The Womanizer becomes a woman situations

[NCAmazon]

I've been contemplating this idea because I had a stage in my life where I pushed aside some GID feelings by trying to date lots of woman and for awhile it did.

Eventually however there was a lack of satisfaction and many of the romantic relationships I had with women always fizzled out because I would lose the intensity and interest. This got me back on these GID thoughts.

So I'm curious to know if anyone knows of TS women who at one point in their lives were very successful at dating lots of women as a man?? , Or lets say had others shocked and wondering since this person always used to be with a lovely lady ?

[ColleenA]

As a teen, my BFF dated many girls. She didn't do it as a way to convince herself she was not a female, though, but to "prove" to her dad that she was not gay, as he feared.

She was good looking and had no trouble attracting girls. A couple of them, though, def noticed she did not act the way they expected guys to act. One even picked up on her feminine side and started calling her by a girl's name. She liked it and gladly took it on, to the point of keeping it when she legally changed her name.

[abigailf]

I never dated many woman. When I was adolescent and in my teens I would meet and befriend girls because I just liked being with them and being their friend, not because I wanted to date them.

Family and social pressures however would dictate otherwise and either they would want me to ask them out or my friends and family would expect me to. I never would and they would either stop being my friend , probably thinking that "he's not going to ask me out so why bother" or I would stop being their friend because I couldn't deal with everyone expecting me to date them.

Forty some odd years later it turns out I was just trying to spend time with my own kind ... go figure.

[Sophora]

So I'm curious to know if anyone knows of TS women who at one point in their lives were very successful at dating lots of women as a man?? , Or lets say had others shocked and wondering since this person always used to be with a lovely lady ?

Yep. I did that. I was a big womanizer when I was younger(in my teens). So much when I told one of my friends he said "Are you sure? You were just as big a womanizer as I was." It isn't something I am proud of and I am very ashamed of that time in my life.

[Ashley D.]

I didn't date lots of women. But I never had any problems getting dates and have a few good long relationships.
Now I'm in the best one I could have!

[Kaitlyn Michele]

The first ts I ever met was a big time womanizer.

[sandra-leigh]

The opposite here. I am over 50 and the single date I ever went on was a failure. If I were to announce that I was gay (which I don't happen to be), a lot of people would probably think, "Well, I always thought so." Not too many will, I predict, be shocked or astonished to find that I am transgender; more like, "I guess I'm not surprised, he never did fit in as a guy."

[Hope]

I never dated LOTS of women, but I never had any problems getting a date... I just always wanted to be in a relationship.

[melissaK]

My past is much like Hopes.

However, I have always liked women as my intimate partners, and despite a lot of denial about what I felt as a TS (I knew by age 13 I was TS, but dissociated the feeling), I also knew by age 23 I liked lesbian women (a lot of dissociation of that feeling too), and even though I never consciously put it all together, those secret factors led me to subconsciously self-limit my dating pool. In hindsight I see how I never had a second date with a girl unless there was some hit on the gaydar.

And as you can imagine, not many GF were receptive to an outwardly appearing M hitting on them. If I could use hindsight to write myself the perfect personals add it would've read:

"RprsdMTFTSWLTMGF4LTRdegpsych+" :-)

Somehow despite all that denial, I found a repressed FTM/GF, my second wife between my ages of 25 and 39. Our marriage ended in her journey of self acceptance and "unrepressing" her inner self, and me coming out about my TG issues. My current wife has always lit up my gaydar, and she knew of my TG issues from like date 3, but she denies any interest in women, though her deeds speak the contrary as she's been my SO for 20 years.

Life is sure complicated isn't it?!

Hugs,
'lissa

("repressed Male to Female transsexual would like to meet gay female for long term relationship. A degree in psychology is a plus.")

[Raquel June]

So I'm curious to know if anyone knows of TS women who at one point in their lives were very successful at dating lots of women as a man?? , Or lets say had others shocked and wondering since this person always used to be with a lovely lady ?

I wouldn't say that I was very successful at dating a lot of women, but I did manage to date some pretty hot women.

It's kinda hard to cope with. Women used to think I was built and sexy, and being fun and sensitive and understanding how they wanted to be touched better than most guys was a big plus for them. I got the impression that women felt like they were doing pretty well to get with me.

But these days it's kinda hard not to just feel like a freak. I transitioned and fell in love with a woman who was ... well, I'm just gonna have to tell it like it is. She was about 5'1", weighed about 200 lbs, had tons of stretch marks, had kinda deformed thighs/knees, had some pretty stupid looking tattoos, and had a super-skanky history. She was actually pretty smart. Well, not a genius per se, but you could have a real conversation with her and connect with her. But she was kinda dyslexic, and since she was a pretty ghetto black girl she came off as kinda dumb. But I was totally in love with her, and I thought she was totally beautiful, and she really just treated me like sh*t and tried her hardest to cheat on me. She was so pathetic that she actually got stood up when she tried to cheat on me, and she eventually got blackmailed by a guy that she kept trying to hook up with after she showed him her boobs to on a webcam.

So I had to leave her just because she kept trying to cheat on me, even though she couldn't seem to actually accomplish hooking up with anybody.

And that's fine. I'm not a shallow person. It's just hard to deal with the fact that I used to be able to have real relationships with unquestionably attractive women, and these days I get sh*t on by the type of woman who can't even get laid when she's totally putting herself out there.

So, yeah, people who knew me tend to think it's a shame that the hot guy lost his mind and decided he'd rather be a freaky tranny.

Actually, it's not nearly that bad. I'm just feeling sorry for myself because I'm having trouble getting over stuff.

The real problem is that I need to date lesbians, not straight girls who are intrigued by me but really just see me as a novelty and are never going to be happy in a lesbian relationship.

[Laurie Ann]

I was a jock in high school and college and I tried to nail just about any girl with a heartbeat to prove how masculine I was. The only relationship I had was with my eventual wife the others were for the outside world and gave me little satisfaction other than physically sex with my wife gave me more of an emotional connection only when imagining myself as a woman sing made love too. I think all transwomen go through a stage of trying to show the world that they are really a man but the actual act of sex as a male unfulfilling at best just my thoughts on the subject.

[NCAmazon]

Interesting take on those who had that phase. My shrink says this may play into the whole autogynephilia concept. I want that woman and I also want to be her feeling. Kinda strange.

But when you get her or date her that strong feeling sorta feels unsatisfying or is never enough. Anyone ever try and emulate the women they date or dress like her as a way of coping in the past??

[DeeDee1974]

I've only slept with two women. I was also married and now divorced to both of them. My first wife and I rarely had sex even when we were first dating. When we went to marriage counseling and it was revealed we hadn't had sex in over six months and were still in our first year of marriage even the therapist couldn't hold back her shock. She couldn't understand how two twenty five year olds weren't having sex all the time.

My second marriage was to a woman 20 years older than me. We were a lot more intimate because she was very aggressive in her pursuit of me in the bedroom, but I rarely initiated. She had such a high sex drive that my transition and physical changes on hrt didn't stop her from wanting to have sex with me. I got to the point where I was uncomfortable with another woman and that is why we got divorced.

For me locking into a ltr was my way of hiding my true identity. I was married to two extremely attractive women and looking back these were women I idolized and wanted to be like. Also, I think getting married was only to appease my conservative father because most people were not too surprised when I came out.

[cyndigurl45]

In my younger days trying to deny being gay or I sould say a preference towards men (a normal woman) I tried women exclusively but that didn't work out so good, I am very submissive and the women I tried to date were also submissive and there is only room for one as a bottom LOL :-)

[JackieMarie]

i had been known as a player by people around me when i was in school, i dated my fair share of girls and was always told i was good looking. I think it was partly about trying to be the popular normal guy i thought i was supposed to be and who i thought people would like. i definitely went through a period of my life where i was running from myself, eventually (obviously) i came to my senses and accepted myself. life lost its meaning and sucked. after i stopped caring and accepted myself i felt like i was looking out of different eyes and became excited about life again

[outhiking]

I dated a lot of girls, but they were usually surprised at how well I treated them. I treated them the way I wanted my sisters to be treated (or myself if I'd have been more honest). One even asked if I was gay because I didn't rush to home plate when I'd made it to third base.