No, I lost my virginity at the age of 18. I lost it to my prom date (A lady).. we were friends through high school and we decided to try this thing called sex as were both going away to school (different schools) and it was nice to say goodbye, For me it was not a great experience and never did again as a man. I embraced the women inside me at 19. The next time I had sex I experimented  with anal sex while deep into transition (with my boyfriend at the time), that was ok.. but after SRS experienced vaginal sex with another man and I can say I love it.

As having experienced sex from both sides, I can say I prefer the female side.. being penetrated instead of penetrating.

I Still have not transitioned. But no I was not a virgin. Just to get it out of the way. Heterosexual sex when I was really deep into my twenties. The gender issues were holding me back here. I am really bad with dealing with my own problems and issues. I take a very long time to figure things out. Now I am not having sex because I am unsure about transitioning or not. That would complicate the whole sex and relationship thing again to another level

Just be sure what you are doing is healthy and what you do , you do for the right reasons. Not having sex because of your issues and additionally developed performance anxiety because you never did try it? Do something about it. Like work on your gender issues or whatever it is holding you back . There is information about sex as well. Enough to get you started and the rest you can figure out with your partner. In my experience the best advice comes from people who have worked in this area for a long time. They may lack your specific background and generational viewpoint but the experience is there. You never knew such older ladies can have such good information about this

Don't get into relationships because you think you have to be in a relationships. Guys in their 30 and 40s whine about being in a relationship and their family all the time. It's not necessarily better. Neither does it have to be worse than earlier . Also don't pretend time is standing still because that may be important for having a family

Quote from: Zoetrope on August 28, 2017, 09:09:05 PM
So yes ... I definitely recommend trying things out before rushing into operations ... you might be pleasantly surprised and save yourself a lot of trouble!

Just because I'm a virgin before surgery doesn't mean I'm rushing transition or operations. I have transitioned two years ago and while growing up I had various crushes on boys, I would never be considered for partner because I was very very girly and andro. I wouldn't go to bed with someone I don't trust and care about, which so far hasn't happened and that's the reason why I prefer to wait than to rush into sex that will make me dysphoric and with someone I don't trust. To each their own.

My post was not some kind of personal jab :~) Just saying, life can surprise you sometimes. I used to want surgery. Experiences changed my mind ...

I was not a virgin when I started HRT over a year and a half ago. I have had sexual relations with both male and female; the last female I had sexual contact with was when I was 20. I am currently in a relationship with a man now who is fully aware and supportive of my transition and he gives me dick whenever I want it; we have sex often. Sometimes, he likes to play with my unwanted parts, but since I am on hormones, it is very hard for me to ejaculate.

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Quote from: OU812 on August 28, 2017, 11:23:42 PM
Here's the question that will really get your ticker ticking:

After you've had SRS, do you get a 'reset' on your virginity status?

Very good question, I had sex once as a guy with a girl before my transition, I didn't get anything out of it at all and I don't think she did ether, I'd say I was probably the worse guy for sex she was ever with, I was never a real man.
Then transition and becoming a woman, my virginity was reset when my boyfriend penetrated my new girly equipment the first time, only once as a guy but very much a ''non event'' but serveral times as a woman with men, these days I'm faithful to only one man, my husband of 7 years, I finally settled down as a married woman.