Posts: 22
Threads: 9
Joined: Aug 2019
I'm going to start off with its been a struggle lately.... been trying all kinds of websites trying to find a free way to find a way to embrace my femininity and the needs I seem to have... best I found is manhunt but still a lot of creeps... still to scared to hit the bookstores but love and fantasize about the idea of finding a glory hole... still love wearing panties and stockings every chance I get, but lately it's been tough to find the time... but recently found a nice gent to chat with and he has me doing things I have never tried and my curiosity is soaring.. last week I was modeling dresses, heels even lingerie for him.. online of course... he even had me walk outside dressed albeit for a quick minute but I loved everything about it... I was so comfortable i wanted to give him my address.. I'm not sure where it's going but I am so willing to do more... I just get so aroused but as soon as I cum I immediately cut off communication... lately I feel like totally dressing up, would love to try make up.. and see where that leads... I wish there was a way to make this fantasy possible but hell everyday I continue to take it farther... Ive been growing out my hair for no particular reason, I trimmed downstairs, shaved the boys and tainted area... it has me feeling incredibly promiscuous ... a couple more margaritas and hell I'm going to need a toy... why does this have to be so hard?! if you made it this far I appreciate you and hopefully I'm not the only one that feels this way, I'm just venting and thanks for listening any advice is greatly appreciated
Jessie
Posts: 6
Threads: 0
Joined: Jun 2018
Jessie, A little over a year ago I was in the same position as you. I had started shaving my legs, wearing panties, and stockings and trying to walk in heals. A pair of women's shorts, a top and lipstick but that is as far as I would go and always inside my house. Then I met a woman with whom I enjoyed spending time. She very quickly got me to understand that in order for us to have any kind of relationship we had to be open and honest with each other. After several months of dating I opened up and told her that I enjoyed wearing women clothes and would love to cross dress. To my surprise she was very understanding and asked if she could help me totally dress. She brought to my house a short dress, wig, and makeup for us to play. It was a great evening and she asked if I would like to have a girls day with her shopping and a trip to the spa. I said yes and off we went the next day. She suggested we get a mani pedi and that my eyebrows needed threading. The threading hurt. When the lady was finished with my eyebrows they looked so good that I realized the pain was worth it and was told to go to the first treatment room. I thought I was going to get a massage but my friend came into the room and explained if I were going to be a cross dresser, I would need to have a full body wax and keep it waxed. She further explained that to be a gurl, I would have to learn that sometimes being beautiful was painful. About two hours later I was smooth all over and have to admit I loved it. And yes it hurt but gets easier with time. From there we went to the department store where she had my makeup done at the Clinique counter by an artist that does a local drag queens makeup and we bought clothing and shoes for a night out. Back to the house to order a set of breast from Janets and to plan an outing for the weekend. One Sat. I got fully dressed in my new closes, makeup, wig, etc and we went to the local gay bar and watched a fabulous drag show. Now I dress every chance I get. My skills at makeup gets better with each time. I become more comfortable each time we go out. We have become friends with a beautiful young woman that is transitioning and the three of us spend quality time together. The point of my story is to encourage you to try to find someone that will support your lifestyle. It makes all the difference in becoming your true self. And what I am finding is there are many women that will support their man's desire to cross dress. I wish you the best.
Posts: 22
Threads: 9
Joined: Aug 2019
Thanks so much for taking the time to give some great advice, it means a lot to me..
Posts: 30
Threads: 11
Joined: Feb 2020
(03-23-2020, 07:05 PM)Freda Wrote: Jessie, A little over a year ago I was in the same position as you. I had started shaving my legs, wearing panties, and stockings and trying to walk in heals. A pair of women's shorts, a top and lipstick but that is as far as I would go and always inside my house. Then I met a woman with whom I enjoyed spending time. She very quickly got me to understand that in order for us to have any kind of relationship we had to be open and honest with each other. After several months of dating I opened up and told her that I enjoyed wearing women clothes and would love to cross dress. To my surprise she was very understanding and asked if she could help me totally dress. She brought to my house a short dress, wig, and makeup for us to play. It was a great evening and she asked if I would like to have a girls day with her shopping and a trip to the spa. I said yes and off we went the next day. She suggested we get a mani pedi and that my eyebrows needed threading. The threading hurt. When the lady was finished with my eyebrows they looked so good that I realized the pain was worth it and was told to go to the first treatment room. I thought I was going to get a massage but my friend came into the room and explained if I were going to be a cross dresser, I would need to have a full body wax and keep it waxed. She further explained that to be a gurl, I would have to learn that sometimes being beautiful was painful. About two hours later I was smooth all over and have to admit I loved it. And yes it hurt but gets easier with time. From there we went to the department store where she had my makeup done at the Clinique counter by an artist that does a local drag queens makeup and we bought clothing and shoes for a night out. Back to the house to order a set of breast from Janets and to plan an outing for the weekend. One Sat. I got fully dressed in my new closes, makeup, wig, etc and we went to the local gay bar and watched a fabulous drag show. Now I dress every chance I get. My skills at makeup gets better with each time. I become more comfortable each time we go out. We have become friends with a beautiful young woman that is transitioning and the three of us spend quality time together. The point of my story is to encourage you to try to find someone that will support your lifestyle. It makes all the difference in becoming your true self. And what I am finding is there are many women that will support their man's desire to cross dress. I wish you the best.
Wow, I wish I could be as bold as you.
Posts: 1,277
Threads: 74
Joined: Mar 2020
Jessie, I'm new here, but not new to dressing, so I'll add a few thoughts of mine. Let me tell you a bit about my experiences, as I think it is similar to yours.
For years and years I was happy to dress up in lingerie from time to time, though, even say 20 yrs ago I'd had the thoughts, and urge to "Go all the way", fully dressed, makeup wig, etc. It was easy to laugh it off, and just have fun around the house in my underwear.
Till 2018 that was, when I was thinking much more about dressing up, and getting some real clothes. Then while looking for some items for my Lady for Christmas I found a website (don't know which one) that had a section for "Crossdressing supplies". Oh My! What an eye opener! So I bought a few things, for me, and her!
Last year was when I went outside for the first time, fully dressed, and it was soooo addictive, and exciting. Scary too! Nothing bad happened, a few noticed from my voice, but mostly no one batted an eye at me. CIS women come in all shapes and sizes, some are very beautiful, others, well, not so much, but they are women! Most of us, with some practice can learn to get into that spectrum.
Now I go out shopping en femme all the time. Well till this lockdwn stuff here, but it will pass sometime. I love going out dressed, and it gives me a totally different feeling than sexual. I'm relaxed and happy for a couple of days after. My situation doesn't let me dress up and go out all that often, as I almost think I'd be dressed most of the time!
The previous poster gave some good thoughts, and my experience is very similar.
The other thing that I've gets addictive, a bit anyway, is showing off some. As a regular looking guy, I don't get second glances, and no one ever wants to see more!
As a woman, I get looks when I have short skirts on, nice (Fake) tits, and have posted some stuff online, not here though (yet), and have got a few "fans" shall I say. Not that I go too far with on line friends, but that's just me. Tempting though!
So, with your new friend, just be careful, what is he doing with the pictures you share? Saving them, sharing them? Does it matter to you? You should think about it, if you haven't yet. Sorry to be a bit of a downer, Jessie!
You sound like a really nice person, though I don't know you, but I'd hate things to get out of hand and bite you back.
Lots of caution should you decide to meet up, public places, more than once, I'd think. I understand its fun to have a fling, but be careful!
Amy
Posts: 22
Threads: 9
Joined: Aug 2019
(04-01-2020, 06:08 PM)CanuckGirl Wrote: Jessie, I'm new here, but not new to dressing, so I'll add a few thoughts of mine. Let me tell you a bit about my experiences, as I think it is similar to yours.
For years and years I was happy to dress up in lingerie from time to time, though, even say 20 yrs ago I'd had the thoughts, and urge to "Go all the way", fully dressed, makeup wig, etc. It was easy to laugh it off, and just have fun around the house in my underwear.
Till 2018 that was, when I was thinking much more about dressing up, and getting some real clothes. Then while looking for some items for my Lady for Christmas I found a website (don't know which one) that had a section for "Crossdressing supplies". Oh My! What an eye opener! So I bought a few things, for me, and her!
Last year was when I went outside for the first time, fully dressed, and it was soooo addictive, and exciting. Scary too! Nothing bad happened, a few noticed from my voice, but mostly no one batted an eye at me. CIS women come in all shapes and sizes, some are very beautiful, others, well, not so much, but they are women! Most of us, with some practice can learn to get into that spectrum.
Now I go out shopping en femme all the time. Well till this lockdwn stuff here, but it will pass sometime. I love going out dressed, and it gives me a totally different feeling than sexual. I'm relaxed and happy for a couple of days after. My situation doesn't let me dress up and go out all that often, as I almost think I'd be dressed most of the time!
The previous poster gave some good thoughts, and my experience is very similar.
The other thing that I've gets addictive, a bit anyway, is showing off some. As a regular looking guy, I don't get second glances, and no one ever wants to see more!
As a woman, I get looks when I have short skirts on, nice (Fake) tits, and have posted some stuff online, not here though (yet), and have got a few "fans" shall I say. Not that I go too far with on line friends, but that's just me. Tempting though!
So, with your new friend, just be careful, what is he doing with the pictures you share? Saving them, sharing them? Does it matter to you? You should think about it, if you haven't yet. Sorry to be a bit of a downer, Jessie!
You sound like a really nice person, though I don't know you, but I'd hate things to get out of hand and bite you back.
Lots of caution should you decide to meet up, public places, more than once, I'd think. I understand its fun to have a fling, but be careful!
Amy
Amy
Thank you so much for taking the time to give me your insight... it means alot to me... I just feel stuck in the same monotonous situation... I dress when my girl is not around... I have all kinds of things I want to wear including breasts in my cart from JCs...lol. I even got buzzed up and jumped into bed with stockings and panties on with her sleeping I guess hopefully getting caught. .lol.. I got up b4 her and changed but I'm starting to get more and more bold. . Latly wearing panties and stockings under my work clothes... I long for a regular that would dress me up and have their way with me... but I guess sissy porn and hypnosis will have to do for now until I find a more permanent solution.. thank you for listening
Jessie
Posts: 1,277
Threads: 74
Joined: Mar 2020
Jessie, Not a problem! Do you know how your girl feels about guys hat dress up? You could find a way to talk about it, in the context, of "Look at this..." kind of thing, to get a clue about how she feels about it. It would be better for both of you if she knew about your femme side.
Its' a toughie opening up to your SO, it can make the relationship so much better, tighter, stronger, more intimate, or ruin it completely. Seems to depend on person, perhaps their upbringing, I don't know. Also her dedication to you, her man, her Lover.
Otherwise, I don't like being in the relationship advice biz! You have to make the choice as to what to do.
I'm real bad with this stuff too, making decisions, that is.
Take care, be Safe!
Amy
Posts: 38
Threads: 3
Joined: Feb 2020
Hey Jessie
I'm a female married to a CD on this site and I think you should talk to your girl see what her thoughts are about guys who enjoy dressing up never know she might be into it like myself
This is still very new for us she's only started dressing up during Christmas break 2019 we have made a few trips to Janet's together and we are having a great time together I'm very surpotive of her in all of this
Wishing you the best of luck
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