Crossing Over

Miss_Sonya

Really Experienced
Joined
Apr 10, 2004
Posts
295
I'm brand new to the cd scene and if no one has any objections I thought I'd make this little diary-like thread talking about my experiences and where I can ask questions! Feel free to comment or ask questions or whatever! :)



It was about a Friday afternoon, with the late spring sun shining down on the city. I was able to get out of work a little early, for which I was grateful.

I knew I was going to do it. Today was the day, the first day of my new resolve, my new honesty. I am finally being honest with myself: I was going to go buy women's clothing. For myself.

I only admitted this desire to myself recently, although in another sense I've secretly known it for years. I have masqueraded as a woman online many times. In roleplaying games, I choose female characters whenever possible. I have never done this out of maliciousness or with an intent to deceive, but I suppose it ends up the same.

It was always a mental thing. The mind within myself was androgynous, liberated, but in the real world I've always been shy, straight, and straitlaced. Now all that was changing.

As I drove down the street towards the mall my hands were trembling a little. I'll never go through with it, I thought. I will walk through the departments, poke around a little, get scared and leave. I was counting on it. I was sure of it. It was my safety clause.

I have never done anything like this before. I have never been inside a Victoria's Secret before. Never really been in a lingerie department before really. I've certainly walked past them, the thought always flitting through my head -- what if, what if, what would it be like? -- and now here I was. I was in.

It was a lot to take in all at once. Colors, panties, everywhere. My god, how many panties can there be! The mystery had sort of lifted. So much color. It was like a candy store of clothes.

There were maybe twenty to thirty customers, almost all of whom were women. I just hoped I was making any of them uncomfortable, that was the last thing I wanted to do. I avoided eye contact, minded my own business. I wasn't there to pick anyone up. Just to shop.

The security guard was an older, confused looking guy. That was reassuring; the last thing I wanted was some macho encounter, some swaggering attitude directed my way. At any moment I could've wilted.

It helped that I had the "note" with my sizes carefully figured out on it. It made it look like I was shopping for a nonexistent girlfriend. I studied the note carefully, scrutinized it. Probably paid too much attention to it, and less attention to what I was buying, as it turned out. I grabbed a pair of panties and some stockings and looked around for the register. All the way in the back! Strange place for cash registers.

There was a line! A couple of women ahead of me, and only two clerks. Of course one clerk was dealing with a woman who has a problem with her credit card that has to be phoned in, while the other one is coping with some complicated return policy.

This went on for ten minutes. Ten minutes I'm standing there at the head of the line, in my jeans and leather jacket, knit shirt, feeling a bit of sweaty nervousness dripping down into the items in my hand -- a pair of hose and a pair of panties.

Now for the punchline! When I got home, I opened up my bag and discovered I had bought nude-colored thigh-highs instead of black like I had wanted! Not horrible...but damn could I please have looked at the label for more than twenty seconds?!
 
Don't fret it will get easyer.

First who cares what the store clerk thinks, hell it could turn her on you never know.

Second it you don't want to be seen shopping you now can do more on line knowing your sizes and some of what you look good in.

Third you have to look better in womens clothes than I do. I have a very masculan boddy structure. and way too furry.
 
sifer said:
Don't fret it will get easyer.

First who cares what the store clerk thinks, hell it could turn her on you never know.

Second it you don't want to be seen shopping you now can do more on line knowing your sizes and some of what you look good in.

Third you have to look better in womens clothes than I do. I have a very masculan boddy structure. and way too furry.


Thanks sifer :)

I'm not too worried about what the clerks think, not anymore.

Yesterday I went on my second trip, to a much more TV-friendly place, and the gal there was so supportive it was great. She didn't ask "Are these for you?" but just held the things up to me as if they were and made it seem very natural and fun. She helped me get a garter belt and some beautiful shoes.

I don't want to buy online because I hate waiting, or buying sight unseen, and getting things delivered to my place is iffy and a pain.

The shoes are beautiful...Dolce shoes with a shorter three-inch heel and support all the way around. I guessed if I got 5" stilletto heels as my first women's shoes I'd probably twist an ankle.

It's one thing to know why women spend so much time and energy on their wardrobe and personal appearance...it's another to experience it. Wow. It's like a part-time job.
 
Hello and congrats

I have been involved with guys (both bi and str8) who were into CD~ing. Matter of fact my latest lil story is based on that particular thing..(with some other stuff thrown in for good measure)

Anyway, my question is what colors do you look for? What type of materials? Do you have any preferences as yet? (My boi loved tango panties in satin).

I think it's a beautiful thing you are doing and I hope you have fun exploring. I will have to keep tabs on your thread.

Pet
 
I really wouldn't worry about what people think. Before I decided to let myself start to transition and become fully transgendered I was a cross dresser.

I suppose it looks a bit less strange for a female to take male clothes into a dressing room and try them on for some reason though.

I was shopping at wal-mart and the woman that ran the dressing room gave me the wierdest looks as I carried in a bunch of boxer shorts and men's shirts. I had to add a little jab by asking her "Aren't these boxers with the little rubber ducks on them the cutest thing you have ever seen?" LOL she didn't answer, she just looked away
 
Re: Hello and congrats

Anyway, my question is what colors do you look for? What type of materials? Do you have any preferences as yet? (My boi loved tango panties in satin).

I think it's a beautiful thing you are doing and I hope you have fun exploring. I will have to keep tabs on your thread.

Thank you Pet, that's very sweet.:heart:

I have bought only black so far, because I have very fair skin and it seems to contrast well. Later with more experience maybe I'll get something to match my eyes and hair (wig).

I don't really have any preferences yet I am *very* new at this and so am making experimental purchases with lower cost items, these are mostly nylon blends. When I am more confident with what cuts and sizes work for me I will spend on satin and silk.
 
Re: Re: Hello and congrats

Miss_Sonya said:
Thank you Pet, that's very sweet.:heart:

I have bought only black so far, because I have very fair skin and it seems to contrast well. Later with more experience maybe I'll get something to match my eyes and hair (wig).

I don't really have any preferences yet I am *very* new at this and so am making experimental purchases with lower cost items, these are mostly nylon blends. When I am more confident with what cuts and sizes work for me I will spend on satin and silk.

quite welcome..

and here is a thought...

when shopping look for things that will play up the fairness of your skin (dark blues, blood reds and yes, basic black) My boi and I used to shop together..he was slim, small and hairless (only 5'5" and half asian) so i know from whence i speak.

Make sure you keep really good care of your feet...walking around in heels is a very sensual experience..and it's even better when your feet are lotioned up and properly pedicured...

ok..I am done for now...

:kiss:
 
Hi Dusty thanks for the encouragement! And I wish you the best on your journey, that is an unusual and daring road. :)

I suppose it looks a bit less strange for a female to take male clothes into a dressing room and try them on for some reason though.

I would think so, but I haven't tried anything on in a dressing room so you're braver than me there. I do my measurements at home and check the labels, but people complain about us not being on the metric system? Hello? A bigger problem is the wildly varying sizes and schemes printed on women's clothes!

I was shopping at wal-mart and the woman that ran the dressing room gave me the wierdest looks as I carried in a bunch of boxer shorts and men's shirts. I had to add a little jab by asking her "Aren't these boxers with the little rubber ducks on them the cutest thing you have ever seen?" LOL she didn't answer, she just looked away [/B]

I went into Target the other day but it has such a mass market vibe -- I am trying to be tactful -- that I don't think I could shop for girl stuff there. I had to buy a bunch of other stuff and I did but thank God I didn't get a skirt or anything because the trainee checker didn't click all my items and the security guards had to go through all my stuff to verify it was their mistake and I wasn't stealing their precious bathmats or whatever.

Those places are ... ugh.
 
I do not think that is even such a big deal at a place like target. I have gotten snide remarks picking stuff up for my wife. (coincendentaly we ware the same sizes) You should see some of the faces when I ask if they think its my color. Point being they will never know.
Good luck in your endever.
 
Wherever you go, just remember that you are the one that matters, Sonya. You do what feels right for you and don't worry about those who might otherwise discourage you.
A perfect example I can share with you is that often when I go out, I will run across couples or guys in groups of two or three and when we meet passing on the sidewalk or in the parking lot, one of them might make a derogatory remark to their friends. Never has anyone in Atlanta actually confronted me in this way, but it is easy to hear when the person might be a little tipsy and loud. I have never let it bother or even embarrass me- I realize being 5'-11", wearing a minidress up to my cheeks, and clicking along in 5" heels that I open myself up to the chance. I actually thrive on the attention. Here is the point of all of this-invariably, before the night is over, I end up noticing the person again inside the club we were outside before, only now, they are not vwith the others and unmistakenly trying their best to watch me dance, or stare at my legs while on a bar stool, etc. If I can turn and meet eyes with them, most often they will blush and either dissappear in the crowd or sometimes let their excitement get the better of them and approach me. I know now that the reason a lot of people react as they do around others is that they think thats what others want to hear, and are uncomfortable to admit otherwise.
Whether its buying the things you desire, or wearing them out for a night of partying, remain confident and always smile-its hard to go wrong when you do!:kiss:
 
Welcome to the board and to the community, Miss Sonya.

Many large cities have at least one store that caters specifically to cross dressers. Have you looked to see if there is one near where you live?
 
How dare they

nickidoes said:
A perfect example I can share with you is that often when I go out, I will run across couples or guys in groups of two or three and when we meet passing on the sidewalk or in the parking lot, one of them might make a derogatory remark to their friends. Never has anyone in Atlanta actually confronted me in this way, but it is easy to hear when the person might be a little tipsy and loud. I have never let it bother or even embarrass me- I realize being 5'-11", wearing a minidress up to my cheeks, and clicking along in 5" heels that I open myself up to the chance. I actually thrive on the attention. Here is the point of all of this-invariably, before the night is over, I end up noticing the person again inside the club we were outside before, only now, they are not vwith the others and unmistakenly trying their best to watch me dance, or stare at my legs while on a bar stool, etc. If I can turn and meet eyes with them, most often they will blush and either dissappear in the crowd or sometimes let their excitement get the better of them and approach me. I know now that the reason a lot of people react as they do around others is that they think thats what others want to hear, and are uncomfortable to admit otherwise.
Whether its buying the things you desire, or wearing them out for a night of partying, remain confident and always smile-its hard to go wrong when you do!:kiss:


I find it hard to believe that anyone would make rude remarks to you, Nicki. You look positively awesome in your sexy outfits and totally feminine. I'd be proud to escort you into a night club and just let someone try to make a nasty remark. They would find themselves looking for their teeth.

:devil:
 
Miss_Sonya said:
I went into Target the other day but it has such a mass market vibe -- I am trying to be tactful -- that I don't think I could shop for girl stuff there. I had to buy a bunch of other stuff and I did but thank God I didn't get a skirt or anything because the trainee checker didn't click all my items and the security guards had to go through all my stuff to verify it was their mistake and I wasn't stealing their precious bathmats or whatever.

Those places are ... ugh.

Well we've all been through all these buying experiences I expect - those of us who aren't confident enough not to care anyway... which is kind of how it goes in places like Victoria's Secret of course - lots of adrenalin! A pretty enjoyable buzz really. Buying multiple pairs of stockings and stuff seems OK though.

tend only to buy single items at places like target - prepared excuse being that the local store didn't have my gf's size. And never underwear actually. It's not that nice anyway! Far too practical mostly. The one thing I have had fun with while visiting the US of A is the halloween costumes & wigs at Target. They can be a lot of fun. No quality, but fun. Oh, and make-up sets...! Again they'll never be great but all you need to add generally is a nice foundation and that's a wonderful experience. I also particularly love painted toenails. I'm not into wearing bits of female clothing when I'm working or whatever, but having painted nails in my shoes is very nice. And so nice in the shower in the morning.

Anyway good luck to you...
 
My top recommendation for MTF cross-dressers who want to pass is do not go overboard with floral patterns. The trannies at the local kink club always stick out like sore thumbs because they are the only ones in multiple floral prints. Consider what a genetic female really wears if possible.

I do have a MTF trannie who is very close to me. I love looking over her transformation catalogs. :)
 
Hello everyone, enjoyed the wonderful anecdotes and encouragement! No, this av isn't me (I wish!), it's temporary until I get my camera talking to my PC again...groan.

I'm nowhere near your height Nickie and obviously not as experienced or brave either, might be a while before I go out in public! And even then I think I'll stay with a group.

Not that I'm in any condition to be photographed. Pictures some day, but right now my legs are in no shape for the camera. I woke up with itchy legs yesterday! They got itchier throughout the day, and there was a nasty barber's rash over wide parts of them where I'd gone after them over the weekend.

I've never, ever shaved them before and I didn't really have a good plan or the right equipment...I spent hours and it hurts. What a softie! :D

Any advice on how not to butcher them in the future would be greatly appreciated!
 
Miss_Sonya, welcome to Literotica. I'm also a crossdresser, though I don't try to pass. I just like to do it in the privacy of my own home, which is probably good, I don't think I would pass anyway! :D

I once read a post here (on Lit, not necessarily the GLBT board, but it probably was) that defined Transvestism as wearing women's clothes in public and regular Crossdressing as a more private thing. That does make sense to me, though I'm not sure it matters.

As for shaving your legs, what I use is a bathwash (it's like liquid soap but not just for your hands) that has aloe in it. It helps heal any nicks or cuts, but also makes future shaving easier (or at least, I think it does). Also the lather acts as a lubricant so the razor glides more smoothly.

Another thing I've noticed is it's better to go in long, smooth strokes, rather than short, fast ones, just like shaving your face. And try to go over the same spot as little as possible. try and get the hairs with the first couple of passes, if possible.

And be sure to take more care around your knees and ankles. Besides the joints getting in the way, the skin there is usually a different texture and/or thickness, so it can be easier to cut.

Although I'm having trouble with the back of my thighs. The hair is courser I think, but mainly I can't quite figure out the grain. It's more diagonal or something. I've tried asking women about this, but so far none of them have had the same problem.
 
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Try a men's shave cream by Nivea-it is about twice as expensive as the others, but results are so much better that you will most likely forget the price. Also, NEVER try to "get by"on razors-use triple or even quad blade. Starting with those two things and a little practice, you will be an expert before you know it.
I always cover myself in baby oil after, too. My skin is now soft and smooth every day!;)
 
Hello

Great to have you here at Lit., Sonya.

This is a great idea for a thread. And I'm sure you will find most of the people at Lit. to be very supportive, helpful, and loving. And I'm sure you know how to tell those who fail to be that way to "Go to Hell!!!"

I wish you Luck, Lust, Love, and Laughter.:kiss: :cool: :rose:
 
Thanks for the shaving tips guys, I'll definitely look into those methods...stuff is growing back already, argh. How often do you shave? I'm thinking once a week will have to be a minimum unless I figure out something that works better.

Following up on someone said earlier, yes there's a few TV friendly shops in my area, I was at one just a few days ago and it was so great! One of the clerks was really sweet and helpful. That made it so much easier, she helped me pick out a garter belt, some new thigh-highs, and a pair of shoes, my first!

I love them! They're Dolce, leather with good support and the heels are only two and a half inches so I can walk around in them without really much trouble. I did not want to make the mistake of getting 5" stilettos and twisting an ankle!

Thank you Khan-E your cumstained couch inspires us all! And I don't expect to get razzed here on Lit, especially in a GBLT forum! ;)
 
Nicki shaves every day, Sonya...Ya never know when someone might want to grab a handfull.
I would certainly hate to disappoint them:D
 
Miss_Sonya said:
Thank you Khan-E your cumstained couch inspires us all! And I don't expect to get razzed here on Lit, especially in a GBLT forum! ;)


I hope everything works out for you.

Or "in and out" if you so desire!;)
 
That's one of the things that's funny about being a woman for 30 years, it's not as important to me if my bra matches my panties on a wednesday. I own many cheap fucntional "throw out" undies and stockings with garters are for the bedroom, pantyhose are for suits. I'm as femme in cargos as I am in skirts, I'm just less encumbered.

But there are also many girls for whom it's critically important that your bra and your panties match ALL THE TIME. There are some girls who would never wear pantyhose, though most I know embrace this modern fad.

I think what would be really hard would be absorbing and normalizing femininity. I know some MTF's at this point in transition and I really admire their comfort with themselves, because I know it's a hard-fought process.

The clash of the florals is a good faux pas to mention, though I know a lot of middle aged nice suburban ladies who have the same problem.

It's easy to say "be yourself" and it's not so easy when you are figuring out what that means. I think that goes for any process. Interesting read, and thank you for letting us in.

My boy has dark hair prone to ingrowns, swears by professional waxing, which is becoming all the rage among straight boys, even, I hear.
 
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Netzach said:


My boy has dark hair prone to ingrowns, swears by professional waxing, which is becoming all the rage among straight boys, even, I hear.


Glad to hear that. I've always been too embarrassed to look into it (seems like a lot of women these days don't like hairy guys either..). I don't really mind my body hair most of the time but my back and lower areas.. ugh. Ingrowns, itching and sweat in the summer are not fun.
 
Netzach said:
That's one of the things that's funny about being a woman for 30 years, it's not as important to me if my bra matches my panties on a wednesday. I own many cheap fucntional "throw out" undies and stockings with garters are for the bedroom, pantyhose are for suits. I'm as femme in cargos as I am in skirts, I'm just less encumbered.

But there are also many girls for whom it's critically important that your bra and your panties match ALL THE TIME. There are some girls who would never wear pantyhose, though most I know embrace this modern fad.

I think what would be really hard would be absorbing and normalizing femininity. I know some MTF's at this point in transition and I really admire their comfort with themselves, because I know it's a hard-fought process.

The clash of the florals is a good faux pas to mention, though I know a lot of middle aged nice suburban ladies who have the same problem.

It's easy to say "be yourself" and it's not so easy when you are figuring out what that means. I think that goes for any process. Interesting read, and thank you for letting us in.

My boy has dark hair prone to ingrowns, swears by professional waxing, which is becoming all the rage among straight boys, even, I hear.


I am one of those women for whom matching bra and panties is a must (if I decide to wear both or either). I HATE pantyhose. I wear stockings with garters or thi-highs. Garters always make me feel sexy. And feeling sexy makes one act sexy!;)

Realize, Sonya, that feminity CUMS in many varieties. After all, Variety is the Spice of Life!!:cool: :kiss:

I, too, recommend waxing, although you WILL find it painful the first few times. The waxing scene in "What Women Want" with Mel Gibson is so funny becuase it is so realistic.
 
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