I've been dating a guy...Chapter 2

[windycissy]

Who says there are no second chances?

Last year I posted a thread (http://www.crossdressers.com/forums/showthread.php?t=18685) out my brief affair with Mr. Right. Since we broke up in December, I've dreamed about turning back the clock....Well, I finally found a way to reach out to him, he responded with kindness, and we are going to try dating again! I feel much more confident about my womanliness, and I just hope we can recapture some of the magic we had on our first date.

Wish me luck!

Windy

[Sweet Susan]

You have my wish for luck. Do you plan on doing anything differently? What caused you to have this change of mind? Are you willing to take the "big" step?

[mhenry]

Hi Wendy....Great! Embrace your femininity and don't get too analytical about things. Let it happen and go with what feels right. :) Janet

[windycissy]

You have my wish for luck. Do you plan on doing anything differently? What caused you to have this change of mind? Are you willing to take the "big" step?

I missed him, and the way he made me feel like a woman. I don't know how far it will go, I just want to relax and enjoy his company, and revel in the sensation of being a girl on the arm of a handsome guy....

I have no idea what "TMI" means!

Windy

[TracyDeluxe]

Hi Wendy (Windy?), I just read Part One, and all I can say is wow! I was pulling for you, girl! ;)

And I am pulling for you now. Best of luck in getting whatever you wish for! And that's YOUR decision to make, not others.

[Sharon]

Good for you, Windy. Good luck!

[windycissy]

This is it, girls: Mr. Right is picking me up in a few hours....I'm trying not to get too excited, I'll try to be totally relaxed and put him at ease when I open the door, I don't want there to be any pressure on either of us to do anything but enjoy each other's company over a nice, romantic dinner. I'm gonna wear a simple skirt and sweater and tights for fun, with flats so he's taller than I am. Okay, I'll admit it, my pulse is racing! Time to get dressed, Windy

[Mona]

Good luck Windy! I hope it works out.
Hugs, Mona

[windycissy]

What a wonderful, magical evening! He kissed me and gave me a flower when I opened the door, looking handsome as hell in his black leather jacket...he makes me feel like such a girl! We sat and talked for a while, lt was awkward at first but when I tried to apologize for the way things ended last time he cut me off and told me not to worry about it. Then it was off to dinner at a great seafood spot, he ordered Champagne and we talked for hours like nothing had ever come between us. I took my camera out of my purse and asked him to take my picture, here it is:

http://im1.shutterfly.com/procserv/47b6dc00b3127cce97c33812398400000020108IatWLlw0aW

One comical moment: when he was driving me back, there was a terrible racket outside the car, so he pulled over and he discovered that the belt of my trenchcoat was dangling outside the door, I felt like such a bimbo!

Afterwards, I invited him back to my place for coffee, and we snuggled for a while...nothing heavy, no pressure, he said it was like being back in high school. He is such a gentleman, and I love being his lady. We're going to see each other again,

Windy

[Girly Sara]

I'm glad your night went as planned Windy. Good for you girl and i hope things work out as you both want it to.

Hugs from Sara xxxx

[MsJanessa]

Good for you Windy---hope it works out. And Susan--what is the "big step"? SRS or something less drastic, like SEX? lol

[Michelle8]

Congratulations,I am so envious.Wish I had a guy
to treat me like that.I hope everything works out
for you

[KarenNY]

Good luck, Windy!

Speaking as someone who has dated a couple of guys before -- although I was substantially younger, we're talking 15 or more years ago -- it is an awful lot of fun having someone (a male) acknowledge my femininity in the traditional context of a guy-girl relationship. I can very much relate to your feelings of giddiness and the thrill of having the guy come over and pick you up! I felt an indescribable rush of "wow!" when my beau picked me up, and I can imagine your face must be hurting from smiling the entire time. I know I did! I just enjoyed so much the contrast between me wearing a pretty prom dress or skirt outfit and the guy I was dating, and I loved being on the arm of this taller handsome young gentleman who treated me like the girl he saw. While the relationships I had with guys did not develop past the kissing and snuggling stage, they certainly were nice and a wonderful way to enjoy the female role!

All the best,

Karen :)

[Cheree]

Thats absolutely awesome Windy, I can ONLY imagine how that must have felt! Enjoy, life is short!;)

[Sierra Evon]

I 2 wish you all the best of luck, thats a step I've from time to time thought
of mostly for entertainment of my thoughts , I'm just not ready yet for me
unless Donald Trump was to call me then I'd say have your hellicopter pilot
pick me up......LOL......anywho......best wishes godspeed.....SIERRA..;)

[Jasmine Ellis]

congratuletions dear, here's to the next date hun :clap: :clap:

[windycissy]

He called this afternoon to tell me that he is free tomorrow night and asked me out on another date! He wants to take me to a Chinese restaurant, I offered to treat him to dinner at the CPK in Water Tower Place if he lets me drag him along for a little shopping. He said he wants to think about it, so I told him I like that he wears the pants in our relationship....Windy

[Sweet Susan]

Good for you Windy---hope it works out. And Susan--what is the "big step"? SRS or something less drastic, like SEX? lol

I didn't really want to say. After all, no need in being pushy. But, since you asked................ I guess I was wondering what it would take to be able really relax.....

[Billijo49504]

I 2 wish you nothing but the best in your relationship. Even if that is not for me, i'm glad you have found your love.
good luck and best wishes...BJ:thumbsup:

[windycissy]

Here I sit, waiting for Mr. Right, who is late as usual, but for once I'm glad! He has seen me in everything I own, so I took off early and hit the stores! Bought a great lavendar top at Old Navy on sale for $5, then went looking for a skirt to match. I couldn't believe it when I found a size 14 on sale at Talbot's for $15.50 - it was their semiannual blowout sale! I was trying it on when my cell phone rang, it was him! The skirt fit, and it looks great with the top - it has a little kick pleat in the front, which shows just a peek of slip when I move my legs, I'm dying to show it off for him. We are going to go to dinner and maybe a movie - snuggling in a dark theater is one of my little fantasies, we'll see if I can drag him to a chick flick. If all goes well, I've got a bottle of Champagne on ice....Windy

[windycissy]

So he picked me up and I asked him to take me to the chick flick, and he told me he was famished and couldn't we eat first? We went to CPK, and we split a Caesar salad and a pasta entree, it was too early for the late showing of the movie so we went to a little bakery and bought some desert to take back to my place....the Champagne was a big hit, and we snuggled and more. I loved it when he suddenly noticed that my scrunchie matched my lavendar top, little things like that are such a turn-on! Here's a picture he took of me in my new outfit:

http://im1.shutterfly.com/procserv/47b6dc02b3127cce97cb61b848f000000005108IatWLlw0aW

He left happy, I feel a little bit more like a woman each time I'm with him.

Windy

[Sweet Susan]

You're spoiling yourself!

[windycissy]

You're spoiling yourself!

You're sweet to say that, but the truth is, it was him I was spoiling! As I submerge myself into my female role, I take such pleasure in doing little things to please the man in my life, like shopping for a new outfit that will excite him, or surprising him with Champagne in an ice bucket and two glasses....he has had a pretty hard time of it lately, and I so want to give him a little shelter, it's what women have been doing for their men since time immemorial....Windy

[deana cd]

Cissy, I'm so happy for you. As someone who has also dated men I know exactly the feelings you describe, and I wish the two of you nothing but the best!

[Sweet Susan]

So, what is the final outcome to this chapter? Give us an update, please.

[windycissy]

Tomorrow is the big day! Mr. Right called me tonight to tell me he is picking me up at 8:00 to take me out to dinner...it's his birthday so it will be my treat. I have been dieting and crunching my abs for weeks, damn if I don't look fine in my little black dress! It shows a little skin in strategic places, but it has a rather high bodice so I don't have to worry about cleavage, and I have a shawl to wear over my shoulders and arms, the way it drapes over them makes them look less...well, you know. Wish me luck! Windy

[Rachel Ann]

You go girl! I'm sure that you are stunning. I wonder whether he appreciates the lengths you go to to look good for him!

Rachel xxx

[windycissy]

We had a wonderful time! Last night was like a fantastic dream, I wore my LBD with a shawl, he took me to an elegant Chinese restaurant, my fortune cookie was scarily romantic! And tonight I whipped up a pretty good dinner for him, pasta and caesar salad with much wine...he took my picture (http://im1.shutterfly.com/procserv/47b6da33b3127cce88cb72af51da00000005108IatWLlw0aW) before he left, love is in the air!

http://im1.shutterfly.com/procserv/47b6da33b3127cce88cb72af51da00000005108IatWLlw0aW



Windy

[JennyJ]

this story is great. Ive dated guys but never anything serious, although I am only 21. I would love to be in your situation. goodluck

[Kate Simmons]

Works for me Cissy. I wish you well in your relationship. It's nice to be treated like a lady, isn't it? Been there, done that. Ericka

[wannabie]

Hi Windy,
I've read your post and WoW!!
I'm wondering, When's the next step? you've seen each other for about a year, went out with him and have made out. I think its time that things advanced in your relationship and have sex with him. one night if things are going right, you can go to a hotel and do what comes naturally.

[Cherry Lynn]

Sounds like you are having fun. I would be. If it gets to the point where he takes you to bed that will be the ultimate. I remember my first time.

[Pauline Wendy]

Windy

Congratulations. Keep us up yo date with what happens. I'm just green with envy!

Wendy xx