How I got started and where am I going?

[QueenJeanette]

I haven't been a cross-dresser long although when I was 16 I did try on my mother's clothing a couple of times. Each time I would get extremely hard and masturbate. I stopped doing that after a couple of episodes. I'm 61 now and recently I split up a 20 year relationship with a women. It took her a couple of months to find a new place to live and relocate all of "Her Stuff". While we were together I never cross-dressed or ever so much as put on a pair of her socks. I've been spending a lot of time in the garage while she got all of "Her Stuff" organized. It's a little warm so I would put on the least amount of clothing as possible. No underpants or tee-shirts, just some tight stretch pants and a pullover shirt. I notice how great these pants felt (I don't typically wear stretch pants) with no underwear and I took a look in the mirror and my unit was popping out like crazy. I liked what I saw so I stated looking into tight pants. After a few failed attempts to get (so called) male pants that fit right I decided to get a couple of pairs of leggings and try those. WOW didn't that feel great and for the price I can get these for 10-15 cents on the dollar compared to what I'm paying for male clothing. So Yada Yada Yada, now I'm wearing girls underpants and tops and I love it. I started with the lace boy shorts and several other types are coming in the mail now. For the past week all I wear around the house is boy shorts and a pull over shirt. What a great feeling. What freedom. No more tighty whities for this guy. The tops are okay but since I don't have the cleavage most girls do, they sort of look funny on me but I wear them anyway. Now I've got 20 pairs of panites, 7 pairs of leggings and tops. Mostly I'm just wearing the panties around the house with a top. Sometimes I go out in the back yard, into the garden, pool area. I like sitting in the garage with just panties and a top. At night I put on the leggings and take a ride on my Harley and go to Walmart and shop for more. So far no issues.
The entire experience has opened the door for me. I'm starting to feel like I'm ready to explore more and be with a man sexually. I've always had this fantasy. I periodically watch gay porn and I do get aroused. I just don't know how to start doing that. How do I break that iceberg?

[Nell27]

Hmm, I’ve never thought about wearing leggings. This makes me want to try them!

Nell

[Tracii G]

First off welcome to the forum.
I do have to ask are you gay or bisexual?
The clothes don't actually have anything to do with sexuality. Sure you might have an urge or a fantasy about it while wearing them but more often than not its a fantasy.
I do notice there is a sexual enjoyment to wearing the clothes in your post which is very common in new CDers it may last or it may fade away in time.

[QueenJeanette]

First off welcome to the forum.
I do have to ask are you gay or bisexual?
The clothes don't actually have anything to do with sexuality. Sure you might have an urge or a fantasy about it while wearing them but more often than not its a fantasy.
I do notice there is a sexual enjoyment to wearing the clothes in your post which is very common in new CDers it may last or it may fade away in time.

I'm not sure but, I know I want to try to be with a man and I'm not getting any younger. There's also some women that are still in my life but, I cannot have intercourse with them. I lost my prostate 11 years ago and due to some complications I cannot manage an erection. Not sure how much that would impact a male sexual relationship. I'd like to give it a try but, I don't know where to begin.

[Sherrii]

To make your tops fit better you might try a bra with some padding to fill it out. At least around the house. As for being with men, take it slow and make sure the man knows you aren't a GG. Look for clubs or support groups maybe that support trans. and gay folks. Sherrii

[QueenJeanette]

To make your tops fit better you might try a bra with some padding to fill it out. At least around the house. As for being with men, take it slow and make sure the man knows you aren't a GG. Look for clubs or support groups maybe that support trans. and gay folks. Sherrii

thanks for the suggestions. I guess my next purchase is a bra. I'm slightly north of Rhode Island. What clubs do you suggest?

- - - Updated - - -

Went out shopping and got 6 pairs of short shorts, three bras, two bikini bottoms (tops too small), two dresses, thong panties and more boy shorts. I love wearing the panties and boy shorts under the short shorts. A perfect fit. They really show off my ass and legs whereas a pair of man pants just hang on me. The bras fit okay but I think it's going to take a little getting use to. I've been wearing one around the house for a coupe of hours and it just feels and look weird. Not like a girl at all but I'm going to keep trying. I really love my new lifestyle. Shopping was a blast exploring all the new clothing. I think I look better this way but I need more grooming. I have hair on my face and my hair cut always looks blown because I wear a hat and sometimes a motorcycle helmet I'm hoping someone will take notice in a good way for me. I go on vacation in a week and I want to be ready for something new.

[Tracii G]

Well whatever happens let the guy know what issues you have so he will know whats going on.

[docrobbysherry]

Visit gay friendly clubs near u, Queen. U can google them. If u really want to try being with a man, that would be a good place to start.
If u want personal info on "dating" gay men, we have a number of bi and gay members here. But, you'd need to PM them if u want to discuss personal sexual subjects or ask those kinds of questions. That may be too much info for most here!:doh:

[Beverley Sims]

Just go where your feelings take you.

[Shely]

by all means get some, they are terreffic, really terreffic. I love the feel.

[IleneD]

Use the Force, Queen. Use the Force.
I think you have things tracking very well since your awakening.
It's only a matter of time before you share some photos with us to proudly display the woman inside you never knew you had.

[Richelle423]

Baby steps. Use baby steps. There’s plenty of how to videos on you tube for you when you go to the store try before you buy. The sales associates don’t bite.