped and turned me towards him. He looked deep into my eyes, put his hand on the back of my head, and gave me a slow deep kiss.

I kiss him back feverishly. I was waiting for this moment all night. Our kiss ignited a passion in the both of us that was welling up for months. He wrapped his arms around me and pulled me close to him as our tongues entwined in our open mouths. I whispered into his ear, "Why don't we head back to your place? I had drank a bit too much, so we both went in his car. Without my car it was like that one last bit of security had disappeared. I was totally at his mercy now. As we entered his living room, he asked if I wanted another drink.

I told him a vodka tonic would be great, so he made us a couple of drinks. I looked at him, thinking about how long it could take to sip at this thing, and just downed it. I couldn't wait that long.

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This subject can even cause anxiety in some people, making them frantically question their sexuality because they happened to find a given woman attractive, then realized somehow that she was not physically female. Some guys fear that this reflects badly on them or automatically makes them gay. Actually, many transwomen and cross-dressers have unfortunately been beat up precisely for these kinds of reasons, but that's another story entirely.

To me, that seems like assigning too much importance to the external world and society's views, and it's a failure to take into account what is really going on. A person's preferences come from within, so they can't be judged by some outside standard. Whether you're gay or straight has nothing to do with whether someone you like is a man or a woman. As a rule, nothing external can "make you" of any particular orientation. So does it make you gay? There's no universal answer to this, as far as I can tell, because it largely depends on perception.

Any kind of orientation ultimately depends on perception. What you think of someone is ultimately more telling that what they actually are. The thing which first must be understood here is that gayness or straightness has nothing to do with the object of your attraction, and only has anything to do with you.

It's easy to treat it as some sort of two-way interaction, as it commonly is treated, but it really is a private state of mind. Though a person you're attracted to might trigger a reaction in you, ultimately, everything you feel comes from inside you and is of you. This is something you have to take up with yourself first. Being gay or straight is something very internally-based, something very much about what is going on in your head, more that what's going on externally.

So, really, whether you're gay or not for liking a cross-dresser or a drag queen isn't really so much about whether a given person is a woman or not, it is more about whether you perceive that person as a woman or not. So the real question is, do you see the cross-dresser you're attracted to as a woman or a man?

Do you feel like she is a woman or a man when you look at her?


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Are you responding to her femaleness or her maleness? Does being attracted to her feel gay, or do you respond to her the same way you respond to any other sort of female? If you look hard enough in yourself, you should hopefully be able to find answers to these questions. Now, a cross-dresser or drag queen may identify as either a woman or a man.

Some so-called cross-dressers are transwomen, meaning that they are women who were born in male bodies, and such individuals would probably argue that you are not at all gay for finding them attractive because they are, after all, women. I would tend to agree. However, some cross-dressers are not transwomen and are, rather, sometimes completely straight men who simply like to dress like women for a multitude of possible reasons.

10 Best Free “Crossdresser” Dating Sites ()

If you find such a person attractive, you are indeed technically attracted to a male, but, again, it hardly matters what is happening externally, as the only thing that counts in something so personal as ones orientation is how one perceives the object of affection. The question still is: Does he appeal to you like a man or a woman? Are you attracted to him because he is a man or because you feel he is a woman, in spite of the fact that he is not?

Still, be forewarned that such individuals are not women full-time, and lose their temporary womanhood the moment the fancy clothes come off.

Do any gay men date crossdressers?

Bringing it together When bringing all of this into consideration, it does become a little more clear-cut: If you perceive a cross-dresser as a female, and are attracted to her, this is a sign of your straightness. If you perceive a cross-dresser as male and are attracted to him as a male, you are most likely attracted to males to some degree Though you're not necessarily gay because, after all, if you're still attracted to females, it may just be that you're bisexual to some degree.

So, ultimately, I guess the short answer is: Just liking someone doesn't make you gay or straight; it is how and why you like them that is the deciding factor in this regard. So how do you like this person? Think about it at length, and you will know because, really, no one can tell you what your orientation is; only you know for sure.


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  7. Sign in or sign up and post using a HubPages Network account. Comments are not for promoting your articles or other sites. A guy attracted to another guy is not gay?

    The attraction to masculinity and femininity does not determine whether someone is straight or gay sexual orientation is about sex, attraction to a particular sex. Theres no such thing as feeling gay, gay is not a feeling and youre calling a guy a she showing your bias. One of the worst articles ive read in my life. It's a difficult one for me.

    crossdresser gay dating

    I am a crossdresser and love to look and feel sexy and feminine, but also love to look at pretty crossdressers too as I have a natural affinity with them. I am very aroused by the thought of having a sexual experience with a TV and and for me, the fact that there's a penis instead of a vagina is no problem to me. First, why worry about being labeled?

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